Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)

A Practical Look at the Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)

Planning a day out in the Virgin Islands often means weighing options between adventure, relaxation, and authentic island charm. This catamaran trip to Jost Van Dyke offers a blend of all three, making it a popular choice among cruise and island enthusiasts. With a high rating of 5.0 from 139 reviews and consistent recommendations, this tour promises an intimate sailing experience combined with memorable stops at two of the Virgin Islands’ most iconic spots.

What we love about this experience is the small-group atmosphere—limiting just 12 guests, it feels more like a day with friends than a crowded tour. Plus, the full open bar with bottomless mimosas and delicious breakfast set the tone for a luxurious day on the water. The trip also includes a passport stamp, turning an ordinary boat ride into a mini international adventure.

One consideration to keep in mind is the cost of $375 per person, which includes many amenities but excludes a $85 government customs fee. For some travelers, this fee might come as a surprise, so budgeting accordingly is wise.

This trip is best suited for adventurous travelers who love sailing, stunning scenery, and a lively beach atmosphere. Perfect for couples, small groups, or anyone eager to experience the Virgin Islands’ vibrant maritime culture with plenty of time to relax and explore.

Key Points

• Small Group Size: Only 12 guests, ensuring personalized service and a relaxed atmosphere.
• All-Inclusive Drinks & Breakfast: Unlimited mimosas, open bar, and a complimentary continental breakfast.
• Two Iconic Stops: Visit Foxy’s Bar in Great Harbor and spend hours at the famous Soggy Dollar Bar on White Bay.
• International Customs Experience: Check into BVI Customs and get a passport stamp.
• Excellent Reviews: Consistently high ratings and enthusiastic traveler feedback.
• Price Point & Fees: $375 per person plus $85 government customs fee, which adds an extra layer of authenticity to the international experience.

The Itinerary in Detail

The day begins early at the American Yacht Harbor in St. Thomas, with departure scheduled for 7:45 am. From the outset, the experience promises a smooth, well-organized start, with a light continental breakfast served onboard. As the boat sets sail, you’ll be treated to stunning views of the Northern Cays, which many reviews highlight as some of the prettiest sailing scenery in the USVI.

Stop 1: Foxy’s Bar in Great Harbor

After about an hour and a half of sailing, your first stop is at Foxy’s Bar, in the quaint town of Great Harbor on Jost Van Dyke. The stop lasts approximately 90 minutes, providing enough time to stretch your legs, explore the charming white-sand streets, and maybe even meet the legendary Foxy himself—if he’s around.

Reviewers comment on how Foxy’s is more than just a bar; it’s a slice of island life with a relaxed vibe, friendly locals, and the chance to pick up some souvenirs. Many travelers appreciate the free admission, noting that it’s a casual, no-pressure environment perfect for socializing or simply soaking up the atmosphere.

Stop 2: White Bay and the Soggy Dollar Bar

The second major highlight is White Bay, home to the world-famous Soggy Dollar Bar. You’ll spend roughly three hours here, which feels just right for lounging on the soft white sand beach and enjoying the lively but laid-back vibe.

The Soggy Dollar Bar is a must-see destination—famous for inventing the Painkiller cocktail and for its sandy main street where you can sip from your drink directly on the beach. Many reviews rave about their bottomless mimosas and the informal, friendly atmosphere. Travelers often mention the delicious drinks and how the bar’s relaxed, beachy charm makes for a perfect tropical afternoon.

Snorkeling and Extra Activities

Guests also have access to snorkeling equipment, which in the clear waters of the BVI often reveals colorful fish and coral, adding an extra layer of fun and adventure. While the tour emphasizes relaxation, some travelers take the opportunity to explore the underwater world just off the beaches.

What’s Included & What’s Not

This tour provides a full breakfast, unlimited alcoholic beverages (including mimosas), and the use of snorkeling gear, which adds value to the overall experience. The $85 government customs fee is the only additional expense, necessary for crossing into the BVI and receiving your passport stamp—a fun souvenir in itself.

