Top US Virgin Islands Sailing Tours

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.

Planning a day of snorkeling around St. Thomas can mean arranging a boat, equipment, food, and deciding where to explore. Leave the details to the crew on this sailing trip featuring multiple opportunities to snorkel and enjoy beach time. Snorkeling gear is provided, while lunch from the floating Pizza Pi boat, additional refreshments, and an open bar make for an easygoing day on the water.

Spend the day aboard a 40-foot sailboat with this St John day trip, departing from Cruz Bay. You'll visit a quiet cay for snorkeling and swimming before making your way to a second area for more swimming plus white-sand beach time and an included lunch before returning to Cruz Bay.

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.

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.

Slip away to the British Virgin Islands and experience the fun and sun of magical Jost Van Dyke! After checking in at the Westin at Frenchmans' Reef, start the day with a cruise along the southern coast of St. Thomas on the way to the snorkel stop off the northshore of St. John. After snorkeling, enjoy the short cruise over to Jost Van Dyke to clear customs. You will spend the majority of your day on White Bay, the home of the world-famous Soggy Dollar Bar where you can enjoy a painkiller (created here) and unwind in the crystal-clear waters while your problems melt away! Passport Required.

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.

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

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.

Your private group up to 12 individuals will enjoy a Luxury Sunset and Champagne cruise about our luxury 50' Voyage catamaran. We head out early evening where we begin cruising out of American Yacht Harbor in Red Hook on St. Thomas sailing around St. Thomas, St. John and St. James Islands. You get to appreciate and enjoy the peaceful atmosphere aboard and quickly understand this is the beginning of a spectacular evening where you have a front row seat for the sunset. This cruise is where you get to feel totally relaxed and disconnected from your daily routines. At sea it feels as though you are right next to the sunset. Watching the sun drop down in to the horizon you will enjoy a bottle of champagne or your choice of fine red or white wine while enjoying a delicious cheese tray and chocolates. The price for this excursion is for the entire yacht up to 12 people. The price is all inclusive including Captain, Crew &fuel. Departs American Yacht Harbor promptly at 4:30pm local time.

We would love to host you all and show you a wonderful day on the water! This itinerary is set to maximize witnessing the beauty of the Virgin Islands, particularly St John. Departing from Cruz bay allows us a wonderful day on the water and multiple options for destinations as well. St. John's protected western shoreline provides the perfect venue for your entire party to enjoy the serene, blue, waters to relax and sunbathe while we set a course to show you sea turtles up close! At this first stop you will be fitted with the equipment needed to enjoy amazing snorkeling. (Snorkeling equipment is included in your day with us also). After snorkeling and swimming for approximately 40 minutes, we will head to a second stop where you will be able to swim with more amazing sea life and comb the white sandy beaches of some of the most incredible shoreline on the planet. You decide where you’d like to enjoy lunch because you have the boat exclusively to yourselves!