Caribbean Sailing Lessons

LTD SAILING - "LIVING THE DREAM!"

Caribbean sailing school.

Caribbean Sailing Lessons

ASA Sailing School, Skippered Charters, Bareboat Charters, and Yacht Brokerage

What are your sailing goals?

  • Learn to sail?
  • Go for a sail?
  • Bareboat Charter?
  • Buy a boat?

We offer ASA (American Sailing Association) certified courses from beginner to advanced during our live-aboard cruise & learn classes.

If you just want to go sailing, our knowledgeable, professional captains will show you the best places in the islands. Or as brokers for the major yacht charters, we can help you find a boat to take out on your own - anywhere in the world!

Experience the exotic islands of Grenada and the Grenadines with LTD Sailing - "Living The Dream!" This is the REAL Caribbean!

Learn to Sail in the Caribbean

Caribbean Sailing Lessons

Sailing Courses

  • Basic Cruise & Learn
  • Catamaran Cruise & Learn
  • Advanced Cruise & Learn
  • Private Courses

Caribbean Sailing Lessons

  • Skippered Day Sails
  • Discover Sailing
  • Private Sails

Caribbean Sailing Lessons

Skippered Charters

  • Sailing Adventures
  • Custom Itinerary

Check us out on TripAdvisor! We have over 100 Five-Star Reviews!

TC_L

Absolutely incredible experience. We did the week-long 101-104 on a monohull and it was perfect. I can’t think of a single complaint. Our skipper had a wealth of experience, enjoyed teaching, and went above and beyond to make sure each of us had the support to learn and gain skills where we needed.

I was welcomed by the LTD team, on very short notice, to complete the weeklong live aboard course for 101, 103, and 104. It was fantastic! My instructor, Andy, was/is excellent! He is knowledgeable, professional, and generous with his information…and he’s a great cook! I would recommend, without hesitation, LTD to anyone who likes to learn while doing. I had a great week!

Incredible week learning to sail and exploring beautiful islands and bays! What a fantastic experience for my wife and I – we both learnt to sail, living aboard a 39ft monohull yacht and completed our ASA 101,102,104 certifications! LTD Sailing created an amazing week – very thoughtful provisioning and incredible itinerary sailing to beautiful islands and bays! Our skipper and instructor Andy Van Zyl was brilliant. Strongly recommend LTD Sailing.

Gaining confidence sailing a 40 ft monohull boat and getting to know locals in Grenada. You’re treated like family. Our instructor Nico was great with advice and constructive critic. Ladies, he did it in an Italian accent. Learning was fun and rewarding. Thank you LTD Family.

My son and I just completed ASA courses 101, 103, 104, and 114 through LTD Sailing. There we met Sarah who was to be our sailing instructor for all four courses. 101 was taken aboard a monohull. Sarah was a delight, skillful and knowledgeable. You’re getting a lot of bang for your buck! If you’ve been looking for sailing instruction with a live-aboard experience, stop reading this and do it! LTD Sailing and Sarah are just the best!

My husband has been dreaming of sailing for several years and finally convinced me to give it a try. After a lot of research through countless sailing schools, we found that LTD Sailing checked all of our boxes. During our week-long cruise, we earned our 103, 104, and 114 certifications. If you are reading this and are considering taking the course, do it. I promise you won’t be disappointed. Thank you, LTD for getting us one step closer to living our dream!

We were nervous about spending charter money for “a class”. We were hoping to enjoy a skippered charter through paradise. If we could get all of the fun AND leave with our certificates, then it would be a success. LTD NAILED IT! Jenni was our Skipper/Instructor. She was also our tour guide, our chef and instantly became our friend. I would recommend them to anyone interested in sailing! On a 5 star scale, LTD is a 7 star operation!!

Private Yacht Charters

Book a Bareboat Charter

Let's book the right boat for you. We've sailed most boats in the fleet to connect you to the best charter.

Caribbean Sailing Lessons

Buy The Boat

Find that dream boat through our expert yacht brokers for The Multihull Company and 5 Oceans Marine Group!

Caribbean Sailing Lessons

About LTD Sailing

Our goal is to help you live your Caribbean sailing dreams! We offer premier ASA certified Caribbean sailing schools, skippered charter service and charter brokerage. Our Caribbean sailing schools specialize in weeklong “Cruise and Learn” vacations.

Our skippered charter service provides you with a modern charter yacht and a professional skipper to guide you through beautiful islands.

Ready to take the helm yourself? Find the right boat at the right price through our charter brokerage. We take care of the details so you can relax and enjoy the experience!

Caribbean Sailing Lessons

GRENADA AND THE GRENADINES

Grenada , the ‘Spice Isle’, is one of the friendliest islands in the Caribbean. Grenada consists of three islands – Grenada, Carriacou, and Petite Martinique – all blessed with beautiful white sandy beaches and exquisite Caribbean blue water. Grenada is the southern gateway to the Grenadines.

