sailboats on the background of the sunset over the sea

Explore Pristine Waters and Breathtaking Landscapes

Best catamaran sailing tours in the caribbean.

  • Catamaran Sailing in the Caribbean

These tours offer a unique way to experience the pristine waters, stunning landscapes and vibrant marine life that make the Caribbean a true paradise for sailors and adventurers alike. From the iconic Pitons of St. Lucia to the shimmering shores of St. Kitts, each catamaran sailing in the Caribbean provides an exclusive look at the best the region has to offer. Enjoy ultimate adventure and relaxation through sailing in the Caribbean, where every journey is a remarkable experience.

1. St. Lucia Catamaran Sailing

Experience the majestic Pitons and pristine waters of St. Lucia on this comprehensive catamaran sailing tour. Enjoy snorkeling, swimming and a buffet lunch of local dishes as you sail around the island, absorbing its natural beauty and vibrant marine life.

2. St. Thomas Champagne Sunset Catamaran Sailing

Revel in the romance of a sunset sail around St. Thomas, complete with unlimited Champagne and calypso music. This tour offers a magical evening under the Caribbean sky, perfect for couples looking for a memorable night.

3. Bonaire Catamaran Scenic Sail & Swim

Dive into the underwater world of Bonaire’s Marine Park on this snorkeling and catamaran sailing adventure. Explore vibrant coral reefs and marine life in crystal-clear waters, then relax on deck with refreshing drinks as you sail back to shore.

4. Dominican Republic Catamaran Sailing & Snorkeling

Sail along the scenic coastline of Punta Cana, stopping to snorkel among colorful reefs teeming with fish. Enjoy the lively atmosphere onboard with music and dancing, making this one of the most exhilarating catamaran sailing tours in the Caribbean.

5. Haiti Coastal Catamaran Sailing

Discover the rich history and stunning landscapes of Haiti's coastline on this educational and scenic catamaran tour. Learn about the island’s past — including its Arawak heritage and historical landmarks — while enjoying the beauty of the Caribbean.

6. Nassau Catamaran Sailing With One-Hour Open Bar

Glide across Nassau’s azure waters on a catamaran, enjoying an hour of unlimited drinks and stunning views. This tour combines relaxation with sightseeing, offering a perfect glimpse into the vibrant life of the Bahamas.

7. St. Maarten Champagne Sunset Catamaran Sailing

Toast to a perfect evening with a Champagne sunset sail off the coast of St. Maarten. This tour features scenic views, refreshing beverages and a chance to see the island’s coastal beauty in the golden light of dusk.

8. Costa Maya Power Catamaran Sailing

Explore the vibrant ecosystems of the Mahahual Reef on this snorkeling and catamaran sailing tour. Experience the thrill of sailing and the wonder of the underwater world in one of the Caribbean’s most beautiful locations.

9. St. Kitts Catamaran Sailing

Set sail from St. Kitts to the tranquil island of Nevis on a catamaran, enjoying a day filled with sun, sea and sand. Indulge in a delicious buffet lunch and relax on the beautiful beaches of Nevis, making this one of the most leisurely and enjoyable catamaran sailing tours in the Caribbean.

These catamaran sailing tours in the Caribbean are designed to provide an unparalleled experience of the sea’s splendor, combining adventure, relaxation and cultural exploration. Ideal for anyone looking to discover the Caribbean from a unique vantage point, these tours highlight the serene beauty and thrilling adventures that catamaran sailing in the Caribbean has to offer.

Experience Catamaran Sailing in the Caribbean with these sailings

arrivals plaza perfect day at cococay aerial view

Complete your adventure with these shore excursions

bird eye view of marigot bay at sunrise

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Find Your Perfect Yacht


Caribbean yacht charters - one resource for every luxury charter yacht

The proven resource for crewed yacht charter in the caribbean.

From the moment you contact us, you will be helped by an experienced and knowledgeable specialist who will take the time to understand your unique needs and preferences for your caribbean vacation. They will be your dedicated specialist and our exceptional personal service will answer every question.

The largest choice of crewed Caribbean yachts?

Absolutely, with our relationships built over decades we truly do have access to EVERY crewed private charter yacht based in, or visiting, every part of the Caribbean.

Whatever the type of yacht for your Caribbean charter, your vacation budget, or the size of your party, our specialists will guide you in choosing the ideal yacht for your Caribbean charter. It's your vacation to explore the islands the very best way possible - on a Caribbean charter yacht.