What’s not included? Any extra purchases, souvenirs, or optional activities beyond the snorkel gear and the basic stops. The tour operates on a shared basis with other guests, which fosters a friendly, community-like vibe.

The Day on the Water: What to Expect

You’ll be sailing aboard a luxurious catamaran, praised for its comfortable space and smooth ride, with many reviews noting the professionalism and friendliness of the crew. The small group size allows for ample personal attention and a truly intimate experience.

Many travelers comment on how knowledgeable guides enhance the trip—sharing local stories, pointing out interesting sights, and ensuring everyone feels safe and comfortable. The snorkeling gear is well-maintained, and the crew is happy to give tips for exploring underwater.

Throughout the trip, you’ll enjoy beautiful vistas, refreshing drinks, and delicious snacks. The boat often provides a casual, fun ambiance, with some guests describing it as a “party boat,” though most appreciate the balance of lively fun with relaxed downtime.

Advantages Highlighted in Reviews

• Scenic sailing with plenty of time at each stop, not a rushed experience.
• Knowledgeable guides who make the trip informative and fun.
• Excellent value for money, particularly given the included drinks, breakfast, and snorkeling gear.
• Authentic island experience—small, friendly stops and the opportunity to explore two iconic beaches.

Potential Drawbacks

Some travelers note that the $85 customs fee is an extra expense not included in the initial price, so plan accordingly. Also, since it’s a shared tour, the experience might be less private or customizable compared to a private charter.

Why This Tour Works Well for Travelers

This trip is ideal for those seeking a laid-back yet engaging day, blending sailing, sightseeing, and beach relaxation. It’s perfect for adventurous couples, small groups of friends, or solo travelers eager to meet others in a casual setting. If you love the idea of a luxurious cruise with a local island vibe, this tour fits the bill.

It’s also suited for first-time visitors wanting a comprehensive taste of both the USVI and BVI, with the bonus of a passport stamp and the chance to sample the Virgin Islands’ legendary beach bars.

Final Thoughts: Is It Worth It?

This catamaran sail offers an authentic, scenic, and fun-filled day that balances adventure with relaxation. The small group setting and knowledgeable crew make it stand out, along with the all-you-can-drink feature and the chance to explore legendary beaches.

For travelers who value quality over quantity—a well-organized trip with immersive stops—this tour provides strong value for the price. You’ll leave with great memories, a full stomach, and perhaps a new passport stamp.

If your idea of a perfect island day involves sailing in style, enjoying local flavors, and lounging on powdery beaches, this tour is definitely worth considering.

FAQs

Is this tour suitable for children or families?
While most reviews highlight the relaxed, adult-friendly atmosphere, the tour is generally suitable for most travelers. However, note that it’s not explicitly designed for children, and the focus on drinking may not appeal to all families.

Do I need a passport?
Yes, a valid passport is required, since the trip involves crossing into the BVI and customs procedures.

How long is the entire trip?
The tour lasts approximately 8 hours, starting at 7:45 am and returning to the meeting point later in the day.

Is snorkeling included?
Yes, snorkeling equipment is provided at no additional cost, giving you a chance to explore underwater life in the clear waters around Jost Van Dyke.

What is the group size?
The trip is limited to just 12 guests, making for a more intimate experience compared to larger boat tours.

What should I wear?
Most guests wear light, breathable clothing, swimsuits under cover-ups, flip-flops or sandals, and bring sun protection like hats and sunscreen.

Are drinks and food provided?
Yes, unlimited mimosas, other alcoholic beverages, and a continental breakfast are included. There are no additional meals served onboard.

What if the weather turns bad?
The tour is weather-dependent. In case of poor weather, you’ll be offered a different date or a full refund—so safety and comfort are prioritized.

This catamaran trip to Jost Van Dyke combines the best of island sailing, authentic beach bars, and friendly, expert guides. It’s a memorable way to experience the Virgin Islands, especially if you’re looking for a fun, relaxed, and beautifully scenic day on the water.