Grenada’s international airport  has helped it to become a tourism destination with direct flights from the U.S., Canada, and the UK. These direct flights make air access much easier and usually more affordable than any other access point to the Grenadines.

Caribbean Sailing Adventures

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skippered yacht charter caribbean

Ultimate Guide to a Caribbean Yacht Charter With Skipper

Thinking about going on a caribbean yacht charter with skipper find out everything you need to know here.

Anyone can go on a Caribbean   yacht charter with skipper if you have ample sailing experience or no sailing experience whatsoever you can still go. Everyone has to start somewhere and what better way to do so than by learning from a professional.

The Caribbean Sea is one of the world’s most popular tourist destinations with over 7,000 islands, islets, reefs, and cays, within the 28 nations it includes. A Caribbean  yacht charter with skipper , no matter which country you visit the azure waters, white sandy beaches, and tropical climate make it the perfect Caribbean yacht charter with skipper destination. With islands in the Caribbean to small islands off mainland Belize, Colombia, Nicaragua, Mexico, and the Guyanas, the Caribbean Sea stretches far and wide.

The countries included in the 28 nations vary between a tropical savanna climate, tropical rainforest climate, and tropical monsoon climate varying with latitude and island placement. The Caribbean tends to have two distinct seasons – the dry season which takes place between December and April, and the wet season which goes from May to November.

The northern islands are also located within an area that is occasionally hit by hurricanes. Hurricane season lasts between June and November but the most prominent months are August and September. On a Caribbean yacht  charter with skipper, you can expect a year-round average temperature of between 25-33c (77-90f).

Caribbean Yacht Charter With Skipper

Sailing with a skipper allows you to have a luxurious family sailing holiday, friends holiday, romantic getaway or a group sailing holiday without having to worry about planning an itinerary, researching the best places to moor or worrying about safety.

What Is A Caribbean Yacht Charter With Skipper?

What is it like to go on a caribbean yacht charter with skipper, why should you go on a caribbean yacht charter with skipper, the caribbean is a top sailing destination, caribbean itineraries.

What is a skippered charter? A Caribbean yacht charter with skipper is the perfect sailing holiday for families, couples or friends, of all sailing abilities. On a Caribbean yacht charter with skipper, you will book a yacht charter and then a skipper will accompany you on your charter. The skipper will sail the boat and offer expert knowledge of the location. You can set your own itinerary or the skipper can offer their expert advice and have as little or as much input as desired. A Caribbean yacht charter with a skipper allows you to relax while the skipper takes the helm, offering an easy and flexible yacht charter.

Relaxing Yacht Charter. When you go on a Caribbean yacht charter with skipper they are there to make your holiday easier and relaxing. The skipper will have their own cabin on the boat (allow for this when booking), you will also have to provide food and drink throughout the day, but the skipper doesn’t have to be involved in your meals, excursions or evening meals out if you don’t want them to.

Professional and Experienced Service. Each and every skipper is professional and experienced, with a large amount of knowledge of the areas. A skipper can be as discreet as required, you are to obliged to include them in your activities, they are there to make your holiday better, not to be in the way or make you feel uncomfortable.

Ample Benefits. The benefits of going on a Caribbean yacht charter with skipper totally dependent on the individual or families requirements. If skippering your own boat is what you want to do then go for it, but for those who want to spend more time on activities and have less stress then a skippered charter is an option. Caribbean yacht charter with skipper is great for every ability of sailing, if you don’t have any sailing qualifications or experience then a skippered yacht charter is you’re the only option. Many skippers will take the time to teach you valuable skills, or if you are experienced you can always learn more from the skipper.

Professional Skippers. On a Caribbean yacht charter with skipper, the skipper will take care of all the technical parts of the boat, safety, and moorings, you will be in capable hands. Skippers can provide unrivalled local knowledge of islands, the winds, the ocean, the best restaurants, the best marinas to moor at, the best anchoring spots, the condition of the sea bed and the forecasts.

Lots of Countries to Explore. On a Caribbean yacht charter with skipper , all 28 nations are different, it is one of the most biodiverse ecosystems and areas in the world. The Caribbean has 8% of the world’s coral reefs as well as being culturally diverse, with a large number of different languages spoken, a variety of coastline landscapes, and diverse traditional cultures located throughout.

A Place To Sail For Everyone. When sailing on a Caribbean yacht charter with skipper there is a country for everyone from beginner sailing areas to advanced long stretches of open ocean for professional sailors. The water temperature varies from 26c or 76f (wet seasons) and 30c or 87f (dry summer season), which make it an ideal sea for swimming, snorkeling, and discovering the underwater world, with a variety of marine life as well as the land which surrounds it, which is great for a Caribbean yacht charter with skipper.

