key west catamaran charter

What Should I Bring?

• Directions to Echo, Cruise Ship & K.W. Passenger Info

Key West Info

• Cancellation Policies, Terms and Conditions
• Catamaran Echo Videos
• ECHO Upgrades
• Tasting Notes
• Sunset Cruise

$10 Off each person – Promo Code “EchoDirect”

(for Public trips only – sold by the seat)

Catamaran ECHO 2

Current public & private trips – book here online, (free shuttle to the echo 2 dock from the perry hotel).

Catamaran ECHO 3

Custom private charters – text 305-304-2633, regularly scheduled public & private trips starting soon, …is a fast and comfortable sailing machine, providing the most stable ride on the water. naturally it’s a catamaran.

And with our big bimini top, you can get all the Key West sun or shade that you want. The fresh water shower on deck comes in handy on those hot days. A private bathroom in the cabin makes a day in the wildlife refuge civilized and helps protect our tropical waters.

ECHO 2 is located at the “Key West Historic Seaport” which is downtown in Old Key West at the famous Key West Bight. The Historic Seaport “Harbor Walk” goes right around the water’s edge and leads right to ECHO’s dock along side the famous “Boat House Restaurant at Turtle Kraals”. Spend the day on the Harbor Walk before and after your ECHO trip and visit all the great shops, restaurants and bars and galleries. This is where all the locals hang out!

So come and hang out in the coolest part of town and cruise with us at Catamaran ECHO ..

ECHO'S Official Website

Wild Dolphin

Snorkeling & Sailing Adventure

Click here to read more!

Private Day Charters

2 to 19 Passengers

Sunset Cruise - Adults Only

Private Trips Available (all ages welcome)

Towel (day trips), Sun screen applied (no oil), Hat, Camera, Sunglasses (polarized best), a jacket in fall, winter, spring (even if you think it’s warm out), a small bag to secure your things, a few bucks and a Big Smile!

Echo Upgrades

Please reserve upgrades in advance while reserving here online, or by phone or email before the trip.

Directions, Cruise Ship & K.W. Ferry Passenger Info

Certificate of Excellence 2019

Read Reviews

Call for Reservations

1-888-579-4782.

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Our Activities

Catamaran Echo - Wild Dolphins! Snorkel & Sailing Adventure

Catamaran Echo - Sunset & Moët Cruise

Catamaran Echo - Private Day Charters

Catamaran Echo - Private 2 Hour Champagne Celebration Sunset Sail

• Chesapeake Bay Itineraries
• Key West Itineraries
• Chesapeake Bay
• Virgin Islands
• St. Vincent & The Grenadines
• Browse our Fleet
• Meet Your Captains
• Charter Management
• Sailing Lessons

Key West Sailing Charters

Experience the beauty and wonder of an unspoiled tropical paradise without ever leaving the Continental United States. Our Key West sailing charter destination is located minutes from all the downtown Key West attractions and Duval Street night life, yet a short sail away from pristine reefs, underwater nature preserves, and uninhabited island locations such as the stunning and secluded Marquesas. Kayak, paddle board, and snorkeling excursions will open to you the offshore beauty offered only in the Florida Keys. Our native Floridian staff knows how to find the best activities on land or at sea, to guide you as you plan a unique and customized getaway.

Our Key West Sailing Charter Fleet

Sailing cats.

Southern Cross

Fountain Pajot Elba 45

Dream Reach

Sugar Magnolia

Seawind 1260

Second sight.

Stay Glassy

Nautitech 40 open.

Ever Summer

Fountaine pajot my44, key west attractions.

Historic Duval Street

One of the most popular destinations on the island of Key West is Duval Street. Visit the Ernest Hemingway Home and Museum where you can take in some history about the writer and meet a legendary six toed cat. If you feel like taking in some nature, visit the Key West Butterfly and Nature Conservatory where there are 50 - 60 different species of live butterflies from around the world. On Duval Street, you can simply take a stroll and hear live music, see art galleries, enjoy coffee shops and great restaurants, or find unique souvenirs at one of the many boutiques.

Romantic Sunsets

Beautiful sunsets are what Key West is all about. Enjoy the soothing ocean breeze, a glass of wine, and relax to the backdrop of the setting sun on your own private catamaran cruise. Watching the sunset has become an integral part of everyday life in paradise. This is one tradition you don’t want to miss!

