Yacht Charters

Sailing the Caribbean

One of the most popular activities in the Caribbean is sailing.

Because the winds are so consistent and the weather is rarely less than beautiful, this is a very safe sport so it is open to novices and experts alike.

Browse through the links below to find the sailing experience to suit your level of expertise and your pocketbook. The sailing resources on this page are mainly for those businesses based in the islands.

Pro-Sail Curacao
(Sailing from Curacao)

Pro Sail Curacao operates from the beautiful, sheltered and safe Spanish Water Lagoon on the east side of Curacao.

We rent out a variety of sailboats, from Optimists to ocean going yachts, with or without skipper.

We also have a number of dinghies, small powerboats and kayaks for rent to explore Spanish Water Lagoon. Pro Sail offers inexpensive private sailtraining courses for adults and kids, with certificate.

Caribbean Car Rentals

Blue Bubbles Watersports (Sailing from St. Maarten/St. Martin) - Sail along St. Maarten's beautiful coast all the way to Baie Longue or with destination Tintamarre, an uninhabited island off Orient Bay.

Offering a full range of watersports excitement, Blue Bubbles watersports caters to both hotel & timeshare guests, as well as mega yacht and cruise ship visitors.

Do ask about our special rates for cruise crew, local islanders and St. Maarten medical students. Bobbi, Catherine and their staff are looking forward to showing you a great time in, under & above the water.

the Alliance (Sailing from the Dominican Republic) - Join the Alliance in the DR and sail across the Caribbean to Columbia. This is your chance to do an offshore passage, learn celestial navigation, fish for tuna, mahi and wahoo, and experience some great sailing aboard this 105' 3-masted schooner!.

You will be standing watch and participating in the operation of the ship as crew on this voyage.

Your watchstanding duties will include taking your trick at the helm, act as lookout for the vessel, help with sail handling and ships chores including galley duty. A Physical Exam is required for this trip.

Random Wind ChartersRandom Wind Charters (Sailing from St. Maarten/St. Martin) - Whether you come with us on the Paradise Day sail or charter her privately, you will always enjoy a homemade lunch cooked in the galley, some seriously good snacks, an open bar, a full, iced cooler with sodas and beer as well as some of the best rum punch made with all natural juices and Puerto Rican Rum.

Random Wind has St. Maarten's only Tarzan Swing from the spinnaker pole into the Caribbean Blue. We never take more than 22 people, so you get personal attention and can enjoy your day away from the crowds.

Wayward Sailor (Sailing from St. John) - Voted Best On St. John for 5 years running by the readers of the Virgin Islands Daily News.

The Wayward Sailor is in excellent condition and is very safe and comfortable with all the necessary safety equipment and more.

Capt. Phil is very safety conscious and has a spotless record in the last 40 years of boating experience.

Rumbaba Charters (Sailing from St Thomas) - Sail through the beautiful blue Caribbean waters to St. John and nearby islands of the National Park.

Snorkel on the reefs of the Coral Reef National Monument and explore the world famous white sandy beaches. With a maximum of six passengers there is plenty of room to relax in the shaded cockpit or soak up the sun on our spacious decks.

Scubadu - Scubadu is a luxury Catamaran, specializing in private sailing excursions in the US Virgin Islands. Scubadu departs from Red Hook, St. Thomas or St. John. Catamaran sailing charters are a fun experience with the freedom to move around aboard.

Island Girl CatamaranIsland Girl (Sailing from Trinidad and Tobago) - Sail Tobago's scenic Caribbean coastline with tons of deck space, lounging areas both shaded and un-shaded including two tanning nets.

Enjoy a day of great sailing with friendly and professional crew and some fantastic snorkeling (equipment is supplied) plus an open bar and buffet lunch.

Enjoy a day of great sailing with friendly and professional crew and some fantastic snorkeling (equipment is supplied) plus an open bar and buffet lunch.

Fair Wind Sailing School (Sailing from St Thomas) - Fair Wind Sailing School offers a complete range of ASA Certification Sailing Lessons from Nanny Cay, Tortola, BVI. In St. Thomas, Virgin Islands, and in the Bahamas Fair Wind Sailing School also offers yachts for bareboat charter

In St. Thomas, Virgin Islands we offer our fabulous Leopard 45 and 42 catamarans. We also a fine selection of monohulls. In the Bahamas we present our Island Packet 40 for Bareboat and Captained Charters.