Create An Itinerary. When you are on a Caribbean yacht charter with skipper, you and your skipper can create an itinerary depending on your desires and requirements. Your skipper can recommend islands to explore, marinas to moor in and restaurants to visit. They also have expert knowledge of how to book marinas and what needs to be done in advance and what places you can just arrive at without pre-booking on a Caribbean yacht charter with skipper.

Sailing Itineraries. The Caribbean has an abundance of top sailing locations, the best snorkelling spots, and impossibly gorgeous cays, there is something for everyone. We have created an abundance of Caribbean sailing itineraries, to allow sailors to experience some of the best sites on a Caribbean yacht charter with skipper.

  • BVI Sailing Itinerary
  • St Vincent Sailing Itinerary
  • St Lucia Sailing Itinerary
  • Bahamas Sailing Itinerary
  • Antigua Sailing Itinerary
  • St Martin Sailing Itinerary
  • Cuba Sailing Itinerary
  • Puerto Rico Sailing Itinerary
  • Grenada Sailing Itinerary
  • Martinique Sailing Itinerary
  • Guadeloupe Sailing Itinerary

Amazing Sailing Experiences

Our amazing customers.

I didn't think sailing with my family would be so much fun...

Sailing for the first time.

Alex

Everything went smooth, the paper processing, special requests and the specs of tht check-in procedure. Boat was also in good shape, so no complaints and a worry free holiday...

We had a great experience with booking through sailchecker.

Informative and looked for the best value for our family. Very good customer service on this side and in Greece. Great boat and skipper...

Fantastic holiday from start to finish.

They were very responsive and very quick to answer questions via email and instant chat. They had extensive knowledge of the area...

We will most definitely use their services for our next bareboat sailing vacation.

Kirsten W.

Sailchecker were professional from start to finish - and were awesome dealing with a problem! Our first Yacht had serious issues and sail checker helped us to resolve it...

They are easy to deal with, straightforward and honest and I would recommend them to anyone planning a charter holiday.

Kat, H.

During the Coronavirus pandemic, Kate and her colleagues at Sailchecker have performed brilliantly. They have been considerate and highly efficient in re-organising our Turkey charter and also provided lots of assistance in getting our Yacht Security Deposit insurance policy transferred to match our revised charter dates.

Truly worthy of a 5 star rating!

Alan, R.

Would I go sailing again? OMG yes! Sailing is the perfect family holiday. Boys loved the activities, I enjoy relaxing as well...

Sailchecker.com arranged a sailing cruise her family of 2 sons, daughter & hubby in the BVI with their own.

Anne

It was sail in the day… party at night. We couldn't have wanted a better skipper or a Spring Break!  Good times...

Arranged for 6 friends to sail Spring Break in the British Virgin Islands for under $500 each.

Tim

All bookings and confirmations was always accurate with no delays. Our boat was also fabulously maintained and the Skipper new the area extremely well...

Everything was down to the tee.

Pieter Van R.

Rated 4.9 out of 5 based on 215 reviews on Trustpilot

Got a Burning Question About Caribbean Yacht Charter With Skipper?

We’re happy to answer any yacht charter & sailing question, leave us a quick question here, or call your local office, the numbers are located in the footer below. when not arrange a call back.

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Yacht Charter & Sailing.

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skippered yacht charter caribbean

Bareboat, Skippered and fully Crewed Yacht charters.

Relax, sail and explore onboard your yacht on the Caribbean azure.

Top notch bareboats, sensational catamarans, magisterial mega yachts and cabin charters for your amazing sailing holidays.

Why book your Caribbean yacht charter with Oceanedia Sailing Holidays?

We offer expert advisory, with years of local knowledge, in partnership with the best yacht charter providers in the Caribbean.

The Caribbean

Experience the cultural diversity, cuisine, vibrance and jaw dropping seascapes of the Caribbean by yacht charter.

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Worldwide Charter Locations

Worldwide Yacht Charter

Yacht Charters in St Vincent and the Grenadines by Oceanedia | Bareboat, Crewed, catamarans, sailboat rentals | Book a unique yacht charter sailing escape.

Yacht Charters in St Vincent and the Grenadines

Yacht Charters in Grenada by Oceanedia | Bareboat, Crewed, catamarans, sailboat rentals | Book your unique yacht charter sailing escape.

Yacht Charters in Grenada

Yacht Charters in USVI | Caribbean sailing by Oceanedia

Yacht Charters in the US Virgin Islands

Yacht Charters in the British Virgin Islands by Oceanedia | Bareboat, Crewed, catamarans, sailboat rentals | Book your unique yacht charter sailing escape.

Yacht charters in the British Virgin Islands

Yacht Charters in St Martin | Caribbean sailing by Oceanedia

Yachts Charters in St Martin

Yacht Charters in Puerto Rico| Caribbean sailing by Oceanedia

Yacht Charters in Puerto Rico

Yacht Charters in St Maarten and St Martin by Oceanedia | Bareboat, Crewed, catamarans, sailboat rentals | Book your unique yacht charter sailing escape.