Crystal Clear Snorkeling

Key West offers many beaches and reefs where you can experience snorkeling in warm crystal-clear water. At Cottrell Key, see the unique sponge garden and large coral reefs. It is also an excellent place to see dolphins, sharks, stingrays, and Goliath groupers. Fort Zachary Taylor is considered one of the best offshore snorkeling spots in Key West where there are a variety of tropical fish species and living coral to see. A favorite among snorkeling enthusiasts is Sand Key Lighthouse Reef. With a remote location and strict no-take policy, the Sand Key Lighthouse Reef is one of the healthiest coral gardens in Florida.

Pristine Sandy Beaches

Craving a drink in your hand and your toes in the sand? Check out the turquoise waters at Smathers Beach. Rental shops are available with beach chairs, shade umbrellas, kayaks, jet skis and much more. Try South Beach for calm, shallow waters that are excellent for swimming and great for families. Higgs Beach is unique for its historical significance. Take a wander around, and you'll find monuments dedicated to the 19th-century slave cemetery located on the site. There is also a pier at Higgs Beach, where visitors can often spot stingrays and other marine species.

COME SAIL WITH US!

Help us reach 100 reviews!

Ahoy, sailors!  In an effort to provide the best experience for our guests, we would love to hear from you! How was your experience? Would you book with us again? Please leave us a review!

Adventures to Get You Inspired

Sail Away With Us

We're in a tv show, escape from reality.

In our episodes we are going to explore the places, people, and destinations where it “all went down.” We are here to uncover the true Key West. We hope you join us along the way!

The Gallery

Now it's your turn, book your adventure today, 3/4 day sail, 1/2 day sail, sunset sail, overnight expedition, dry tortugas adventure, our contest.

Get a chance to win big! On every $25 pledge per month, claim a raffle ticket for a drawing conducted every 90 days. This is your chance to win exciting prizes including a Grand Prize of a three-day trip to Dry Tortugas, worth $15,000.

GRAND Prize

First prize, second prize, third prize, let's set sail.

Historic Seaport, 120 Margaret St C18, Key West, FL 33040

(361) 459-7245

 [email protected]

Let's Set Sail!

Private & Shared Sailing Charters

Sunset sail key west.

Have the sea to yourself with Sunset Sail Key West—chartered sailing trips led by us, tailored to you.

Get inspired with our most popular trips!

Private sunset sail.

Chillout Lilypad Sail

Key West Daysail

Sunset Sail on When & If

Privates Charters

Discover your perfect private charter.

Set out on a snorkeling, stargazing, or sunset sail, or build your own custom trip. Romance, relax or unwind from the privacy of your own chartered sailboat.

Shared Trips

Come together on a shared charter.

Rise above the crush of the crowds and set sail on a unique shared sunset charter, with a few friends you haven’t met yet. A personable local crew and captain will treat you to a stunning sunset view from the deck of an unforgettable vessel– General Patton’s elegant, private schooner When and If.

Three Classic Boats

View our fleet.

We sail a fleet of three vintage sailboats, each with their own unique charm and appeal. A custom sloop, a classic ketch, and a historic schooner are waiting to make memories with you on the crystal clear waters of Key West. Each boat is suited to different types of outings, so take a moment to get acquainted with our vessels.

Real. Fun. Sailing.

When And If is back at beautiful Stock Island Marina!

Check Out Our Ship's Store!

Wreckers' Race Season Is Back!

Hello, Sailor! Don’t miss out on the latest Sunset Sail news & offers.

Friends of SSKW

Legal & safety.

Winner Best Watersports 10 Years Running. Enjoy Xtra Savings Up to $20*

July 4th Fireworks > View Trips

• DEPARTURE POINT DIRECTIONS
• SPECIAL TRIPS & EVENTS
• SPECIAL OFFERS
• JOB OPPORTUNITIES
• MEDIA TICKET REQUEST
• PRIVATE CHARTER INQUIRIES
• WEDDING CHARTER INQUIRIES
• ENVIROMENTAL COMMITTMENT
• MAKE A WISH FOUNDATION
• MEET THE CAPTAINS
• BIKE RENTALS
• PRIVATE CHARTERS
• GOLF CART RENTALS
• THINGS TO DO IN KEY WEST
• VISIT KEY WEST
• KEY WEST ADVENTURE GUIDE
• BEST KEY WEST BARS
• PLACES TO WATCH THE SUNSET
• KEY WEST PARASAILING
• KEY WEST SNORKELING
• KEY WEST WATERSPORTS
• KEY WEST SANDBAR TRIPS
• KEY WEST WEDDINGS
• FOR CRUISE GUESTS

• walk up sales locations

Your phone number will not be shared with a third party, nor will it be sold or used for purposes other than providing you with directions to the selected destination.

