Popular Destinations

Plan your Caribbean sailing vacation to any of these popular destinations.

Or chart your own course for a custom Caribbean vacation.

 Wherever the winds take you, every destination will be a paradise.

The Baths and Devils Bay in Virgin Gorda

– Huge boulder beach and beautiful sandy beach, great snorkeling and sunbathing.

RMS Rhone / Salt Island

– Most popular wreck dive in the BVI with sea turtles and octopus to boot.

Christmas Cove

– Sailboat NY Pizza

Magen’s Bay in St Thomas

– One of the top 10 beaches / bays in the world.

Anegada in the BVI

– The most remote but beautiful island surrounded by reefs and an abundance of snorkeling, diving, and beaches.

Cane Garden Bay / Brewer’s Bay

– Beautiful beaches and the oldest Rum Distillery in the islands.

St John

– Lime Out floating craft taco and cocktail barge.

Jost Van Dyke

– Tiny laidback “barefoot island”, home of the world famous “Painkiller” cocktail and many famous beach bars like Soggy Dollar and Foxy’s.

St Thomas

– Buck Island sea turtle swimming and Honeymoon beach bar Dinghy’s.

Road Town in Tortola and Cruz Bay in St John

– Visiting these towns in St John for shopping, restaurants, cobblestone streets, and historic ruins.

All Popular Destination Photos are © copyright TripAdvisor