In St. Thomas, Virgin Islands we offer our fabulous Leopard 45 and 42 catamarans. We also a fine selection of monohulls. In the Bahamas we present our Island Packet 40 for Bareboat and Captained Charters -- the perfect yacht for a trip.

Tom Kruse Sailing (Sailing from Tortola) - What kind of sailing vacation in the Caribbean are you looking for? Just tell Tom Kruse all about it. including specifics about your favorite foods and beverages, and he'll take care of the rest. He covers most of the Caribbean.

Here's how it works. First, Tom will help you select the sailing yacht that best meets your particular requirements from the large fleet of boats available throughout the Caribbean.

Then he'll make all the charter arrangements for you, taking advantage of any applicable discounts. And when the time comes to set sail, Tom will meet you at the marina and sail with you as skipper, chef, sailing instructor and guide for a hassle-free sailing adventure in paradise.

Promenade (Sailing from Tortola) and its exceptional crew offer the yacht charter cruising vacation that you'll wish would last forever! Promenade's sleek and stable design offers unrivaled comfort and space.

We also offer a select number of weeks to groups who would love to sail this magnificent Multihull themselves, all with peace of mind that you have someone to show you the short cuts through the reefs, the deserted anchorages that we only seem to find or to help with as little or as much of the sailing as you like.

Mystic Man Tours (Sailing from St Lucia) - Serendipity

Serendipity is a Fountaine Pajot Venezia 42 and is available for Private Full Day Charters and 2 day 1 night charters in St.Lucia.

Serendipity is a very well equipped and spacious vessel and is kept to the highest standards with over 1000sq ft of deck space.

Mainsail Yacht Charters (Virgin Islands) - At Mainsail Yacht Charters we offer the finest selection of Caribbean vacations aboard crewed yacht charters worldwide.

Our fleet of over 1100 private charter yachts will show you the vacation of a lifetime.

Whether it is a romantic Caribbean honeymoon, family vacation or corporate retreat, a vacation aboard one of our crewed yacht charters is the perfect solution. Aboard our Caribbean yacht charters, you'll make your way to exotic ports.

Scubadu (Sailing from St Thomas) - Scubadu, a Norseman 400, was launched in Cape Town, South Africa, when she embarked on her Trans Atlantic crossing to the Virgin Islands. Today, Scubadu is setting a standard of hospitality that is the envy of many.

Two easy access swim ladders with fresh water showers, quality snorkel gear, and a large dinghy with outboard for exploring.

After you have been dazzled by the underwater world, we will hoist the sails and head for the destination of your choice. There you will enjoy a gourmet lunch, prepared by chef Joe.

Cloud 9 Sailing Adventures (Sailing from St. John) - Learn to sail or just sit back and relax while your licensed Captain Jason glides the boat through the tranquil waters of the Caribbean around St. John, Virgin Islands. Choose from half day, full day, sunset, BVI trips or custom charters.

Both Jason and his first mate Leslie have spent 1000's of hours snorkeling and diving around St. John and the outlying cays. They can pick the snorkel spot that is best for you. Whether you are a first time snorkeler or very experienced we will take you to a site best suited to you. If you need instruction or would like a guided tour, Leslie is always willing to get in the water with you. She is great at finding and identifying all the local fish and critters.

St. John Yacht Charters (Sailing from St. John) - Not all St John day-sail boats provide a snorkel guide. We are very knowledgeable of the surrounding area snorkel sites, their flora, and fauna and can be your guide while you're in the water.

For our Sunset sail and half day trip we have a minimum of 4 people. If you are in a group of 2 we usually can find 2 more to make the trip happen. Bring your I-pod, make a play list, and we can plug it in.

In the past a birth certificate and photo ID were enough to travel to the Jost Van Dyke in the B.V.I. Well, the rules have changed and now a passport is needed to travel to the B.V.I. Call us for information about multiple day term charters.