Exclusive Excursions

Water Adventures For Private Groups

Elevate your event with Fury Signature Charters, where every detail is uniquely yours. We understand that your event is special, and our dedicated event planning team is here to ensure everything is executed to perfection. You can craft a custom private charter itinerary with us, blending various Fury excursions, delicious cuisine, and beverages. And because Fury has the largest fleet with the most deck space in Key West, you’ll get the variety of options you need to make your event Signature!

Key West Private Charters

Completely Customizable

Guaranteed best price when you book direct.

GROUPS OF 8 OR MORE CALL FOR DISCOUNT Flexible & Refundable Reservations.

Reserve a private Fury Charter or customize your own!

• Perfect for groups of any size.
• Customizable starting at 1.5 hours.
• Starting at $1,650* (*Gratuity and service fee not included)

“We had an awesome time!! Everything was incredible and went very smoothly. Thank you to your team for making this trip awesome!”

This is a 10 out of 10!! It was an awesome day, professional, friendly staff all the way around! Thanks for a great day in Key West!

“Our crew was so fantastic. Captain Jim, Olivia, and Austin were the best we could have asked for and made it the experience it was. Food and drinks never stopped flowing. The service was amazing. Captain Jim threw in a little surprise for us and made sure we saw so many dolphins!!!! I cannot say enough about the crew and the whole process. Thanks for making our experience so amazing!!”

45' Power Catamaran

• Capacity of 30 Passengers
• One Restroom
• Fresh Water Rinse
• Covered Seating Area

Call (877) 561-8825 to book or send inquiry below

57' Power Catamaran

• Capacity of 49 Passengers
• Two Restrooms
• Shaded Area
• Seated Sun Deck
• Open Netted Seating Area

65' Sailing Catamaran

• Capacity of 122 Passengers
• Shaded Lounge Area
• Large Sun Deck

WHAT'S INCLUDED

Types of charters.

• Associate Reward Trips
• Corporate Events
• Group Outings
• Graduations
• For Wedding Charters Click Here

PRICING & ADDITIONAL SERVICES

To Reserve you must call (877) 561-8825 to book or submit inquiry below.

Additional services may be provided such as catering, full bar & live music bands for an additional fee.

• Name * First Last
• Phone Number
• Event Type Please select Associate Rewards Trip Corporate Event Group Outing Birthday Graduation Wedding Other
• Charter Date MM slash DD slash YYYY
• Number of Guests

Places To Explore With Your Charter Boat Rental

For those seeking to enjoy ocean adventures on their own schedule, renting a private charter boat is the perfect option! We offer half and full day rates for state-of-the-art catamaran rentals with convenient departure points located right on the Key West Harbor. Here’s a sampling of extraordinary sites to explore with a Key West private boat charter from Fury.

Sand Key (24° 27.138’N, 81° 52.573’W)

If it’s the coral reef you’re craving, then head to Sand Key, seven miles south of Key West. This popular snorkel spot is home to a historic lighthouse and its shallow reef formations are ideal for novice and experienced snorkelers alike. Your boat captain will tie up to one of the white-and-blue mooring buoys and you’ll be ready to swim among the rainbows of colorful reef fish. This area is specially protected, so please take only photos and leave only bubbles!

Western Dry Rocks (24° 26.692N, 81° 55.581’W)

Southwest of Key West along the reef tract is Western Dry Rocks. Like Sand Key, it has large rows of shallow coral reef alternating with sand channels, making it a great snorkel spot for scoping colorful fish, the occasional angelfish or even a blue tang!

Boca Chica Sandbar (24° 33.295’N, 81° 42.935’W)

In search of sand-between-your-toes relaxation closer to Key West? Then the sandbar south of Boca Chica is just the place for you! Though civilization is within sight, you’ll feel worlds away surrounded by white sand and shallow clear water. You may even be lucky enough to spot a Bahama sea star or queen conch, but be sure to leave nature in its place since both are protected animals.

We require payment in full at time of booking for the private charters.

Yes! You can choose to charter a specific Fury tour if you wish or customize your own.

The most popular private charter is a 4 hour trip with snorkeling, kayaking and relaxing at the sand bar. Depending on when your trip is booked, it’s possible to even watch the sunset.

