Thinking about a day on the water in the British Virgin Islands? The Private Jost Van Dyke Swimming Adventure offers a personalized cruise with plenty of chances to relax, explore, and soak up the Caribbean vibes. According to glowing reviews and detailed descriptions, this trip combines beautiful scenery, knowledgeable crew, and a laid-back island atmosphere — all for a reasonable price when considering the exclusivity.
What we love most about this experience are the stunning views of Tortola’s western coast, the chance to snorkel in crystal-clear waters, and the informative, friendly crew who make sure everyone feels safe and cared for. Plus, the visit to the famed Soggy Dollar Bar is pure island magic — a highlight for many. The only consideration might be the need for moderate physical activity, as getting into the water to land on Jost Van Dyke involves a swim without a dock. This tour is perfect for travelers who value privacy, personalized service, and authentic Caribbean vibes.
Overall, if you’re seeking a memorable, intimate day at sea with excellent company, this private tour will suit you well.
- Good To Know
- The Itinerary in Detail
- Departure from Tortola
- Cruising Along Tortola’s Western Coast
- Snorkeling & Water Toys
- Arrival at Jost Van Dyke & Soggy Dollar Bar
- Beach Time & Local Cuisine
- Return Journey & Reflection
- What Sets This Tour Apart?
- Personalization & Private Vibe
- Knowledgeable & Friendly Crew
- Comfort & Safety
- Value & Flexibility
- Practical Details & Tips for Travelers
- Meeting Point & Timing
- Duration & Group Size
- Physical Considerations
- Weather & Flexibility
- Booking & Cancellation
- Why This Tour Is Worth Considering
- Who Would Love This Experience?
- FAQ
- Final Thoughts
- More Private Tours in Tortola
- More Tour Reviews in Tortola
- Looking for something different? Other Tortola activities we've written about
Good To Know

- Personalized Experience: Private group up to 7 people ensures an intimate day out.
- Beautiful Scenery: Cruise along Tortola’s western shore with great photo opportunities.
- Snorkeling & Sea Toys: Inflatable floatys, snorkeling gear, and water fun included.
- Relaxation & Drinks: Enjoy the laid-back atmosphere at Soggy Dollar Bar with included beverages.
- Expert Crew: Knowledgeable and attentive crew members like Captain Anthony and Roger enhance the journey.
- Value for Money: The exclusive nature and personalized service make the $1,285 price point worthwhile for many.
The Itinerary in Detail

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Departure from Tortola
The adventure begins at the Cyril B. Romney Tortola Pier Park at 8:00 am. From here, the boat sets out on an approximately four-hour journey that promises a relaxed pace, scenic views, and plenty of opportunities for fun. The boat, operated by Shore to Shore, typically accommodates up to 7 guests, making it a cozy, private experience.
Cruising Along Tortola’s Western Coast
As the boat leaves the harbor, you’ll be treated to sweeping views of Tortola’s rugged coastline. The crew, often praised for their local knowledge, points out neighboring islands and interesting landmarks along the way. This is a chance to relax on deck, take photos, or simply enjoy the cool Caribbean breeze.
Snorkeling & Water Toys
The trip offers plenty of options for water-based fun. Expect to find inflatable floatys, snorkeling gear, and perhaps even some beach games. The calm, clear waters make for ideal snorkeling — and seeing marine life here is often a highlight. We’ve read reviews where guests appreciated the crew’s attentiveness in setting up activities suited to all ages and fitness levels.
Arrival at Jost Van Dyke & Soggy Dollar Bar
The boat docks near White Bay, home to the legendary Soggy Dollar Bar. This bar is famous for its laid-back Caribbean atmosphere and, of course, the signature Painkiller cocktail. Visitors often remark on how perfect it is for lounging on the beach, swimming in warm waters, and socializing under the sun.
Some reviews mention that guests appreciated having their drinks and snacks brought to them at the bar, making the experience even more relaxing. The bar’s relaxed vibe encourages a mix of socializing and quiet relaxation, which is ideal for those wanting to soak up the island charm.
Beach Time & Local Cuisine
While the main focus is the bar and beach, many travelers also mention the variety of food options available nearby. The beaches are perfect for a quick dip or a game of beach volleyball. The reviews highlight how friendly and accommodating the crew is, especially when guests want to explore or need assistance.
Return Journey & Reflection
After some leisurely hours on Jost Van Dyke, the boat heads back to Tortola around midday or early afternoon. The return trip offers more chances to relax, chat with your crew, and enjoy the sea views. Many reviewers found the ride back just as enjoyable, especially given the attentive service and beautiful scenery.
What Sets This Tour Apart?

