Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)

Imagine sailing across turquoise waters on a sleek catamaran, with the wind in your hair and a bottomless mimosa in hand. That’s exactly what you get with Stormy Pirates’ Catamaran Sail to Jost Van Dyke, a 8-hour adventure crafted for those who love a mix of relaxation, stunning scenery, and authentic island charm. Priced at $375 per person, this tour is limited to just 12 guests, making it a more personalized way to experience the US and British Virgin Islands.

From the moment we meet at American Yacht Harbor in Red Hook, the promise of a laid-back, fun-filled day begins. Over the course of the trip, you’ll visit two of the most iconic spots in the BVI: Foxy’s Bar in Great Harbor and the legendary Soggy Dollar Bar in White Bay. We loved the seamless blend of scenic sailing, local flavor, and ample time at each stop. Plus, the crew—especially guides like Suzanne, Kenny, and Captain Rachael—are genuinely enthusiastic and knowledgeable, adding a layer of authenticity to the experience.

One of the standout aspects of this trip is the small group size, which encourages camaraderie and makes the day feel intimate rather than crowded. The other big plus? The all-you-can-drink open bar, including bottomless mimosas, ensures no one goes thirsty—an essential for a carefree island day.

A possible consideration is the international border crossing, which requires a valid passport and a cash customs fee of USD 85 per person. This is a common step for BVI visits but something to keep in mind if you’re sensitive to extra costs and paperwork. This tour is an excellent choice for those who want a relaxed, well-organized day with plenty of time to enjoy the beaches, drinks, and island vibe—perfect for first-timers and seasoned island lovers alike.

Key Points

• Limited to 12 guests, providing a more personal and relaxed experience.
• All-inclusive drinks with unlimited mimosas and an open bar.
• Two iconic stops: Foxy’s Bar in Great Harbor and Soggy Dollar Bar at White Bay.
• International border crossing with passport and USD 85 cash fee required.
• Expert guides like Suzanne, Kenny, and Captain Rachael make the experience engaging and informative.
• Flexible itinerary offering ample beach and sightseeing time, especially at White Bay.

The Experience in Detail: What You Can Expect

Starting the Day: Meet at American Yacht Harbor

Your adventure kicks off early, with a meeting at 7:45 am. The tour begins with a breezy ride aboard a comfortable catamaran that feels more like a floating lounge than just transportation. The small group size means you’ll quickly feel at ease, chatting with fellow travelers and soaking up the sun.

The Scenic Sail: A Feast for the Senses

The sailing itself is a highlight. We loved the view of the Northern Cays as we glided past, a reminder of why the Virgin Islands are considered sailing heaven. The crew keeps the mood lively with stories and music, while the bottomless mimosas and other cocktails flow freely from the full open bar.

The sail to the BVI border crossing is smooth, with many reviews praising the beautiful ride and the friendly, attentive crew. Our guides, Suzanne and Ken, kept everyone comfortable and informed, sharing fun facts about the islands and their history.

First Stop: Foxy’s Bar in Great Harbor

After a couple of hours of sailing, the boat pulls into Great Harbor. This quaint town is famous for Foxy’s, a legendary local spot. We loved the laid-back “Main Street” vibe and the chance to meet Foxy himself—or at least enjoy a drink where he’s a regular. The stop lasts about 1 hour and 30 minutes, giving us plenty of time to explore, take photos, and maybe pick up a souvenir from a boutique or sample the local Fire Water Rum.

Reviewers rave about this stop as a “great experience,” noting how the guides made sure everyone had enough time to soak it all in. The relaxed pace means you’re not rushed — just enough time to savor the island atmosphere.

The Highlight: White Bay and the Soggy Dollar Bar

Next, the boat sails over to White Bay, home to the world-famous Soggy Dollar Bar. Here, you’ll spend about 3 hours lounging on soft white sands, enjoying the crystal-clear waters, and sipping cocktails. The bar’s no-soggy-dollar origin story adds a fun twist—cash is exchanged for drinks, and you pay in cash to avoid soggy bills, a quirky hallmark of the experience.