Yacht Charters in St Maarten

Yacht Charters in St Lucia by Oceanedia | Bareboat, Crewed, catamarans, sailboat rentals | Book your unique yacht charter sailing escape.

Yacht Charters in St Lucia

Yacht Charters in the Bahamas by Oceanedia | Bareboat, Crewed, catamarans, sailboat rentals | Book your unique yacht charter sailing escape.

Yacht Charters in the Bahamas

Yacht Charters in Antigua by Oceanedia | Bareboat, Crewed, catamarans, sailboat rentals | Book your unique yacht charter sailing escape.

Yacht Charters in Antigua

Yacht Charters in Cuba | Caribbean sailing by Oceanedia

Yacht Charters in Cuba

Yacht Charters in Guadeloupe by Oceanedia | Bareboat, Crewed, catamarans, sailboat rentals | Book your unique yacht charter sailing escape.

Yacht Charters in Guadeloupe

Yacht Charters in Martinique by Oceanedia | Bareboat, Crewed, catamarans, sailboat rentals | Book your unique yacht charter sailing escape.

Yacht Charters in Martinique

Yacht Charters in Belize by Oceanedia | Bareboat, crewed, catamarans, sailboat rentals

Yacht Charters in Belize

Caribbean Catamaran Charters | Explore your Caribbean islands of choice onboard your luxury catamaran | Book your unique yacht charter sailing escape.

Caribbean Catamarans

Croatia yacht charter holidays, caribbean sailing holidays by oceanedia.

An Enviable Lifestyle

Whether it’s skimming jewel coloured waters between Antigua and the Grenadines or mooring in a picturesque anchorage off the coast of the British Virgin Islands. Caribbean Sailing Holidays by Oceanedia, offers a fleet of private, luxury crewed yachts for the discerning and stylish vacationer. Discover the colour and culture of the Caribbean, the art deco havens of Florida, the magic of Mexico’s east coast beaches, and the aquatic enclaves of South America.

Meet the Fleet

Caribbean Sailing Holidays works in partnership with long established yacht charter providers and holds access to some of the world’s most sophisticated luxury yachts directly. Select 10m to 100m, classic, vintage, motor and sail. Between November and June, you can circumnavigate Bermuda and the Caribbean or discover Mexico and South America, with a hand-selected team of service staff and highly experienced qualified professional captain and crew.

The Caribbean Sailing Holidays’ range of Motor Vessels and Sailing Yachts, our luxury yacht range boast sun-drenched entertaining areas and exquisite open-plan spaces, akin to a premium hotel interior.

Unwind in the ambient lounge with cocktail and canape in hand or take in the balmy evening breeze under a scattering of stars. At night, when gentle waves lull you into the deepest of sleeps, retire to the most beautiful boudoir, complete with ensuite bathroom.

Desirable Destinations  

From diving into azure waters in the Florida Keys, The Bahamas, Antigua, Martinique, Guadalopue, St Lucia, Grenada, St Vincent and the Grenadines, The British Virgin Islands, St Barth’s, St Kitts and Saba to wandering ashore to sample the divine cuisine of Cozumel, Anguilla and St Martin, Caribbean Sailing Holidays with works with you, to map the route to paradise. We know every sugar white shoreline, picturesque city and secret cove around the Caribbean and adjacent shores and waters. Whether you dream of cosmopolitan chic or to glimpse ancient relics, we will help you discover it.

Work on a caramel tan in the tantalising Turks and Caicos before exploring the Mayan Ruins near La Amada marina in Mexico. For the truly adventurous, charter your way to the bays of Colombia, to the historic town of Santa Marta.  

And if blissful 181 islands of Bermuda beckons, you can experience the glamour of Caroline Bay and the palm-fringed City of Hamilton – both favourite destinations during America’s Cup, the world’s eminent yacht sailing race.

Enquire Now

Ready to go on a voyage of discovery? Seeking a lavish vacation that will linger long in the mind? Contact Caribbean Sailing Holidays by Oceanedia today to design an unforgettable yacht charter – entirely bespoke, secure and private.

You only live once. It’s time to tick the bucket list. Those warm tropical waters and powder soft sands are inviting you in. Step aboard. Take the plunge. Live the ultimate dream.

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Caribbean Skippered Yacht Charters & Regattas

Realise your dream vacation on our enchanting Caribbean skippered yacht charters

Realise your dream vacation on our enchanting Caribbean skippered yacht charters.

To find out more about our Caribbean crewed yacht charters and regatta charters, please visit the following individual pages.