Personalization & Private Vibe
Unlike larger group tours, this experience keeps it intimate. Only your group will participate, which means more flexibility and a chance for a tailored day. Whether you want to spend more time snorkeling or lounging at Soggy Dollar, your crew is there to accommodate.
Knowledgeable & Friendly Crew
Guests frequently mention Captain Anthony and Roger’s expertise. One reviewer noted how Anthony’s local insight enriched their experience, while others appreciated their care and attentiveness. This personal touch elevates the trip from a simple boat ride to a memorable adventure.
Comfort & Safety
The boat is described as very clean and well-equipped. Reviews mention that the crew goes above and beyond to ensure everyone is comfortable, even with guests in their 70s. Getting into the water is necessary to land on Jost Van Dyke, but the crew’s support makes it easier.
Value & Flexibility
At $1,285 for up to 7 guests, this private tour offers good value, especially considering the personalized service, private transport, and exclusive access to popular spots. The inclusion of drinks, snorkel gear, and sea toys means you don’t have to bring much besides your sunscreen and sense of adventure.
Practical Details & Tips for Travelers

Meeting Point & Timing
The tour starts promptly at 8:00 am at Tortola’s Cyril B. Romney Pier. It’s worth arriving a bit early to settle in and get acquainted with your crew. After the trip, you’ll return to the same point.
Duration & Group Size
The approximate four-hour trip balances a full experience with enough time to enjoy Jost Van Dyke without feeling rushed. The private nature means no crowded boat — just your group and crew.
Physical Considerations
Guests should have a moderate fitness level and be comfortable entering the water to land on Jost Van Dyke, as there’s no dock. If you’re worried about getting wet or swimming, chat with the crew beforehand.
Weather & Flexibility
While weather conditions can influence the day, reviews show that the crew makes efforts to ensure guests are comfortable, even in less-than-perfect weather. Be prepared for possible adjustments, but remember that safety and enjoyment come first.
Booking & Cancellation
Booking is generally done well in advance — about 67 days on average — and free cancellation is available up to 24 hours before departure, which offers some peace of mind.
Why This Tour Is Worth Considering

This private Jost Van Dyke adventure offers a rare chance to enjoy the Caribbean’s beauty without the crowds. The combination of scenic sailing, water toys, and relaxed beach time makes it ideal for intimate groups or families looking for a personalized day out. The knowledgeable crew, especially Captain Anthony and Roger, ensure you’re well cared for and well informed, adding value beyond just the scenery.
The experience truly shines in its balance of adventure, relaxation, and authentic island atmosphere. With the inclusion of drinks, snorkeling gear, and a flexible itinerary, it offers a comprehensive way to explore Jost Van Dyke’s famous beaches and bars at a relaxed pace.
Who Would Love This Experience?

This tour is perfect for travelers eager to avoid large crowds and enjoy a tailored day on the water. If you value personalized service and want expert guidance from friendly locals, this is a great pick. It’s especially suited for those who enjoy snorkeling, relaxing with a drink in hand, or exploring new islands with an intimate group.
Couples, small families, or friends traveling together will find this private experience offers both comfort and adventure. The flexible, intimate setting makes it easier to customize your day, ensuring a memorable trip.
FAQ

Is the tour suitable for children or older travelers?
Yes, many guests in their 70s or with moderate physical activity levels have found it comfortable. However, getting into the water to land on Jost Van Dyke requires some swimming.
What’s included in the price?
The price covers the private boat transfer, snorkeling gear, inflatable floatys, drinks, and the expertise of your crew.
How many people can join?
Up to 7 guests can participate, making it an exclusive experience with plenty of space.
What should I bring?
Bring sunscreen, swimwear, a hat, and a towel. Drinks and gear are provided, so you don’t need to bring much.
Can I customize the trip?
With a private tour, you can likely tailor the day, such as spending more time at the bar or snorkeling.
What’s the cancellation policy?
You can cancel for free up to 24 hours in advance for a full refund.
How long is the boat trip?
The entire experience lasts roughly four hours, including time at Jost Van Dyke.
Will the crew take care of drinks and food?
Yes, drinks are included on the boat, and some reviews mention staff bringing drinks directly to guests on the beach.
What if the weather isn’t perfect?
The crew works to ensure comfort even in less-than-ideal weather, but some activities may be adjusted if conditions change.
Final Thoughts

The Private Jost Van Dyke Swimming Adventure is a fantastic way to enjoy a personalized day exploring some of the Virgin Islands’ most iconic spots. It combines scenic sailing, water fun, and relaxed island time, all with attentive crew support. For those who cherish privacy, authentic experiences, and a bit of Caribbean magic, this tour offers real value.
While slightly pricier than group options, the exclusivity and flexibility make it worthwhile for travelers seeking a tailored, memorable outing. Whether you’re celebrating a special occasion or simply want a peaceful escape, this adventure delivers a good mix of adventure, relaxation, and local charm.
If you’re after a trip that balances scenic beauty, expert guidance, and a personal touch, this private Jost Van Dyke experience should be on your list.
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