Nicholson Yacht ChartersNicholson Yacht Charters

US & British Virgin Islands
The Virgin Islands should be everyone's choice for a first charter. It is without a doubt, the most popular cruising area in the world.- St-. Thomas and St. John in the U.S. Virgins, plus Tortola and the multitude of surrounding islands of the BVI, are all within close proximity to one another. The variety of anchorages and the great number of diving and snorkeling sites can easily be incorporated into a one-week itinerary.

Antigua
With more anchorages than any other Caribbean island, and 365 beaches, it's not surprising that Antigua gave birth to the yacht charter industry. Home of the now famous Antigua Race Week and Classic Yacht Regatta. Falmouth Harbour has excellent dockage facilities at the Antigua Yacht Club marina, Falmouth Marina and Catamaran Club Marina. Nearby, the English Harbour Dockyard is steeped in history. There are fine marina facilities, good restaurants and it is within reach of lovely beaches and hiking trails.

Dominica
Dominica is a rugged island with and excellent anchorage in Prince Rupert Bay. From here, hikers and nature lovers will enjoy exploring Fort Shirley or taking a boat trip up the Indian River. Inland adventures include exploring the island's many waterfalls and rainforests with a wide variety of fruit trees.

Sint Maarten/Saint Martin
This island half French, half Dutch, offers marinas for smaller yachts and mega yachts,. French St. Martin is famous for its restaurants and fabulous beaches - including clothing optional beaches and resorts. Marigot is the heart of the French side and has many wonderful boutiques, restaurants and cafes.

St Vincent & The Grenadines
There are over 30 beautiful islands in St Vincent and The Grenadines. The Grenadines are a sailing paradise, with exhilarating passages and wonderfully protected coral reefs and Islands which make for some of the world's best diving. In the links below you will find a sample itinerary of a cruise through this area and further information from Distinctive Yachts.

Sailing Anguilla

The Anguilla Sailing Association - The Anguilla Sailing Association is resident on the beautiful island of Anguilla, the northern-most of the Leeward Islands.

Located just 8 miles north of the island of St. Martin/Sint Maarten, Anguilla offers some of the best sailing waters in the Northern Caribbean.

Sailing Anegada (BVI)

Spirit of Anegada - The British Virgin Islands (BVI) is one of the classic Caribbean yacht charter vacation areas and a great place for a sailing or motor boat vacation. If you like cruising to safe and beautiful anchorages surrounded by lovely waterside restaurants, then the British Virgin Islands is where to find it.

Sailing Antigua & Barbuda

Antigua & Barbuda Marine Association - The first Caribbean charter businesses were set up in Antigua in the early 1960's which came about as a result of Antigua being the ideal destination for trans-Atlantic sailors.

Caribbean Luxury Yacht Charters - We specialize in fully crewed yacht charters and can help you choose the most perfect Caribbean yachting vacation.

Ondeck Ocean Racing - From our base in Falmouth Harbour, we offer you a variety sailing experiences suitable for everyone from 8 to 80+.

Oyster Shell Cruises - Indulge yourself with the breathtaking experience of one of our catamaran sightseeing tours around the island of Antigua. While on your Caribbean vacation have a fun filled day on either our snorkelling & eco tour or the sail around the island of Antigua tour.

Sailing from Aruba

Mi Dushi Sailing Adventures - Built in Sweden in 1925 of oak and mahogany this 80 Ft. windward vessel is one of the last great authentic sailing ships still operating in the Caribbean.

Morning Star - Enjoy a leisurely guided snorkel with the friendly marine life, work on your tan or enjoy a Five course gourmet meal on our sunset cruise. Your options are limited only by your imagination! All of our cruises are tailored to your desires.

Octopus Sailing Cruises - Captain Jethro Gesterkamp and his First Mate Jeff have been initiating delighted visitors to snorkeling and the relaxation of multi-hull sailing for over 25 years, the last 18 with Jethro's 40 ft trimaran sailboat, The Octopus.

Red Sail Aruba - What spot in Aruba offers a stunning view of Palm Beach from the open water? It's Red Sail Sports' fleet of three luxury catamarans. These custom-built vessels offer daily cruises along Palm Beach for snorkeling, sunset and dinner sails.

