Top US Virgin Islands Sailing Tours

Set sail along the coast of St. Croix and take in the Caribbean sunset on this cruise package. Relax onboard a catamaran as live music sets the mood, whilst enjoying complimentary rum punch, soda, and filtered water. Travel past the historic Frederiksted waterfront and the Sandy Point National Wildlife Refuge on this gentle boat trip. A great way to unwind at the end of a busy vacation and take in the island’s natural splendor.

If sailing into the sunset while sipping champagne sounds like your idea of a good time, this St. John sailing experience may be just what you need. With this group cruise, you'll sail from the Westin on St. Johns out into the Pillsbury Sound aboard a 55-foot catamaran, where you'll be served champagne, as the sun sets into the sea.

Combine sailing and sunset in one excursion—and enjoy views of St. Thomas you can’t get on land—on this day’s end sunset cruise. Board your catamaran at The Westin St. Thomas Beach Resort & Spa and set sail along the coast. Sip on included alcoholic beverages while soaking up the views and the sunset.

Enjoy sailing, snorkeling, and shopping all in on tour, without the hassle of booking different activities, on this day cruise from St. Thomas to St. John. Board your catamaran at Frenchman’s Reef and set sail for Cruz Bay on St. John. Browse the shops and enjoy lunch (own expense), and set sail for Honeymoon Beach for snorkeling. On the sail back, enjoy an open bar.

Sail through time with this tour through the ancient pirate's nest of Salt River Bay. Used by Conquistadors, Buccaneers, and Pirates for more than two hundred years, to dock, trade and party. This bay is where history and nature are preserved together. Highlights of the tour include Columbus Cove, where the wreck of Pirate Jean Martel's ship waits, and Fort Christiansvaern, which hosted five historic battles.

Hop aboard the beautiful sailing vessel Cosmos Mariner for a small group sailing and snorkeling adventure for up to 6 guest max. We'll sail from Sapphire Beach Marina and take you to a spectacular location to snorkel with tropical fish. All snorkeling gear will be provided, and alcoholic beverages and soft drinks will be served on board at no additional charge.

Head out for a day of snorkeling with this all-inclusive yacht trip. You'll visit two different snorkel spots, USVI St. John National park and nearby coral reefs, and snorkel equipment will be provided. As this is an all-inclusive tour, you won’t need to worry about packing your meals—breakfast and lunch will be served plus free soft drinks and alcohol will be available on board.

Spend a day sailing and snorkeling with just five other passengers with this full-day sailing and snorkeling experience. You’ll set sail in the morning and head out to some of the USVI's prettiest spots for swimming and snorkeling, with a stop for lunch along the way. While locations may vary, the crew will do their best to ensure you beat the big cruise ship crowds.

Enjoy a day out of the water of St. Thomas on this small-group sailing excursion. Spend the morning sailing through the protected waters of the Virgin Islands National Park. Enjoy pristine beaches and look for turtles, sting rays, and tropical fish while snorkeling. Afterwards, visit Caneel Bay, which is only accessible by water. After an onboard lunch, enjoy time at Honeymoon Beach.

Set sail on an unforgettable private sailing charter aboard the luxurious 50’ Beneteau yacht, Antillean, in the stunning waters of the U.S. Virgin Islands. Ideal for small groups and intimate getaways, this charter offers customizable itineraries for day sails or overnight adventures. Experience snorkeling, local cuisine, and breathtaking views while the dedicated crew ensures a seamless journey. Choose from half-day, full-day, or multi-day options to suit your desires and explore secluded beaches and vibrant island culture at your own pace. - Tailored sailing experiences for up to 12 guests - Includes snorkeling gear, snacks, and beverages - Flexible itineraries for day sails or overnight trips - Dedicated crew ensures a memorable adventure

Spend about 6.5 hours sailing, snorkeling, eating, and drinking with this cruise from St. John. You'll start with an on-board continental breakfast, followed by a snorkel stop at a coral reef. Then it's off to a floating taco bar, Lime Out, for lunch, followed by a full open bar on the catamaran after snorkeling and more snorkeling before you head home. Weather conditions determine if sailing is an option.

Spend the day on your own 50' Luxury Catamaran Yacht. This price is all inclusive for the Yacht, up to 12 guests. You can select a half or full day charter. Visit the islands of St. Thomas, St. John and surrounding cays. SY Sirena is a 50′ Luxury catamaran with a spacious salon that opens on to an expansive back deck with seating and dining. The bow of the boat offers relaxing seating with bean bag chairs and large trampolines for group conversations, tanning or intense turtle, dolphin watching. There are plenty of water toys to keep you entertained, from snorkeling equipment to relaxing floats. Price includes ice, soda, beer and rum punch. You and our captain will design an itinerary that best meets the needs of your group. *Please note the BVI is not available on this vessel, but a visit to the BVI can be booked under Product Codes 111649P24 or 111649P25. Departure from American Yacht Harbor in Red Hook; pickup from Cruz Bay, STJ possible with advance request after booking.