C aribbean Crewed Yacht Charters in Grenada & the Grenadines

Grenada & the Grenadines is an amazing holiday destination to cruise and explore. Discover deserted white-sand islands, fringed with palm trees and turquoise water. Climb a volcanic mountain through lush tropical rainforest. Enjoy the world-class snorkelling and fishing as you sail around dramatic islands. The scenery is truly breath-taking; best viewed from one of Bluewater Sailing’s Caribbean crewed yacht charters.

The diversity found in Grenada & the Grenadines is simply astounding, and there is something for everyone on our Caribbean crewed yacht charters. Guests can enjoy relaxing on board and taking in the natural beauty; or, you can get on land to explore the friendly culture and traditions of the islands.

Caribbean Regatta Racing Charters

Always wanted to experience the thrill of competing in a world-class Caribbean regatta? Or maybe you are a seasoned sailor who wants to crew on a fun and competitive yacht? Whatever your level of expertise, you can join our race clinics and dynamic team to compete in regattas such as Antigua Sailing Week, Grenada Sailing Week, Carriacou Regatta Festival and Bequia Easter Regatta. We also offer mile-building cruises as we sail to the regattas, with the opportunity to complete a range of RYA Training courses on the way. A great way to see the Lesser Antilles and enjoy an amazing regatta charter vacation too!

Caribbean Mile Building Charters

Mile building sailing charters are designed for skippers who need to increase their ocean experience and sea time. Bluewater Sailing offers Caribbean mile building sailing for skippers who need to gain more sailing experience and logged sea miles. We offer mile building charters on the way to and from regattas, or as dedicated charters for 7 days, 10 days or 14 days.

Yacht Charter Specialists

Find & Book Your Perfect Vacation Onboard A Skippered Luxury Yacht Charter – Worldwide Destinations

We are a family business and have personally sailed through many of the destinations available on this website so we have first-hand intimate knowledge of the Caribbean Islands, the Mediterranean and other Worldwide yachting destinations, that means we are able to advise you with confidence when it comes to the best vacation for you.

As brokers with many years of experience, we have access to a huge range of crewed yachts and together with our personal approach and service, we can provide the perfect vacation that fulfils your every need.

Fully Crewed Yachts Available

Below you will find the full range of skippered yachts on offer to charter. Click on the images to see videos and access our comprehensive online brochure giving full details of each yacht.

SY Dharma

Monohull Sailing Yachts

Catamaran Akasha

Motor Yachts

Power Catamaran Forever

Power Catamarans

Classic Yacht Germania Nova

Classic Yachts

Motor yacht Tivoli

Expedition Yachts

Superyacht Excellence V

Superyachts

Enjoy the vacation of a lifetime.

We are independent yacht charter specialists who offer brokerage services for privately owned crewed charter yacht vacations. We offer free impartial travel advice and we have a deep knowledge of the charter vacation industry. Our team travels the globe meeting with professional crews who own and run the yachts available for you to hire.

We do not dilute our service by offering bareboat charters, as we are specialists in the field of crewed yacht charters and we stick to what we know best. We only recommend yachts that we have personal knowledge of to ensure that you have a great floating vacation!

Although we are based in the Caribbean, we travel to Europe and the rest of the world during the summer months to check out the best sailing boats and resorts to recommend to our clients. We want to be certain the destinations we suggest will provide you with exactly what you are looking for. We do not rely solely on the yacht crew’s knowledge; we explore the islands personally so we can advise you with genuine first-hand expertise.

Our goal is to build a long lasting relationship with our clients to ensure repeat business and generate referrals. We want you to have the best sailing vacation ever – again and again!

What Our Clients Say

“Thank you for finding the perfect charter yacht for our sailing vacation this winter in the Caribbean. The yacht, crew and destinations were magical. We can’t wait to book with you again.”

Thank you for a wonderful adventure. We have wanted to visit the Grenadines for a long time and we’re so very happy that you arranged this cruise for us. Such a great trip with a terrific Captain & Chef.

To Where Can I Charter?

Skippered yacht charters are available in the Caribbean, the Mediterranean and the  rest of the World . The main seasons are December to May for  Caribbean charters , May to September for Mediterranean charters and it depends on your desired destination for the rest of the World as to the best time to visit. You could also visit the Caribbean or Mediterranean out of season if you wish.

To find your dream destination, take a look at our Destinations section. Or  contact  us today to discuss your requirements, or to talk about chartering in locations out of season to enjoy the same level of luxury at a fraction of the cost.

What Types of Yachts Are Available?

There are numerous different types of yachts available for your vacation and we can assist you in selecting the right yacht. Take a look at our Yachts Section and choose between:

Monohull Yachts  – These are traditional sailing yachts where you experience the invigorating thrill of heeling over as you sail to windward. Monohull yachts tend to have a great layout for families and honeymooners.

Catamaran Yachts  – Catamarans have plenty of usable deck space. They offer a large entertaining area at the stern of the yacht, making them ideal if several couples are sharing the yacht.