Tranquilo - Aruba's best family operated sail and snorkel cruises since 1977. Tranquilo was founded by Capt. Mike Hagedoorn, then carried on by his son, Anthony. He makes sure safety and personal attention are top priorities.

Wave Dancer Cruises - Enjoy the freedom of sailing and discover the thrill of Aruba's constant & soothing trade winds. Our Multi-Hull Yacht design offers you a smooth & stable ride. While you lounge on our spacious decks, experience our gracious hospitality and friendly Captain & Crew whose prime concern is your safety & comfort.

Sailing in the Bahamas

Amarok Sailing Charters - Take a captained sailing charter with Angela and Joe aboard the sailing yacht Amarok. Embark from Nassau, Bahamas from mid-December through early June for a sailing cruise to the Outislands of Exuma, Eleuthera and the Berry Islands.

Bahamas Sailing - Luxury catamaran charter cruises go where other tours can't go. Enjoy fishing, snorkeling, diving, all with your own captain, chef and dive master. Experience the Bahamas, and take home a free CD of the trip.

Blackbeard's Cruises - Blackbeard's Cruises offers live-aboard scuba diving adventure travel vacations to the Out Islands of the Bahamas. Reef, wreck, wall, drift, night and shark dives are offered on each trip.

Blue Water Sailing School - Serious training for cruising sailors, and those who want to be.

Cat Ppalu Cruises - The Liveaboard charter yacht Cat Ppalu, offers scuba diving, snorkeling, sailing and adventure cruises. Each week we set sail from Nassau to the Exuma Islands on the 65' sailing catamaran, Cat Ppalu. This is the ultimate escape aboard your own private yacht.

Fair Wind Sailing School - America's Best Sailing School is pleased to announce our newest sailing school in Abaco, Bahamas. The Abacos are a wonderful location to learn to sail with protected waters, beautiful anchorages and a fantastic sub-tropical climate.

Flying Cloud Private Charters - Sailing on this fast 57' catamaran is an experience to remember. Flying Cloud and her crew want you to enjoy a day of sailing and snorkelling, or a romantic sunset at sea. You'll find there's nothing like the exhilaration of gliding through the ocean at high speed while all you can hear is the splash of waves as you cut through the water and the sound of the wind as it fills the sails.

Sailing Barbados

Action Charters - We provide that fun-filled Pirates of the Caribbean experience that will make your holiday extra special.

Barbados Sailing Association - The Bardados Sailing Association is the governing body of sailing in Barbados.

Cool Runnings - Welcome to Cool Runnings Catamaran Cruises, voted 2nd Most Popular Attraction by the globally recognised Zagat Survey as 'the Rolls-Royce of catamaran excursions' in Barbados.

El Tigre Sailing Cruises - Designed and built by one of the World's top Catamaran Designers, our 60 foot catamaran will excite the sailor with her exhilarating performance while soothing the timid with her stability and comfort.

Good Times Catamaran Cruises - We offer private charters (including crew) or various day cruises for groups up to 16 persons.

HeatWave Sailing Cruises - Lunch cruises, water sports cruises and snorkelling cruises on a 57' Catamaran.

Rubaiyat Catamaran Cruises - We offer exciting cruises where you get to experience swimming with and feeding of friendly sea turtles. You can discover the sheer beauty of underwater Barbados with our snorkeling adventures, exploring the island's fascinating reefs and wrecks.

Sailing Barbados - After we have wined and dined you on our fine Barbadian Cuisine, we will take you snorkeling in our crystal clear waters where you will see the most colourful and friendly tropical fish or, swim with our local sea turtles.

Shasa Catamaran Cruises - The Shasa Catamaran is a stunning 30 foot vessel catering to groups of up to twelve.
Our cruises offer free snorkeling instruction and unlimited drinks.We also provide free transportation to and from anywhere on the South and West Coast of Barbados.

Small Cats Cruises - Small Cats specializes in smaller, more personalised cruises with the emphasis on intimacy carrying a maximum of 12 people. Our cozy 30-foot catamaran has a comfortable open canopy area for those avoiding the sun as well as ample deck space for sun bathers.

Super Cats Catamaran Cruises - After sailing along the tranquil coastline of Barbados, we lay anchor on the beautiful west coast to snorkel at the reefs and wrecks as well as a visit to the sea turtles, where you get the unforgettable experience of swimming and feeding these gentle creatures.

