caribbean yachting season

The Caribbean Yachting Season: Ultimate Guide

Whether you’re an experienced crew member or a newbie eager to set sail, this complete guide will help you chart your course through the Caribbean Yachting Season.

Here I delve deeper into the Yachting Season in the Caribbean, looking at where to go and when, crew agencies, marinas, visa requirements, and big events.

When is the Caribbean Yachting Season?

The Caribbean Yachting season occurs between November and May. This is also known as the Winter Season in Yachting, referring to winter in the Northern Hemisphere.

The timing of this season occurs during these months as this timeframe is outside of the hurricane season.

During the winter months, you can expect to feel slightly cooler temperatures of about 28°C, as well as windy conditions, ideal for sailing enthusiasts.

Main Events to look out for during the Caribbean Yachting Season

If you are hoping to secure a job on a Yacht in the Caribbean, then you are going to want to head over a few weeks before the season starts. This is the time that Yachts are getting ready for the season. Leading up to the season, Yachts may be hiring new crew members or simply needing extra assistance as they get ready.

Another great job opportunity is to position yourself in a location leading up to main events that will attract many yachts to one location:

• The Fort Lauderdale Boat Show (End of October) is an ideal time to find a job on a yacht. After the show, boats start getting ready to head to the Bahamas and the Caribbean.
• The Antigua Boat Show is a 6-day event in the 1 st week of December.
• The St Maarten Heineken Regatta is held in March.
• Christmas and New Year’s Eve. Now these may seem like obvious events to mention, but this is the Caribbean’s busiest time of year. Job seekers should attempt to find work before December, but equally as important is being available in January as many yachts make crew changes for those that didn’t make the cut during the busiest month.

Key Destinations in the Caribbean

The Caribbean consists of thousands of islands, however, there are a few key islands you would want to situate yourself in order to increase your chances of finding a job.

Antigua is a popular destination for yachting activities and a common starting point for most Yacht charters.

The Antigua Boat Show

The Antigua Charter Yacht Show in early December is a popular event for industry professionals and newcomers alike.

The show marks the start of the Caribbean yachting season and attracts impressive luxury yachts in the region. The main purpose of the show is for yacht brokers, vendors, Captains, and the Press to network.

It is an opportunity for yachts to be showcased before the season kicks off, in the hopes of booking charters and impressing charter brokers.

Marinas in Antigua

The 3 most popular marinas in Antigua are conveniently located within walking distance of each other.

• Nelsons Dockyard
• Falmouth Harbour
• Antigua Yacht Club

Crew Housing in Antigua

Crew housing is limited in Antigua so depending on your budget you would need to look into staying at hostels or an Airbnb.

Pineapple House

This Crew House accommodates a maximum of eight guests, dormitory style. Very basic but lovely accommodation located just above the Antigua Yacht Club.

St. Maarten/St. Martin

This island is a hub for Yacht Crew and a strategic location to look for job opportunities during the Caribbean Yachting Season. Its dual nationality means you have access to both the Dutch and French sides.

St. Maartens Key Event

Heineken Regatta (March) : Although the St. Maarten Heineken Regatta is mainly a sailing event, it also draws a significant number of Superyachts and luxury sailboats. Many crew members go to St. Maarten during this period in search of job opportunities.

St Maarten Crew Houses

Smilers Crew House is located in the central area of Cole Bay, making it easily accessible to all marinas. Some are within walking distance, while others are only a few minutes away by bus.

Shrimpy’s Crew Quarters is very basic accommodation ideally located in Marigot. Bookings are through Airbnb.

Marinas in St Maarten

Some of the top marinas to check out in St Maarten are:

• Yacht Club Port de Plaisance
• Isle de Sol Marina
• Palapa Marina
• Simpson Bay Yacht Club Marina

The Bahamas

While the Bahamas may not be officially considered a Caribbean destination, it remains a highly sought-after location during the Caribbean Yachting Season.

Most yachts will travel back and forth between Fort Lauderdale and The Bahamas in between charters. If you are hoping to land a job in the Bahamas, then it would be a good idea to position yourself in Fort Lauderdale or West Palm Beach.

For crew housing options in Fort Lauderdale check out my post on The Top Crew Houses in Fort Lauderdale.

Visa and Passport Requirements for the Caribbean Yachting Season

Many islands offer you a visa upon entry such as the Bahamas, Antigua, and the BVI’s.

If you are planning on starting your search from the USA, then you will need a B1/B2 visa . Even if a vessel flew you into the Caribbean from outside of the USA, that vessel will always make its way back at some point, so it is advisable to have your B1/B2 visa.

If you plan on heading to St Maarten you will need a Schengen visa . The island is split between the French side and the Dutch side. If you are not able to get a multi-entry visa, then your preference would be for the Dutch side of the island.

Crew Agencies in the Caribbean

Most crew agencies will have connections or clients in the Caribbean but their offices are in America or Europe.  

If you have chosen to start your journey into yachting from Florida or West Palm Beach, the top crew agencies you want to sign up for and meet with are:

• Luxury Yacht Placement
• Northrop and Johnson
• The Crew Network
• Hill Robinson
• Cotton Crews

For more detailed information on these agencies check out my post on the Top Fort Lauderdale Crew Agencies .

My Favourite islands to visit during the Caribbean Yachting Season

Whether you are on a Motor Yacht or Sail Boat, these are some of the top islands worth visiting in the Caribbean.

• British Virgin Islands
• US Virgin Islands
• St Kitts and Nevis
• Turks and Caicos

Hi, my name is Lisa, a Chief Stewardess in the yachting industry with 10 years of experience, as well as 8 years of hospitality experience prior to that. Being in the yachting industry has been a whirlwind of adventure, growth, challenges and some of the best experiences of my life, and I am excited to share my knowledge and experiences with all of you.

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• Travel Guide

What Is The Yachting Season In The Caribbean

Published: November 11, 2023

Modified: January 3, 2024

by Wenona Dunaway

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• Travel Tips

Introduction

When it comes to breathtaking views, sparkling turquoise waters, and a sense of adventure, there is no place quite like the Caribbean. The region boasts a myriad of beautiful islands, each with its own unique charm and allure. A popular way to explore the Caribbean is through yachting, giving you the freedom to navigate the open seas at your own pace and discover hidden treasures along the way.

Whether you are a seasoned sailor or a first-time yacht charterer, understanding the yachting season in the Caribbean is crucial to ensure a successful and enjoyable trip. The yachting season, also known as the charter season, refers to the period when the weather conditions are most favorable for sailing and exploring the region.

In this comprehensive guide, we will delve into the various factors that define the yachting season in the Caribbean, including the high season and low season. We will also provide guidance on the best time to charter a yacht and highlight some of the popular destinations you should consider visiting during your Caribbean adventure. Additionally, we will discuss important weather and climate considerations and share some helpful tips for planning your yachting trip.

So, fasten your seatbelts, hoist the sails, and get ready to embark on an unforgettable yachting experience in the Caribbean!

Overview of Yachting in the Caribbean

Yachting in the Caribbean offers a unique blend of adventure, relaxation, and luxury. The region’s pristine waters, picturesque anchorages, and diverse array of islands make it a paradise for boating enthusiasts. Whether you prefer a leisurely cruise or an adrenaline-pumping sailing experience, the Caribbean has something for everyone.

One of the main advantages of yachting in the Caribbean is the ability to explore multiple islands and destinations in a relatively short period of time. With over 7,000 islands and islets spread across the Caribbean Sea, each boasting its own distinct cultural heritage and natural beauty, you will never run out of places to discover.

The Caribbean is also known for its world-class marinas and yacht clubs, providing excellent facilities and services to cater to the needs of yacht owners and charterers. These marinas offer various amenities, including dockage, fueling stations, provisioning options, and on-site restaurants and bars, ensuring a comfortable and enjoyable experience for all.

In addition to the stunning landscapes and top-notch facilities, the Caribbean is renowned for its vibrant and welcoming island communities. From the laid-back vibes of the British Virgin Islands to the rich history of Puerto Rico, each island has its own distinct character and charm. Visitors can immerse themselves in the local culture, indulge in delicious cuisine, and partake in a wide range of activities, from snorkeling and diving to exploring historical landmarks.

Yachting in the Caribbean offers a multitude of options in terms of yacht charters. You can choose from various types of vessels, including luxury motor yachts, sailing yachts, catamarans, and even traditional schooners. Whether you prefer the speed and power of a motor yacht or the tranquility and elegance of a sailboat, there is a yacht to suit your preferences and budget.

Overall, yachting in the Caribbean provides a perfect balance of adventure, relaxation, and luxury. It allows you to soak up the sun, feel the wind in your hair, and experience the beauty of the Caribbean in a way that no other mode of transportation can offer. From stunning beaches and hidden coves to vibrant coral reefs and captivating sunsets, the Caribbean is a yachting paradise waiting to be explored.

Factors that Define the Yachting Season

The yachting season in the Caribbean is influenced by several factors that dictate the optimal time for sailing and exploring the region. These factors include weather conditions, water temperatures, crowds, and availability of services and amenities.

Weather conditions play a significant role in determining the yachting season. The Caribbean experiences two main seasons: the dry season and the rainy season. The dry season, which typically runs from December to April, is considered the high season for yachting. During this time, the weather is generally sunny with low chances of rainfall, creating ideal conditions for sailing. The winds are consistent and moderate, providing a pleasant and smooth sailing experience.

On the other hand, the rainy season, from May to November, is characterized by higher humidity and increased chances of tropical storms and hurricanes. While yachting is still possible during this period, it requires careful planning and monitoring of weather forecasts. Many experienced sailors prefer to avoid the Caribbean during hurricane season to minimize the risk of encountering severe weather conditions.

Water temperatures also play a role in defining the yachting season. The Caribbean boasts warm waters throughout the year, with temperatures ranging from 75°F to 85°F (24°C to 29°C). However, during the peak of the dry season, water temperatures tend to be at their most comfortable, perfect for swimming, snorkeling, and other water-based activities. In contrast, water temperatures may be slightly cooler during the rainy season, but still pleasant enough for most water activities.

The level of crowds and availability of services and amenities also vary throughout the yachting season. The high season sees an influx of tourists, with popular destinations and marinas experiencing higher occupancy rates. It is advisable to make reservations well in advance to secure berths in marinas and ensure availability of desired charter yachts. On the other hand, the low season tends to be quieter, with fewer crowds and more availability. This can be advantageous for those seeking a more peaceful and secluded yachting experience.

Overall, the yachting season in the Caribbean is defined by the interplay of weather conditions, water temperatures, crowds, and availability of services and amenities. Understanding these factors can help you plan your trip accordingly and ensure a memorable and enjoyable yachting experience in the Caribbean.

High Season in the Caribbean

The high season in the Caribbean corresponds to the dry season, which typically runs from December to April. This period is considered the peak time for yachting in the region, attracting a large number of visitors from around the world seeking to escape the winter chill and enjoy the warmth of the Caribbean sun.

One of the main advantages of yachting during the high season is the consistently favorable weather conditions. The Caribbean experiences mild temperatures, abundant sunshine, and low chances of rainfall during this period. The trade winds, which blow from the east, provide steady and predictable winds, making it an ideal time for smooth sailing and enjoyable navigation.

The high season sees an increase in the availability of services and amenities catered to yacht owners and charterers. Marinas and yacht clubs are fully operational, offering a wide range of facilities, including berthing, fueling, provisioning, and various maintenance services. This ensures a hassle-free and convenient yachting experience, with all the necessary resources readily accessible.

Popular destinations in the Caribbean buzz with activity during the high season. Islands such as St. Barts , Antigua, and the British Virgin Islands attract a large number of visitors, creating a vibrant and lively atmosphere. You can enjoy upscale dining options, indulge in shopping, and partake in exciting events and festivals happening around the region during this time.

It is worth noting that the high season also means higher demand for yacht charters, which may lead to limited availability and higher prices. Therefore, it is advisable to book your yacht charter well in advance to secure your preferred vessel and dates.

Overall, the high season in the Caribbean presents a fantastic opportunity to experience the region at its finest. With ideal weather conditions, a wide range of services and amenities, and a vibrant atmosphere, yachting during the high season guarantees an unforgettable Caribbean adventure.

Low Season in the Caribbean

The low season in the Caribbean, also known as the off-peak season, typically falls during the rainy season from May to November. While it may not be as popular as the high season, the low season offers its own unique advantages for those seeking a more laid-back and serene yachting experience.

One of the main benefits of visiting the Caribbean during the low season is the reduced crowds. With fewer tourists, you can enjoy a more peaceful and private yachting experience. The anchorages, beaches, and attractions are less crowded, allowing you to fully immerse yourself in the tranquility and beauty of the surroundings.

Yacht charters and marina berths are also more readily available during the low season. With lower demand, you have a better chance of securing your preferred yacht and itinerary without having to make reservations months in advance. This flexibility provides the opportunity to explore lesser-known destinations and discover hidden gems that may be off the beaten path.

Although the low season coincides with the rainy season, it is important to note that this does not mean constant rain. Showers and tropical storms may occur, but they are often short-lived and followed by periods of sunshine. These occasional rain showers can be refreshing and provide a welcome cool down from the warm Caribbean temperatures.

Another advantage of the low season is the potential for discounted prices. Yacht charters, accommodation, and other services may offer lower rates during this period, making it a more budget-friendly option for those seeking to experience the Caribbean on a tighter budget.

While some of the popular tourist attractions, restaurants, and shops may have reduced operating hours during the low season, there are still plenty of activities and experiences to enjoy. From water sports and snorkeling to exploring cultural landmarks and engaging with the local communities, the low season allows for a more intimate and authentic connection with the Caribbean.

In summary, the low season in the Caribbean presents an opportunity to escape the crowds and enjoy a more relaxed and budget-friendly yachting experience. With fewer tourists, greater availability, and the chance to explore hidden gems, the low season offers a unique perspective on the Caribbean’s natural beauty and cultural charm.

Best Time to Charter a Yacht

Choosing the best time to charter a yacht in the Caribbean depends on a variety of factors, including your preferences, flexibility, and desired experience. Both the high season and low season have their advantages, so it ultimately comes down to what you prioritize in your yachting adventure.

If you prefer optimal weather conditions, lively atmospheres, and a wider range of available services and amenities, the high season from December to April is the ideal time to charter a yacht. During this period, you can expect warm temperatures, clear skies, and manageable trade winds. This is also when many popular events and festivals take place, adding excitement and cultural immersion to your Caribbean journey.

However, keep in mind that the high season is the busiest time in the Caribbean, meaning more crowds and potentially higher prices. It’s essential to plan and book in advance to secure your desired yacht and dates. If you’re looking for a more exclusive and tranquil experience, consider scheduling your trip during the shoulder seasons, which are the months just before or after the high season. These periods offer a good balance of favorable weather and slightly fewer visitors, allowing you to enjoy the Caribbean without the peak-season crowds.

On the other hand, the low season from May to November presents a unique opportunity for those seeking a more peaceful and budget-friendly yachting experience. While there may be occasional rain showers and the risk of tropical storms, the low season offers reduced prices, greater availability of yacht charters, and fewer tourists. This can provide a more intimate and immersive experience, allowing you to explore lesser-known destinations and enjoy a closer connection with the local culture.