Yes! Fury operates 365 days a year.

We do not provide professional photography. Our crew may take boarding photos and can take photos throughout the trip for an additional fee.

No, we do not offer any wifi on our vessels.

All charters include beer, wine, champagne, sodas and water. We do have a catering options and bar upgrades available for an additional fee. We do not allow outside catering or drinks on our charters.

Yes. All guests are provided with Buoyancy Compensators for snorkeling. Life jackets are onboard for everyone in case of emergency.

No, we do not provide parking at any of our check in locations, but you can use street parking, pay to park lots or parking garages.

Fury tours will not depart in unsafe weather conditions. The Captain will assess the weather and should the Captain determine that the conditions are unsafe to run the tour, the tour may be postponed or it will be canceled. Every effort will be made to reschedule your tour during your stay. If you are unable to re-schedule your tour, you will have the option of receiving a voucher for a future trip. Every effort will be made to run tours, as advertised. Should Fury have to amend or alter your tour due to extraneous circumstances, tickets remain non-refundable on tours taken.

We have a 20% non refundable deposit. Within 30-15 days of your charter, we are able to refund 50% of the trip, and within 15 days of your charter we do not offer a refund. We do offer a full refund if we cancel the charter due to weather conditions.

Fury allows service animals only. A service animal is any dog that has been trained to perform tasks to benefit an individual. The work performed must be directly related to the individuals disability. According the ADA service animals for emotional support, therapy, comfort or companionship are not considered service animals.

The guest requiring the service animal must be in possession of the animal at all times. ​Due to the nature of Fury tours, guest and service animal may be required to remain on the boat for the entirety of the tour . This is to ensure the guest’s safety as well as that of the service animal, Key West wildlife, other guests, captain and crew.

LET'S TURN UP THE HEAT ON SAVINGS!

Sign up to receive an email with a one time offer code to use on select trips.

Commotion On The Ocean Sunset Cruise

Key West’s Original Live Music Sunset Cruise

• Departs 6:30pm

Save up to $8*

TRIP DETAILS

Dolphin Watch Eco Tour

Founding member of NOAA Dolphin Smart Program

• Departs 9:00am, 12:30pm & 5:30pm

Dolphin Watch Sunset Cruise Combo

Eco Tour • Backcountry Snorkel • Sunset (Available Seasonally)

Double Dip Snorkel Sunset Combo

Snorkel 2 Reef Locations • Sunset (Available Seasonally)

Double Dip Snorkel Trip

Visit Two Living Coral Reef Locations

Fury’s Island Adventure Eco Tour

Remote Sanctuary Reserved For Locals

• Departs 10:00am & 4:00pm
• Food & Beverages

Save up to $13*

Glass Bottom Boat

Taking Visitors To Key West’s Reefs For Over 70 Years

• Departs 12:00pm, 2:00pm & 6:00pm
• Approx. 2 hrs

Save up to $7*

Glass Bottom Boat & Sunset Cruise

Island Adventure & Sunset Cruise Combo

Eco Tour • Snorkel • Kayak • Paddleboard • Sunset Combo Option

Key West Jet Ski Tours

Brand New SeaDoo Jet Skis

• Departs 8:30am-5:30pm

Key West Parasailing

Tandem + Triple Rides Largest Parasailing Fleet in Key West

• Departs 9:00am-3:00pm, 4:15pm, 5:15pm & 6:15pm

Key West Snorkeling

Start Your Day Aboard Key West’s Most Spacious Catamaran

• Departs 9:30am

Save up to $5*

Key West Sunset Cruise

Tranquil Ocean Setting

• Departs 7:00pm

New! Ultimate Adventure H2.0

Key West's Largest & Only State Certified Ocean Waterpark

• Departs 10:00am & 1:00pm

Save up to $16*

Reef & Ritas Snorkeling Trip

Afternoon Adventure Aboard Key West’s Most Spacious Catamaran

• Departs 1:00pm

Save up to $6*

Rum & Reggae Snorkel Sunset Combo

Reef Adventure by Day, Sunset Magic by Night

• Departs 5:30pm

SERENITY NOW

Private Charters Key West Florida

Private crewed sailing packages.

Set sail on your own private catamaran and explore the only living coral reef in the continental United States.  Sail the pristine turquoise waters of the Florida Keys and enjoy a relaxing afternoon on a secluded beach.  As a private charter you, and up to 5 of your guests, have the option to customize your adventure.