Tall Ship Cruises - Tall Ships certainly stands for choice, but more importantly we stand for experience and this has enabled us to deliver a product unmatched in the region. On each and every cruise, our dedicated team of over 100 people, take great pride in delivering more than we promise.

Sailing Bermuda

Bermuda Charters - AJ's Wings is one of Bermuda's newest charter yachts and is captained by Anthony Mello, a prominent Bermuda captain with over 4 decades of seafaring experience, including countless Atlantic crossings.

Bermuda Windsail Charters - Our yachts are owner operated and maintained to a high standard. We arrange sailing regattas for convention groups visiting Bermuda. We can also book up to 10 other yachts to carry groups of up to 200 people for regattas or any other water based activities.

Bermuda Sailing Association - The Byte Class of Bermuda (BCOB) in conjunction with the Bermuda Sailing Association (BSA) has begun an intensive training program with the goal of making Bermuda a force in the Olympic sailing arena once again.

Charter Bermuda - We offer two custom built sixty foot day-charter catamarans and a thirty-six foot watersport and dive boat. We work with all the major cruise lines visiting Bermuda and have just been awarded the 2006 Best of Bermuda Gold Award for Best Charter Boat Operation.

Fantasea Bermuda - We are a Bermudian company offering the widest range of professionally operated tours, charters and recreational opportunities in the island. With our extensive range of boats, top of the line equipment, and professional staff, we have the resources and imagination to put together an activity program that is custom tailored to your needs.

Sail Bermuda - Picture gazing into turquoise blue depths, as the fresh Bermuda wind cools your face and fills the sails. The sun's reflection dances playfully on the sea's surface, lighting up your visage with dapples of silver and gold.

Sailing Bequia

Blue Star Yacht Charters - Escape with us on our fantastic 50ft Beneteau yacht, Polair Star, sailing through the Caribbean with your very own Captain.

Caribbean Schooner - Enjoy a day of sailing aboard the 100 ft. Friendship Rose.

Grenadine Escape - Visit Breath-taking islands like Mustique, Canouan, Bequia and Barbados. We have intimate knowledge on Villas Rentals, Yacht Charter and Real Estate deals.

Sail Relax Explore - Sail Relax explore will provide a full listing of available yachts.

Sailing the Cayman Islands

Cayman Islands Sailing Club - Sailing catamarans available for private charter.

Jolly Roger Cruises - Relive the romantic, swashbuckling days of the Caribbean Pirates onboard the Jolly Roger. Cruising the crystal clear waters of the Cayman Islands gives you the opportunity to escape from reality and relive a bygone era. Her crew will see to your every need to make this an adventure you will long remember.

Red Baron Charters - Sailboats and Powerboats

Red Sail Cayman - What spot in Grand Cayman offers a stunning view of the island from the open water? It's Red Sail Sports' fleet of four luxury catamarans. These four custom- built vessels offer daily Snorkel Sails to Stingray City, Sunset and Dinner Sails.

Stingray Sailing - Once you have made a booking with us, we will take care of everything that is needed for you to enjoy a day swimming with the rays. We will meet you at the cruise ship dock, provide transportation to and from the our boat, provide you with snorkel gear and instruction. We then take you out to the sandbar and the reef, on our spacious forty-three-foot sailing catamaran, to swim with the stingrays.

Sailing Curacao

Sail Curacao - This sailing experience is for people who want to enjoy the Caribbean in the luxury of their own private yacht, complete with excellent food and tailored to each group.

Bounty Adventures - Whatever trip you choose from our tropical menu, you'll board an unforgettable experience, which includes our unmatched cuisine and fully stocked open bar.

Cat Sailing Curacao - Cat Sailing Curacao is the only beach sailing school on Curacao and is located at Jan Thiel Beach, next to restaurant Zanzibar. We definately recommend our spectacular sailing trips along the coast to nearby bays, like to Barbara Beach and Fuik Bay.

Insulinde Sailing Ship - Whether you are celebrating your birthday in a big way, or impressing your best clients with an original networking reception, Sailing Ship Insulinde makes sure that you and your guests have a great day.