Ultimately, the best time to charter a yacht in the Caribbean depends on your personal preferences and priorities. Consider your desired level of activity, budget, and the type of experience you wish to have. Whether you choose the high season for its vibrant atmosphere or the low season for its tranquility, the Caribbean promises a memorable yachting adventure.

Popular Destinations during the Yachting Season

The Caribbean is renowned for its vast array of stunning islands, each offering its own unique charm and allure. During the yachting season, certain destinations become particularly popular among yacht enthusiasts. Here are some of the top destinations to consider when planning your Caribbean yachting adventure:

• The British Virgin Islands ( BVI ) : Known as the sailing capital of the Caribbean, the BVI offers pristine beaches, crystal-clear waters, and a multitude of secluded anchorages. The popular destinations within the BVI include the Baths in Virgin Gorda, the laid-back atmosphere of Jost Van Dyke, and the vibrant restaurant and nightlife scene in Tortola.
• St. Martin/St. Maarten : This island is divided between the French side of St. Martin and the Dutch side of St. Maarten. It offers a harmonious blend of European sophistication and Caribbean flair. Explore the stunning beaches, indulge in delicious cuisine, and experience the vibrant cultures on both sides of the island.
• The Grenadines : Comprising of a chain of islands stretching between Grenada and St. Vincent, the Grenadines are a haven for yacht charters. Must-visit destinations include the Tobago Cays, a marine park renowned for its crystal-clear waters and vibrant marine life, as well as the picturesque islands of Mustique and Bequia.
• Antigua and Barbuda : Antigua boasts numerous white sandy beaches and protected bays, making it an ideal destination for yachting. Explore Nelson’s Dockyard, a UNESCO World Heritage site, and enjoy panoramic views from Shirley Heights. Nearby Barbuda, with its pink sand beaches, untouched nature reserves, and frigate bird sanctuaries, is not to be missed.
• St. Barts : Known as a playground for the rich and famous, St. Barts offers a mix of luxury and natural beauty. Explore the pristine beaches, dine at world-class restaurants, and enjoy high-end shopping in the charming streets of Gustavia, the island’s capital.

These are just a few examples of the many captivating destinations in the Caribbean. The region also encompasses other incredible locations such as the Cayman Islands, Puerto Rico, the Bahamas, and more. Each island has its own unique attractions, from historic sites to stunning natural wonders, ensuring that there is always something new and exciting to discover during your yachting adventure.

When planning your itinerary, consider the proximity of these destinations to one another, allowing you to explore multiple islands and make the most out of your yachting experience. With a diverse range of landscapes, cultures, and activities, the Caribbean is a paradise waiting to be explored.

Weather and Climate Considerations

When planning a yachting trip in the Caribbean, understanding the weather and climate of the region is essential for a safe and enjoyable experience. The Caribbean generally experiences a tropical climate, characterized by warm temperatures and distinct wet and dry seasons.

During the dry season, which coincides with the high season from December to April, the Caribbean enjoys mild temperatures and lower chances of rainfall. The average temperatures range from 75°F to 85°F (24°C to 29°C), providing comfortable conditions for water activities and beach excursions. The trade winds blow consistently, helping to keep the humidity in check and providing excellent sailing conditions.

However, it’s important to note that even during the dry season, sporadic showers and short thunderstorms can occur. These are typically brief and followed by clear skies, so it’s advisable to pack lightweight rain gear and be prepared for the occasional rain shower.

The rainy season in the Caribbean runs from May to November, coinciding with the low season for yachting. During this period, the region experiences higher humidity levels and increased chances of tropical storms and hurricanes. While the risk of encountering a major storm is relatively low, it’s important to stay informed about weather forecasts and have a plan in place in case of severe weather. Many charter companies have flexible policies during hurricane season, allowing you to reschedule or cancel your trip if needed.

When planning your yachting itinerary, consider the prevailing winds in the area. The trade winds, which blow from the east, provide favorable sailing conditions in most parts of the Caribbean. However, some islands may have variations in wind strength or direction due to their geographical location. Be sure to research the specific conditions of your desired destinations to optimize your sailing experience.

It’s also worth noting that different islands within the Caribbean may have microclimates due to their unique topography. Some islands may receive more rainfall or experience different wind patterns than others. Therefore, it’s advisable to consult local weather reports and consult with experienced sailors or charter companies who are familiar with the specific characteristics of the area you plan to visit.

Overall, the Caribbean offers pleasant weather conditions for yachting throughout most of the year. By being aware of the weather and climate considerations, you can plan your trip accordingly and ensure a safe and enjoyable yachting experience in this tropical paradise.

Tips for Planning a Yachting Trip in the Caribbean

Planning a yachting trip in the Caribbean requires careful consideration and preparation to ensure a smooth and unforgettable experience. Here are some tips to help you make the most out of your Caribbean yachting adventure:

• Choose the right time: Consider the high season and low season, as well as the weather patterns and your personal preferences, when selecting the best time to charter a yacht in the Caribbean.
• Research destinations: Familiarize yourself with the different Caribbean islands and their attractions. Determine which destinations align with your interests and create an itinerary that allows you to explore multiple locations.
• Select the right yacht: Consult with experienced charter companies to find the perfect yacht for your needs. Consider factors such as size, features, and amenities to ensure a comfortable and enjoyable journey.
• Plan your itinerary: Map out your route, taking into account travel distances and the time required to explore each destination. Be flexible and open to adjusting your itinerary as local conditions or unexpected opportunities arise.
• Pack appropriately: Pack lightweight, breathable clothing suitable for tropical weather. Don’t forget essentials such as sunscreen, hats, sunglasses, and reef-safe sunscreen to protect yourself from the sun’s rays. Remember to also pack any necessary medications, snorkeling gear, and a reusable water bottle.
• Stay informed: Monitor weather forecasts and stay updated on any potential tropical storms or hurricanes in the region. Follow the guidance of local authorities and your charter company in case of severe weather.
• Experience local culture: Immerse yourself in the Caribbean’s rich cultural heritage by exploring local markets, trying traditional cuisine, and engaging with the friendly island communities.
• Respect the marine environment: Practice responsible boating and snorkeling by adhering to marine park guidelines, avoiding coral reefs, and properly disposing of any waste. Help protect the delicate ecosystem for future generations to enjoy.
• Be flexible: Keep in mind that yachting is influenced by various factors, including weather conditions and unforeseen circumstances. Embrace the sense of adventure and be open to adjusting your plans as needed to make the most of your trip.
• Relax and enjoy: Yachting in the Caribbean is all about relaxation and enjoyment. Take time to unwind, soak up the sun, and revel in the breathtaking scenery that surrounds you.

By following these tips, you can ensure a well-planned and memorable yachting trip in the Caribbean. So, embark on your adventure, embrace the spirit of the sea, and create lifelong memories in this tropical paradise.

Embarking on a yachting trip in the Caribbean is a dream come true for adventure enthusiasts and ocean lovers. From the breathtaking landscapes to the vibrant cultures, this region offers a plethora of experiences that will leave you in awe. Whether you choose to explore the pristine beaches of the British Virgin Islands, immerse yourself in the European-Caribbean fusion of St. Martin/St. Maarten, or discover the stunning marine life of the Grenadines, the Caribbean has something to offer every type of traveler.

Understanding the factors that define the yachting season, such as weather conditions and crowds, is crucial for planning a successful trip. Whether you opt for the high season with its optimal weather and lively atmosphere or the low season for a more peaceful and budget-friendly experience, the Caribbean embraces you with open arms.

As you plan your yachting adventure, research the popular destinations, pack appropriately, and consider the local customs and traditions. Engage with the vibrant island communities, respect the marine environment, and savor every moment of serenity and adventure that the Caribbean has to offer.

Remember, yachting in the Caribbean is about more than just sailing the open seas. It’s about immersing yourself in the beauty of nature, experiencing the warmth of the Caribbean sun, and creating unforgettable memories with friends and loved ones.

So set sail, navigate the turquoise waters, and let the Caribbean weave its magic on your soul. Get ready to embark on an extraordinary yachting journey filled with extraordinary moments, breathtaking views, and lifelong memories that will keep calling you back to the enchanting Caribbean time and time again.

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Caribbean Yacht Charter Guide: The Seasons of Paradise

Exploring the Caribbean by yacht is a dream come true for avid adventurers. The Caribbean offers a truly unforgettable experience and the beauty of it captivates those for a lifetime. However, before booking your journey, it’s essential to understand the seasonal insights that can make or break your yacht charter. In this article, we’ll delve into the various aspects of Caribbean weather patterns, peak and off-peak seasons, special events and festivals, and the local recommendations for the best sailing experiences. So grab your compass and let’s set sail!

Table of Contents

Understanding caribbean weather patterns.

One of the first things to consider when planning your Caribbean yacht charter is the region’s weather patterns. The Caribbean is known for its tropical climate, with average temperatures ranging from 75°F (24°C) to 85°F (29°C) year-round. However, there are distinct variations throughout the year that can significantly impact your charter experience.

Peak vs. Off-Peak Seasons: What to Expect

From June to November, this is hurricane season, with August and September being the peak months. It’s important to avoid chartering during this period, as hurricanes can pose a serious threat to charter cancellation. Many yachts sail out of the “hurricane belt” to get out of the way of these storms, so this gives you very limited yacht options to charter anyway. To add to the hurricane season low-period, most beach bars and Island “must-sees” close down for this time of year.

On the flip side, the high season, which lasts from December to May, offers great sailing tradewinds, mostly clear skies, and a lower chance of rain showers. These are the busiest of the months in the Caribbean and its clear to see why! All of the yachts are in the area, beach bars are bustling, and the weather is comfortable and breezy (perfect if you’re chartering a yacht with sails as well!).

The Best Months for Cruising the Caribbean

While the Caribbean offers excellent sailing conditions throughout most of the year, there are a few standout months that avid explorers should keep in mind. For those seeking optimal weather conditions and a balance between crowds and tranquility, the months of February April May are ideal. These are the safest bet while also giving some reprise from the crowds.

Alternatively, if you prefer to vacation in the months before the holidays, November and early December can be fantastic months to set sail. The hurricane season has passed, and the islands are beginning to embrace the upcoming high season with renewed energy.

Events and Festivals

Caribbean culture is alive and vibrant, with a rich tapestry of music, dance, and festivals throughout the year. By timing your yacht charter with some of these special events, you can truly immerse yourself in the local traditions and create memories that will last a lifetime.

The Carnival season in St Thomas, usually held at the end of April, is a spectacle of color, music, and revelry. Dancing through the streets, adorned in extravagant costumes, is an experience not to be missed. Another must-see festival is Junkanoo in the Bahamas, an energetic and rhythmic celebration held on Boxing Day and New Year’s Day.

Weather, Crowds, and Prices

When planning your Caribbean yacht charter, it’s crucial to find the perfect balance between weather, crowds, and prices. The peak seasons (holidays and spring break) are when most have off from work and/or school. This puts Christmas, New Years and most weeks in march at high-demand. Be sure to book these over 6+ months in advance to secure a spot on the best yacht of your choosing.

For those seeking a more budget-friendly and secluded experience, the off-peak season can be a great option (November, Early December, February, April, May and June). You’ll have a chance to explore the Caribbean’s hidden gems without the crowds, but also getting a lower charter rate outside of holiday premiums.

Culinary and Cultural Highlights

The Caribbean is a melting pot of flavors and cultures, and each month brings its own unique culinary and cultural highlights. From Anegada Lobster Festival and Beach Barbecues to rum and reggae festivals, there’s something for every taste and interest.

If you’re a seafood lover, plan your charter during the Anegada Lobster Festival in Anegada, BVI, held at the end of November, or the Marigot Seafood Festival in St. Martin, which takes place in September.

Off-Season Charms: The Quieter Months

Although the off-peak season may not fit everyone’s travel plans, it has some undeniable charms that are worth considering. Aside from the more affordable prices, quieter anchorages, and fewer tourists, sailing during this time allows you to connect with the islands on a deeper level.

Imagine enjoying a sunset sail with no other boats in sight or having the beaches all to yourself. The slower pace allows you to truly immerse yourself in the Caribbean’s natural beauty, giving you an experience that feels more authentic and personal.

The Lure of the Busy Season

For the partiers and beach bar scene lovers, the peak season in the Caribbean is pure bliss. Imagine long, sun-filled days on the sea, where the beautiful waters invite you to swim, snorkel, and dive into vibrant coral gardens. The gentle trade winds keep you cool as you explore breathtaking anchorages, ensuring optimal comfort during your yacht charter.

During this time of year, you can expect lower chances of rainfall, better constant trade-winds for sailing, and warm temperatures that make every moment spent outdoors truly enjoyable. Indulge in the natural beauty of the Caribbean and let the healing power of the sun and sea rejuvenate your mind, body, and soul.

The Ecological Calendar: Marine Life

Another fascinating aspect of the Caribbean’s seasonal variations is the ecological calendar, which showcases unique marine life and natural phenomena. From whale migrations to turtle nesting, each month brings its own natural spectacle.

If you’re passionate about wildlife encounters, plan your yacht charter accordingly to witness these incredible moments. Swim alongside majestic humpback whales in the Virgin Islands in January or witness the incredible sight of baby sea turtles hatching and making their way to the sea in July and August.

In Conclusion

Embarking on a Caribbean yacht charter is an adventure that promises unparalleled beauty and serenity, no matter the season. With Uncharted, our expert team possesses the local knowledge and nautical prowess to navigate the Caribbean’s high and low seasons, guaranteeing a seamless voyage. The best months to charter a private yacht in the Caribbean is December through May. Whereas chartering in the hurricane “off-season” months of August to November are not recommended.

Our fleet of state-of-the-art yachts , coupled with the exceptional service of our dedicated crew, ensures that your Caribbean escapade transcends the ordinary. From sun-drenched decks to starlit dinners, every detail is a brushstroke in the painting of your unforgettable journey.

Let Uncharted be your guide to the Caribbean’s hidden gems and seasonal splendors. Book your next yacht charter with Uncharted and set sail on a voyage where luxury meets discovery, and every season brings a new horizon to explore.

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Caribbean Yachting: Making The Most Of Every Season

If you’re wondering when to charter a yacht in the Caribbean, there’s a distinct yachting season, but that’s not to say you can’t charter in this tropical paradise year-round —if you know where and when to go. Let’s dive in.

When is Peak Yachting Season in the Caribbean?

The yachting season in the Caribbean is at its most fabulous, fun-loving height during the Northern Hemisphere winter between December and May, with its peak between Christmas and March.

In early December, the yachts arrive in large numbers from the Mediterranean and pour down from North America to escape the icy winter. The Caribbean yachting season kicks off with the Antigua Yacht Show in the first week of December, and the charter season then peaks between Christmas and March, with the highest charter rates between Christmas and the end of January.

The season for motor yacht charters winds up in early to mid-April, but many sailing yachts stay on until the Antigua Sailing Week in late April/early May — a famously friendly affair which marks the close of the winter season.

What’s the Weather Like in the Caribbean in Winter?

Charterers in the Caribbean winter will enjoy the milder daytime temperatures of 82F (28C) and dive off the yacht’s swim platform into gloriously warm water temperatures of 80F (27C).

Sailors will get a kick out of sailing the winter trade winds, while motoryacht guests will enjoy the gorgeous sea breeze that breaks the heat of the afternoon. of course, wind often equals swell and chop, so the sea is less likely to be flat-calm in the wintertime.