Make a day trip to Jost Van Dyke from St. John that maximizes your time, combining several activities in one excursion. Enjoy a light continental breakfast during the cruise, go for a morning snorkel near the coral reefs surrounding the island, and relax at White Bay beach near the famous Soggy Dollar Bar with a full open bar available on the return cruise.

Swim with green and hawksbill sea turtles on a sailing adventure from St. Thomas to St. John's Maho Bay and Honeymoon Beach. You'll make two snorkeling stops on your voyage, with a picnic lunch served on board in between. After swimming, enjoy free alcoholic beverages from the on-board bar. Note that onsite parking at the Ritz-Carlton now costs $30.

Charter a private sailboat for a day of cruising and snorkeling in the Virgin Islands. You and your group of up to six people will have the entire boat to yourself, making it easy to customize your experience. You'll have plenty of time to snorkel, swim, and visit beautiful beaches, and lunch will be prepared for you right on the boat.

Experience the U.S. and British Version Islands in style, with this private boat charter. You and your party will hop aboard a 54-foot vessel, where you'll get a chance to customize your tour with your captain. Then it's off to sea, where you'll get the chance to visit white-sand beaches, cruise up to floating taco and pizza restaurants, or stop to snorkel in crystalline waters.

Spend the day on your own Luxury Yacht. This price is all inclusive for the Yacht, up to 12 people. You can select a half or full day charter. Visit the islands and harbors of St. Thomas, Buck Island, Water Island, and maybe even a secret cay! S/Y Pisces is a 47′ luxury Leopard Catamaran with a spacious salon that opens on to an expansive back deck with comfortable seating. The bow of the boat offers relaxing seating with bean bag chairs and two large trampolines for group conversations, breezy tanning or turtle watching. Equipped with the latest in audio technology, Pisces has a JBL sound system with Bluetooth capability to ensure you travel with your favorite tunes. There are plenty of water toys to keep you entertained, from snorkeling equipment and relaxing floats to beach games. You and our captain will design an itinerary that best meets your needs. All departure times are listed in Local Island Time.

No need to suffer through a stale packed sandwich on this full-day snorkeling cruise. Instead, enjoy freshly-made pizzas from the unique floating food boat Pizza Pi. Spend the rest of the day working up an appetite with swimming and snorkeling at picturesque beaches and offshore cays. When you’re tired from all that swimming, relax on deck and make the most of the free snacks and open bar.

Set sail from St. Thomas to the island of St. John with this luxury catamaran dinnertime cruise, ideal for those who want to dine at the St. John restaurant of their choosing. You'll enjoy cocktails as you make your way to St. John, with plenty of time on the island for dinner on your own. Cordials will be served on the return journey home.

Spend the day sailing around the Virgin Islands on this all-inclusive charter, with departures from Red Hook. With group size capped at six, you’ll have plenty of space onboard to relax and enjoy the views. Enjoy snorkeling with the provided equipment, with a guide to lead the way, and instruction if needed. A Mediterranean lunch is provided onboard, along with a fully stocked bar.

Spend the day sailing in St John aboard a 40-foot sailboat with this private excursion. You'll head out to Cruz Bay where you'll take an inflatable tender out to your sailboat. You'll then head out to sea, with a couple of stops for snorkeling in the clear Virgin Islands waters.

Avoid the cramped feeling of group boat tours and explore the US Virgin Islands on your own terms with a private sailboat charter just for your group. Hop aboard a luxury catamaran and head out to sea, stopping along the way to snorkel at special spots known for their great abundance of wildlife or at pristine beaches that few travelers visit.

Avoid the crowds - All tours are limited for more social space, outstanding personalized service, and to help promote sustainable tourism. Enjoy the best of both worlds, sailing and snorkeling with turtles. St. Thomas's most sought-after two stop catamaran experience puts you next to graceful sea turtles in the warm Caribbean waters. This thrilling luxury sailing catamaran ride along the picturesque southern coast of St. Thomas will take you to Turtle Cove and Buck Island National Wildlife Refuge where your professional snorkel guide will provide you with all the necessary instruction to use your snorkel gear, and take you along the surface on an unforgettable, fun, and informative marine life adventure. You will swim amongst numerous species of colorful fish, beautiful coral reefs, and endangered green sea turtles. Upon your return from snorkeling, you will enjoy fresh snacks and drinks from our premium open bar. Then we are off on a relaxing sail back to St. Thomas.