Motor Yachts  – Motor yachts have one significant feature – speed! They usually carry a lot of watersports equipment and they are great fun for any age group.

Power Catamarans provide more living space for clients who prefer power rather than sail.

Classic Yachts are Monohull yachts but of an older vintage, often made from wood.

Expedition Yachts are great for visiting more remote destinations.

Super Yachts are the ultimate in luxury and are over 100 ft or 30 m in length. They can be a Sailing Yacht, Monohull, Catamaran or Motor Yacht.

We can help you select the right yacht that is perfect for your needs,  and more importantly the yacht with an ideal crew match.

Call us now on 855 722 6544 (US/CAN) or 0203 695 6195 (UK) for more information.

BVI Charter Yacht Society Accredited Broker 2024 Yacht Charter Specialists

Luxury Sailing Vacation logo

Call: 1-360-739-0670 [email protected]

Charter Vacations

Luxury sailing vacation.

A vacation with a difference

A charter yacht vacation delivers the ultimate all-inclusive experience on the water aboard your own private sail or power vessel.  It is, quite simply, unlike any other travel experience.  Island hop in luxury to exotic secluded isles and lively ports.  Embrace the relaxation of a sailing vacation with the safety of a professional Captain, as you and your guests enjoy a hassle-free cruise.  Choose where you stop for lunch, swim, or anchor – you are in control of your destination.  No holiday will ever be the same again.

SIGNATURE TOURS

Access to over 60 locations worldwide

Carreabean-Grenada

The Grenadines

San Juan Island

PACIFIC NORTHWEST

San Juan Islands

Baja Mexico

Sea of Cortez

US Virgin Island

US and British Virgin Islands

Over 60 yacht charter destinations available worldwide

Create your dream cruise.  Consult with Captain Mark to craft a custom tour and select the optimal vessel and amenities.

  • US Virgin Islands
  • British Virgin Islands
  • La Rochelle

Scandinavia

Mediterranean.

  • Côte d’Azur
  • Balearic Islands
  • Lake Champlain

Indian Ocean

  • New Caledonia

Luxury Accommodations

Customize your vacation by choosing the sailing yacht that suits your individual needs.  A “monohull” offers an exciting “tilt with the wind” sailing experience, while a “dual hull catamaran” has more spacious common areas and a flat, smoother voyage.  Other considerations include the number and size of sleeping areas, heads (bathrooms), and amenities from sun decks to galley size.  The photos of yachts below are examples of possibilities.  There are a wide variety of floor plans, privacy considerations and budget, with sizes depending upon the number in your group, from two to eight guests plus your captain/crew/chef.

Skippered Catamaran 01

Spacious Catamaran

Every boater’s choice for level cruise and the most spacious sunbathing decks, the Lagoon 52F features four huge common areas.  The aft cockpit offers comfortable group dining. For warm winds visit the forward cockpit.  The upper helm chaise-lounge features panoramic views, and the salon has ample seating and galley.

Each cabin enjoys a private head (bathroom), individual climate controls, and opening hatches for fresh air flow.  Enjoy reading lights, overhead lighting, and USB ports.  A full sheet set, pillows, and decadent “Beach Castle Sweets” chocolates greet you to your floating home!

Custom Yacht Charter - Grenada, Caribbean

Performance Monohull

The sailing vessel offers the perfect balance of features, accommodations and size. Each cabin features a berth for two, ensuite heads (bathrooms) for some, the other head shared. Pricing is adjusted for your preference.   For your convenience, the ports (windows) open for fresh air, enjoy reading lights, overhead lighting and USB ports for charging. Full sheet set, pillows and special Beach Castle Sweets handmade chocolates will help greet you to your floating home!

The roomy cockpit has seating for eight guests. She has a canvas dodger and a bimini (awning), which provides protection from the elements yet still allows you to experience the scenic wonders unhindered. The spacious fore-deck also offers abundant room to stretch out and bask in the sun. Her step-through transom allows easy access to the swim step from which you’ll board her kayaks or her motorized launch with which you’ll be whisked ashore for a little hiking or beachcombing.

YOUR CAPTAIN AND HOST

Cruise with accomplished skipper Captain Mark Brown, and his access to charter yachts in over 60 exotic destinations world-wide​.  As a US Coast Guard approved Captain and American Sailing Association ‘Outstanding Instructor’ – you may relax (or learn to sail?) – with an experienced guide.  Let Captain Mark share his intimate knowledge of the local isles’ hidden secrets and history, with safe travels, stimulating conversation and nothing short of the vacation of a lifetime – making this an unforgettable experience for you and your guests.  Mark is eager to meet you and offer exceptional Concierge Cruising

Welcome Aboard !

Skippered Catamaran 01

Your safety is our priority

  • Proven qualifications
  • Coast Guard standards
  • Stringent safety regulations & inspections
  • Destination experience
  • Excellent local knowledge

FREQUENTLY ASKED QUESTIONS

 1. what to bring.