However, the Caribbean has so many islands and archipelagos that your captain can always find a calm bay for swimming and watersports. A great example is the British Virgin Islands, which are well-sheltered and clustered very close together, so you can get away with very short cruises when the wind is up.

Can I Charter a Yacht in the Caribbean in the Summer?

Yes, absolutely! The Caribbean is a year-round cruising ground, and those who charter in summer will experience many benefits, including calmer seas and little wind. Charter rates and yacht availability are favourable, and there’s a packed calendar of local festivals and events to enjoy. Above all, you’ll have your pick of beautiful, quiet anchorages and top marina berths.

However, summer is the rainy season, and more importantly, hurricanes are likely forming in the region during this time. Hurricane season runs from June to November, with the highest risk historically falling between August and October.

Those worried about hurricanes have the option of chartering yachts in locations in the south of the Caribbean that fall outside the hurricane belt, such as Barbados and Trinidad and Tobago, or places that rarely see hurricanes, such as Costa Rica, Grenada, or St Lucia.

Temperatures in summer in the Caribbean average 82F (28C) degrees with highs in the low 100s (30Cs), but the humidity can be sweltering. That same humidity does cause the heat to break in the afternoons with brief tropical showers and storms — the perfect chance to grab a cocktail (or coconut juice) and sit on the aft deck watching the rain roll in. The summer trade winds also deliver a welcome cooling breeze.

The Caribbean offers a happy lifetime of cruising— a constellation of over 7,000 islands in an aquamarine sea. And for those looking to charter a yacht in the Caribbean, Bluewater can create an itinerary that takes in the best experiences, whatever time of year you want to travel!

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Home ~ Caribbean Sailing Seasons

Caribbean Sailing Seasons

Here we are in late February, with spring a mere 3 weeks away, and as the days grow longer thoughts inevitably start turning to warm weather plans, it reminds me of a common misconception about Caribbean sailing seasons: the best time to sail is the winter.

The truth is that it’s not that the Caribbean sailing weather is particularly perfect in winter, it’s just that winter happens to be a great time to evacuate the upper half of North America whenever and however possible! The Caribbean is truly a year-round sailing destination. There are certainly better and worse times to go, but since the summers of 2004 and 2005, with their very active hurricane seasons, the perception that one should not go to the Caribbean in the summer has become more entrenched.

Yes, that’s right, the “H” word – I said it. You don’t often encounter the word hurricane in charter operators’ marketing material. Unfortunately, the risk associated with tropical storm systems has been greatly hyped by the media outlets who are given incentive to do so by way of ratings; and major networks have far, far more penetration into consumers’ attention span than do charter companies, and therefore the bareboat charter companies, and those who operate crewed yacht charters, safest strategy is to hope to avoid the subject altogether.

Hurricane season technically runs June 1 – November 30. So this means don’t book a Caribbean yacht charter then, right? I don’t think so. In fact, if I could pick any time to sail, (notwithstanding any desire I have to escape snow and ice), it would be April – June. While the Hurricane Season is technically on, a quick look at statistics shows you that early season storms typically form in the Caribbean Sea or Gulf of Mexico. Tropical storm systems almost always move east to west, (with the exception of Lenny the contrary, who moved west to east in the late ’90s); thus early season storms stand a very, very slim chance of impacting the majority of the Caribbean cruising grounds. It’s not until mid to late August that sea surface temperatures in the Atlantic rise high enough to be conducive to tropical storm formation.

So why would I choose April to June as my preferred of the Caribbean sailing seasons? Well, in the winter months it’s firstly much windier. Sure, 25 knots is a blast for an afternoon’s sail, but for for a whole week of bouncing around? That starts to become work, and isn’t why I go on vacation. Also, by April the North Atlantic storm activity is greatly reduced, and with it the likelihood of the ground swell it produces which makes north-facing anchorages uncomfortable at best and untenable at worst. The other big benefit? Spring and summer can often be notably less expensive than winter.

So by spring, you have more sunny days than Winter, 12-15 knots instead of 18-25, calmer seas and more anchorages to explore. I often like to charter from late April to the first week in June, as you get all of the aforementioned benefits, plus you’re between seasons so you’ll also find the cruising areas to be far less crowded.

By pointing these features of summer Caribbean sailing out, do I worry that less people might ultimately sail in the winter? Nope. A check of the weather tells me it’s 16 degrees out, and up to a foot of snow predicted for the weekend. The reasons vary, but sailing the Caribbean sounds good to me pretty much any time. Ready to start planning your charter vacation? Browse Bareboats or Crewed Yachts to get started.

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When Is The Yacht Charter Season In The Caribbean?

Yacht charters in the Caribbean are a great way to experience the beauty and culture of the islands. Whether you’re looking for a romantic getaway or an adventure packed with activities , there’s something for everyone. But when should you plan your charter? The Caribbean yacht charter season is typically from mid-October to the second week in August, depending on where you go. In this article, we’ll explore the best times to visit each island and what activities you can enjoy during your stay.

Best Time To Visit The Caribbean

The Caribbean is a popular destination for yacht charters due to its warm, tropical weather and beautiful scenery. The best time to visit the Caribbean region is generally between December and May when the weather is at its most pleasant and the seas are the calmest. During this period, wind speeds are lower, allowing for safer and more enjoyable sailing. The days also tend to be sunnier during this time of year with mild temperatures.

The summer months of June to September can bring the occasional rain storm so it’s wise to research the area before booking a charter .

Yacht Charter Seasons In The Virgin Islands

The Virgin Islands is the perfect location for a yacht charter vacation. With its clear waters, white sandy beaches and lush tropical landscapes, it’s no wonder that this Caribbean paradise is a popular destination. During the winter months, temperatures in the Virgin Islands remain relatively mild and comfortable making them ideal for yachting enthusiasts looking to escape the cold weather of the northern hemisphere.

Experiences on yacht charters in the Virgin Islands can range from cruising around neighboring islands and exploring secluded coves to snorkeling amongst vibrant coral reefs and sunning on white sand beaches. Depending on your itinerary , you may also have the chance to visit bustling towns and villages and go ashore for some island hopping activities. No matter what type of experience you’re looking for, sailing around the Virgin Islands is sure to be an unforgettable journey.

The peak season for yacht charters in the Virgin Islands runs from late November through early August. However, with plenty of options available year-round you can find great deals if you’re willing to sail during off-peak season which runs from Mid-August through October.

Yacht Charter Seasons In The Bahamas

The Virgin Islands offer some of the most beautiful and serene sailing experiences in the Caribbean. With emerald waters and lush tropical shorelines, it’s no surprise that this area is a popular choice for sailing enthusiasts.

Northland West of the Virgin Islands lies the Bahamas – another popular destination for yacht charters. Generally, the season runs from November to August with prime months being January through May. The Bahamas provide a unique experience as they’re made up of over 700 islands and cays, so there are plenty of places to explore while out at sea. The crystal clear waters make this area ideal for snorkeling, scuba diving , and fishing. With its amazing variety of marine life, it’s sure to be an unforgettable experience.

From the tranquil beauty of the Virgin Islands to the breathtaking scenery of the Bahamas – both areas offer an amazing opportunity to explore some of nature’s greatest wonders while enjoying a relaxing vacation afloat on a luxurious charter yacht.

Yacht Charter Seasons In The Leeward Islands

The Caribbean is a picturesque paradise, with glistening turquoise waters, lush tropical islands, and vibrant coral reefs. For those looking to experience all the region has to offer in style and comfort, chartering a yacht is the perfect way to explore. Yacht charters in the Leeward Islands are available all year round; however, the optimal time for an unforgettable sailing experience is from November through April.

This period marks the start of the winter season, when temperatures are moderate and rainfall is minimal. The seas are calm and sailable throughout this period, allowing for stress-free cruising between each island destination. Additionally, there are plenty of activities that can be enjoyed during this time such as snorkeling in crystal clear waters or kayaking along secluded beaches. With so much to see and do in the Caribbean during these months, it’s no wonder why yacht charter season here is so popular.

Yacht Charter Seasons In The Windward Islands

The Windward Islands of the Caribbean offer their own unique experiences during the yacht charter season. Between May and October, these islands provide beautiful turquoise waters with consistent trade winds to help sailboats navigate around the islands. Visitors can also enjoy a variety of water sports such as diving, kayaking, wakeboarding, and surfing. Due to its temperate climate, this is an ideal period for visitors looking to spend some quality time in paradise.

Frequently Asked Questions

What is the average cost of a yacht charter in the caribbean.

The average cost of a yacht charter in the Caribbean is dependent on several factors, such as the size and type of boat, the length of the charter and the location. Generally, prices range from $10,000 to over $25,000 per week. Prices may also vary depending on the season; during peak season it will typically cost more than during off-season months.

How Many People Can A Charter Yacht Accommodate?

Charter yachts vary in size and capacity, but most are able to accommodate between 6 and 10 passengers and crew. Some of the larger vessels may be able to accommodate up to 12 passengers and crew. The best way to determine the capacity of a particular yacht charter is to contact a charter broker directly.

What Is The Best Way To Find A Reputable Charter Company In The Caribbean?

When looking for a reputable charter company in the Caribbean, it’s important to do your research. Start by asking friends and family who have chartered a yacht in the area before. If you don’t have any personal recommendations, look online at reviews of different companies. Read up on their customer service policies and make sure that they are licensed and insured. You can also review the yachts themselves to get an idea of their size, amenities, and cost. Taking the time to find a good charter broker will ensure your sailing experience is unforgettable!

The Caribbean is a fantastic destination for yacht charters, with its warm waters and stunning scenery. However, it’s important to be aware of the cost of chartering a yacht and all that it entails. The best way to ensure you get the most out of your experience is to use a reputable charter broker. This way, you can relax and enjoy your time in the Caribbean knowing that you are in safe hands. So research thoroughly before you book, and take advantage of the beautiful sailing season in the Caribbean!

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Are you ready to let us show you what we can do for you? We can’t wait! This is as exciting for us as it is for you. We began this business because we love putting the perfect yacht charter together for our clients and getting the best of the best at the right price point thanks to our contacts and experience. 

Use our quick contact form to give us the basics about what you’re looking for and we’ll send you ideas and pricing. Don’t worry if it’s not grand enough or should be scaled back; we’ll take care of that too. When you love the plan, we put it into action. All you have to do is show up and enjoy.

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Find Caribbean Crewed Yachts for the Vacation of a Lifetime

The Caribbean is one of the most popular destinations for yacht charters in the world, featuring crystal-blue waters, white-sand beaches, and more than 5,000 islands and cays to explore. With so many islands to choose from, your Caribbean yacht charter itinerary can be tailored to your preferences, giving you the perfect opportunity to island-hop and explore everything the tropical islands have to offer while comfortably kicking back inside luxurious accommodations on the water.

On your private yacht charter , you will be able to explore lively harbors, secluded beaches, tropical rainforests, world-class dive sites, and much more. The possibilities are endless!

Caribbean Yacht Charter Highlights

• More than 5,000 islands and cays to explore
• A great winter destination
• Crystal-clear, sparkling blue waters
• Long stretches of white-sand beaches
• Luxury hotels, five-star restaurants, and spas
• Islands with their own unique cultures and cuisines
• A large selection of crewed yachts for charter

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Caribbean Yachting Season

The Caribbean high season for yacht charters runs from mid-December to early May, with Christmas and New Year’s the most popular and busiest times of the year. But due to the islands’ locations near the equator, temperatures remain ideal throughout the year, making off-season charters just as enjoyable.

Keep in mind, however, that there is an increased chance for storms and hurricanes during the summer season, mainly from mid-August to mid-November. Most charter yachts leave the area during that time.

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Area Guide: Caribbean Charter Destinations

Are you ready to explore all that the Caribbean has to offer? There are three main island areas in the Caribbean, all fantastic destinations for Caribbean charter yacht vacations.

The Grenadines

The Grenadines are untouched by mass tourism and industry, and they are the perfect charter destination if you are looking for solitude and you enjoy exploring remote areas. A great combination of lush rain forests and sandy beaches awaits!

This is a great summer charter destination because the islands aren’t usually affected by hurricanes.

The Leeward Islands

Leeward Islands yacht rentals offer the perfect combination of luxury and solitude. You can visit the glitzy islands of St. Maarten and St. Barts one day and get lost in the remoteness and tranquility of Anguilla the next day.

These islands are rich in history and offer great restaurants, upscale resorts, and trendy harbors.

The Virgin Islands

The Virgin Islands are the perfect location for first-time charterers and families because of their calm waters, protected natural anchorages, and short distances between the islands.

The BVI are a great destination for a catamaran or sailing yacht charter. Caribbean locations here have constant yet mild trade winds year round, and the area offers fantastic diving and snorkeling.

Where Can I Charter a Yacht?

When you choose Worldwide Boat as your Caribbean yacht charter broker, we can help you charter a luxury boat anywhere in the Caribbean or anywhere else you’d like to go, from the Mediterranean to Alaska to the Galapagos Islands.

How Do I Book a Private Yacht?

The best Caribbean yacht charters can be booked in just a few easy steps:

• Choose our experienced yacht charter specialists to assist you through the process of booking a yacht.
• Search by destination or by boat, or use our advanced search tool to filter your options by the number of guests, yacht type, destination, and/or your budget.
• Pick the option that best fits your needs and your dream vacation.
• Reserve your yacht by signing a contract with the yacht owner.
• Enjoy your vacation!

How Much Does it Cost to Charter a Yacht in the Caribbean?

Weekly rates for Caribbean boat charters are dependent on a number of factors, including the type of yacht, the season, and your destination. Motor yachts, for example, typically range from $15,000 (yachts up to 80 feet) to $150,000 or more (yachts over 150 feet) per week.

During the Caribbean high season (Christmas, New Year’s, and January/February), yacht charter Caribbean prices tend to increase slightly. Areas with large charter fleets, like St. Martin, tend to have more competitive pricing than areas with smaller fleets.

How Much Does it Cost to Charter a Catamaran in the Caribbean?

Most catamarans offer all-inclusive rates, which start at $10,000 for catamarans under 50 feet and run up to $50,000 or more for catamarans of 80 feet or more. The Caribbean is an ideal destination for a catamaran charter, and across the region, you’ll find a variety of sailing and power cats available for charter.

Ultimately, the cost of a catamaran charter is dependent on the time you visit, where you go, local taxes, and the number of ports you visit. A luxury yacht charter in the Caribbean’s high season (New Year’s or Christmas) will cost significantly more than a catamaran charter in summer.

Can I Rent a Yacht for a Day?

Rates for yacht rentals are usually weekly, but when you talk to a Caribbean yacht charter broker at Worldwide Boat, we can look at your budget, plans, and interests to help you get the best experience possible.

Caribbean Yachting Hotspots

Caribbean sailing charters give you access to white-sand beaches and laid-back island vibes, but they can also offer action-packed itineraries. From island-hopping and hiking to snorkeling and cliff-jumping, adventure awaits on a Caribbean yacht charter!

