Reviewed · JOST VAN DYKE DAY TRIPS
St. John Jost Van Dyke & Soggy Dollar Snorkel Sail with Breakfast – Westin
The best part of this day is how much it packs into one boat trip: reef snorkeling, White Bay beach, and Jost Van Dyke without arranging separate ferries or taxis. You get breakfast on the way out, use of snorkeling gear, and a return sail with an open bar.
I like the way the crew handles the practical work, especially customs at Jost Van Dyke, so you can spend more of your beach time on shore. I also like the catamaran setup, with hammocks, games, open seating, and room to move around. The main drawback is the party atmosphere at White Bay, plus a long stretch of motor travel for those hoping for a pure sailing day.
Key things to know before booking

- Jost Van Dyke is an international day trip: Bring a valid passport for every person in your group.
- The morning starts in the water: You snorkel near coral reefs before heading to White Bay.
- White Bay gives you choices: Relax on the beach, swim, visit Soggy Dollar, or seek food and drinks at nearby spots such as Hendo’s.
- The catamaran can carry up to 49 people: A full boat may feel lively, though the open layout helps spread people out.
- Your $299 includes useful extras: Breakfast, snorkeling gear, open-bar service, taxes, and customs fees are included.
- The strongest part of the trip is the crew: Past crews led by people such as Captain Jolene, Dan, Brendan, Riley, Eric, and Captain Brent have been praised for safety, service, and a friendly mood.
Why this St. John to Jost Van Dyke trip works

This is a full-day water outing for people who want more than a short snorkel stop. You leave from The Westin St. John Resort Villas in Cruz Bay at 8 a.m. and return to the same meeting point after about eight hours.
The route gives you three distinct experiences. First comes the ride across the water, with views back toward St. John’s North Shore. Then you stop for morning snorkeling near coral reefs. Finally, you spend time on Jost Van Dyke, mainly around White Bay, before returning to St. John.
That order makes sense. You get into the water while the day is still fresh, then have several hours for beach time and lunch. The ride back turns more social, with open-bar service and a happy hour atmosphere.
I would not book this expecting a quiet private charter. The boat may carry as many as 49 people, and White Bay can feel lively, especially when several boats are anchored nearby. But the catamaran’s layout helps. There is seating, room to move, hammocks, games, and outdoor space, so the group does not have to gather in one tight area.
More Sailing Trips in St John
- St. John Days End Sunset Sail Open Bar & Hors D’oeuvres – Westin
★ 5.0 · 281 reviews - St. John PiZZA Pi Snorkel Sail with Beach Stop, Lunch & Open Bar – Westin
★ 5.0 · 139 reviews - Private Day Charter Classic Sailboat
★ 5.0 · 69 reviews
Leaving Cruz Bay and seeing St. John from the water
Your day begins at The Westin St. John Resort Villas, at 300B Chocolate Hole Road. The boat ride gives you a different view of St. John than you get from roads and beaches. From the water, you can photograph the island’s North Shore and watch the shoreline open up as you head toward the British Virgin Islands.
A light continental breakfast is served during the cruise. This is useful rather than lavish, so plan your expectations accordingly. It gives you something to eat before snorkeling, but it is not a full brunch.
The catamaran is part of the appeal. Several people describe it as clean, comfortable, and large enough to avoid feeling cramped even with a sizeable group. The open design also lets you choose your own pace. You can sit and watch the water, stretch out in a hammock, join a game, or talk with the crew.
The ride is not all sailing. You may spend a good part of the crossing under motor power. If your ideal boat day means quiet sails from port to port, that could disappoint. The benefit is a reliable route and enough time to reach Jost Van Dyke, snorkel, enjoy White Bay, and return within one day.
Morning snorkeling near coral reefs

The first major stop is a snorkeling area near the reefs around Jost Van Dyke. The crew supplies masks, snorkels, and related equipment, then helps you get set up. Guidance is available for finding fish and other marine life, and the crew has also helped nervous first-time snorkelers feel more at ease.
Conditions will affect the experience. One account of the trip described a strong current at the stop, so you should be ready for the possibility of moving water. Snorkeling depends on sea conditions, visibility, and your comfort in the water. The stop may be excellent, but it is not a guaranteed aquarium.
Still, this is one of the most valuable parts of the outing. The reports include sea turtles, stingrays, coral, and many types of fish. You get a real reef stop rather than a quick swim beside the boat, though the quality can change from day to day.
If you are new to snorkeling, tell the crew. One family found that the staff helped a nine-year-old become comfortable enough to try it. That kind of hands-on support matters more than fancy equipment. You will want to be a reasonably confident swimmer, and you should follow the crew’s directions if the current is strong.
Allow time to dry off and settle back on board before heading to shore. You do not need to bring snorkeling equipment, since it is included. A towel is also not required according to the trip information, though you may prefer your own if you like to dry off quickly.
White Bay and the Soggy Dollar stop