The vessel will supply galley supplies, soap for showers, towels, complete sheet sets, and duvet bed coverings. Evenings or stronger winds may require a jacket (dependent on climate). Dress casual, in layers, as you would for a hike or long walk. Sunscreen, water bottle, water tolerant footwear, and swimwear, as needed for sailing destination. Ask in advance about internet or phone access. Sometimes it’s just good to be “off the grid”!

2. How to provision

Captain Mark is an excellent resource for provisioning/catering. Experienced enough to do it himself, he can take over for you, or advise you on what to bring. If you wish, you can shop yourself and supply the vessel with your favorites, or sample local produce from nearby stores and markets. In addition, you can cook or allow the crew to handle the meals. Ask about purchasing your own “adult beverages” or request a supply for your cruise.

3. Choose your participation level

This might help you decide how you would like to engage in your upcoming voyage! A professional captain offers options to assist in the cruise as much or as little as you wish. Decide how much you want to learn from this trip.

Novice Sailors

Grow your confidence on a teaching skippered yacht charter. Ease into proficiency with professional guidance. A skippered vessel provides lessons without pressure.

Adventure Lover

An intense desire to visit exotic, and perhaps difficult destinations by sea, but not experienced enough to captain a vessel.

Experienced Sailor

While wanting to occasionally take the helm, you’d also like sometimes to relax with friends and family. Skippering is a 24-hour responsibility!

Sailors without Bareboat Certification

Some destinations require a particular “Bareboat” license, (especially the Mediterranean). Sail your destination on a skippered charter while learning enough to do it yourself next time.

Visiting a new destination requires experience with each cruising area. Challenging wind systems and navigation are different everywhere you go. Explore new locales without stress.

4. Am I on board with people I don’t know?

This is your personally planned adventure. You may share the vessel or not. Invite family and friends for a fun vacation you won’t have any other way.

5. How many guests per boat?

  • In our experience two to four couples are the ideal number.
  • While up to ten vacationers may be accommodated on larger vessels, consider chartering a 2nd boat to maintain a more intimate shipboard experience.

6. Will children enjoy a cruise?

Children are welcome, and a family-style yachting vacation will create memories for a lifetime!

7. What will we do on our cruise?

For warm water destinations, snorkel equipment, paddle boards and kayaks are usually available. Our yachts feature a smaller boat, called a dinghy (ding-E) for shore excursions, as we sometimes anchor off beautiful, isolated beaches with no dock facilities. Choose busy port towns, historic locations, tiny islands, or lots of sailing time. Your itinerary will be planned ahead of time, but what we do is up to you and your captain.

8. What dates are available?

There are no set dates. We book by “seasons” of availability and locations. North Americans usually wish to escape to warmer climates in winter. Caribbean trips are ideal December through March. The Northwest San Juan Islands are warmest in the summer months.

9. What is the cost?

Costs vary from $4,000 to $10,000 per cabin/per couple per week. Four guests on a catamaran in the Grenadines in December will be more expensive than a group of eight on a monohull in the Pacific NW. Each trip is customized for your party, with appropriate food provisioning, itinerary, and daily pace. This is an unforgettable, luxury vacation. Ask us for specifics.

10. What is included in my voyage?

  • Experienced Captain
  • Pre-trip Planning & Consultation
  • Itinerary & Menu planning
  • Provisioning – supplies, food and custom beverages delivered to the boat
  • Bedding, towels, soap, pillows and all the comforts of home

11. What is NOT included?

  • Adult beverages – aside from “Welcome BBQ” champagne and beer. Let us know what you need ahead of time for adequate provisioning.
  • Onboard Chef. Captain Mark’s vacations are “friends and family” style casual. A boat galley, like our kitchens at home – quickly becomes the social hub for food and beverages. Often, each cabin will prepare one evening’s dinner, with guests on their own for breakfast and lunch.

12. May I bring a hair dryer or charge my computer?

Smaller vessels may not have a generator to create 110v power for high electrical draw items like a hair dryer or blender – but all vessels DO have a 100v source for “plugging in” device chargers. Most modern vessels have USB ports in the cabins and common areas to charge your phone or GoPro.

13. Is there air conditioning?

This varies by type of vessel. Most do not have AC, or only while the boat is “plugged in” at a dock. Larger power vessels DO tend to have AC but require a diesel-powered generator to be running. We recommend enjoying the ocean breezes!

14. Do I need insurance?

I highly recommend you arrange travel insurance in case you need to cancel for an unexpected reason to cover non-refundable deposits. Please make sure you have personal travel insurance that covers sailing.

The vessel is insured throughout the charter with first-class insurers against all risks, to provide permission to charter as under contract terms and to cover third-party liability.