Sailing the Dominican Republic

Aligatour - Treat yourselves to a day on this fabulous and fun catamaran adventure. Experience the island's best snorkeling among a multitude of rainbow-colored tropical fish in crystal clear waters, then relax to the sounds of the Caribbean, and enjoy the wind in your hair, the sun in your back, and a "Freestyle" cocktail in your hand.

Carib Wind - Cabarete, world famous for windsurfing and kite surfing is now ready for Laser sailors.

Sailing Jamaica

Sailing Jamaica Freestyle Experience - Sail the Clear Blue Waters of the Caribbean an enjoy your sailing experience to the fullest. It will be just the way you want it. Celebrate sailing with lots of music and dancing. We offer a Wet & Wild Sail and Snorkel Trip or Relaxing Sunset Tour. Music along with catering for Bar and Food is available.

Wild Thing Watersports, Negril's finest Catamaran Cruise Company has a great selection of cruises to offer for your enjoyment. The Wild Thing is a 64 foot catamaran with a capacity of 132 passengers. We will provide you with complimentary pick-up by bus from your Negril Hotel to our location. Round trip transfers are available from the Grand Palladium in Lucea for a small fee. The friendly, fun-loving members of the crew at Wild Thing Watersports are certified in Water Safety and First Aid/CPR training. We will work hard to ensure that you have a most enjoyable time when cruising with us.

Sailing Puerto Rico

Caribbean Sailing School - If you would like to make the most of your valuable vacation time and return home with two new skills, our Caribbean Sail & Dive certification program is just for you.

Carib Sailing Adventures - We represent various charter companies throughout the Caribbean so please take advantage of our 35 years of experience and free advice when planning your next yachting adventure.

East Island Excursions - East Island Sailing Excursions provides Day Sail Charter for individuals, small and large private groups, and corporate groups aboard the Caribbean's most spacious and comfortable fleet of catamarans. They have the 62' East Wind sailing catamaran and power catamarans of 65' and 45'.

Erin Go Bragh Charters - Erin Go Bragh Charters offers personalized day, overnight and longer term-charters to the lovely Caribbean Spanish (Puerto Rico, Vieques, Culebra), U.S. and British Virgin Islands aboard our beautiful 50-foot Gulfstar Ketch the Erin Go Bragh III.

Katarina Sail Charters - If your interest is snorkeling the pristine Tres Palmas Reserve, then there is no better way to do it than aboard the Katarina. With steps that lead directly into the water, we snorkel the reef right from the boat.

Spread Eagle - Sail and snorkel in Puerto Rico aboard the beautiful sailing catamaran Spread Eagle. Exciting sail and snorkeling excursions run out of Fajardo. Explore the uninhabited Spanish Virgin Islands' white-sand beaches.

Ventajero Sailing Adventures - Enjoy sailing the beautiful waters of Fajardo, Puerto Rico and its beautiful secluded islands on the Ventajero 4. A 52 ft. charter sailing vessel with all the beauty, comfort and attention you would only dream to experience on your visit to our island.

Sailing St Barts

Saint Barth Sailing - A recipe for an unforgettable day on Saint Barth starts with day on the Wayayai, our fully outfitted catamaran relaxing, listening to the sounds of the sea taking advantage of all we have to offer you.

 Sailing St Croix (USVI)

Black Beard's Adventure Tours - Sail to Buck Island Reef National Monument on our luxury catamaran charters. Full and half day trips available, as well as sunset sails and private charters.

Jones Maritime Company - Jones Maritime Company has a US Sailing Certified Sailing School in Downtown Christiansted, St. Croix, US Virgin Islands.

Sail Bilinda - I operate within the boundaries of the East End Marine Park. The Park encompasses a mosaic of fringe reefs, mangrove forests, sea grass beds and nesting sites for endangered sea turtles. Within the crystal waters, sunshine illuminates coral monuments and rainbow colored fish, hidden just beneath the surface.

Sailing St John (USVI)

Bread on the Water - Is a 46 foot Beneteau Oceanis built in 2000. She is one of the most beautiful boats available for sailing charters on St. John or St. Thomas and is meticulously maintained to ensure your comfort and safety. Her long hull, designed by Bruce Farr and Associates, provides a very fast and relaxing sail.