Some of the region’s must-see destinations include:

• St. Martin : Known for its upscale eateries and amazing cuisine, as well as high-end spas, shopping and casinos, St. Martin is the yachting capital of the Caribbean. This island is part French and part Dutch, and it’s close to islands like St. Barts and Anguilla, making it a favorite jumping-off point for island-hopping adventures.
• St. Barts : St. Barts (sometimes called St. Barths) beckons A-listers to its posh beach clubs, fashionable shops, and five-star eateries. Visitors will find a collection of truly spectacular powdery beaches, Michelin-starred restaurants, and excellent shoreside amenities, all within cruising distance of St. Martin.
• Antigua : Antigua epitomizes the relaxation and bliss of the Caribbean. Known for its 365 beaches (one for every day of the year), the tiny island is a sailor’s dream, offering warm waters, steady winds, safe anchorages, and a lively regatta calendar.
• Grenada : Grenada is revered for its beautiful beaches, abundant marine wildlife, and vibrant cuisine (spiced with local nutmeg, mace, and allspice). Spend a day relaxing on Grand Anse Beach, which is consistently ranked one of the best in the world. Island-hop to neighboring isles like Petite Martinique, or spend a day snorkeling one of Grenada’s famous reefs.
• Anguilla : Anguilla is one of the most tranquil Leeward islands. Escape to Dream Bay or one of the numerous nearby coral cays for some supreme R&R. A diving and snorkeling mecca, Anguilla is home to some of the Caribbean’s best shipwreck dives. Plus, the island boasts a calendar of must-see festivals and events, including a jazz festival in November and Carnival in August.

Why Charter a Yacht in the Caribbean?

The best Caribbean yacht charters offer a bit of everything: Relaxation, sun-soaked beaches, delicious culinary treats, refreshing rum-infused cocktails, and calm waters for cruising. Here are some highlights:

The Inescapable Beauty of White-Sand Beaches

Caribbean beaches have almost a mythical quality to them. It’s no wonder explorers were once willing to board wooden ships and travel thousands of miles just to see them in person.

Every island offers a selection of untouched and charming beaches for you to explore. From one-of-a-kind places like “Pig Beach” in the Bahamas to the cosmopolitan Great Bay Beach in Philipsburg, St. Martin, the beaches across the Caribbean offer legendary sights and attractions.

Colorful Celebrations and Friendly Faces

The Caribbean is known for its parades, bars, nightclubs, and parties, not to mention world-famous cocktails. When you want to step off of your luxury yacht charter, Caribbean shores and islands offer a world of fun to immerse yourself in.

A few must-see events include the St. Barth’s Bucket (if you’re into superyacht racing), the annual Carnival celebration, and the St. Lucia Jazz & Arts Festival .

Amazing Wildlife and Adventure

If snorkeling in vibrant and colorful coral reefs, diving into underwater museums, or parasailing over clear waters are some of the items on your bucket list, you can certainly get it all done during your visit to the Caribbean.

You’ll find a variety of unique adventures, from the underwater sculpture park of the Grenadines to the natural seaside baths in Virgin Gorda and hiking the Pitons in St. Lucia. The Caribbean gives you to plenty of chances to get outside and enjoy yourself.

Nonstop Relaxation

Because the area is so close to the equator, the Caribbean offers warm weather to lounge in all year round. Feel pampered aboard a luxury crewed rental yacht, and then feel calm while sinking your toes into soft, powdery white sand. Enjoy the spas, rum cocktails, and quiet, isolated beaches: Charter guests can experience supreme relaxation in the Caribbean.

Book Your Caribbean Charter With Worldwide Boat

Discover the beauty of the Caribbean with a luxury crewed yacht charter. Contact a broker with Worldwide Boat today to learn more about available yachts and itineraries for the Caribbean.

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How Long is Yacht Charter Season in the Caribbean?

Having a firm understanding of when the regional yacht charter seasons occur and how many months they last is beneficial for yacht owners and yacht management companies alike. You will have a better chance at anticipating the demand for your charter vessel and knowing which dates you can reserve for yacht maintenance or extended yard periods. Yacht crew placement and yacht concierge services are also aided by answering the question: how long is the Caribbean yacht charter season?

Caribbean Winter Cruising

The Caribbean yacht charter season starts around August and September and lasts throughout the autumn and winter months. Charter guests are seeking out the warmer weather and places like the Bahamas, the British Virgin Islands, St. Barts, Jamaica, the Dominican Republic, and plenty of other tropical paradises that provide the perfect escape.

Peak season in the Caribbean begins during mid-December and the winter holidays all the way to March. The months from April to July are considered the Caribbean’s shoulder season – the time between peak and non-peak times.

The Caribbean Yacht Charter Season

August, September, October, November, December, January, February, March

Hurricane season, which lasts from July to early October in this region, doesn’t hinder the Caribbean yacht charter season at all. However, yacht crew must stay aware of weather forecasts and charter prices are typically lower during these months.

Summer Season in “The Med”

The spring and summer months see a decrease in charters to the Caribbean. This is when the yacht charter season begins in the Mediterranean and Northern Europe. Charter guests and the jet-set elite go across the Atlantic Ocean to this region due to its temperate summer weather. However, not everyone goes east.

Sunshine & Warm Weather Year-Round

Since the Caribbean and even its neighboring places like the Florida Keys experience warm temperatures and moderate weather for almost all the months of the year, these destinations enjoy yacht charters year-round!

When you are developing your yacht’s charter schedule, be sure to reserve some dates for regular yacht maintenance services. At Yacht Management South Florida Inc., we offer premier yacht management and maintenance services on-site or on-location at our Fort Lauderdale marina. Call (954) 941-6447 or contact us today to learn more!

For all inquiries, fill out the form below and a member of our team will respond as soon as possible

Yachting World

• Digital Edition

Caribbean sailing 2022: the rules and where to go

• Lexi Fisher
• January 17, 2022

Grenadian-born Lexi Fisher gives us a Caribbean sailing and venues update for the 2022 season, including regulations in place for the major destinations

These days it’s hard to predict what the world may look like in a few weeks, let alone a few months, but many in the Caribbean sailing industry are cautiously optimistic for the upcoming 2022 cruising and racing season. Although the days of spontaneous island hopping might be over (for now, at least), there is value to be found in slowing down, and being a little more intentional with your time.

The challenges presented by the fact that most islands are separate nations with individual entry protocols are not insurmountable. Tourism, both land-based and yachting, has long been a mainstay of the Caribbean’s economy. Sailing and related services have fared well compared to the traditional tourism industry, and technical and general yacht services, marinas, and nearby restaurants are largely open and fully operational.

Most islands now have well-established and easy-to-follow protocols, though there are still some quarantine requirements and restrictions on freedom of movement. These are generally greatly decreased if you are fully vaccinated (many islands require proof of vaccination for dine-in restaurant service, for example).

General safety protocols like social distancing, masks, and hand sanitising remain in place throughout, though compliance and enforcement vary. Some islands require visitors to have Covid-19 health insurance.

You can choose to see these regulations in one of two ways; as a cumbersome hindrance to the freedom to roam that may have attracted you to cruising in the first place, or as a necessary regimen to keeping both the local population and guests safe, allowing us to continue to be visitors to this glorious part of the world.

Many cruisers, especially charter guests with limited time, are opting to stay on a single island or set of islands rather than spend additional time in quarantine. This often requires some planning, research, and a willingness to go off the beaten path and visit anchorages you might normally have passed by.

A local Carriacou sloop competing at Antigua Classics. Photo: Tobias Stoerkle

It has also helped develop even closer-knit yachting communities, especially for liveaboard cruisers who have been riding out lockdowns and hurricane seasons on their boats instead of flying home. As a result, special interest groups are more popular than ever; weekly domino games, group fitness sessions, and volunteer initiatives are a great way to connect with cruising and local communities.

Most islands have a cruisers’ Facebook page where you can stay up to date on events and regulations while planning your trip, and a regular VHF morning net so you can stay in the loop once you’ve arrived.

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Caribbean adventure

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RORC member John Burnie explains what to expect on the course

How busy destinations are likely to be will depend on historical and current local government regulations. Martinique, for example, had been closed to non-European visitors since the beginning of the pandemic, and although they have recently re-opened, word has been slow to get out.

Many charter guests will once again be opting for the untouched beauty of St Vincent and the Grenadines, where visitors can easily spend every night of a 10- or 14-day charter in a different anchorage of shallow, turquoise water.

Idyllic anchorage in the British Virgin Islands. Photo: Patrick Bennett/Uncommon Caribbean

Many liveaboard cruisers that would otherwise have hauled out for hurricane season in Trinidad have instead stayed aboard in Grenada this year, and are now venturing north as other islands begin to ease restrictions.

Here we take a look at some of the southern Caribbean’s top cruising destinations to see what the 2022 cruising season has in store; what kind of freedom of movement to expect, and what entry protocols to prepare for.

Entry requirements and safety measures within and between islands can change at short notice. Always consult official government sources for the most up-to-date information when planning a passage.

Caribbean sailing destinations for 2022

Caribbean Multihull Challenge: 4-6 February – smyc.com/caribbean-multihull-challenge Heineken Regatta: 3-6 March – heinekenregatta.com Facebook cruisers’ group: Sint Maarten Cruisers & Boaters Morning Net: 0730, VHF Ch10, Mon-Sat Government Info: stmaartenehas.com Vaccination Rate: 60%

Like Martinique, St Maarten remains a popular destination for sailors looking for a more European experience. Boat yards are busy with short-term haul outs and minor repairs for yachts getting ready for charter season.

There are some differences in Covid regulations between the French and Dutch sides of the island, but you can move freely between sides by car or on foot. As of 1 November 2021 there is no mandatory entry Covid test for anyone fully vaccinated within the last year, or if you are arriving from a low risk country. Covid-19 health insurance is required.

View over Petite Clef islet towards Etang de la Barriere, St Maarten. Photo: Lexi Fisher

Antigua & Barbuda

RORC Caribbean 600 : start 22 February – caribbean600.rorc.org Superyacht Challenge: Antigua, 9-13 March – superyachtchallengeantigua.com Antigua Classic Yacht Regatta: 30 March-4 April – antiguaclassics.com Antigua Sailing Week: 30 April-6 May – sailingweek.com Facebook cruisers’ group: Antigua Cruisers Morning Net: 0830, VHF Ch74, Mon-Sat Government Info: visitantiguabarbuda.com/travel-advisory Vaccination Rate: 48%

Antigua has a full regatta season planned for 2022, and will no doubt attract a lively crowd, while its sister island of Barbuda offers a serene escape. In addition to the regattas, the Salty Dawg rally is scheduled to arrive in mid-November, with most participants expected to spend a significant amount of their time cruising locally.

Having remained open since June 2020, Antigua’s yachting industry is still going strong, and there is no quarantine or arrival testing required for those who are fully vaccinated.

CORC Windward 500: 16-20 May – caribbean-sailing.com ARC rallies: arriving December 2021 and January 2022 – worldcruising.com/arc/event.aspx Facebook cruisers’ group: St. Lucia Cruisers Morning Net: 0800, VHF Ch69, Mon, Wed, Fri Government Info: stlucia.org/en/covid-19 Vaccination Rate: 20%

With two ARC rallies arriving in St Lucia this year bringing three times the number of boats (a combined 280) compared to last year, yacht services are up and running and looking forward to a busy season.

Yachting industry leaders are working towards a ‘bubble’ agreement with St Vincent to allow more freedom of movement for those on sailing holidays.

National parks and major attractions are open to locals and visitors alike, though on different days, regulated by a system of coloured wristbands. There is no arrival quarantine requirement for those who are fully vaccinated.

Antigua Sailing Week will be back for 2022. Photo: Paul Wyeth

RORC Transatlantic: start 8 January – rorctransatlantic.rorc.org Grenada Sailing Week: 30 January-4 February – grenadasailingweek.com CORC Windward 500: 16-20 May ARC+ rally: arriving December 2021 – worldcruising.com/arc_plus/event.aspx Facebook cruisers’ group: Grenada Cruisers Information Morning Net: 0730, VHF Ch66, Mon-Sat Government Info: covid19.gov.gd Vaccination Rate: 25%

Grenada developed entry protocols early on that allowed cruisers to spend hurricane season in Grenada, south of the hurricane belt. Despite a major Covid outbreak this summer, boat yards are currently busier than ever, and with a new leg of the ARC+ added to the roster this year, there are over 100 boats scheduled to arrive at Port Louis Marina in early December.

Non-nationals must be vaccinated to enter Grenada pending a negative PCR result. With falling infection rates the nightly curfew and restrictions on alcohol sales may soon be relaxed.

CORC Windward 500: 16-20 May Facebook cruisers’ group: Martinique Cruisers Information & Events Morning Net: 0830 VHF Ch08, Mon, Wed, Fri Government Info: martinique.gouv.fr Vaccination Rate: 30%

International charter guests are arriving in Martinique again – a welcome return after regulations issued from mainland France meant only Europeans were allowed entry for most of the pandemic. Now fully vaccinated visitors can enter without testing or quarantine, charter businesses are fully booked.

A spike in cases over the summer saw a nightly curfew imposed, which will hopefully be reduced in the coming months.

Yacht racing in the Caribbean. Photo: Paul Wyeth

Caribbean sailing regatta circuit

This season event organisers are anticipating the return of most pre-Covid regattas and a full season of racing, with a shift of emphasis away from the shoreside parties and live music events towards on-the-water action.

Major events including St Maarten Heineken Regatta, Antigua Sailing Week and the Royal Ocean Racing Club’s Caribbean 600 race are all scheduled to return. The iconic superyacht event, the St Barths Bucket, is due to be held from 17-20 March 2022. Organisers report strong early entry numbers, with 25 superyachts signed up and more pending.

Currently entry to St Barths requires vaccination and a negative PCR test, but no quarantine. The island’s glitzy multi-class regatta, Les Voiles de St Barths, is also scheduled for 17-23 April, 2022.

The British Virgin Islands’ BVI Spring Regatta is set to run from 28 March-3 April, although current entry protocols for the BVIs include a four day quarantine for partially vaccinated people.

A new format race, the Caribbean Ocean Racing Club’s CORC Windward 500, which was developed in 2021, is set for another round in May 2022. As a new ‘Covid safe’ offshore, each team starts and finishes in their own country, with courses set and results generated using GPS tracking technology – negating the need for entry protocols, quarantines, or risk of changing government regulations.

Michele Korteweg, president of the Caribbean Sailing Association, explains: “We see an increase in the confidence of boat owners to make the crossing to spend the season in the Caribbean. The Caribbean has invested in technological developments, as many processes have had to be done digitally to reduce contact. This should help with overall logistics (clearing in and out, the availability of supplies, online provisioning etc) and make it more attractive to spend time in the region.

“The Covid pandemic allowed regatta organisers to review their events and reinvent our products. I personally saw this period as a ‘forced’ reset.

“We are far more focused on sailing and want to offer world class racing. The social aspect of the events will vary throughout the Caribbean, but the overall consensus is we want to host safe and professional sailing events. Feedback from the sailing community also showed us that socials and parties aren’t expected.”

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• Caribbean Yacht Charter

Perhaps the best tropical yacht charter spot worldwide, there are over 700 islands to choose from in the Caribbean. However, Caribbean yacht charters can be split into two main area: the Greater Antilles and the Lesser Antilles. The Greater Antilles is home to countries like the Dominican Republic, Jamaica and Cuba while the Lesser Antilles can be subdivided into the Windward and Leeward Islands. The Leeward islands include St Kitts and Nevis, the British Virgin Islands, Anguilla along with Antigua and Barbuda. The Windward Islands comprise the Grenadines, Grenada, Barbados, Dominica, St Vincent and St Lucia.