Full Day Sail  Adventure Lunch and Optional Snorkeling

Starting at $1200

Half Day Sailing Adventure with

Optional lunch and snorkeling.

Starting at $600

Sunset Sailing Adventure with  Appetizer  and optional Snorkeling

Sailing catamaran "serenity now".

Up to 6 Passangers max

S/V "Serenity Now"  is a Fountaine Pajot Lipari 41.  She has a large comfortable trampoline on her bow and a spacious covered cockpit on her stern. Inside you will find a settee with seating for six along with four cabins and two large heads.

About Your Crew

Captain Tom and his wife Denise have been sailing for over two decades.   Over the course of the last three years they have sailed over 4,000 nm along the east coast of US and the Caribbean Sea.  Tom holds a USCG OUPV Captain's License.  Prior to their most recent adventure, Tom was a Research Physicist and his wife a Public Relations Manager.  Bow and Harry our French Hounds server at the pleasure of our guest or vacation at a nearby pet resort during charters.

6810 Font Street

Key West FL 33040

[email protected]

410-849-9199

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Sailing Catamarans

Bali 4.2 Sailing Catamaran Key West Base 4 Cabins / 4 Baths / 2 Showers 8 Max Passengers (Including Captain & Crew)

Leopard 40 Sailing Catamaran Key West Base 3 Cabins / 2 Baths + Convertible Saloon 8 Max Passengers

Daydream Believer

Fountaine Pajot Mahe 36 Sailing Catamaran Key West Base 3 Cabins / 1 Baths 6 Max Passengers (Including Captain & Crew)

Fountaine Pajot Lucia 40 Sailing Catamaran Key West Base 3 Cabins / 2 Baths 6 Max Passengers (Including Captain & Crew)

Espirit de Liberté

Lagoon 450 Catamaran Sailing Catamaran Key West Base 4 Cabins / 4 Baths 8 Max Passengers (Including Captain & Crew)

6651 Maloney Ave, Unit 1 Key West, FL 33040

[email protected] 800-650-6940

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Departure date

Trip duration, multiple days (less than 1 week), weekly trip show boats that have weekly prices. most weekly boats outside of the us are available only saturday to saturday., boat length: 5ft -, manufacturer, boat build year: -, weekly trip, price: $ - $, 10 catamaran charters in key west, florida.

Key West, FL

boating guide

In addition to the best offers we have for boat and yacht charters in Key West, FL, see also options available for rent in these nearby locations:

• 23 boat rentals in Key West, FL
• 23 boat rentals in Stock Island, FL
• 23 boat rentals in Key Haven, FL
• 23 boat rentals in Cudjoe Key, FL
• 23 boat rentals in Summerland Key, FL
• 23 boat rentals in Little Torch Key, FL
• 23 boat rentals in Big Pine Key, FL
• 10 boat rentals in Marathon, FL
• 10 boat rentals in Key Colony Beach, FL
• 10 boat rentals in Duck Key, FL

Catamaran Charters in Key West, FL | Sailo Boat Rental

Looking for a catamaran charter in Key West? Boat rental in Key West, Florida   is always a great way to enjoy sailing trip experience in Florida. Choose your perfect catamaran charter with Sailo and set a course for adventure! When you rent a boat in Key West, you can choose your own itinerary and explore at your leisure. Want to relax on deck? Prefer to do some fishing? Or maybe you just want to escape the crowds? Find your ideal yacht rental in Key West with Sailo.

Our finest collection of catamaran charters in Key West, FL

Key West, FL is a well-known boating destination in the US, perfect for a memorable experience on a Sailo boat. The catamaran rentals are popular for both locals and tourists and a great choice if you want to spend some quality time with your family or friends. 7 charters are currently available with or without captain, lined up in the Key West’s marinas, waiting for their guests. Rent a private catamaran in Key West with Sailo: it’s easy, quick, secured and the best choice for a fun experience in the waters of Florida.

How to find the ideal catamaran charter in Key West, Florida?

Sailo has the most advanced filters to help you find the perfect boat rental for an amazing experience on the water in Key West, FL. Start your search by choosing your start trip date, duration and number of guests. For a great day trip with your family or friends, you have the option to select 2, 4 hours or full day rentals. Depending on your preferences and budget, you may narrow your results by boat type and price range. The 'crew' filter allows you to check the boat rentals with the captain included in the price, skipper optional (paid as extra) or bareboats that you’ll captain yourself (boating resume required). Once you have laid your eyes on a boat you like in Florida, click on it to read the description, reviews and see more pics. We also recommend using our direct 'Message Owner' feature that allows you to start a conversation with the boat representative to ask away everything you want to know before you submit a booking request.

