On Sapphire Beach, Sailing the Cosmos Charters offers a half-day sail and snorkeling adventures, with plenty of rum punch flowing onboard. The Ultimate Day Charter includes three snorkeling stops, a gourmet lunch, plus a wide selection of floaties to enjoy upon anchoring. All snorkeling gear is provided, as are snacks, soda and beer. For one of the most romantic excursions on the islands, sail into the sunset with rum-based cocktails and light apps on the Sapphire Sail. Make sure to spend some time at sparkling Sapphire Beach before or after your sailing excursion.

Swim with the green, hawksbill and leatherback sea turtles that gently paddle Turtle Cove, and snorkel Buck Island’s colorful coral reefs, with Seas the Day Charters’ semi-private snorkel and swim-sailing excursions. Limited to a maximum of 12 guests, the trip lasts four hours and includes a visit to the white-sand Honeymoon Beach, where you can pop into Dinghy’s Beach Bar and sip a rum cocktail while dipping your toes in the azure waters.

Based in Red Hook, Max Charters hosts a Pizza Pi Happy Hour Cruise and Sunset Sail that anchors in peaceful Christmas Cove. Here, you can swim, snorkel, drink cocktails from the fully stocked open bar, and dine on delectable New York-style pies from Pizza Pi VI, the only floating pizzeria in the U.S. Virgin Islands.


Soak in the St. Croix sunset to the beat of live music aboard a 63-foot custom catamaran. The Lyric Sails signature Sunset Sail departs from Frederiksted and sails along the beautiful west end of the island into the sunset. Or hop aboard the Full Moon Sail, which follows the Frederiksted coastline once a month under the magical light of the full moon to the festive call of live music and bottomless rum punch.

Enjoy a private sailing and scuba diving yacht charter aboard a luxe Lagoon 450 catamaran with Swan Charters. Customizable single- or multi-day sailing charters can accommodate up to six people. An on-board divemaster and instructor make for a safe and memorable diving experience, whether it’s your first or 50th dive. Non-divers can go snorkeling and paddleboarding, or just relax on the catamaran’s sundeck.

Spot sea turtles and dolphins below as you soar above the crystal-clear Caribbean waters aboard a Parasail excursion with Caribbean Sea Adventures. Participants ages 5 and up will parasail two or three at a time up into the sea breeze for a bird’s-eye view of St. Croix. Parasails gently lift off and land back down onboard the boat, making for an adventure that’s both thrilling and safe.


Step aboard a luxury catamaran for an evening escape to Lovango Resort & Beach Club, nestled on the private island of Lovango Cay, aboard the Dinner Sail to Lovango hosted by Cruz Bay Watersports. The journey begins with a relaxing sail with a full bar and light hors d’oeuvres. Craft cocktails made with locally distilled rums welcome you upon arrival at Lovango, where you’ll enjoy dinner under the stars accompanied by live music before sailing back to the dock under the moonlight.

Sail to the bays, beaches and cays of your choosing aboard the 43-foot Onyx or 37-foot Obsidian luxury yachts with Midnight Sun Boat Charters. If you’re looking for the ultimate excursion to the hidden gems of the USVI, this elite charter boat service based in St. John offers private, fully customizable charter experiences so you can ride the waves in style and comfort. Various vessels, all equipped with the latest navigational equipment, also include the speedy, black-and-gold Oro.

Snorkel the north shore of St. John before setting sail aboard a majestic catamaran to Jost Van Dyke, a tiny island named after a Dutch pirate who used it as a hideout in the 17th century. The Kekoa Sailing Charters Jost Van Dyke excursion sails to White Bay, where you’ll sip tropical drinks (like the popular Painkiller) and enjoy lunch at the world-famous Soggy Dollar. Afterwards, do some beach combing before sailing back to port.

Learn more about sailing in USVI.

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