ALFA NERO | From EUR€ 812,000/wk

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Sailing Yachts Under 100' - Sailing Yachts Over 100' - Motor Yachts Under 100' - Motor Yachts Over 100' - Catamarans Over 50'

The stunning and diverse Caribbean beckons travelers back year after year. With its beautiful climate, fantastic coral reefs, palm trees and exotic tropical islands, there are lots of reasons to make this your next sailing destination. Don’t forget the rum cocktails either! As the second largest yachting area, only after the Mediterranean, there are many luxury yachts available for your Caribbean yacht charter and you can view some of the yachts below or here .

Reviews of Caribbean Charter Vacations | Caribbean Holiday Fact File | Top Caribbean Spots | Sample Itinerary | Charter Yachts Available

The Bahamas and Turks and Caicos are not really in the Caribbean although are known as superyacht destinations in the Caribbean. Wherever you decide to charter a luxury superyacht in the Caribbean you will enjoy a totally relaxing vacation and beautiful scenery.

How Much Does it Cost To Charter in The Caribbean?

Caribbean yacht charter prices vary according to the size, style and age of the yacht you rent. Our luxury superyacht charters rent from 30,000 USD to over 1,000,000 per week, plus expenses, in the form of an advanced provisioning allowance (APA). Conversely, smaller 'all inclusive' type vacations cost between USD 15,000 to 50,000 per week. View the list of yachts and prices here .

Experience the luxury of Crewed Private Yachts in the Caribbean

A traditional hot spot for crewed charters, the Caribbean is considered “the king of yachting vacations”, so please contact us here to go on your private charter. Whether you agree with this or not, you like most people will have heard of the Caribbean as a great yacht charter destination. This is because this location covers a huge area and offer fantastic diversity. It is beautiful and warm, has amazing beaches, interesting cultures and perhaps most importantly, the Caribbean has a huge selection of crewed yachts, luxury yachts and superyachts which you can rent and experience a truly magnificent vacation around the various Island groups. The Caribbean is a natural wonderland onshore, but probably most importantly, it has an ocean laden with treasures, from tiny beach ridden coral atolls to substantial mountainous islands exuding rich and colorful cultures. An area which is famous for its beautiful waterways and islands, there is no better way to experience the Caribbean than on a crewed luxury yacht vacation.

Some of the Recommended Caribbean Yacht Spots:

Popular places to visit on a yacht include Antigua , St Barts , Anguilla , St Martin , The British Virgin Islands , The US Virgin Islands , the Grenadines and many more – see more below.

More than ever crewed luxury yachts are beginning to explore more exotic and remote Caribbean Islands, so ask your charter broker or captain for more information on some of these more remote treasures. Due to the scale and diversity of the different areas of the Caribbean we have covered the major charter locations individually. Please note that if there is a charter boat cruising area, not covered here that you are interested in, please contact us and we will provide you with that information personally in the form of a yacht charter itinerary.

As one of the most popular locations in the world, second only to the Mediterranean in popularity, the types of boats available for rental in the Caribbean include all the main types such as motor, sailing, skippered, crewed yachts, catamarans, power boats, sailboat, luxury yachts as well as the ever growing superyacht and mega yachts. Both beginner and experts alike are drawn to the Caribbean for its warm winds, protected waterways and beautiful anchorages. The Caribbean is a special place that has beautiful tropical islands that lie snug within a tropical island necklace as laid out on a large blue sea.

The Caribbean is also steeped in a fertile history of sailing adventure. Ever since the days of galleons and pirates the Caribbean has been host to some of the most satisfying sailing anywhere in the world. On your Caribbean yachting vacation you can find, an incredible amount of choice and variety and all in a relatively small area - thriving bars and Caribbean nightlife; first rate cuisine; spectacular white powder beaches; lush tropical rain forest; cloud-fringed mountain peaks; exotic bird life; amazing diving and snorkeling and a serene blend of European sophistication and warm Caribbean hospitality. The problem is, with so many superb Caribbean yachting locations and charter boats to choose form, where do you start when planning a holiday? With CharterWorld of course…

The Time of Year to Charter a Yacht in the Caribbean:

The main Caribbean sailing season runs from November through to July. The Caribbean primary high season is from mid-December to March, when the winter escapees from North America and Europe arrive in their greatest numbers. The hurricane season is from late July to early October, although hurricanes are in general rare in the southern Caribbean. Unfortunately, they can be prevalent around Cuba, Bahamas and the east coast of the U.S. every few years. This is the least expensive time for chartering in the Caribbean and there are some really good deals are available. However, as well as running the risk of storms, this time of year also tends to be associated with lighter (or non-existent) winds.

As with many boating locations the Caribbean shoulder season, in this case from April to July, is also a great time to charter a boat as there are less shore based visitors, some lovely settled sunny weather, and warm yet steady breeze. The Caribbean is made up of many different multi-nation (and multi-cultural) volcanic islands. There are amazing sailing grounds stretching from Cuba and Jamaica in the west, through the Dominican Republic, Puerto Rico, The Virgin Islands, The Leeward Islands and the Windward Islands, finishing with Trinidad and Tobago off the coast of Venezuela.

Caribbean Yachting Hot Spots:

Here is a brief list of some of the Caribbean hot spots to consider experiencing when you rent a luxury crewed charter yacht. This is by no means an extensive list and there is more information on things to see and do in the Caribbean under each Caribbean private yacht location. Also, when you hire a yacht with us we will supply you with a customised hand written itinerary suggestion so that you and your crew have a few ideas to choose from on your charter.

General Places/Events Worthy of Experiencing:

- Gustavia Harbour in St Barts - shopping, nightlife, restaurants and European quintessence - Nelson in Dockyards in Antigua - history and beauty in a harbour - Sunset in St Lucia - St Kitts for the beauty, history and magnificent views from Brimstone Hill Fortress - Anegada for its deserted beaches, fringed reefs and the unique flora and fauna of the salt ponds, home to the pink flamingo - The BVIs for the beautiful beaches and anchorages - Guadeloupe for its diversity - one side offers cosmopolitan flair, bordered by beaches and coral reefs and the other has open lands with the fertile, volcanic peaks , rain forest and waterfalls.

How to get to the Caribbean

There are direct flights from the UK and the US to Barbados, Jamaica, St Lucia and Antigua. Some Caribbean islands require a connecting flight as they have small airports which cannot handle large aeroplanes. Across the Caribbean, many islands have private jet facilities with fantastic runways.

What is the currency in the Caribbean?

Various currencies are used in the Caribbean. For instance, in Anguilla, Dominica, Grenada, St Kitts and Nevis, St Lucia, St Vincent, the Grenadines and Antigua, the East Caribbean dollar is the currency. Jamaica, Barbados, the Cayman Islands and the Bahamas have their very own currency. US dollars are accepted on most of the islands however the ATMs tend to have only the local currency.

Language spoken

There are four main languages spoken in the Caribbean, French, Spanish, Dutch and English. English is the first or second language and is mostly used when tourists visit. The official language of Haiti is Haitian Creole while Papiamento is used in Curacao, Bonaire and Aruba. Different creoles and local patois are also spoken on the various islands.

Time Zone in the Caribbean

Two time zones are used in the Caribbean. GMT -5 and GMT -4. Daylight saving time is implemented in many countries including Bermuda, Cuba, Haiti, the Bahamas including the Turks and Caicos Islands.

Visas and customs immigration

British and American tourists do not need visas if they are staying in the Caribbean for less than 90 days. It’s advisable to check the exact requirements for the countries you intend visiting. American tourists are still not allowed to visit Cuba although this may change in the future.

What to consider medical/health wise when chartering a superyacht in the Caribbean

There aren’t any extra medical issues for travelers in the Caribbean but check with your travel agent for any current warnings. The most common are complications form insect bites, jelly fish stings, cuts from coral and heart-related illnesses.

Short List of Caribbean Sailing Yacht Events:

- Antigua Sailing Week – held during the last week of April each year, yachts from all over the world arrive in English and Falmouth Harbours for an action packed week on fun sailing. - St Bart’s Bucket - Grenada Sailing Festival - Heineken Regatta – a Caribbean sailing and party Regatta – The Heineken St Maartens. - Here is the full list of Caribbean yachting and sailing events.

Other Caribbean Places to be:

- New Year’s Eve at St Barts Gustavia, St Martin and the BVI's - More info on Caribbean yachting and sailing events - Please see the Specific Caribbean location links on the left for more.

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CARIBBEAN Yacht Charter Enquiry

Trina, Everything was perfect! The yacht, the crew, activities... The crew in particular was off the charts! They really did go out of their way to please us. Please release the full amount of the gratuity. I have nothing but good things to talk about the charter, an opinion shared amongst all of the guests. Thank you for all your help with the charter of Miracle, everything went smoothly and you were very professional and efficient during the whole process. I will not hesitate in contacting you for our next charter (next year, hopefully!!). Miracle BVI's charter (british Virgin Islands) Caribbean in April

Yachting Destinations Near the Caribbean

Explore Location Guides for great destinations near the Caribbean .

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Yachts for Charter in the Caribbean

112m freire superyacht | from eur€ 3,000,000/wk.

KISMET | From EUR€ 3,000,000/wk

DREAM | From EUR€ 2,000,000/wk

92M FULLY CUSTOM SUPERYACHT | From US$ 1,500,000/wk

93M FULLY-CUSTOM SUPERYACHT | From EUR€ 1,470,000/wk

83m Limited Editions 272 Superyacht | From EUR€ 1,200,000/wk

95 meter CUSTOM | From EUR€ 1,200,000/wk

86M CUSTOM LUXURY YACHT | From EUR€ 1,200,000/wk

SAMSARA | From EUR€ 1,100,000/wk

ROMEA | From EUR€ 1,100,000/wk

80M MODERN CUSTOM YACHT | From EUR€ 1,085,000/wk

SOLANDGE | From EUR€ 1,000,000/wk

Caribbean Yacht News

33m luxury yacht FREEDOM for charter in ...

Last minute yacht charter deals in the ...

Benetti launches 34m motor yacht SIRENA ...

The caribbean yacht charter specials, 10% discount location: the bahamas / caribbean.

ROCKIT | From US$ 157,500.00/wk

Sensational winter offer location: caribbean/bahamas.

TC | From US$ 149,900.00/wk

15% discount location: caribbean.

AMIGOS | From US$ 250,750.00/wk

20% discount location: caribbean.

EMERALD | From US$ 168,000.00/wk

Special discounted rate location: the bahamas / caribbean.

TOP FIVE II | From US$ 525,000.00/wk

Charter yacht disclaimer.

This document is not contractual. The yacht charters and their particulars displayed in the results above are displayed in good faith and whilst believed to be correct are not guaranteed. CharterWorld Limited does not warrant or assume any legal liability or responsibility for the accuracy, completeness, or usefulness of any information and/or images displayed. All information is subject to change without notice and is without warrantee. A professional CharterWorld yacht charter consultant will discuss each charter during your charter selection process. Starting prices are shown in a range of currencies for a one-week charter, unless otherwise marked. Exact pricing and other details will be confirmed on the particular charter contract. Just follow the "reserve this yacht charter" link for your chosen yacht charter or contact us and someone from the CharterWorld team will be in touch shortly.

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Sail the Caribbean

• Location Guide
• Sample Cruise

Color and Contrast: the Complete Sailboat Vacation

Simply the perfect place to take a bareboat or skippered sailing holiday. Such a diverse collection of islands dotting the clear blue sea, each with its own unique appeal. Local cultures that fascinate and entertain, offering a welcome that keeps charterers returning to these waters year after year. With its 7,000 Islands and 28 Island nations, reliable trade winds and long sailing season, the Caribbean is a region that offers an endless amount of holiday enjoyment.

At Sail Connections, we work with all the best charter operators in the Caribbean, sorting through all the available boats and presenting all the best options to suit your vacation plans. Some of our operators offer extra services that are unique to their destinations. We personalize your proposal and give you the benefit of our knowledge and local contacts, to deliver a fabulous sailing holiday wherever there's a boat to charter in the Caribbean. 

Charter Sailing in the Caribbean

The Caribbean's numerous islands give you so many fabulous places to explore, so many diverse cultures to experience, that the permutations for planning a sailing charter are simply too numerous to list. The sailing distances between territories can be very short, and there are countless yacht charter bases scattered across the region. That opens the door to all manner of opportunities – from a seven-day sail around one distinct island nation to a multi-week one-way charter that takes in a wide variety of cultures and geographical features.

The Caribbean yacht charter season is busy from November through July. The peak season is mid-December to March, when winter escapees from North America and Europe arrive in their greatest numbers.

The hurricane season arrives late July and can last until early October, although storms here are rare and tend to deflect northwards towards the USA rather than hit the Caribbean. These months have their advantages in that they are the least costly for chartering, particularly in the British Virgin Islands. At that time of year it is in fact more likely to encounter light winds than it is storms.

As with many yacht charter locations, the shoulder season can be the best time to charter a yacht. In the Carribean that's from April to July. There are less shore-based visitors then, yet you can expect settled and sunny weather with warm, steady breezes prevailing.

We have access to over 30 charter bases in the region, from where you can take a sailboat vacation like no other. We select from the best boats available and guide you into the ideal sailing adventure that matches your interests and level of experience. The sailing options here are just about endless. Hopefully these pages will help you on your way to your much-anticipated Caribbean sailing holiday.

Regional Map of the Main Charter Sailing Areas

A One-way Cruise: Martinique to Grenada

There are quite simply countless itinerary options for sailing the caribbean. for many charterers a downwind cruise offers the crew conditions for maximum enjoyment. so here's a sample north to south course plan that gives you the prevailing breeze abaft. .

Waterfront at Fort de France, Martinique's largest town

Sailing from Martinique to Grenanda you can expect winds primarily from the northeast, especially around peak season either side of Christmas. Sailing this course involves short stretches of open water, with a stiff and steady breeze on your aft quarter. That makes for quick passages with most enjoyable sailing to a choice of Islands, whether it be for a lunch stop and a snorkel, or an overnight stay.

The eastern Caribbean islands that form a distinctive arc on the map are collectively the Lesser Antilles, a mixture of soverign states and territories governed by various powers. A trip along some of this chain exposes the voyager to a wide variety of cultures and customs in places that all sit in the idyllic picture-postcard surroundings of the movies and travel brochures. 

Starting in Martinique and sailing south, you are exploring the Windward Island group of the Antilles.

Wildlife viewing at its finest in the Tobago Cays

Like most of this group, Martinique was orginally colonised by France, and French flair is still in evidence there today. Martinique offers excellent on-shore facilities for the visitor, and is a popular base for boat charters. The island is mountainous, but with plenty of white sandy beaches to enjoy, especially in the south.

The next island is St Lucia. It's some 30 nautical miles to Rodney Bay on St Lucia's northwest, so to get there requires an early start. There are several top spots to visit down the island's sheltered western coast. Take time out to investigate Les Deux Pitons.

Another long but relaxing sail to St Vincent and the Grenadines, so-named because of their joint French and British colonial history. St Vincent has its Blue Lagoon that you'll probably overnight in, while the Grenadines island group, some of which confusingly belong to Grenada, provide numerous anchoring options.

Happy charterers enjoying their time ashore in the Grenadines

The Grenadines stretch all the way to Grenada, your final port of call, making this part of the voyage very convenient for a leisurely sail. Call in at one of the uninhabited Tobago cays for a real taste of desert island living, if only for a few hours.

