Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)

Imagine sailing across shimmering turquoise waters, sipping bottomless mimosas, and exploring two of the Caribbean’s most iconic islands—all in one day. That’s exactly what the Catamaran Sail to Jost Van Dyke offers, and it’s capturing hearts with a perfect blend of laid-back charm, scenic beauty, and fun-filled stops.

While we haven’t personally hopped aboard this particular cruise, the glowing reviews, detailed itineraries, and excellent reputation suggest it’s a well-rounded experience worth considering.

What makes this trip stand out? First, the small group size—limited to just 12 guests—means you won’t feel lost in a crowd. Second, the longer time at White Bay gives you ample opportunity to soak up the sun, enjoy the iconic Soggy Dollar Bar, and truly relax.

On the flip side, the cost of $375 per person includes some hefty extras like customs fees and optional activities, so it’s important to weigh whether the value matches your expectations.

If you’re after an authentic, scenic, and sociable Caribbean day, this tour seems tailored for laid-back travelers eager to explore the islands without the hassle of logistics.

Ideal for those who love sailing, socializing, and a good dose of island charm, this adventure is perfect for couples, small groups of friends, or solo travelers looking for a well-organized day in the US and BVI. Families with older children and anyone craving a relaxed, social Caribbean experience will also find plenty to love here.

Key Points

• Small Group Size: Limited to only 12 guests ensures personalized service and a relaxed atmosphere.
• All-Inclusive Drinks: Unlimited mimosas and a full open bar make the sailing as enjoyable as the destinations.
• Two Iconic Stops: Visits to Foxy’s Bar in Great Harbor and the world-famous Soggy Dollar Bar at White Bay.
• Extended Beach Time: Up to 3 hours at White Bay, giving you plenty of time to relax and explore.
• Passport & Customs Fees: International trip with $85 cash fee and passport required—plan accordingly.
• Experienced Guides: Reviews highlight knowledgeable, friendly crew making the day smooth and fun.

A Deep Dive into the Experience

Starting Point and Transportation

The adventure begins at the American Yacht Harbor in St. Thomas, a convenient spot near Smith Bay Road in Red Hook. Expect to meet your crew around 7:45 am for an 8-hour journey that promises both sightseeing and leisure. The boat itself is a comfortable catamaran, designed for stability and space—perfect for a small group seeking comfort without feeling cramped.

The Itinerary Breakdown

First Stop: Foxy’s Bar at Great Harbor
Once aboard, you’ll start with a scenic sail along the Northern Cays—think crystal-clear waters and gentle breezes. About an hour and a half into the journey, you’ll arrive at Great Harbor on Jost Van Dyke, home to the legendary Foxy’s Bar. This stop is more than just a photo op; it’s a chance to soak up the relaxed island vibe and maybe even meet the famous Foxy himself, if he’s in town. Many reviews praise the stop as “fabulous,” with some noting that “we loved having a day to explore Jost Van Dyke,” and that the visit was “a highlight of the trip.”

Second Stop: White Bay and Soggy Dollar Bar
After about three hours of exploring, swimming, or just lounging, you’ll sail over to White Bay, home to the world-renowned Soggy Dollar Bar. Here, the focus is on unwinding—white sand beaches, clear shallow waters, and the chance to sip the bar’s signature drinks directly on the sand. Participants consistently describe this as “a relaxing day on the water,” with many mentioning the “beautiful beaches” and “amazing drinks.” The reviews highlight the extended 3-hour window as a major plus—more time than most tours offer—allowing ample opportunity for sunbathing, swimming, or just people-watching.

Food & Drink

Breakfast is included at the start, offering a light continental spread to fuel your day. Once on board, an unlimited open bar featuring bottomless mimosas keeps spirits high. The reviews frequently mention the “great drinks” and “friendly crew” who keep the drinks flowing. Some reviewers even enjoyed making their own cocktails behind the bar, adding a fun, interactive element.

Snorkeling & Equipment

For those keen on underwater exploration, snorkeling equipment is provided. While reviews don’t specify how much snorkeling was done, the availability of gear means you can dip below the surface, perhaps catching glimpses of tropical fish or coral—if the conditions are right.

