Top US Virgin Islands Sailing Tours - page 2

Spend a memorable sunset sailing into the waters around St. John on this cruise from the Ritz-Carlton in St. Thomas. You’ll be treated with refreshing beverages while you sail, with plenty of time to take photos or just enjoy nature’s light show as the sun sets below the Caribbean horizon.

Visit St. John for the day on this easy tour from St. Thomas. Meet at The Ritz-Carlton beach to board the luxury Lady Lynsey. Enjoy lite breakfast bites before arriving at Cruz Bay, where you can stroll the beach, shop, and have lunch on your own. Afterwards, snorkel in Virgin Islands National Park, then relax with an open bar on the return sail to St. Thomas.

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.

At sunset, the Caribbean’s warm breezes complement stunning views. Take in the experience aboard a 54-foot catamaran sailboat complete with appetizers and alcoholic and non-alcoholic beverages when you prebook this cruise. The trip is ideal for families, couples, and groups. Plus, you’ll return to the Marriott's Frenchman's Cove Dock in time for dinner.

Be sure to come hungry for this dinner cruise that’s strategically timed so you enjoy the Charlotte Amalie harbor lights and sunset. Get comfortable aboard the 54-foot (16-meter) catamaran as you sail through the harbor, sipping a drink from the open bar. Dinner includes options for all preferences, including tacos on Tuesdays and barbecue on Wednesdays, Fridays, and Saturdays. Dietary restrictions can be accommodated with advance notice.

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

Take a sunset cruise on the Frances Anne with this St. Thomas cruise package for up to six guests. You can hang out on the boat and take advantage of the open bar and free charcuterie offerings or, if the mood hits, you can go swimming and snorkeling right from the boat.

Watch the sunset from the best possible vantage point—the deck of a boat cruising around St. Thomas—on this evening tour. Get views of the St. Thomas coastline and the outer keys while sipping cocktails and munching on provided appetizers. Enjoy the scenery, snap photos, and be back to shore in time for dinner.

Skip the crowded group cruises by sailing to St. John National Park on a private catamaran. You won't have to stick to a set itinerary and can choose to spend more time sailing or on the beach. Your captain has over 17 years of experience in the area and will take you to beaches and spots you won't find online.

The Caribbean island of St. John is surrounded by federally protected seas. This tour brings you to some of the best snorkeling spots by large powerboat, including USVI St. John National park and nearby coral reefs. You are treated to a continental breakfast, open bar, picnic lunch, and snacks. Expert guides provide instruction to first-time snorkelers, and equipment for all.

The Virgin Islands are the sailing capital of the world!! Sail with us from St. Thomas to the exotic island of Jost Van Dyke. This trip is limited to only 12 guests. Start the morning with Muffins Fruit and a full open bar w/bottomless mimosa's are served as we sail along the beautiful Northern Cays of the USVI. We check into the BVI Customs and you will receive a new stamp in your passport. You'll get to explore the town of Great Harbor with its sandy Main Street and maybe even meet Foxy himself while you get to enjoy some Fire Water Rum or grab a souvenir at the boutique. After Great Harbor we sail over to the beautiful White Bay, which is home to The Soggy Dollar Bar to spend the entire afternoon. This 9 hour trip will give the maximum time at White Bay and The Soggy Dollar Bar. ** This is an International Excursion and a Valid Passport and USD85 cash customs fees per person is required ** This is a share trip with other guests. This is NOT a private tour

Embark on a 4 hour semi-private charter experience to Turtle Cove and Honeymoon Beach. At Turtle Cove on Buck Island, St Thomas; we’ll have your snorkel gear prepared for you to explore coral reefs home to tropical fish like Sargent Majors, hamlets, parrotfish, surgeonfish, squirrelfish, and other sea life including turtles. Once the group is finished snorkeling, enjoy cold beer, sodas, and water. Please note that depending on weather and ocean conditions, the Captain may substitute Brewers Bay for snorkeling and Emerald Beach at Lindbergh Bay for beach, food and beverages. *Depending on availability, guests will enjoy MV Hydra, MV Poseidon, MV Aquarius or other comparable vessel based on availability. Departure is 9 AM or 2 PM **This charter departs from SAINT THOMAS, US VIRGIN ISLANDS.

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.

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.

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.

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

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.

Learn to sail across the azure waters of the Caribbean Sea with this private sailing lesson in St. John. Board your vessel with your group and “captain” your boat for the whole day, or relax on the decks. Your day includes swim and snorkel stops, deli sandwiches, snacks, mixed drinks, beer, soda, juice, and water.

Grab up to five of your travel companions for a private day of snorkeling and sailing. Your captain will take you to great spots for snorkeling and swimming, stopping along the way for an included grilled lunch. This private experience offers plenty of opportunities to customize the day to suit your interests.

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

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.

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 are a family owned small business; we have a love for true sailing and authentic relationships here in the islands. Looking for more time on the water? Join us for our all inclusive private day sail adventure as well!

Explore the Virgin Islands in style with a full-day private sailing tour from Sapphire Beach. You and your group of up to six passengers will have the boat to yourself. Create a custom itinerary with your captain and crew, whether you want to sail all day, visit secluded beaches, or drop anchor and swim, snorkel, or play in the water. Enjoy lunch onboard and refresh with a fresh water shower rinse.