Once offshore Carriacou you are in Grenadan territory. Grenada, like St Lucia & St Vincent and the Grenadines, is now an independent member of the British Commonwealth, but with historical French influence. This is the 'Island of Spice' where nutmeg and mace production are important to the economy. As is tourism, and there is plenty to entertain you before concluding your vacation and departing these fabulous sailing waters.

Once you have experienced all the pleasures of sailing the Caribbean, chances are you'll be back one day for more.

The Best Caribbean Charter Sailing Destinations

British Virgin Islands

US Virgin Islands

Puerto Rico & Spanish Virgin islands

Cayman Islands

St Martin, St Barts, Anguilla, St Kitts & Nevis

Antigua & Barbuda

Martinique, St Lucia & The Grenadines

Latest Blog Posts

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Here we highlight some smaller catamarans finding favour with our charterers in the Mediterranean and elsewhere. Robert is our expert evaluator when it comes to helping you select the right boat for your sailing charter, and the following is his personal take on recent introductions to the charter boat market.

The popular Bali Catamaran in all its variations

The Bali catamaran, designed and built specifically with chartering in mind, has become so popular that it’s been hard to keep up with all the new models, hard to spot which one has just the right size and amenities to perfectly fit your group's sailing holiday charter needs. We can help you there.

The value of after-charter destination and boat reviews

At Sail Connections we offer a personal service based on long experience in the business and close attention to what's happening in the destinations we offer. We have also sailed a large number of those places, and can often speak from personal experience.  But we can't be everywhere.

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Turkey is one of those charter destinations that doesn't fail to pleasantly surprise. We're always delighted when we receive such good reports as we did recently from a New Zealand client.

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• Advising without bias based on 25+ years of experience
• We do more than just book yachts!

We will match any discount website offer on charter boat price, and still provide our customary high level of service.

The Essential Guide to Sailing Holiday Charters

The Sail Connections Essential Guide to Bareboat and Crewed Sailing Holiday Charters is jam-packed full of useful tips for getting the most out of your next boat charter. And it is FREE to download.

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When to Sail the Caribbean

Last Updated by

Daniel Wade

June 15, 2022

The best time to sail the Caribbean is during the beginning and end of summer when the weather is warm, and conditions are stable.

The Caribbean is an extremely popular offshore sailing location, as conditions are usually manageable and accommodations are affordable. Most sailors spend time in the Caribbean during the summer, though it's best to avoid peak hurricane season.

Table of contents

Why Sail the Caribbean?

It's easy to see why the Caribbean is a dream sailing destination for so many people. The region is dotted with islands, coral reefs, crystal clear blue water, and fair weather most of the time.

During the summer, temperatures in the region are high, and winds blow reliably. Thunderstorms and other hazards occur in the area, but the conditions in the Caribbean are usually fair. This is especially along well-known recreational sailing routes.

The area is extensively mapped, and there's a wealth of experience online and in the Southeast U.S. on where to go and when to go. Sailors are likely to encounter numerous other vessels, many of which are U.S.-flagged recreational craft.

Sailing Hazards in the Caribbean

The Caribbean is not without its hazards, especially when it comes to sailing. Generally, conditions are fair and relatively reliable in this tropical climate. However, that can change quickly and turn into a serious problem for sailing vessels.

Thunderstorms

Thunderstorms are always a hazard in the Caribbean, and this is especially true during the summer. It just so happens that the summer is also the best time to sail the Caribbean , so it's important to watch out for them.

Caribbean thunderstorms are usually intense but short-lived. Conditions inside a thunderstorm include momentarily elevated waves, high gusty winds, rain, hail, and lightning. It's best to avoid thunderstorms if possible (sail around them if they're far away), but many sailors encounter these conditions.

Hurricanes are many times more hazardous to sailors than typical Caribbean thunderstorms. These monster storms are often hundreds of miles wide and contain sustained winds, sometimes in excess of 100 knots or more.

Thankfully, hurricanes are well-studied and don't just spontaneously appear in the late afternoon. Advanced warning is usually available, so it's best to stay tuned into weather radio and avoid areas where hurricane development is possible.

How to Learn More about Caribbean Weather

The climatology of the Caribbean is well-studied, and there's a wealth of information available for mariners on the subject. If you want to read into it, check out online information and sailing guides to tropical cyclones and summer sailing hazards in the Caribbean region.

Best Months to Sail the Caribbean

The primary consideration when choosing the best summer months to sail the Caribbean is the weather. It's best to choose months where weather conditions generally don't encourage the development of severe thunderstorms and hurricanes.

May is the safest warm month to sail around the Caribbean. During this period, thunderstorm development is rare, and hurricanes are practically non-existent. This changes slightly from year to year, but overall, May is the best month to sail around the Caribbean.

On average, June is one of the safest months to sail around the Caribbean as hurricanes are extremely rare and thunderstorms aren't particularly common. In fact, June has the least amount of summer storms in the Caribbean.

July is a close runner-up to June for Caribbean sailing, as July storms are infrequent, and hurricanes are also rare. However, hurricanes have occurred in the Caribbean during July, so you'll need to be more vigilant.

That said, July is still a pretty good option for trips around the Caribbean. Tourism spots are open and flourishing during this time, and lots of boats are also out. This means it's an ideal time to meet people and enjoy exploration with other boats.

August starts out much like July in the Caribbean, but the month is meteorologically active, and storms are much more common. Over the course of August, the storm and hurricane threat in the region nearly doubles, and weather patterns become more unpredictable.

September is the peak month for severe weather in the Caribbean, and sailors must be cautious when sailing in the region. During the beginning and middle of the month, explosive thunderstorm development is common, and the weather can be severe. 

That's not to say that you can't sail in the Caribbean during September. Many people do, citing the warm temperatures. It means that the risk of encountering dangerous storms and rapidly-changing weather conditions is much higher during the month.

October through December

October, November, and December are still generally warm months in the Caribbean, but they're also a very active time for severe thunderstorms and hurricanes.

Compared to May and June, these three months are generally not the best times to sail the Caribbean. There is very little benefit and a significantly heightened risk of encountering severe weather.

Planning a Caribbean Sailing Trip

Planning is one of the most important things to do before embarking on a voyage in the Caribbean. The first step in planning is to choose the best time to go, which we've covered in this article already. After choosing what time is best for you, it's time to prepare your boat and make a plan.

Preparing your Sailboat for the Caribbean

The first thing to do when preparing your boat to sail is to inspect its current condition and make all the necessary repairs. Consider the bare essentials of sailing, then consider the potential hazards you're likely to encounter in the region.

The Caribbean is hot and tropical, so be sure to choose your clothing and provisions accordingly. Wool socks probably aren't as important as wet weather gear, for example, as you're much more likely to get drenched by days of rain than to freeze in sub-zero temperatures.

Check your rigging, make sure your sails are in good condition and have the bottom of your boat scraped and painted with red lead or another anti-growth paint. Barnacle and marine life grow rapidly in the Caribbean, so it's vital to have the bottom scraped and prepped for the environment. 

Also, be sure to flush all water systems prior to leaving. The Caribbean is home to sensitive marine environments, and your exhaust and drain systems could harbor harmful invasive species from your home waters.

Finally, take your sailboat on a shakedown cruise, preferably during rougher conditions, to refresh your skills and test your rigging. A shakedown cruise will help you weed out any hidden issues that you might have otherwise overlooked.

Don't forget to stock plenty of provisions, especially if you intend to visit a foreign country. Food, medication, and other essential supplies may not be widely available, especially in the small island nations that Caribbean sailing tourists tend to frequent.

Laws and Declarations

If you plan on staying abroad, be sure to check local laws and contact a reputable marina before departure. Make arrangements with the marina to ensure that you know what to do and what to declare to authorities before you arrive.

Remember, the borders of the country begin the moment you cross from international water into territorial or national waters. According to the 1982 United Nations Convention on the Law of the Sea, international waters begin and end 12 miles from the coastline of a country.

Finally, be sure to check the weather before and during your voyage. Due to the tropical climate of the region, weather can change on a dime and cause problems for you and your vessel. 

If you plan your trip around broader forecasts and stay tuned throughout, you should have a safe and pleasant time sailing around the Caribbean.

You can receive regular weather updates via satellite, which is a good way to supplement the internet and VHF radio. Satellite weather forecasts are particularly important in areas without accurate (or any) local weather forecasts. Additionally, a wind vane and a barometer are also great to have.

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I've personally had thousands of questions about sailing and sailboats over the years. As I learn and experience sailing, and the community, I share the answers that work and make sense to me, here on Life of Sailing.

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Caribbean Season Vs Med Season: What’s The Difference?

Wilsonhalligan discusses the difference between the two main yachting seasons and provide tips on what to expect during the Caribbean season, including how to remain safe in your downtime and how provisioning works in more secluded areas.

As the Caribbean season begins, many yachts will start making their way across the Atlantic. Wilsonhalligan recruits all year round for both the Mediterranean season (May-October) and the Caribbean season (November-April) – so this time of year is busy. For many yachties, the Caribbean season is something they look forward to, but what are the differences between the Med and Caribbean seasons, and what can yacht crew expect when they get there?

More Time At Anchor

Caribbean islands are picturesque and varied, so there’s no shortage of exciting itinerary locations. The ‘milk run’ between Monaco and St Tropez can often be a pleasant change; however, there are fewer ports with berths for larger yachts, so you may spend much more time at anchor than you would in the Mediterranean.

A Busy Festive Period

Yachts are often quieter during the Caribbean season, with the busiest charter period being over Christmas and New Year. This means yacht crew can expect to be super busy over the festive period, with little chance of time at home with your own family and friends during the holiday period.

More Water-sports And Beach Setups

Deck crew will likely be busy with lots of water sports activities when their guests are onboard. The guests are usually keen to take full advantage of the Caribbean’s warmer waters, utilising all of the toys the yacht has to offer as well as some of the world’s most stunning dive sites. Crew are likely to spend time on the beach, but mostly for setting up Beach set ups for guests. These often consist of a fun day for children or maybe a romantic dinner for the owner in a private bay.

Provisioning Differences

Chefs may find provisioning slightly trickier in the Caribbean than they’ve experienced in the Med. On the larger islands of Antigua and St Maarten, it’s easier to have regular deliveries flown in from the US and Europe. When crossing from the Med, it’s definitely worth being well prepared and having specific European luxuries in good stock onboard. Visiting the local markets however is a great experience if chef’s are able. An abundance of tropical fruit can be found and the fresh fish and lobster caught every morning by local fisherman is unbeatable.

Read More: Full Schedule Of Events For The 2022 Antigua Charter Show

More dinners on board.

As there isn’t a huge choice of restaurant, interior crew may find that guests spend more time dining on board, many preferring to be at anchor and enjoy their vessel. On the bright side, this means interior crew are able to get creative with their table decorations, or collaborate with the chef to create an unforgettable dinner on a secluded beach.

Caribbean Work Hours

Although the sun is usually shining and the weather is warm, there are frequent rain showers and squalls so deck crew should prepare to be out chamois-ing and likely will spend a lot of time covering and uncovering cushions. In order to avoid the hottest part of the day, many yachts tend to finish earlier or maybe take a longer lunch break, unlike the usual working hours of 08:00 – 17:00 of the Med.

Staying safe

Yacht crew are able to catch up and unwind with friends on other yachts on the islands of Antigua and St Maarten, as these are considered to be the main yachting hubs, where yachts head between guest trips and charters. The warm and welcoming nature of the Caribbean people are what sets the islands apart from other destinations. Although Caribbean locals have an easy-going and friendly nature, it is important to remember that like in other locations, some of the ports and islands can be dangerous for crew. Crew should maintain awareness of their surroundings, avoid carrying excess amounts of money or showing off expensive possessions and jewellery. It’s important to take care of fellow crew members and ensure you all return safely to your yacht after a night out.

We are sure that the experiences you have on-board, during either season, will be unforgettable. Whether this is your first Caribbean season or your tenth, if you are looking for a new role then please get in touch with Wilsonhalligan  today to find your dream job!

Wilsonhalligan

Related articles, how easy is it finding yacht crew jobs as a couple, the crew network – top jobs this week, what’s new with ayss in 2024. membership benefits & their new chair, 14 nautical reads for world book day.

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Best Caribbean Yacht Charters for the Winter Season

With many yachts favoring the fair shores of the Caribbean for the winter seasons, charterers will find plenty to choose from.

By Kim Ayling

Fools will tell you that summer is the only season for yachting, and while a cruise around the Med might practically be the definition of living  la dolce vita , winter yacht charters around the Caribbean have as much – if not more – to offer. 

Made up of over 13 island nations, the Caribbean offers a multitude of cultures and cuisines to explore, as well as some of the world’s most mesmerizing natural landscapes, with the flour-white sands and crystal-clear waters seemingly straight off the front of a postcard.

With many yachts favoring the fair shores of the Caribbean for the winter seasons, charterers will find plenty to choose from, from family-friendly vessels to party-primed ships.

[See also: Caribbean Dreaming: A Luxury Guide to Barbados

Best for: Party lovers

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Recently on the charter market following a huge, wild renovation at the hands of Njord by Bergman Design House and ready for a winter of Caribbean charters,  Galaxy  fits into a class of her own. Accommodating 12 guests across six cabins, the 183.7-ft yacht is all but built for partying (her new owner is a DJ, so it makes sense) with several multifunctional social spaces that can transform depending on the charterer’s mood. 

By day, the main saloon can be a chilled place to relax; by night, turn down the lights and use it as a nightclub. There’s also a party deck, a brightly-lit upper lounge and even a private recording studio. Water toys are aplenty too.

Her interiors dutifully live up to the yacht’s name with the likes of a space-themed ceiling mural twinkling with stars in the owner’s cabin and a hypnotic wall covering by Avatar art director Dylan Cole in the main saloon.

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Best for: Group getaways

Accommodating 16 guests across 8 cabins,  AHPO  is a great choice for larger groups planning winter yacht charters in the Caribbean. Built by Lürssen and delivered in 2021, the 377-ft vessel is impressively spacious but has multiple social areas, giving guests the much-needed opportunity to enjoy some alone time.

Across her six decks,  AHPO  has a dancefloor, a beauty room, a spa, spectacular indoor and outdoor lounging and dining areas, several sun decks, an indoor pool, and a theater room. The Owner’s suite – which spreads full-beam and is over two decks – is another key draw. The abundance of room for crew (up to 36) also means that families can bring along their own nannies if they prefer.

edmiston.com

Best for: Family vacations

While yachts are great options for family getaways, it is unusual to find one with this type of vacation in mind – except  Victorious , that is. Built by Turkish shipyard AKYACHT and delivered in 2021, the award-winning vessel was designed to cater to the unique needs of younger guests and includes the likes of a dedicated children’s playroom and child-friendly water toys.

Of course, the 279-ft yacht is also a haven for grown-up guests, boasting the likes of a beauty salon, wine and cigar room, hammam, cinema room, and several bars. The owner’s suite is a sight to behold too, with its own private deck and Jacuzzi.

[See also: How Millennials are Changing the Superyacht Industry

Best for: Multi-generational holidays

Despite the slightly misleading name, Icon Yacht’s  Party Girl  makes a great choice for larger family groups spanning multiple generations (or, if you prefer, an actual party yacht). Measuring 205-ft,  Party Girl  is crammed full of impressive amenities including a gym, Jacuzzi, beach club, wine cellar and a formal dining room, along with plenty of more casual lounge space.