Guests consistently describe this as a “beautiful beach” with “delicious drinks,” and many reviews mention the friendly, attentive staff at the Soggy Dollar Bar. It’s a perfect spot for lounging, people-watching, or snapping memorable photos. The crew often recommends trying the Fire Water Rum or grabbing a souvenir from the boutique, making the time feel both leisurely and lively.

The Return: A Relaxed Sail Home

As the day winds down, the boat heads back toward St. Thomas, offering guests a chance to relax and reflect on the day’s highlights. The sunset views on the way back are often described as “breathtaking,” and the shared experience tends to foster new friendships among travelers.

Why This Tour Stands Out

The small group size means each guest gets personalized attention, and the guides’ local knowledge adds a genuine touch. The all-you-can-drink bar ensures everyone stays refreshed, and the structured yet flexible itinerary allows plenty of time at each stop for enjoyment. With a focus on authentic island experiences like meeting Foxy and savoring White Bay’s famous sands and drinks, this tour balances sightseeing with leisure beautifully.

The reviews highlight the knowledgeable guides and the stunning scenery as key reasons why travelers rate this experience a perfect 5 out of 5. Many mention how friendly and professional the crew are—making the day not just fun, but also safe and well-organized.

Practical Tips for Your Trip

• Bring your passport and USD 85 in cash for customs fees.
• Wear swimwear under your clothing if you want to snorkel or swim at the beaches.
• Pack sunscreen, a hat, and sunglasses—the Caribbean sun is fierce.
• Consider bringing a dry bag for valuables or a waterproof phone case.
• Although drinks are unlimited, remember this is a shared tour, so pacing yourself is wise.

Who Should Book This Tour?

This experience is perfect for those seeking a relaxed, fun-filled day with a small group of travelers. If you love beautiful beaches, lively bars, and authentic island stops, you’ll find plenty to love here. It’s also well-suited for first-time visitors who want a hassle-free way to see some of the Virgin Islands’ top sights without the hassle of planning transportation or boat logistics.

On the other hand, if you’re a party animal expecting a wild night, you might find it a bit too mellow—though the endless drinks and lively crew usually keep the vibe festive. For photographers or beach lovers, the stops at Foxy’s and Soggy Dollar offer plenty of picture-perfect moments.

FAQ

Do I need a passport for this tour?
Yes, a valid passport is required because this is an international excursion into the BVI, and you will need to go through customs.

What is the USD 85 cash fee?
It’s a government fee payable at customs when entering the British Virgin Islands, and it’s standard for all travelers.

Is the tour suitable for children or non-swimmers?
Most travelers can participate, but note that there’s plenty of beach and water time, so kids should be comfortable in or near water. The tour itself is not specifically geared towards children, but families with kids over a suitable age often enjoy it.

What should I bring?
Bring your passport, cash for customs, sun protection, swimwear, and a waterproof bag. A camera or phone for pictures is a good idea, too.

How long do we stay at each stop?
You’ll spend about 1.5 hours at Foxy’s in Great Harbor and approximately 3 hours at White Bay, giving you plenty of time to explore, relax, and enjoy.

What’s included in the price?
The tour includes a continental breakfast, unlimited alcoholic beverages including mimosas, and use of snorkeling equipment. The USD 85 customs fee is not included.

Final Thoughts

If you’re after a well-organized, intimate day of sailing, beach lounging, and island exploring, this trip hits the mark. It offers a fantastic blend of scenery, local flavor, and relaxed fun, all wrapped in a package that emphasizes value and genuine experience. The guides’ warmth and expertise shine through, making it feel less like a tour and more like a day with friends who happen to know their way around the islands.

This tour suits travelers who want more than just a quick visit — it’s perfect for those craving authentic island time with plenty of drinks, good company, and stunning views. Whether celebrating a special occasion or simply escaping the mainland, it’s a memorable way to experience the Virgin Islands.

In essence, this catamaran trip delivers a memorable, laid-back day tailored for those who cherish authentic, scenic, and social island adventures.