How much does it cost to charter a catamaran in Key West for a day?

Whether you are looking to rent a catamaran yacht in Key West for a city sightseeing tour, a romantic sunset cruise or an active day on the water with your family or friends, we're confident you’ll find the best one for you on Sailo. The average starting price to charter a yacht in Key West is $1100. You can however find excellent affordable rentals from $250 and also elegant yacht charters that can go up to $6500 (service fee and mandatory extras not included).

Can I pay in installments for my Sailo catamaran rental in Key West?

A lot of our boat owners allow payment in installments, particularly for the weekly charters. First installment is always charged at the time the booking is confirmed. To find out if a boat has an installment plan, reach out to the boat representative and ask details via 'Message Owner' before you submit the booking or check out the Payment Schedule at top of the booking page.

Guidelines to responsible yachting

If you’re looking to explore our beautiful planet, a yacht charter is a great place to start. Explore coral reefs with your snorkel, discover hidden bays and islands and generally enjoy the view of nature. Remember, that sailing motto:  'Take only photos, leave only wake'  (OK, so we paraphrased). To be a responsible sailor, remember:

• Don’t disturb coral or sealife
• Take your trash home (and don’t throw anything in the sea)
• Respect the locals and their customs wherever you go

Read more about responsible boating.

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• British Virgin Islands
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• Key Largo, FL
• St. Vincent and Grenadines

Key West Sailboat Charter Aboard the Tamboo

Our Fleet: the Tamboo

Bareboat charter ~ asa sailing courses*, ocean's edge marina key west, florida 2023 bali 42' sailing catamaran (bareboat only) 4 cabins - 4 toilets w/sinks - 2 showers 8 passengers max. or 6 passengers maximum if charterer selects and pays for a captain., *charterer selects and pays for an asa qualified captain for asa training..

Specifications

Cabins/berths Toilet w/sink Shower stalls

Beam Draft Water Capacity Fuel Capacity Engine

4 - (8 occupants max.)

23'6"

5' 227 US Gal 169 US Gal

2 x 45HP Yanmar

Interior Features

Air Conditioning

Interior Fans

Generator power

Solar power

Fridge/Freezer

Freshwater Filter

3 burner cooktop

Freshwater electric toilets

Exterior Features

Cockpit Cushions

Bimini Over Helm

Dinghy on Boat Lift

Forward Lounge

Swim ladder

Helm Lounge

Built in BBQ Grill

Fully Equipped Galley

Dishware, Silverware, Cutlery, Cooking Utensils

Serving bowls, platters, pitcher, cookware

Cutting Boards (*please provide your own cutting board, filet knife & cooler for fish*)

Small Appliances such as Coffee Maker,

Blender, Toaster, Microwave

Starter supply of paper towels, dish soap, fresh sponge

Linens & Things ​

Bed Sheets & Blankets (beds will be fully dressed upon arrival)

2 Bath, Wash & Hand Towels per guest

Starter supply of marine grade toilet paper

Navigation Equipment

Apparent wind indicator

Depth sounder

RAYMARINE AXIOM+ GPS/chart plotter

Hand Bearing Compass

Parallel rulers

Stereo/cockpit speakers

VHF mic at helm

Local charts

Cruising Guide to Florida Keys

Introducing Vivo Per Lei 58 Leopard Catamaran flagship model Learn More

Creating unforgettable journeys on custom designed luxury catamarans learn more, luxury catamaran sailing charters tailored in every way to suit your needs learn more, key west and key largo locations sailing the beautiful florida keys, bahamas and beyond learn more, catamaran sailing charters half day, full day & overnight learn more, welcome to calypso sailing.

Calypso Sailing was established in 1988 in the beautiful Florida Keys. With locations in both Key Largo and Key West we specialize in luxury sailing vacations on a range of Leopard Catamarans, both bareboat and Captained. Our monohull sailing charters can take groups of 6 to 38 on day, sunset and overnight trips whilst not forgetting the iconic African Queen steamboat from the 1951 movie starring Humphrey Bogart and Katharine Hepburn which operates daily in Key Largo. 

Our aim is taking care of all your cruising needs 

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