Top US Virgin Islands Wine Tasting Tours

Enjoy a decadent way to toast the sunset on this catamaran sailing tour. Hop onboard and savor heavy appetizers and an open bar featuring wine, champagne, mixed cocktails, PainKillers, and rum punch while taking in the spectacular coastline. Then, grab a glass of champagne to toast the sun as it sets over the Caribbean Sea.

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.

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.

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.

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.

Combine sightseeing with foodie favorites on this guided tour of St. Thomas. The tour includes two rum cocktails, which you’ll learn how to make, as well as eats at popular spots in Charlotte Amalie. Enjoy Caribbean classics like curried chicken, Creole “fungi,” island slaw, and more. Plus, learn about colonial history along the way.

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.

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.

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.

Combine bar hopping with beach hopping with this small-group experience. Over the course of eight hours, you'll hit up four different beach bars on Water Island, Christmas Cove, Coki Points, and a fourth location depending on the weather. You'll also get a chance to order pizza from the world's only floating pizza restaurant, Pizza Pi, and hang out on Coki Point Beach.