Top St Thomas Wine Tasting Tours

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.

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.

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.

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.

A Local Ride with a Guide. We pick you up from any location on St Thomas. Our local guides know the area in detail to include island history and attractions and cater to the guests input of what they'd like to visit and see while on the tour. Enjoy local culture and knowledge from your Guide. Island dishes, cocktails, and desserts during the tour as you sample many local culture spots throughout the area.