Breath - Breath is a native of St. John, US Virgin Islands. She has crossed oceans, explored seas, ascended rivers in Africa, run drugs (antibiotics) to a children's hospital in Haiti during the 94' embargo, imported wine from St. Barths as well as calabashes and djembe drums from West Africa and tile from Venezuela.

Cruz Bay Watersports - Island Spirit has two swim ladders, bow and stern with warm water showers, a fun waterslide for kids of all ages, and two restrooms. The cabin features a large U-shaped bar for beverage and food service, upholstered seating in both sun or shaded areas, and stereo throughout the vessel, making Island Spirit an extremely comfortable and fun yacht to sail on.

Outlaw - Sail farther and faster with Paul and Vicki on St John's largest and most comfortable charter yacht Outlaw. Let us introduce you to a level of sailing that you have never experienced before. Our Baltic 55 is U.S. Coast Guard certified for your group of up to 12.

Sail Safaris - Our sailing tours are like nothing you've ever experienced before. We are focused on getting off the beaten track. We go to hidden beaches, uninhabited islands and vibrant coral reef. So bring your snorkel gear, an appetite for adventure and dress to get wet.

Sail St. John - Offering day, half-day, sunset sails, private charters, motor excursions, weddings-on-board and a variety of other on the and in the water activities for Caneel Bay Resort and St. John guests.

St. John Sailing - St. John sailing, St. John snorkeling and explore in US and British Virgin Islands on Catamaran Calypso. Plan the perfect day by taking your family and friends for any of our half day and full day sails that depart from St. John.

Sailing St Lucia

Destination St Lucia - Conveniently located within Rodney Bay Marina in St Lucia, DSL Yachting is your ideal takeoff point for a sail through the Caribbean Windward Islands. Destination St. Lucia Yachting was founded in 1991 by Ulrich and Sandra Meixner, two Austrian sailing enthusiasts. The DSL charter fleet is small enough to be meticulously maintained while still giving the customer a good selection.

Endless Summer Cruises - You see many of the famous sights of St. Lucia on our Day Tour including a waterfall, gardens, the pitons, the volcano and the historic estate of Fondoux. A sail into the famous hurricane hole of Marigot is also included along with swimming. The Sunset Cruise is a wonderful way to end another great day in paradise. You may begin the day on your own but by the end you will have many new friends.

Sea Spray Cruises - Choose your style of adventure with a variety of tour options aboard the incredible Brig Unicorn or on one of our large, stable Tango Catamarans with their huge spacious decks. During the tour we stop for swimming/snorkeling (equipment not provided) with fun and games aboard. There is a sail through beautiful Marigot Bay before returning to dock. Complimentary rum punch and sodas are served throughout the trip.

Sailing St Maarten/St Martin

Any Way Marine - A small fleet of boat is available for day charters. We offer bare boating and crewed vessels at very attracting prices. All the boats have been bought for personal use so they offer the best equipment and are rigged for comfort.

Celine - Celine is a 40 ft catamaran built in South Africa by her Captain Neil Roebert. She goes out for daily cruises and conducts a glorious Sunset Cruise around the lagoon on Thursdays. Three times a week she goes out for a Pub Crawl, visiting three popular bars in Simpson Bay to sample their food and drink and affording seldom seen views from the water. Celine also does birthday parties, weddings and private charters.

Eagle Tours - Eagle Tours is a charter company located on the Dutch side of the Caribbean island of St. Maarten. With great facilities and fantastic crew on all the vessels, the tours are a fun and enjoyable way to see a side of the island that most visitors would miss.

Island Water World - Island Water World is a chain of marine stores serving Caribbean sailors and water sports enthusiasts for over forty years. We carry a wide range of quality products from boats and motors, anchoring and docking equipment, sail and deck hardware, general maintenance, onboard comfort, marine electronics, navigation and safety gear to general marine chandlery.

Lagoon Sailboat Rental - This offers day rental of a 20 foot day sailor in the Simpson Bay Lagoon, in Sint Maarten, Netherlands Antilles. Discover one of the largest lagoon of the Caribbean by sailing yourself a modern safe & fun boat for 1 to 5 people.