Browse different types of Charter Yachts in the Caribbean

sailing catamaran caribbean

Motor Yachts

This category of Caribbean yachts include mega yachts, super yachts, and all sizes of power yachts. With the maximum space for guests, both inside and out, these types of yachts offer excellent vacations. You can choose from a fast, agile yacht, one that is high-end and luxurious, a yacht with a classic design, or one that is contemporary. This is one of the many choices you’ll have when you plan your vacation. See some yachts:-

sailing catamaran caribbean

Crewed Catamarans are very popular in the Caribbean , especially in the BVIs. Catamarans offer ample deck space that allows everyone to relax together during their charter, sharing the same views throughout the voyage. Caribbean catamarans can typically accommodate between 6 and 12 guests. See some yachts:-

sailing catamaran caribbean

Sailing Yachts

If you are looking for a winter getaway, there is no better place to charter a sailing yacht than the Caribbean! Feel the warm, tropical breeze on your face. Experience the exhilaration as the wind fills the sails and the yacht is suddenly moved along by just the wind. Savor the magnificent beauty of the Caribbean as you sail silently from one island to the next. Although typically offering smaller spaces for guests, sailboats deliver a truly unique caribbean charter vacations . See some yachts:-

Sample Charter Yachts in the Caribbean

sailing catamaran caribbean

ODYSSEA. The 59' sailing catamaran Odyssea is ready to take you and your guests on your next adventure. Throughout she offers relaxing areas to lounge and enjoy the voyage, while enjoying the company of others or absorbing the serenity of the sea. Her spacious cockpit area offers large dining table, sun pad across the back, and wet bar. See ODYSSEA :-

sailing catamaran caribbean

OKTO. Get ready for adventure when you step on board the 217' mega yacht Okto. You and your guests will find plenty to do, as she offers plentiful spaces for lying out to enjoy the sun, enjoying a movie in the circular cinema, working out in the indoor gym with an amazing view, or enjoying the on deck Jacuzzi. See OKTO :-

sailing catamaran caribbean

NAMASTE. The immaculately maintained mega yacht Namaste offers 121 feet of opulence at sea. She features five well-appointed cabins, both a main salon and sky lounge, sundeck with Jacuzzi, gym equipment, and a long list of watersports including jet skis, wakeboard, fishing gear, and the list goes on. See NAMASTE:-

sailing catamaran caribbean

LIQUID SKY. The 67' sailing catamaran Liquid Sky was launched in 2024 by Fountaine Pajot. With four cabins, she accommodates as many as eight guests, and offers a number of places for you to hang out and enjoy the journey, including on the bow soaking in the in deck Jacuzzi, up on the flybridge taking in the views, or on the aft deck with al fresco dining. See LIQUID SKY:-

sailing catamaran caribbean

MARIAH PRINCESS III. The 77' Lagoon built sailing cat Mariah Princess III was built in 2020. She offers two queen cabins and two king cabins, all en-suite. The master cabin has a private deck, the flybridge offers an on deck Jacuzzi, and she has a generous complement of watersports, including onboard SCUBA. See MARIAH PRINCESS III:-

sailing catamaran caribbean

TRUE STORY. The 67' sailing catamaran True Story is ready to give you and your guests a fun and exciting charter in the beautiful waters of the Caribbean. She offers a spacious main salon, large cockpit with al fresco dining and lounge, and flybridge with conversational area. You and your guests can also enjoy a long list of water toys throughout your journey. See TRUE STORY:-

Charter a yacht in the BVI's

The British Virgin Islands include Tortola, Jost Van Dyke, Virgin Gorda, and more. There’s no better way to experience the waters and beaches of the BVI's than on a private Caribbean charter with a full crew to pamper you. Of all the islands in the Caribbean, the Virgins are furthest north. This makes them very convenient due to the proximity to San Juan and due to their direct flights from the United States. Catamaran sailing vacations and crewed sailing charters are very popular in the islands, and their protected waters make them a favorite spot for guests that are taking their first private Caribbean yacht charter. To learn more about them:

