Ever considered actually sailing off into the sunset?
It’s no secret that the Caribbean offers some of the most beautiful vacation destinations in the world. With at least 28 island nations and more than 7,000 individual islands, the problem quickly becomes deciding where to go.
To complicate matters further, each of the islands offers a variety of local flavors—like a preference for cumin in Cuba, or curry along the English islands.
Experience island culture while enjoying delicious Caribbean cuisine with this unique insider’s guide. What’s so unique about it? These destinations are meant to be accessed exclusively by boat. But you won’t find these stops on any touristy cruise ship!
Arrive at the tiny, remote island of Jost Van Dyke in the British Virgin Islands by boat. At just 3.5 square miles, Jost Van Dyke is small. But despite its size, the island is rich in history and was once home to the Arawak Indians. Spend the day exploring the grounds and trace the old trails that connect the island, or discover the lush ruins of sugar mills. Whale and dolphin watching are popular in the fall and winter months. Foxy’s Bar on Jost Van Dyke may well be the best known bar among boaters in the Caribbean. Foxy’s serves unique, Caribbean style dishes and a la carte dinner Sunday through Thursday. Sly Fox and Dread Fox are the specialty drinks of the house made with Foxy’s house-made rum. Draft beer fresh from Foxy’s own microbrewery are also popular refreshments. Antigua’s past is steeped in marine tradition and sailing has been a central part of its culture for ages. Constant trade-winds and various scenic harbors make the coasts of Antigua ideal for yacht cruising. On land, the picturesque island offers plenty of opportunity for shopping and dining. The historic English Harbor is a favorite spot among yachters. D-Boat in Antigua is a retired oil tanker that was converted into a water park (yes, you read that correctly) for “kids” of all ages. The massive floating entertainment center features waterslides, trampolines, and swing ropes, as well as a full bar and bistro. Nearby attractions include snorkeling tours and the top-rated Stingray City, where you can pet and feed …show more content…
Anguilla is known for hosting a variety of annual summer racing events that attract crowds from all over the world. Race after-parties and celebrations are common on the island. Boaters seeking more private waters will discover perfect tranquility just north of Anguilla in Prickly Pear Cay and Dog Island.
Sandy Island is a small cay just off Sandy Ground beach in Anguilla. What started as little more than a make-shift shack with a drum-pan barbecue grill has become a backdrop for countless, movies, photo shoots and music concerts. Sandy Island currently offers a wide lunch menu including lobster, grouper, snapper, crayfish and ribs. Visitors can bury their toes in the soft white sand while enjoying a delicious no-fuss meal.
There you have it—your ultimate Caribbean sailing adventure. Of course, this covers a smidgen of the Caribbean, but 7,000 islands might be too much for one summer. We like to think of it as island hopping at its best. Bonus points for posting selfies from every island. Or not. Selfies are overrated,