Let's go sailing! Imagine diving into the crystal clear waters over a coral reef filled with exotic fish, turtles and starfish. You can even participate in the operation of the yacht or just relax and enjoy your adventure. This t... More

Ride up mountain terrains with spectacular ocean vistas. Journey through Jamaica’s backcountry and pass through farmlands, while exploring the ruins of an 18th century old sugar plantation. Continue to the seaside where your hor... More

Morning pickup in Punta Cana or Bavaro means you begin the day stress-free. Enjoy the scenery on the way to Bayahibe, where you board either a catamaran for the ride to Saona Island. Upon arrival, you can decide how to spend you... More

Set sail aboard a double-decker catamaran in the Caribbean Sea, beginning with hotel pickup in Punta Cana in the morning or afternoon. It's just a short drive to the Cabeza de Toro Nature Reserve, located near Cabo Engaño on the ... More

SINGLES, COUPLES & GROUPS can all explore the beautiful coast of Punta Cana on this safe route. Embark on a party in one of the most beautiful beaches in the world. Take up the warm Punta Cana sun in a spacious double deck catamar... 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

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

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

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

Snuggle up with our boat dogs, Oyster and Pearl, on our comfy bean bags as you watch the sunset. Our sailboat is a 43' Hans Christian, she is a true classic sail yacht which is meticulously maintained and a real head turner. Come ... 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

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

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

The best day of your Virgin Islands Vacation will be your day out sailing with Island Sailing Tours. You will enjoy the sun, wind, and water sailing out of Cruz Bay to Pillsbury Sound on the beautiful, large comfortable classic sa... More

I invite you to come and share my passion for sailing and navigation in one of the most beautiful bays in the world! I am a State Sailing instructor, I grew up on a boat around Guadeloupe and its islands, and I invite you today to... 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

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

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

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

…experience Grenada by sea and land. Sail up the west coast of Grenada to Black Bay where you will disembark to start our guided hike through tropical gardens and lush rain forests to the waterfalls. There, we take a cool dip in... More