Top US Virgin Islands Sailing

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.

The island of Jost Van Dyke is a beautiful place to spend a day on the sand, but many tours depart later in the morning, which means less time on the island. This catamaran excursion gets you out to sea bright and early, with a stop along the way for swimming and snorkeling.

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.

Come sail on a beautiful classic monohaul sailboat. You're guaranteed to enjoy your day sailing and snorkeling with amazing green sea turtles here in the US Virgin Islands. Snorkel gear,noodles, fuel, drinks and light snacks are included.

Take a private sunset cruise aboard a 40-foot-long sailboat with this experience. You and your group of up to six people will have around two hours on board, where you'll take in sunset views while you feast on hors d'oeuvres and sip on cocktails, all included in the price of the tour.

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.

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.

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.

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.

Enjoy a private sunset cruise on a 55-foot daysail yacht with space for up to 12 guests. Meet at Sapphire Beach Resort Marina to board the yacht, then relax as your captain sails to Great St. James and anchors in Christmas Cove. Watch the sunset while savoring hors d’oeuvres and drinks from the open bar.

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 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.

Sail into the sunset on your own private cruise by booking this excursion on the Frances Anne for private groups of up to six people. You’ll have the option to jump into the water for a bit of swimming and snorkeling, though you may want to stay on board, where a charcuterie board and alcohol and soft drinks will be served.

Grab up to five of your travel companions for a private day of snorkeling and sailing from Sapphire Beach Marina. Your captain will take you to top snorkeling spots around the Virgin Islands, with an included grilled lunch served between stops and an open bar on board. This private experience offers plenty of opportunities to customize the day to suit your interests.

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.

Swim and snorkel beautiful reefs. See the amazing beaches and Islands while catching some sun on the bean bags on top of the trampolines. You will enjoy the smooth ride of a beautiful sailing catamaran. You will have time to sit in the hammock chairs that hang off the back or go for a ride on one of the paddle boards.

Board a PRIVATE boat just for your and guest up to 6 people and discover the beauty of the Virgin Islands. As you cruise through turquoise waters, relax on deck with a refreshing drink and take in stunning views of lush hills and hidden coves. Your adventure culminates at Lime Out VI, a floating taco bar where you can savor gourmet tacos and tropical cocktails in crystal-clear waters. This half-day sail is perfect for couples, friends, or anyone wanting to enjoy the islands from a unique perspective, blending luxury with authentic Caribbean vibes. You will be required to swim to Lime Out Taco bar from the boat. it is about a 10 yard swim. A small water proof bag to keep your wallet in is suggested along with a towel and sunscreen. - Experience a scenic 3-hour sail around the Virgin Islands - Enjoy gourmet tacos and tropical drinks at Lime Out VI - Refreshments, and light snacks - Perfect for romantic getaways or friends’ escapes -Communication with Captain prior to tour

Set sail from Charlotte Amalie on a 43-foot monohull and discover the beauty of the Virgin Islands. As you cruise through turquoise waters, relax on deck with a refreshing drink and take in stunning views of lush hills and hidden coves. This half-day sail is perfect for couples, friends, or anyone wanting to enjoy the islands from a unique perspective, blending luxury with authentic Caribbean vibes. - Experience a scenic 3-hour sail around the Virgin Islands - Includes snorkeling gear, refreshments, and light snacks - Perfect for romantic getaways or friends’ escapes

Set sail from Vessup Bay on a 43-foot monohull and discover the beauty of the Virgin Islands. As you cruise through turquoise waters, relax on deck with a refreshing drink and take in stunning views of lush hills and hidden coves. Your adventure culminates at Pizza Pi VI, a floating Pizza Restaurant where you can enjoy some of the best pizza in the Virgin Islands and tropical cocktails in crystal-clear waters. This day sail is perfect for couples, friends, or anyone wanting to enjoy the islands from a unique perspective, blending luxury with authentic Caribbean vibes. - Experience a scenic sail around the Virgin Islands - Enjoy delicious pizza and tropical drinks at Pizza Pi VI - Includes snorkeling gear, refreshments, and light snacks - Perfect for romantic getaways or friends’ escapes

Set sail on the magnificent tall ship Denis Sullivan, a Great Lakes schooner offering a unique opportunity to connect with the sea. Whether you choose to help the crew raise the sails or simply soak in the stunning views, this public sail is a perfect outing for family and friends. All ticket proceeds contribute to the World Ocean School's educational programs, ensuring a meaningful experience on the water. Enjoy an enriching day while supporting maritime and experiential education.

Avoid the crowds - All tours are limited in capacity for more social space, personalized service, and to help promote sustainable tourism. Enjoy the best of both worlds on St. Thomas's most sought-after two stop catamaran experience puts you next to graceful green sea turtles in the warm Caribbean waters that surround the island.

Avoid the crowds All tours are limited capacity for more social space, outstanding personalized service, and to help promote sustainable tourism. The start to a perfect evening is always the sunset. Board your luxury sailing catamaran and lounge in one of the many spacious socializing areas. Relaxing with a premium cocktail in hand, head west to discover the best Caribbean sunset views. As you circumnavigate Water and Hassel Islands along the southern coast of St. Thomas, witness the stunning island and ocean vistas. Indulge in a charcuterie board, hors d’oeuvres, and champagne sunset toast in front of Honeymoon Beach as you watch for the elusive world famous green flash. After sunset, take a smooth harbor cruise through Charlotte Amalie to see glowing harbor lights and visiting yachts.

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

Sail from St. Thomas to St. John on this small-group sailing adventure. Snorkel in the warm waters of Christmas Cove, and enjoy cheese or pepperoni pizza from the floating pizzeria, Pizza Pi. Then sail to Maho Bay, where you can hop back in the water to swim among sea turtles and sting rays.