If chartered by two families, or an inter-generational group, the owner’s penthouse can be split into two roomy master cabins. There are some great onboard toys too, from the giant inflatable water slide to the underwater scooters. The yacht’s two drones are also a great way to capture the memories of a wonderful holiday, spent with friends or family.

Maltese Falcon

Best for: Turning heads

Few yachts are as recognizable as  Maltese Falcon ,  with her three imposing white sails turning heads no matter where in the world she sails. Now available for winter yacht charters in the Caribbean and Bahamas, the 288.6-ft yacht recently emerged from a refit which saw her interiors , exteriors and engineering updated and improved.

Inside, she is cool and welcoming with a slick interior design that extends from the main saloon through to each of the guest bedrooms. Special features are plentiful, from the outdoor cinema projected onto the ship’s sails, to the skylit atrium with a spiral staircase wrapping around the central mast. She is truly one of a kind.

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[See also: Heesen Unveils its Biggest Ever Steel Superyacht: Sparta]

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Yacht Charter Seasons

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By Editorial Team   24 January 2023

Whether you’re looking to escape the brisk winds of winter or the humid climates of summer, it is important to understand charter seasons and how they may affect the planning of your luxury yacht charter . 

In this article:

• Types of yacht charter seasons

Shoulder seasons

Charter seasons in popular destinations, weather and charter seasons, extreme weather, a yacht for all seasons, all weather cruising, major sporting & social events, need more advice.

A charter season can refer to the weather pattern of a destination or the peak times when demand for charter yachts is at its highest. Read on to discover everything there is to know about charter seasons and the best times to travel.

What are yacht charter seasons?

In terms of yachting, there are two main types of charter seasons in the year – summer & winter and high & low season;

• When referring to a charter season in terms of weather and climate, the seasons are broken into summer and winter.
• When speaking in terms of peak times in the yachting calendar, the seasons are high and low (sometimes referred to as peak and off-peak), where high season is the busiest and low season is the quietest.

These are the months that straddle either side of the seasons, in other words: April & May and September & October, and can be a great time to charter a yacht. Here are some of the reasons why;

• Demand for yachts is generally lower
• Charter fees are often in-line with low/off-peak season rates
• More berths and anchorages are available
• Popular destinations tend to be less crowded
• The weather is still reasonably warm
• The seas are at their warmest at the end of summer

Throughout the world different regions will have different peak seasons for yacht charters, for example the Caribbean yacht charter season generally runs from December through to March, with its peak season occuring during the Christmas and New Year holiday period.

For the Mediterranean , the charter season runs from May till late September, with July & August representing the busiest peak months. 

Some regions claim year-round cruising, especially equatorial destinations offering consistent balmy temperatures such as  Thailand  or  the Maldives . However, these yacht charter regions also experience peak times around their respective monsoon seasons (see below).

Charter seasons are not just affected by the temperatures, they are also dictated by the overall weather and sea conditions.

Weather plays a crucial role in any yachting vacation, and bad weather can not only mar the enjoyment and comfort of a yacht charter, but also hugely impact on any planned itinerary. 

Obviously, inclement weather can occur at any time of the year, however most destinations will have optimum times to visit largely dictated by their own annual weather patterns, such as the monsoon seasons in Asia and the Pacific , which occur roughly between May and October. Or, the Meltemi winds in Greece , which blow a strong yet fairly predictable wind across the Aegean, mainly around the Cyclades Islands , throughout July and August – although these winds can prove ideal for sailing yacht enthusiasts!

Some inclement weather conditions for yacht charters can occur at any time, like the mistral winds of the Mediterranean, particularly around Corsica and Sardinia , and so it is always wise to factor in some flexibility into your planned itinerary to contend with any unexpected bad weather.

Some popular yacht charter destinations can experience extreme weather conditions, such as tropical cyclones in the Indian Ocean or huge bushfires in Australia which can affect the air quality even out to sea, however these tend to be rare events.

An obvious example of predictable extreme weather is the annual hurricane season which occurs around the celebrated charter destination of the Caribbean, and some southern US states, roughly between June to mid-October.

Most charterers avoid booking during this period for obvious reasons, however with reduced charter rates and a wider selection of yachts at your disposal you may be tempted to take the risk. 

Hurricane addendum

Happily, there is a standard addendum that can be added to a basic charter contract that allows you to reshedule your yacht charter in the event of a hurricane hurtling towards your chosen destination!

Your yacht charter broker will also likely advise the purchase of additional cancellation insurance for peace of mind if you are planning a yacht charter during the hurricane season.

In general, seasonal weather will affect the location of most crewed yachts, which tend to move from one region to another in line with the charter seasons.

Therefore, when choosing a charter destination it is best to establish the optimum cruising months as there will generally be a wider selection of yachts to choose from, subject to demand. For instance if you’re looking to charter in Alaska , be aware that come winter season there are very few marinas open.

The majority of charter yachts are built around demand for predominantly warmer climates such as the Caribbean or Mediterranean, and are therefore far less likely to have heating installed.

There are of course a number of charter yachts that cater for all seasons, in particular expedition yachts which are specially designed to handle all weathers, no matter how extreme. If you are keen on exploring far-flung corners of the globe, from the arctic poles to the sultry heat of the tropics, these types of yachts are ideal.

Important events in the yachting calendar, such as the Monaco Grand Prix and Cannes Film Festival , are considered high season events, whether or not they actually occur in high or low season. This is because charter yachts are in greater demand during these times, with a marked increase in charter rates as a result of their limited availability.

Whether you're looking to charter in the summer, winter or all year round, take a look at our comprehensive destination guides which offer lots of useful information, including optimum times to charter a yacht around your chosen destination. 

For more advice about yacht charter seasons, please speak with your preferred yacht charter broker .

For any further information about booking or chartering a luxury yacht, please take a look at our comprehensive advice guides .

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Four Seasons Yachts premieres Caribbean & Mediterranean sailings

L uxury hospitality giant Four Seasons, in collaboration with Marc-Henry Cruise Holdings Ltd and Fincantieri, is preparing to embark on a new journey, introducing its first-ever luxury yacht experience.

The venture presents a series of meticulously planned voyages spanning the Caribbean and Mediterranean.

A seafaring adventure

Setting sail in 2026, the inaugural season of Four Seasons Yachts promises an exploration of more than 130 destinations across 30 countries and territories.

Offering flexibility and bespoke experiences, guests can tailor their adventures beyond the ordinary tourist trails.

Each itinerary is curated to showcase the unique charms of the Caribbean and Mediterranean, inviting travellers to indulge in luxury while discovering hidden gems.

Unveiling distinctive suite designs

Teaming up with Tillberg Design of Sweden and creative director Prosper Assouline, Four Seasons Yachts presents bespoke suite designs aimed at elevating comfort, connection and care.

With a focus on space and panoramic views, the suites offer a residential feel at sea. Floor-to-ceiling windows, double vanity bathrooms and private terraces create an atmosphere of tranquillity, complemented by innovative modular walls for flexible accommodation arrangements.

Luxurious indulgence at sea

The pinnacle of luxury aboard Four Seasons Yachts is epitomised by the Funnel and Loft Suites. Spanning up to 9,975 square feet, these signature accommodations offer three bedrooms, outdoor showers and splash pools.

Guests can enjoy 11 dining options, spa facilities and a state-of-the-art transverse marina. The stern pool, one of the largest in the industry, is poised to host grand events with its unique hydraulic lift design.

"Four Seasons Yachts premieres Caribbean & Mediterranean sailings" was originally created and published by Hotel Management Network , a GlobalData owned brand.

The information on this site has been included in good faith for general informational purposes only. It is not intended to amount to advice on which you should rely, and we give no representation, warranty or guarantee, whether express or implied as to its accuracy or completeness. You must obtain professional or specialist advice before taking, or refraining from, any action on the basis of the content on our site.

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Four Seasons Yachts Unveils Inaugural Itineraries to the Caribbean and Mediterranean and a First Look at its 95 Spectacular Suites

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Four Seasons , together with luxury yachting company Marc-Henry Cruise Holdings Ltd, Joint Owner/Operator, Four Seasons Yachts, and venerated Italian shipbuilder Fincantieri, continues to chart a new course of luxury at sea. As momentum builds towards the inaugural season of Four Seasons Yachts , the first 10 unique voyages are unveiled, each inviting travellers to make the iconic islands and hidden gems of the Caribbean and Mediterranean their playground, with meticulously designed suites that guests will call home along the journey.

“We are excited to showcase the breathtaking destinations and world-class design awaiting guests aboard Four Seasons Yachts as we approach our inaugural season in 2026,” says Alejandro Reynal , President and Chief Executive Officer, Four Seasons. “At Four Seasons, guest-centricity has always been the foundation of our luxury service offering and our exceptional Yacht will extend this approach to the seas. Our teams are dedicated to innovating and delivering genuine service, ensuring each journey is defined by comfort, elegance, and personalization, setting a new standard for luxury hospitality experiences at sea.”

A Journey Across Crystal Clear Caribbean Waters   and Magnificent Mediterranean Seas

In its debut year, Four Seasons Yachts will explore more than 130 distinct destinations across over 30 countries and territories. All itineraries are crafted with flexibility in mind, allowing guests to tailor their own adventure as they explore beyond the familiar. The team curating each itinerary understands the nuances of these locales, ensuring each experience is truly extraordinary. Enhancing itineraries are customizable with pre-and-post hotel and overland programs at beloved Four Seasons hotels and resorts.

The first Four Seasons Yacht, currently under construction in Ancona, Italy, will travel westbound as part of its repositioning and will welcome guests to set sail amid the serene turquoise waters of the Caribbean Sea from January to March 2026. The first Caribbean itineraries feature seven nights of exploration through the most exciting yachting destinations including Saint Barthélemy (St Barths), Nevis, the Grenadines, St Lucia, Barbados, Martinique, Guadeloupe, Curaçao and Aruba. Destination highlights include indulging in the dazzling nightlife of St Barths, discovering Martinique’s volcanic coral reefs and lush rainforest landscapes, a marina day in St Lucia’s Tobago Cays, and much more.

With more destinations and details to be unveiled in the coming months, the first  Grand Mediterranean  voyages will begin in March 2026 and will include sailings through Croatia, Gibraltar, Montenegro, Italy, Portugal, Spain, and Türkiye. The Mediterranean itinerary will also highlight the Greek Isles , with stops in Athens, Ios, Santorini, Milos, and more. Guests will explore under-the-radar islands steeped in culture and history, offering a variety of experiences that go above and beyond the ordinary of Mediterranean sailings.

Bespoke Suite Designs Focused on Comfort, Connection and Care

In collaboration with Tillberg Design of Sweden and the Yacht’s Creative Director, Prosper Assouline, the Yacht’s suite design embodies the essence of intuitive luxury, each a sanctuary of tranquillity with panoramic views, elegant interiors, thoughtful details and a residential feel that creates the sense of a welcoming home at sea.

"Our goal was to craft an environment that feels both familiar and extraordinary, with warm hues and open designs. We are creating an inviting, welcoming environment that reflects the same feeling one experiences at a Four Seasons hotel or resort," says Fredrik Johannson, Partner and Executive Director of Tillberg Design of Sweden. “At the same time, we are designing a look and feel that is unique to this project, creating an elegant yet simple interior that stands out on its own, while blending beautifully with the majestic seas that will surround it.”

With 50% more living space per guest than currently available with any competitor at sea, all suites will offer floor-to-ceiling windows showcasing sweeping sea views, double vanity bathrooms with spacious showers and closets, expansive private terraces, and dynamic use of space and light.

The Yacht’s extensive network of adjoining suites will feature an innovative system that connects accommodations with modular walls, offering numerous options of vertical and horizontal combinations within the signature suites. This versatility will unlock more than 100 different connection options and the unique opportunity to reserve an entire side of a deck, perfect for those travelling with family, friends, or larger groups. For example, this one-of-a-kind design will allow for more than 13,000 square feet (1,200 square metres) of total living space.

A New Suite Standard: Funnel and Loft Suites

The largest accommodations are seven signature suites ranging from 2,981 to 9,975 square feet (277 to 927 square metres) of indoor and outdoor living space. They offer two to three bedrooms, separate living rooms, indoor and outdoor dining space, splash pools, outdoor showers, and the option to connect to additional suites.

The premier signature suite accommodations – the Funnel and Loft Suites – both feature three bedrooms, outdoor showers, and splash pools. The largest on board, the Funnel Suite, housed within the Yacht’s glass-enclosed funnel, is 9,975 square feet (927 square metres), spanning four levels of living space. The suite’s towering floor-to-ceiling wraparound windows, made up of the largest contiguous piece of glass at sea, is a one-of-a-kind engineering feat offering stunning 280-degree panoramic views. The Loft Suite is 7,952 square feet (739 square metres) and can accommodate large group sizes of up to 20 people by connecting with seven additional suites, the largest number of connecting suites available.

When exploring beyond the comforts of their stunning suites, guests can enjoy 11 dining options, spa and wellness offerings, a state-of-the-art transverse marina, and the stern pool, set to be one of the largest in the industry at nearly 19 metres long and 5 metres wide (65 feet long and 18 feet wide). Its unique hydraulic lift design will allow the pool deck to level out, creating an expansive outdoor space for weddings, celebrations and other events.

Four Seasons Yachts will redefine luxury at sea with its all-suite, residential style product, best in class design and the brand’s renowned service and care delivered through a 1:1 guest-to-staff ratio.

For more information visit fourseasonsyachts.com and to express interest in a future sailing, please join the list .

About Marc-Henry Cruise Holdings LTD

Marc-Henry Cruise Holdings LTD was founded and conceived by luxury entrepreneur Nadim Ashi, who serves as executive chair of the newly formed yacht company. Ashi is the owner of Fort Partners and the visionary responsible for Four Seasons Hotel at The Surf Club, Surfside, Florida and multiple other properties, including the future Four Seasons hotel in Rome. Marc-Henry Cruise Holdings LTD is incorporated in Valletta, Malta and is responsible for yacht sales and marketing, marine, technical operations, navigation, deployment strategy, port operations, reservations, and related shoreside and vessel crewing.

About Fincantieri

Fincantieri is one of the world’s largest shipbuilding groups, the only one active in all high-tech marine industry sectors. It is leader in the construction and transformation of cruise, naval and oil & gas and wind offshore vessels, as well as in the production of systems and component equipment, after-sales services and marine interiors solutions. Thanks to the expertise developed in the management of complex projects, the Group boasts first-class references in infrastructures, and is a reference player in digital technologies and cybersecurity, electronics and advanced systems.

With over 230 years of history and more than 7,000 ships built, Fincantieri maintains its know-how, expertise and management centres in Italy, here employing 10,000 workers and creating around 90,000 jobs, which double worldwide thanks to a production network of 18 shipyards operating in four continents and with almost 21,000 employees.  www.fincantieri.com

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Four Seasons Just Unveiled the First Itineraries for Its Luxury Cruise Ship

The 679-footer will head to the caribbean and mediterranean at the beginning of 2026., rachel cormack.

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Four Seasons has already revealed what its first cruise ship will look like. Now, it’s sharing exactly where the gargantuan 679-footer will go.