The Crew & Service

Multiple reviewers rave about the crew, describing them as “knowledgeable,” “friendly,” and “attentive.” One review sums it up: “Ken and Suzanne were fabulous—very relaxing trip, and they made sure everyone had a good time.” The crew’s local knowledge and friendly approach add a layer of authenticity and comfort that’s often missing on larger, more commercial excursions.

Understanding the Value

At $375 per person, the trip isn’t the cheapest afloat—but it includes quite a few significant features. The full-day experience, with longer beach time and all-you-can-drink mimosas, tends to be appreciated by travelers who value quality over quantity. The trip also includes customs clearance in the BVI, which adds an international flair and a bit of adventure to your day.

The small group size ensures personalized attention, and the reviews reflect high satisfaction with guides who are “informative, personable, and professional.” The deliberate focus on authentic island stops—not just tourist traps—means you get a taste of the local scene at Foxy’s and the iconic Soggy Dollar Bar.

However, remember that this is a shared tour with other guests, so if you’re seeking complete privacy, this might not be ideal. Also, there is a $85 cash customs fee per person, which can feel like an unexpected expense if you’re not prepared.

The Scenic and Cultural Highlights

The sailing itself is a highlight—cruising past lush islands, spotting seabirds, and feeling the ocean breeze. Reviews mention “beautiful scenery” and “great ride,” emphasizing that the journey matters as much as the destinations.

Great Harbor offers a glimpse into the local island life, with boutique shopping and perhaps a chat with Foxy himself—famous for his laid-back attitude and legendary parties. Meanwhile, White Bay provides that postcard-perfect Caribbean beach experience, with powdery sand and calm, shallow waters ideal for lounging or splashing around.

Practical Tips for Planning

• Passport and cash are required for customs clearance—don’t forget your valid passport and USD85 in cash.
• Book early—with only 12 spots available and a reputation for popularity, spots can fill quickly.
• Arrive on time at the meeting point—it’s your gateway to a smooth day of sailing and fun.
• Dress casually and bring sunscreen, a hat, and perhaps a towel for the beach stops.
• Consider your activity level—this tour is mostly relaxing, but some swimming or walking at Foxy’s and White Bay is optional.
• Note the weather dependency—bad weather can lead to cancellations or rescheduling, so keep an eye on the forecast.

The Sum Up

This catamaran cruise to Jost Van Dyke and the Soggy Dollar Bar offers a delightful mix of scenic sailing, authentic island stops, and convivial atmosphere. The small group size and knowledgeable crew emphasize a personalized, relaxed experience that many travelers find refreshing. The inclusion of unlimited mimosas, long beach time, and the opportunity to explore iconic BVI destinations makes it well worth considering for those craving a laid-back Caribbean adventure.

If you’re someone who values authentic island culture, comfortable sailing, and friendly guides—and don’t mind a shared experience—the trip promises a day filled with memorable sights, tastes, and stories. Just remember the added customs fee and the need for a passport—that’s all part of getting your Caribbean adventure just right.

FAQ

Do I need a passport for this tour?
Yes, a valid passport is required because this is an international trip to the BVI, and customs clearance will be part of the experience.

How much are the customs fees?
The cash customs fee is $85 per person and must be paid on the day of the trip.

Is the tour suitable for children?
Most travelers can participate, but since it’s a relaxed, floating party environment, it’s best for older children or teenagers. Always check with the provider if you’re unsure.

What should I bring?
Bring your passport, cash for customs, sunscreen, a hat, a towel, and possibly swimwear if you plan to snorkel or swim.

How long is the sailing?
The entire tour lasts about 8 hours, with the boat ride, stops, and free time included.

Can I customize the stops or itinerary?
No, this is a shared tour with a fixed itinerary. The crew, however, is known for their friendly, accommodating attitude.

Is food included?
A light continental breakfast is provided at the start. Food at the stops is typically purchased separately, but the focus is on drinks and relaxation.

What if the weather is bad?
The tour requires good weather; if canceled due to weather, you’ll be offered a different date or a full refund.

In essence, this sailing trip combines scenic beauty, island culture, and casual fun—ideal for those looking to relax, explore, and enjoy the Caribbean laid-back lifestyle in style.