GO NATIVE! Take a journey into the culinary culture of the Turks and Caicos as we take you on an informative, scenic and relaxing full day sailing adventure. Experience true sailing and an educational guided snorkel tour of the wo... More

Escape to the tranquil and world-renowned island of Anguilla while you sail aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a custom-made sailing catamaran appointed with all the luxuries for a comfortable, ... More

Come and live this emotion and enjoy a fun and completely safe trip. From young children to adults can participate in these incredible adventures. Enjoy a Small group fast boat ride and snorkel with multicolored tropical fish up t... More

If you are looking for parties at sunrise or sunset on a boat where alcohol flows freely and the music pumped, then climb aboard the catamaran and dusfruta the party. We offer the perfect place for your party, with a friendly and ... More

A Private Sailing Experience, Just for You. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us as we explore the most breathtaking locations around the Virgin Islands. Create timeless memori... More

Windward sailing on an ecotourism sailboat, no engine. Possibility of holding the helm and hoisting the sails with the assistance of the captain. Discovery of magical places to swim Pirate activities and games on board with a trea... More

Sail just offshore of the coast of Grenada. Enjoy snacks and drinks while taking in the remarkable view of the crimson sun falling into the Caribbean Sea. Is there anything more beautiful than enjoying a sunset out at the sea wit... More

**New Stormy Pirates Itinerary* As with every Stormy Pirates tour, this is a small group tour with only a maximum of 12 guests. We depart from American Yacht Harbor in Red Hook and sail to world famous Pizza Pi, where you will ... More

Discover the ultimate romantic escapade in Curacao! Sweep your beloved off their feet with a breathtaking yacht adventure at sunset. Immerse yourselves in the lap of luxury as you celebrate your love story – be it a honeymoon, a... More

There’s no better way to soak up the last rays of the Caribbean sun than with a Private Champagne Sail in Turks and Caicos. Get picked up beach side at your resort on Grace Bay.  Cruise past the white sand beaches of Grace Ba... More

You are cordially invited to indulge yourself in the privacy and comfort of an Aruba sailing charter! What ever your desires, the crew of the Tropical Sailing will provide you with the memory of a lifetime! This boat charter is pr... More

Enjoy dinner service complimented by an open bar on the Flying Frenchman, the newest and most luxurious catamaran in our fleet. Take in a magnificent Caribbean sunset while under sail and enjoying special locally inspired cuisine,... More

SINGLES, COUPLES & GROUPS can all explore the beautiful coast of Punta Cana on this safe route. Have a flavorful typical Dominican lunch at an ocean view restaurant to immerse yourself in our culinary culture and get ready to emba... More

If you are interested in one-of-a-kind experiences and are a fan of snorkeling, then an excursion to Catalina Island is a must. White beaches, crystal blue waters, great snorkeling opportunities, and fun and eclectic entertainment... More

If you are looking for parties at sunrise or sunset on a boat where alcohol flows freely and the music pumped, then climb aboard the catamaran and dusfruta the party. We offer the perfect place for your party, with a friendly and ... More

Experience the best of two tropical islands! Sail to the island escape of St. John from St. Thomas aboard the beautiful Lady Lynsey. After snorkeling in crystal blue waters, enjoy lite bites (hors d'ouevres) and a full bar. Explor... More

Spend the day cruising off the Dominican Republic’s coast on a Catamaran bound for Catalina Island. Listen to live music and sip drinks from the open bar before diving in to snorkel on “The Wall” with the snorkel equipment p... More

Catch the most amazing sunsets from a secluded spot on the Jobos Bay National Estuarine Research Reserve (JBNERR) with our experienced USCG Captain and crew, in the comfort and privacy of our 36-foot sailboat fit for six (6) passe... More

It’s Time to Play at Chukka Ocean Outpost with your Ocean Bamboo Rafting Triple pass! It’s going to be a smooth-sailing and sweet-jamming day aboard our catamaran cruise, where the water baby in you gets to unwind and the part... More

Start the day with a sail to an offshore cay for premier snorkeling. In addition to fruit, salads, and cookies, our main lunch will be pizza from the Virgin Island’s ONLY floating food boat, PiZZA Pi, VI. We also include an open... More