St Thomas isn’t just famous for its stunning beaches and crystal-clear waters; it also offers some fantastic drinking tours that let you experience the island’s vibrant social scene while soaking up incredible views. Whether you’re dreaming of sailing to the BVI to sip at the legendary Soggy Dollar Bar, or enjoying a sunset from the deck of a private yacht, St Thomas has a perfect option for every type of traveler. We love the Catamaran Sail to Jost Van Dyke because it combines a scenic sail with iconic island stops, and the Ritz-Carlton snorkeling and lunch tour because it offers a more laid-back day with snorkeling and floating bar fun. These experiences promise memorable moments, authentic drinks, and beautiful scenery, making them worth planning into your trip.
If you’re wondering which tour is best for you—whether it’s a lively bar crawl, a romantic sunset sail, or a family-friendly snorkel adventure—we’ve got you covered. Below, you’ll find a detailed look at the top seven drinking tours in St Thomas, with honest insights to help you choose.
1. Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)
At number one, the Catamaran Sail to Jost Van Dyke stands out as a must-do for anyone who loves sailing, island hopping, and legendary beach bars. Priced at $375 per person, this 8-hour trip offers a combination of scenic cruising, island exploration, and iconic bar stops. The tour departs from St. Thomas, sailing through the beautiful Northern Cays of the USVI, with a light continental breakfast and a full open bar featuring bottomless mimosas on board. The small group size of just 12 guests ensures a relaxed atmosphere.
The main highlights are visits to Foxy’s Bar in Great Harbor on Jost Van Dyke, where you can meet the legendary Foxy himself, and the famous Soggy Dollar Bar on White Bay, renowned for its white sand beaches and tropical drinks served right at your chair. The reviews rave about the crew’s friendliness—Suzanne and Ken are praised for making it a “fabulous, relaxing trip”—and the intimate feel of the boat adds to the charm. Some guests enjoy lounging on bean bags at the front of the boat, making this a perfect blend of adventure, comfort, and island vibes.
Bottom Line: This trip is ideal if you want a full-day, all-inclusive sailing experience with iconic bars and personalized service. It’s perfect for those who want to combine sailing with authentic Caribbean beach bar culture.
2. St. Thomas Lime Out Snorkel with Taco Bar Lunch & Swim-Up Bar
Next up is a more relaxed option that combines water fun with food and drink: the Lime Out Snorkel trip. For around $179, you get a 7-hour adventure aboard a catamaran heading to the north shore of St. John, with snorkeling stops over coral reefs and the chance to relax on deck. The real highlight is the floating Lime Out Bar, the only of its kind in the US Virgin Islands, where a taco lunch is served amid the turquoise waters.
This tour is perfect for travelers who enjoy underwater exploration but want a break from busy beaches. The crew is friendly, and review mentions a “neat adventure” with “tasty tacos” served by Tera, the server. The open bar and ample parking make this a convenient choice for those who want a day on the water without the hassle. It’s a great pick for families, couples, or groups eager for a fun mix of snorkeling, lounging, and island flavors.
Bottom Line: If snorkeling combined with a floating bar and tasty tacos sounds appealing, this trip offers a memorable day that balances water activity with laid-back libations.
3. St. Thomas Dinner Sail to St. John with Open Bar & Hors D’oeuvres
For a more elegant evening, the Dinner Sail to St. John provides a luxurious cruise on a sleek catamaran, priced at $149 per person for about 5 hours. Starting from St. Thomas, this tour includes appetizers and cocktails on the way to St. John, with ample time for dining at a restaurant of your choice on the island. The return features desserts and cordials, making it a perfect romantic or special occasion experience.
Guests consistently praise the convenient departure location and the friendly crew, with some noting the scenic ride and the peaceful ambiance of the starry night. The trip is suitable for those who want a classy, intimate experience with plenty of time to explore St. John afterward. The main advantage is the flexibility—after the cruise, you can dine at a local restaurant and delight in the stunning scenery.
Bottom Line: This tour suits travelers seeking a refined, scenic evening with open bar and hors d’oeuvres, ideal for couples or anyone celebrating a special occasion.