Sailing St Thomas (USVI)

Adventure Classic Winifred - Escape the crowds. Kick off your shoes. Relax and be pampered as you experience the quiet joy of sailing aboard a Virgin Island Tradition, the classic wooden yacht, Winifred.

Blue Tang Yacht Charters - Come aboard the Blue Tang and experience a day of luxury and adventure. Island-hop with our certified captain and experienced crew while enjoying great food, snorkeling, and a yacht full of fun.

Captain Max - Join the famous Captain Max on the S/V Lou for an unforgettable day of sailing, snorkeling and fun on St. John and the surrounding islands. S/V Lou sails with a maximum of six guests. Private parties always welcome. She has a full bar and a fantastic Mediterranean lunch. Come for the sailing and stay for the laughter.

Day Sail Fantasy - Voted #1 Daysail on St. Thomas by The Virgin Islands Daily News. Cruise Ship guests take a short 15 minute cab ride (tour) of our beautiful Island to St. Thomas' east end marinas, shops, and gateway to the protected waters of St. John and the British Virgin Islands. St. John guests take a short 15 minute ferry ride across Pillsbury Sound to Red Hook, St. Thomas. Enjoy the many great shops, restaurants, and ice cream parlor in Red Hook after the sail.

Fury Charters - Experience the Caribbean like you never have before. Whether you are staying on St. Thomas, or coming to us by cruise ship, sailing aboard the Fury will be the highlight of your vacation.

Jester Sailing - Sail Jester and experience the Caribbean crystal blue waters and beautiful white sand beaches. Come sail in cool tropical breezes and snorkel and explore the colorful coral reefs. Daysail charters are offered to the Virgin Islands National Park in St. John and to visit famous Jost Van Dyke in the BVI, or you can pick your favorite Virgin Island destination.

Sailing Trinidad and Tobago

Sand Dollar Sailing Charter - Sand Dollar Sailing Charter is a locally owned, family run, yacht charter business that has been running in Trinidad and Tobago over the last 5 years. We encourage sailors to explore the beauty of the Caribbean Sea and to teach the skills of sailing to those on holiday interested in a little bit more.

Sailing Tortola (BVI)

Add To Life comfortably accommodates six sailboat charter guests. You'll be sailing the Caribbean in comfort with our many amenities, such as private, electric head/shower for each berth. For groups larger than six, tandem sailing yacht charters are a great option.

Aristocat Charters - Aristocat is available for Private Charters, Beach Weddings and other Special Events. We currently offer two Day Sail Excursions. One heads South visiting Norman Island and the surrounding snorkel sites and the other heads West visiting Jost Van Dyke, stopping for swim and snorkel on route.

Barecat yacht charters - Barecat yacht charters in the BVI from Manuel Reef Marina in Sea Cows Bay, Tortola in the British Virgin Islands. Come to BareCat for a Caribbean sailing charter yacht vacation in Tortola and either charter a crewed or bareboat beautiful, spacious catamaran.

Kuralu - Visiting the British Virgin Islands? Come sailing on Kuralu, our 50’ luxury cruising catamaran. With over 1,000 square feet of deck space, there's plenty of shade, an open bar all day and our famous buffet lunch, which is served onboard.

Patouche - Patouche Charters has been offering outstanding sailing and snorkeling excursions to visitors to the BVI since 1990. Whether you choose to sail the regular route or go off the beaten path or whether you choose to stay the day or stay the week, you'll come to realize that our personal service is what sets us apart from other operators.

Tortola Bareboat Sailing Charters - Safety, cleanliness and boat maintenance have played a major role in our sailboat selection from several, Tortola based, bareboat charter companies.

Voyage Charters - Embark on a dream voyage. experience sailing at its best! Spend your day in Paradise onboard Mystique a thoroughbred Day Cruiser designed for its purpose.

White Squall II - When you are visiting the beautiful British Virgin Islands, a day spent sailing in the azure waters of the Caribbean aboard a beautiful classic Schooner, built in 1936, will be the most unforgettable day of your life.

Virgin Gorda (BVI)

Bitter End Yacht Club - Bitter End Yacht Club is the Caribbean's premiere luxury water sports resort, hosting family fun vacations, romantic getaways, and idyllic escapes for all.