Charter a yacht in the USVI

The U.S. Virgin Islands consist mainly of the three large islands of St. Thomas, St. Croix, and St. John. With lovely bays, long beaches, lush nature preserves, fabulous diving spots, and excellent, onshore evening entertainment, many choose to vacation in the USVI’s. Caribbean charters often visit both the BVI’s and USVI’s during the same week, as they are close to one another and the waters are generally calmer than in other parts of the Caribbean. They in general are also home to the largest fleet of crewed, all-inclusive, luxury catamarans. To find out more about them:

Charter a Caribbean yacht

The Leewards are situated in the middle of the Caribbean Island chain. The major airports are located on St. Maarten and Antigua. Due to the English, Dutch, and French influences everywhere you look, they exhibit the best example of cultural sophistication anywhere within the Caribbean. If you are looking to see where the rich and famous go on vacation, you will want to visit the island of St. Barts; for many this is a must stop for a Caribbean yacht charter. Many mega yachts are available for rental in St. Maarten, as it has become a popular mega yacht Caribbean base for the winter. To learn more about the Leewards:


The Grenadines are also called The Windward Islands. Oftentimes our guests will choose a sailing charter over a motor yacht when in the Grenadines, due to the more constant tropical breezes that occur. The islands are much less developed than the rest of the Caribbean, and the inhabitants live on their own time schedule, which enhances the feeling of getting away. The northern most island accessible by air is ST. Vincent, while the southern tip’s major airport is on Grenada. There are fewer Caribbean charter yachts based here; however, occasionally some charter yachts are happy to relocate in order to offer a vacation that happens a little off the beaten path. To find out more about the Grenadines:

What Type of Charter Yacht?

There are all types of Caribbean yacht charters available, including mega yachts, power yachts, catamarans, and sailboats. We have helped countless clients choose the right charter yacht, learning what features and amenities make a difference on caribbean charter yachts. Learn more about different types of Caribbean yachts.

Where Can You Go?

Typically you’ll choose between the Virgins, Leewards, and the Grenadines to charter your yacht. Beyond the region, it is your Caribbean to explore. It’s important for you to remember that there is no cruise ship itinerary to worry about! Your itinerary will be custom designed specifically for you, with you, and is flexible to changes during your charter. We have put together some samples for you to get an idea of what you might like to do while on vacation in the Caribbean. Interested in seeing a sample cruise itinerary ?

sailing catamaran caribbean

Find Your Perfect Yacht for a Caribbean yacht charter

To see the Caribbean yachts we have in our online database, please select a yacht type and your budget below. Please keep in mind that we do not have every available yacht online. There are many more yachts available for you to choose from when you contact one of our specialists.

For your personalized selection including yachts not online:- Email us now

sailing catamaran caribbean

Caribbean Charters - When To Go.

One of the lovely things about the Caribbean is that the temperatures remain consistent throughout the year; however, there are some other weather considerations that you will want to factor in when making your caribbean yachting vacation plans. Read More....

Vacations here are most popular between November and July.

If you are thinking of a megayacht, you will want to keep in mind that many of these private yachts which are Caribbean based in winter leave in the late spring and early summer months. They will return again in early winter; however, this does limit their availability. To charter a mega yacht, you will want to make sure that you do so well in advance.

Motor, sail, or catamaran yachts, on the other hand, often have selections available year round. Holidays like Christmas, New Year’s, and Easter do need to be planned for as early as possible as these are very popular charter times.

The availability for Caribbean charters can also be affected by the weather in other climates, for instance, when the severity of the weather is bad in the United States or Europe, especially between January and February, the charters are often booked. This is due to many clients looking for a break from the cold.

What Do Our Clients Say About The Caribbean?

Are you excited yet? You should be! Our clients have enjoyed fantastic Caribbean vacations. There is an endless number of places to visit in the Caribbean, from smaller islands to absolutely must be seen locations like St. Barts. Read some of our Caribbean charter reviews from clients who booked a Caribbean charter with us.

Ready to learn more about Caribbean charters?

We are specialists who will make your trip a reflection of our expertise! We know clients need to be confident in their charter vacation plans, so we encourage our clients to benefit from the knowledge base we’ve been building for years. You’ll speak to an authority on Caribbean charters without any obligation on your end.

Test our expertise with your questions!

Contact a specialist - available 7 days a week.

sailing catamaran caribbean

Yacht Name Search

Do you have a particular yacht in mind? We likely have it online and if not, email or call us for details. Search for it online by name here:

These may also be of interest:

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sailing catamaran caribbean


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