4. Days End Sunset Sail Open Bar & Hors D’oeuvres
If a picture-perfect sunset is on your must-do list, the Days End Sunset Sail offers a 1.5-hour cruise from the Ritz-Carlton for $129 per person. It’s a short, relaxed trip ideal for those who want to unwind after a day of exploring. The boat glides around St. Thomas, offering spectacular views of the sun setting over St. John, with complimentary champagne, hors d’oeuvres, and an on-board open bar.
Reviewers note how peaceful and memorable this experience is, with some commenting on the friendly crew and how the sunset views are breathtaking. The intimate nature of this cruise makes it suitable for couples or small groups looking for a romantic wind-down. It’s easy to fit into an afternoon schedule, especially after a day at the beach or sightseeing.
Bottom Line: Perfect if you’re after a brief but beautiful sunset experience with drinks, snacks, and stunning scenery.
5. Private Sunset Sail, Open Bar, 12 Guests
For those wanting exclusivity, the Private Sunset Sail provides a tailored experience aboard a 55-foot yacht, for up to 12 guests. At $1,345 per person for around 2 hours, it’s a splurge, but offers a completely personalized cruise with champagne, cocktails, and snacks as you watch the sunset over Christmas Cove and Great St. James.
This tour is ideal for small groups celebrating special events, couples seeking privacy, or travelers who want a custom experience. The reviews highlight the luxurious setting and spectacular island views. The private nature of this tour means you can customize your itinerary and drinks, making it highly flexible.
Bottom Line: Best suited for travelers seeking a private, high-end experience — perfect for special occasions or a romantic sunset.
6. Da Conch Crawl – Walking Tour and Bar Crawl Downtown St. Thomas
If you love exploring local bars and want to learn about authentic island drinks, the Da Conch Crawl is a 3.5-hour walking tour costing $127. It takes you through Emancipation Garden, Ideal Restaurant, and local breweries like St. John Brewers and Frenchtown Brewing.
This tour’s appeal is in its off-the-beaten-path stops and learning about local beverages while enjoying tastings of conch fritters and island beers. Brooke, the guide, receives praise for her lively storytelling and genuine local knowledge. It’s ideal for travelers who want to combine culture, food, and drinks in a compact but engaging experience.
Bottom Line: Perfect for those who want a relaxed, authentic bar crawl with a dash of local history and flavors.
7. Maho Bay Turtle Snorkel with Lunch and Bar at Frenchman’s Reef
Finally, for a nature-focused experience with a relaxed drink, the Maho Bay Turtle Snorkel takes you to the bay on a power catamaran. Priced at $139, this five-hour trip includes snorkeling over vibrant reefs and enjoying lunch with drinks at Frenchman’s Reef.
While not strictly a drinking tour, the combination of snorkel adventure and beachside bar makes it appealing for those who want a mix of nature and refreshment. The reviews mention the beautiful waters, and the tour is suitable for families or anyone eager to see marine life while enjoying a casual meal and drinks.
Bottom Line: Great for travelers who want to combine wildlife viewing with a leisurely bar experience.
How to Choose Your Perfect Drinking Tour in St Thomas
Picking the right tour depends on your interests and how you want to experience the island. For a full-day adventure with sailing and iconic bars, the Catamaran Sail to Jost Van Dyke offers excellent value and a lively atmosphere. If you prefer a more relaxed day with snorkeling and a floating bar, the Lime Out Snorkel is a fantastic choice. For romantic evenings, the Sunset Sails—either shared or private—deliver unforgettable scenery and ambiance.
Consider your budget, activity level, and whether you want a private experience or a group tour. All tours are best booked early, especially in peak season, to secure your preferred date. If you enjoy learning about local drinks and culture, the Bar Crawl provides a more authentic, laid-back option.
In summary, St Thomas offers a versatile range of drinking experiences—from lively sailing adventures and floating bars to intimate sunset cruises and authentic bar crawls. For travelers eager to combine scenic beauty with refreshing drinks, these tours provide excellent ways to enjoy the island’s cheerful, relaxed vibe. Whether you’re celebrating a special occasion or just want to sip your way through paradise, booking early ensures you’ll get your perfect experience.