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The inaugural Mediterranean voyages will begin in March 2026. The adventures will showcase several sun-plenty destinations, such as Croatia, Gibraltar, Montenegro, Italy, Portugal, Spain, and Turkey. The itinerary will also spotlight the Greek gems of Athens, Santorini, and Milos. More details will be released in the coming months, but Four Seasons says seafarers can expect a variety of experiences that go above and beyond that of the regular cruise or tour.

Four Seasons says all itineraries are crafted with flexibility in mind, meaning guests can tailor their own adventures. In addition, the team offers customizable pre-and-post hotel and overland programs at Four Seasons hotels and resorts so you can make it a long and memorable vacation.

The vessel itself is designed to evoke all the elegance of your favorite Four Seasons. The luxurious interior can accommodate 195 guests across 95 suites and about 210 crew, meaning that the guest-to-crew ratio is definitely in your favor. Four Seasons says the yacht also offers 50 percent more living space per guest than comparable vessels on the seas.

Beyond the suites, seafarers can enjoy 11 dining options, spa and wellness offerings, a transverse marina, and a 65-foot stern pool that will be one of the largest in the industry.

“Our teams are dedicated to innovating and delivering genuine service, ensuring each journey is defined by comfort, elegance, and personalization, setting a new standard for luxury hospitality experiences at sea.” Four Seasons president and CEO Alejandro Reynal said in a statement.

You can visit the Four Seasons Yachts website for more information on the upcoming cruises.

Click here to see more images of the Four Seasons Yacht.

Rachel Cormack is a digital editor at Robb Report. She cut her teeth writing for HuffPost, Concrete Playground, and several other online publications in Australia, before moving to New York at the…

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Four Seasons Yachts Unveils Inaugural Itineraries to the Caribbean and Mediterranean and a First Look at Its 95 Suites

The Inaugural Four Seasons Yacht   

The Loft Suite: Living Room   

The Loft Suite: Terrace   

Four Seasons Yachts Pool Deck   

Four Seasons Yachts will provide a 1:1 guest-to-staff ratio.

Four Seasons, together with luxury yachting company Marc-Henry Cruise Holdings Ltd, Joint Owner/Operator, Four Seasons Yachts, and Italian shipbuilder Fincantieri, continues to chart a new course of luxury at sea. As momentum builds towards the inaugural season of Four Seasons Yachts , the first 10 unique voyages are unveiled, each inviting travellers to make the iconic islands and hidden gems of the Caribbean and Mediterranean their playground, with meticulously designed suites that guests will call home along the journey.

"We are excited to showcase the breathtaking destinations and world-class design awaiting guests aboard Four Seasons Yachts as we approach our inaugural season in 2026," says Alejandro Reynal, President and Chief Executive Officer, Four Seasons. "At Four Seasons, guest-centricity has always been the foundation of our luxury service offering and our exceptional Yacht will extend this approach to the seas. Our teams are dedicated to innovating and delivering genuine service, ensuring each journey is defined by comfort, elegance, and personalization, setting a new standard for luxury hospitality experiences at sea."

A Journey Across Crystal Clear Caribbean Waters and Magnificent Mediterranean Seas

In its debut year, Four Seasons Yachts will explore more than 130 distinct destinations across over 30 countries and territories. All itineraries are crafted with flexibility in mind, allowing guests to tailor their own adventure as they explore beyond the familiar. The team curating each itinerary understands the nuances of these locales, ensuring each experience is truly extraordinary. Enhancing itineraries are customizable with pre-and-post hotel and overland programs at beloved Four Seasons hotels and resorts.

The first Four Seasons Yacht, currently under construction in Ancona, Italy, will travel westbound as part of its repositioning and will welcome guests to set sail amid the serene turquoise waters of the Caribbean Sea from January to March 2026. The first Caribbean itineraries feature seven nights of exploration through the most exciting yachting destinations including Saint Barthélemy (St Barths), Nevis, the Grenadines, St Lucia, Barbados, Martinique, Guadeloupe, Curaçao and Aruba. Destination highlights include indulging in the dazzling nightlife of St Barths, discovering Martinique's volcanic coral reefs and lush rainforest landscapes, a marina day in St Lucia's Tobago Cays, and much more.

With more destinations and details to be unveiled in the coming months, the first Grand Mediterranean voyages will begin in March 2026 and will include sailings through Croatia, Gibraltar, Montenegro, Italy, Portugal, Spain, and Türkiye. The Mediterranean itinerary will also highlight the Greek Isles, with stops in Athens, Ios, Santorini, Milos, and more. Guests will explore under-the-radar islands steeped in culture and history, offering a variety of experiences that go above and beyond the ordinary of Mediterranean sailings.

In collaboration with Tillberg Design of Sweden and the Yacht's Creative Director, Prosper Assouline, the Yacht's suite design embodies the essence of intuitive luxury, each a sanctuary of tranquility with panoramic views, elegant interiors, thoughtful details and a residential feel that creates the sense of a welcoming home at sea.

"Our goal was to craft an environment that feels both familiar and extraordinary, with warm hues and open designs. We are creating an inviting, welcoming environment that reflects the same feeling one experiences at a Four Seasons hotel or resort," says Fredrik Johannson, Partner and Executive Director of Tillberg Design of Sweden. "At the same time, we are designing a look and feel that is unique to this project, creating an elegant yet simple interior that stands out on its own, while blending beautifully with the majestic seas that will surround it."

With 50% more living space per guest than currently available with any competitor at sea, all suites will offer floor-to-ceiling windows showcasing sweeping sea views, double vanity bathrooms with spacious showers and closets, expansive private terraces, and dynamic use of space and light.

The Yacht's extensive network of adjoining suites will feature an innovative system that connects accommodations with modular walls, offering numerous options of vertical and horizontal combinations within the signature suites. This versatility will unlock more than 100 different connection options and the unique opportunity to reserve an entire side of a deck, perfect for those travelling with family, friends, or larger groups. For example, this one-of-a-kind design will allow for more than 13,000 square feet (1,200 square metres) of total living space.

A New Suite Standard: Funnel and Loft Suites

The largest accommodations are seven signature suites ranging from 2,981 to 9,975 square feet (277 to 927 square metres) of indoor and outdoor living space. They offer two to three bedrooms, separate living rooms, indoor and outdoor dining space, splash pools, outdoor showers, and the option to connect to additional suites.

The premier signature suite accommodations – the Funnel and Loft Suites – both feature three bedrooms, outdoor showers, and splash pools. The largest on board, the Funnel Suite, housed within the Yacht's glass-enclosed funnel, is 9,975 square feet (927 square metres), spanning four levels of living space. The suite's towering floor-to-ceiling wraparound windows, made up of the largest contiguous piece of glass at sea, is a one-of-a-kind engineering feat offering stunning 280-degree panoramic views. The Loft Suite is 7,952 square feet (739 square metres) and can accommodate large group sizes of up to 20 people by connecting with seven additional suites, the largest number of connecting suites available.

When exploring beyond the comforts of their stunning suites, guests can enjoy 11 dining options, spa and wellness offerings, a state-of-the-art transverse marina, and the stern pool, set to be one of the largest in the industry at nearly 19 metres long and 5 metres wide (65 feet long and 18 feet wide). Its unique hydraulic lift design will allow the pool deck to level out, creating an expansive outdoor space for weddings, celebrations and other events.

Four Seasons Yachts will redefine luxury at sea with its all-suite, residential style product, best in class design and the brand's renowned service and care delivered through a 1:1 guest-to-staff ratio.

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First look inside the new four seasons yacht.

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The new Four Seasons yacht will set sail in 2026.

Four Seasons has long set the gold standard for luxury accommodations on land and is renowned for its exquisite hotels that offer unparalleled comfort and service. Now, this legacy of luxury is extending its reach to the seas. In a groundbreaking move, Four Seasons Yachts , in collaboration with Marc-Henry Cruise Holdings Ltd and the esteemed Italian shipbuilder Fincantieri, is introducing an ambitious venture into luxury sea travel. Scheduled to set sail in 2026, this initiative promises an experience that transcends traditional cruising, offering voyages across the mesmerizing waters of the Caribbean and the historic coasts of the Mediterranean.

Alejandro Reynal, President and CEO of Four Seasons, expressed enthusiasm about bringing the brand's hallmark of guest-centered luxury to the high seas. According to Reynal, this expansion into yachting is a natural extension of Four Seasons' commitment to providing personalized, elegant, and comfortable experiences. The aim is clear: to redefine luxury hospitality, but this time, against the backdrop of the world's most stunning seascapes.

The suites are breathtaking.

The inaugural season of Four Seasons Yachts is poised to offer something truly special. With ten unique voyages planned, travelers will have the opportunity to explore over 130 distinct destinations across more than 30 countries and territories. Each itinerary has been meticulously crafted, allowing guests the flexibility to design their own sea adventure. From the lively atmospheres of Caribbean islands like Saint Barthélemy and Martinique to the cultural richness of Mediterranean gems, including the Greek Isles and Croatia, these voyages promise a blend of well-loved destinations and hidden treasures.

The spacious cabins have incredible views.

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Accommodations aboard the yacht are set to be a marvel in themselves. Ninety-five suites, conceived by the creative minds of Fredrik Johannson at Tillberg Design of Sweden and Creative Director Prosper Assouline, are designed to be sanctuaries of tranquility at sea. Each suite, envisioned with elegant interiors, expansive views, and a residential feel, aims to provide guests with a sense of being at home away from home. Among these, the Funnel and Loft Suites stand out for their sheer luxury and space. They offer unique features such as splash pools, outdoor showers, and breathtaking panoramic views, setting a new benchmark for luxury accommodations on water.

The pool deck features a bar and lounge chairs.

Beyond the exquisite suites, the yacht will feature various amenities designed to cater to every guest's needs. With eleven dining options, a comprehensive spa and wellness center, a state-of-the-art marina, and an innovative pool area capable of hosting events, the yacht ensures a variety of experiences that enrich the journey.

“We’re building a stunning seafaring venture that will be enjoyed as a yacht experience rather than a cruise experience," says Thatcher Brown, chief commercial officer and head of joint operations at luxury shipping specialist Marc-Henry Cruise Holdings, the joint owner/operator of the Four Seasons Yachts brand. "The intrinsic value of Four Seasons brand leadership in luxury hospitality combined with the passionate pioneering spirit and expertise of the project team is manifested in the creation of truly special Four Seasons Yachts experiences."

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Baltimore cruises to reroute after bridge collapse pauses port traffic

Carnival, royal caribbean will move some operations to norfolk while baltimore recovers from key bridge collapse.

Cruise lines are scrambling to make alternative plans and avoid the Port of Baltimore while officials suspend vessel traffic amid cleanup and rescue efforts around the Francis Scott Key Bridge collapse.

Three major cruise lines sail from Baltimore, though no ships were in port Tuesday morning. The next cruise was scheduled to depart Sunday, but its operator confirmed late Tuesday afternoon that the voyage would instead head out from Norfolk.

Amira M. Hairston, a spokeswoman for the Baltimore port, said in an email that the status of the upcoming cruise ship schedule is not yet known.

“At this time we do not know how long vessel traffic will be suspended. As soon as that is determined we will provide an update. Until then please keep those involved in your prayers,” Hairston wrote.

Royal Caribbean International’s Vision of the Seas left Saturday for a 12-night southern Caribbean cruise with plans to return April 4. The cruise line said in a statement Tuesday that it was “closely monitoring the situation, and our port logistics team is currently working on alternatives for Vision of the Seas’ ongoing and upcoming sailings.”

On Thursday, the cruise company said the current sailing would end in Norfolk.

“Our guests on board will be provided compensation and complimentary shuttle transportation as well as Wi-Fi and phone calls to adjust their travel arrangements,” Royal Caribbean said.

Upcoming cruises on April 4 and 12 will sail from Norfolk as well, and passengers will be compensated for the change. The ship was already scheduled for maintenance in the Bahamas after the April 12 cruise.

“We are deeply saddened by the tragedy and collapse of the Francis Scott Key Bridge and extend our heartfelt prayers to all those impacted,” the company said.

Carnival Legend set off Sunday for a seven-day Bahamas cruise; the ship was scheduled to return March 31 and depart for its next sailing the same day. Instead of coming back to Baltimore, Carnival said late Tuesday, it will end its trip in Norfolk, and free buses will bring passengers back to Baltimore.

The ship’s next seven-day cruise will leave Norfolk and return to the port. In a news release , Carnival said it would temporarily move Baltimore operations to Norfolk “while Key Bridge rescue and cleanup efforts continue.”

“Our thoughts remain with the impacted families and first responders in Baltimore,” Christine Duffy, president of Carnival Cruise Line, said in a statement. “We appreciate the pledge made by President Biden today to dedicate all available resources to reopen Baltimore Harbor to marine traffic as soon as possible. As those plans are finalized, we will update our future cruise guests on when we will return home to Baltimore, but in the meantime, we appreciate the quick response and support from officials in Norfolk.”

Carnival Pride is supposed to start sailing from Baltimore next month, mostly to the Bahamas and eastern Caribbean.

Norwegian Cruise Line does not have cruises scheduled out of the port until later this year. American Cruise Lines, a U.S. river cruise operator, has Chesapeake Bay trips on small vessels scheduled from Baltimore starting in May. The cruise line said it will monitor developments “and make adjustments if needed.”

Cruise Lines International Association (CLIA) said it was “deeply saddened” by the bridge collapse and was closely following the situation. “Right now, the most important thing to do is to allow the emergency workers to do their work,” the group wrote in a statement.

This year, 12 ships are scheduled to make a total of 115 calls at the Port of Baltimore, the industry association said. With room for roughly 2,000 or 2,100 passengers at double occupancy, most Baltimore-based ships are much smaller than the record-breaking behemoths that sail from Florida ports.

“Any adjustments to current cruise activity at the port will be announced as soon as available by the individual cruise lines,” CLIA said in its statement.

A news release issued last month by Maryland Gov. Wes Moore’s office said that more than 444,000 individuals cruised out of the Port of Baltimore last year, the most since 2012. The Maryland Port Administration said in a news release last year that the cruise industry generates nearly 400 jobs and $63 million in revenue every year for local businesses.

The port positions itself as a convenient option for cruising year-round, thanks to its location off Interstate 95 and plentiful parking. More than 40 million people live within a six-hour drive of the city, the port administration says.

Baltimore bridge collapse

Baltimore’s Francis Scott Key Bridge collapsed after being hit by a cargo ship , sending at least eight people from a construction crew into the water. Follow live updates and see photos from the scene .

How it happened: The container ship lost power shortly before hitting the bridge, Maryland Gov. Wes Moore (D) said. Video shows the bridge collapse in under 40 seconds.

Victims: Divers recovered the bodies of two construction workers who died , while finding other vehicles trapped and probably containing the other victims, officials said. They were fathers, husbands and hard workers . The entire crew aboard the container ship Dali survived . First responders shut down most traffic on the four-lane bridge after the crew issued an urgent mayday call. It saved lives, Moore said.

Economic impact: The collapse of the bridge, which severed ocean links to the Port of Baltimore, adds a fresh headache to already struggling global supply chains . See how the collapse will disrupt the supply of cars, coal and other goods .

History: The Key Bridge was built in the 1970s and spanned the Patapsco River. Rebuilding the bridge will probably take years and cost hundreds of millions of dollars, experts said.