A Perfect Day on the Water: All-Inclusive Sail to Soggy Dollar Bar and White Bay, JVD
Imagine spending a smooth six-hour voyage through the clear waters of the British Virgin Islands, visiting the famous Soggy Dollar Bar on White Bay and taking a quick peek at Sandy Spit. For $2,895 per group (up to 12 people), you get exclusive access to a private, all-inclusive boat experience that promises sun, relaxation, and a little adventure.
What we love about this trip? First, the chance to swim ashore from a comfortable catamaran at the iconic Soggy Dollar Bar—yes, you literally get soggy dollars! Second, the thoughtfully prepared freshly made lunch and snacks onboard, with options for vegetarians and vegans, make it feel more like a floating gourmet paradise.
A potential consideration? Since this is a non-refundable experience, weather could impact your plans. If the skies turn grey, you’ll need to be flexible or reschedule.
This tour suits travelers who want a personalized, relaxed day with plenty of opportunities for swimming, sunbathing, and enjoying good food, especially those who appreciate a less crowded, private vibe rather than a large group.
Key Points

- Private, all-inclusive experience: Up to 12 guests enjoy exclusivity and personalized service.
- Iconic stops: White Bay at Jost Van Dyke, home of the Soggy Dollar Bar, and Sandy Spit, a tiny island paradise.
- Comfortable sailing: Catamaran provides ample shade, sunbathing space, and snorkeling gear.
- Gourmet onboard meals: Freshly prepared lunch with vegetarian and vegan options, plus drinks served throughout the day.
- Swim and explore: Opportunities to swim ashore, snorkel, and walk on pristine sands.
- Weather-dependent: Experience relies on good weather; cancellations are possible.
Exploring the Experience: A Deep Dive into the Day Sail
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The Itinerary and Its Charms
This day sail starts at 10:00 am from Soper’s Hole Wharf & Marina in West End, Tortola. The departure point is convenient and well-organized, making it straightforward for travelers to meet their crew.
The first stop is White Bay on Jost Van Dyke, famous for its powdery white sand and vibrant beach scene. It’s the kind of place that feels both lively and relaxing, with plenty of people watching and a chance to savor the world-famous Painkiller cocktail at the Soggy Dollar Bar. We love how the swim-up bar makes the experience feel spontaneous and fun—you’re literally swimming from the boat into the bar, soggy dollar in hand.
Next, the boat heads to Sandy Spit, a tiny, uninhabited island that’s perfect for a quick walk and a swim. The shallow waters surrounding Sandy Spit are ideal for snorkeling, giving you a glimpse of colorful fish and coral. The reviews highlight these stops as “absolutely brilliant” and “the perfect experience of sailing around the BVI”—clearly, the stops are the highlight for many guests.
What to Expect at Each Location
White Bay:
Expect a lively beach scene, with plenty of loungers, bars, and people soaking up the sun. The iconic Soggy Dollar Bar is relaxed and informal, perfect for enjoying a Painkiller, a creamy, spicy blend of rum, pineapple, and coconut. From the boat, you’ll have the option to swim ashore directly, making for a memorable arrival.
Sandy Spit:
A tiny sandbar with shallow, calm waters, perfect for wading and snorkeling. You might find yourself walking on soft sand and exploring the surroundings. The reviews mention that the catamaran is comfortable, safe, and clean, creating a cozy floating base for your adventures.
Food, Drinks, and Snorkeling
Onboard, a gourmet lunch is served, with plenty of fresh options that cater to vegetarian and vegan diets. Guests rave about the delicious food and attentive service, making the day feel like a floating restaurant. Drinks are available throughout the trip, including alcoholic beverages and mid-morning snacks, so you can sip and relax as you soak in the scenery.
The snorkeling gear provided lets you explore the underwater life near Sandy Spit or around the boat—many reviews mention that the use of snorkeling equipment adds another layer of fun to the day.
The Sail and Comfort
The catamaran itself is described as clean, safe, and comfortable, with plenty of shaded areas for those who prefer to stay out of the sun. Sunbathers will love the open deck, while others can relax under the shade with a drink. The smooth sailing and serene views are often highlighted in reviews as “catamaran cruising at its best”—a perfect way to see the islands from the water.
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Authenticity and Value
While the price might seem steep at first glance, the all-inclusive nature—lunch, snacks, drinks, snorkeling gear—adds up to good value if you value privacy, comfort, and personalized service. Compared to larger group tours or cruise ship excursions, this experience offers a more intimate, tailored day with plenty of opportunities for authentic island moments.
Authentic Guest Perspectives
Guests rave about the friendly crew, mentioning that “nothing was too much trouble” and praising the excellent communication with staff like Dee. The reviews note that the catamaran was well-maintained and the food was delicious, making the day not just fun but also comfortable and enjoyable.
One reviewer summed it up: “We could not have asked for nicer people, and the experience of sailing around the BVI was simply perfect.”
Who Is This Tour Best Suited For?
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If you’re someone who appreciates a private, relaxed atmosphere with the flexibility to swim, snorkel, and enjoy good food and drinks—this trip is a perfect fit. It’s ideal for families, groups of friends, or couples who want to avoid overly crowded tours and value personalized service.
It’s also well-suited for those who enjoy a bit of luxury, without sacrificing authenticity or local charm. If you’re looking for an experience that balances scenic sailing, delicious food, and iconic island stops, this tour checks all those boxes.
The Sum Up: The Right Choice for a Memorable Day
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This all-inclusive day sail offers a combination of great value, comfort, and authentic island charm. The opportunity to swim ashore at the Soggy Dollar Bar, enjoy freshly prepared meals, and explore Sandy Spit makes for a well-rounded adventure with plenty of picture-worthy moments.
It’s particularly suited for travelers who prefer small-group intimacy and personalized service, rather than large, crowded excursions. This trip delivers an enjoyable, laid-back day that’s perfect for soaking up the beauty and spirit of the British Virgin Islands.
Whether you’re celebrating a special occasion or simply seeking a relaxing day on the water, this tour promises a beautiful blend of scenery, fun, and good company—truly a memorable way to experience the BVI.
FAQ
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How long does the trip last?
The tour lasts approximately 6 hours, giving you plenty of time to relax, swim, and explore without feeling rushed.
Where does the tour start?
It begins at Soper’s Hole Wharf & Marina in West End, Tortola, a convenient location for travelers arriving by ferry or cruise.
What is included in the price?
The trip includes a freshly prepared lunch, snacks, use of snorkeling equipment, and drinks served throughout the day.
Are vegetarian and vegan options available?
Yes, the onboard meals are prepared with vegetarian and vegan options, accommodating various dietary needs.
Is this tour suitable for children?
Yes, most travelers can participate, making it a good option for families looking for a fun, safe day on the water.
What happens if weather is bad?
Since the experience is weather-dependent, poor weather may lead to cancellation or rescheduling, with a full refund or alternative date offered.
Is gratuity included?
No, gratuities are not included but are customary at 15-20% if you feel the crew provided excellent service.
This day sail combines the best of the British Virgin Islands—stunning vistas, iconic beaches, and relaxing luxury—making it a memorable addition to any island-hopping itinerary.
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