15. Terms & Conditions

35% deposit at time of booking; balance due 45 days prior to embarkation. In order of preference: direct wire to Whatcom Educational Credit Union, Check, Venmo, Paypal, or Credit Card.

Wiring Funds to an account at WECU: ABA Routing #325180113 600 E. Holy St., Bellingham, WA 98225 Member Mark E Brown, Account #295661

16. What is the cancellation policy?

If you cancel a trip, cancellation fees will apply:

  • If Charterer cancels more than 60 days before original charter start, Charterer will lose its 35% deposit.
  • If Charterer cancels 59 days or less before the original charter start, Charterer will lose the entire charter fee paid to date.

Catamaran Charter in Croatia: The Best Companies

The wealth of islands, ports, harbours and bays,   scattered throughout the Greek Seas offer some of the most idyllic cruising grounds anywhere in the world – making them perfect for a boat charter adventure.

skippered yacht charter caribbean

A catamaran anchored out in a secluded bay in Croatia (Photo: Sail Croatia via Flickr / CC BY 2.0 DEED)

With so many off-coast gems, you’d need more than a lifetime out at sea to get around them all. But one thing that will help is having a nippy vessel that can transport you from A to B in quick-smart fashion. That’s where catamarans come into play, with their promise of speed, stability and spaciousness. Here are three of the best companies for finding a catamaran charter in Croatia right now.

SkipperCity

Dedicated to providing amazing charter experiences in Croatia, SkipperCity offer a large fleet of verified boats available to rent at ports across the country, including from Dubrovnik, Sibenik, Split, Trogir and Zadar. When we searched for catamarans in Croatia, we found a huge choice, with prices starting at €1,283 per week for a 40-foot vessel that sleeps up to four guests. Their catamaran charters can be booked as bareback, skippered or crewed, depending on your preference.

Book at SkipperCity

Ritzy Charters

Ritzy Charters have a large fleet of crewed vessels available for boat charter adventures of a week or more, including a wide choice of catamaran options. The booking process is simple – you just enter the details of your trip, including party size, dates of travel and preferred itinerary, then wait to receive a list of catamarans available for your required dates. When we looked at availability across Croatia we found 116 crewed catamarans available, with rates starting at €9,800 per week for a skippered 57-foot vessel that sleeps up to 6 guests.

Book at RitzyCharters

Boatsters Black

Since launching in 2015, Boatsters Black have been pairing charter guests with exceptional yachts in Europe and the Caribbean. In Croatia, they have around 60 crewed yachts available for charter, including two catamarans, with prices starting at €38,000 per week for a super-fast 75-foot vessel that sleeps up to 10 guests across its 5 cabins and also comes with an alfresco cinema. The company’s fleet is also paired with a wide range of suggested itineraries for each destination to help inspire you.

Book at BoatstersBlack

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Private Charter - Stingray City, Starfish Point & Snorkeling

skippered yacht charter caribbean

  • Bottled water
  • Use of Snorkelling equipment
  • Cayman Islands Yacht Club, 164 Yacht Dr, Cayman Islands At the Fuel Docks beside 'Anchors' Convenient Store
  • Not wheelchair accessible
  • Near public transportation
  • Confirmation will be received at time of booking
  • Not recommended for travelers with back problems
  • Most travelers can participate
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
  • This is a private tour/activity. Only your group will participate
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.

Similar experiences

skippered yacht charter caribbean

  • You'll start at Cayman Islands Yacht Club 164 Yacht Dr, Cayman Islands At the Fuel Docks beside 'Anchors' Convenient Store See address & details
  • 1 Stingray City Stop: 60 minutes See details
  • 2 Rum Point Stop: 60 minutes See details
  • 3 Starfish Point Stop: 60 minutes See details
  • You'll return to the starting point

skippered yacht charter caribbean

  • J4090BNsuew 0 contributions 5.0 of 5 bubbles Amazing Charter!! I definitely recommend a private tour. Caleb & Tyrell were fantastic! Our experience was fantastic! Even though the water was tougher than usual, they were able to make our trip so that we could experience everything safely. It was so much fun and definitely the highlight of our trip-our kids said it was their favorite day! Thank you!! Read more Written October 9, 2022
  • Helen L 0 contributions 5.0 of 5 bubbles Perfect day on water! As you can see there are lots to choose from to go deep sea fishing but you can stop looking. It was a great time, very professional and their goal was to make sure we caught fish and we did! Read more Written April 29, 2018

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skippered yacht charter caribbean

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Molly S

Buy it with

skippered yacht charter caribbean

Private Charter - Stingray City, Starfish Point & Snorkeling provided by Just Fish'n

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  22. St John Snorkel & Beach Yacht Charter from American Yacht Harbor

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    per group (up to 7) 4 hour Private Boat charter to Stingray City, Snorkeling and More. 12. Adventure Tours. from. $550.00. per group (up to 10) Half-Day Private Stingray City Charter in Cayman Islands. 15.