White Bay is the main shore stop on Jost Van Dyke. The beach is famous for its soft sand, clear water, beach bars, and the Soggy Dollar Bar. The name comes from the old habit of swimming ashore with money, though the practical point today is simple: you can walk from the beach to the bar instead of arriving by road.
You choose how to use this part of the day. Swim, stretch out on the sand, have lunch, visit Soggy Dollar, or walk to another nearby place. Soggy Dollar’s Painkiller is the classic order, but food and drinks on shore are not listed as part of the tour price.
Hendo’s Hideout is another option mentioned during the trip. You might find it a better choice if you want a full meal rather than a quick drink. Conch fritters, fried fish sandwiches, and steak tacos have all been singled out as appealing choices, but you should pay for shore food separately.
The beach is beautiful, but it is not a deserted escape. Boats can anchor close to shore, leaving less room in the water. The setting can also feel more like a beach party than a quiet island afternoon. That will delight some people and annoy others.
I would describe White Bay as a place for atmosphere, swimming, and casual fun, not solitude. If you want a calm beach with no nearby boats or music, this is not the right expectation. If you like the idea of stepping off a catamaran into a well-known beach scene, it fits well.
Your time ashore is helped by the crew’s handling of customs. Since Jost Van Dyke is in the British Virgin Islands, there are border formalities. Customs fees are included, and the crew handles much of the process, but every passenger still needs a valid passport. Do not rely on a driver’s license or assume your passport can stay at the hotel.
More crossings to Jost Van Dyke:
- The Baths and White Bay
★ 5.0 · 595 reviews - Jost Van Dyke Funday & Willy T (Foxy’s, Soggy Dollar, Willy-T)
★ 5.0 · 173 reviews - Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)
★ 5.0 · 139 reviews - Jost Van Dyke – Funday!
★ 5.0 · 104 reviews
The ride back, open bar, and onboard mood

The return trip is where this outing shifts from sightseeing to social time. An open bar is included, with happy-hour service on the cruise back to St. John. Drinks are one of the most praised parts of the day, and the crew keeps an eye on refills while still managing the boat and schedule.
You can enjoy the bar, but the trip does not require you to party. There is room to sit back, look at the water, and talk with your group. Music, games, hammocks, and the catamaran’s open deck give you several ways to spend the ride.
Service appears to be a major strength. Crews associated with this trip have included Captain Jolene with Dan and Brendan, as well as Riley, Eric, and Captain Brent. The praise focuses on attentiveness, friendliness, safety, and the ability to keep the group informed without making the day feel stiff.
That matters on a trip with many moving parts. You cross an international border, snorkel from a boat, spend time at a busy beach, and return on a fixed schedule. A crew that keeps people informed and watches the clock can make the day feel easy.
The mood may be less suitable for you if you want a silent, private cruise. The boat can hold up to 49 people, and the music and bar service create a social setting. Families, couples, and groups of friends can all fit in, but this is not an adults-only charter or a private yacht outing.
Is $299 a fair price?

At $299 per person, this is not a budget beach transfer. The value comes from combining several costs and activities into one day.
Your price includes:
- A light continental breakfast
- Snorkeling equipment
- Alcoholic beverages through the included open bar
- Taxes and other listed fees
- Customs fees
- The boat trip from St. John to Jost Van Dyke and back
You still need to budget for gratuity and anything you buy at White Bay, including lunch, cocktails at Soggy Dollar, or food at Hendo’s. The breakfast is light, so a large eater may want to bring that into the calculation.
For me, the price makes the most sense if you want to snorkel and visit Jost Van Dyke in the same day. Booking transport, arranging a snorkel outing, dealing with customs, and finding your way around White Bay independently could take more effort. Here, the boat, equipment, staff, and border fees are bundled together.
The value is weaker if you do not drink, dislike group boats, or mainly want a few hours on a beach. You would be paying for the open bar and the full-day format without using much of what makes the trip special.
Who should book this excursion?

I would recommend it for couples, families with older children, and groups of friends who want a full day on the water. It works particularly well if you have limited time on St. John and want to add an international island stop without planning each piece yourself.
Families should know that snorkeling is optional, and the crew can provide support. The beach also gives non-snorkelers something to enjoy. Still, the day involves boat travel, water access, and a lively beach, so it is not the best fit for anyone seeking a quiet land-based outing.
You should also be comfortable with a group setting. Even though the catamaran has enough space to spread out, you will share the ride, the snorkeling stop, and the general schedule with other people.
Accessibility questions should be directed to the operator before booking. The experience notes that most people can participate, but it does not provide enough detail to promise that every part of the boat, beach, or water entry will suit every mobility need.
Practical details that matter

Start at 8 a.m. at The Westin St. John Resort Villas in Cruz Bay. The experience ends back at the same meeting point after roughly eight hours.
Bring a valid passport for every passenger. This is the single most important practical point because the trip crosses from the United States Virgin Islands to the British Virgin Islands.
Food allergies or dietary restrictions can be accommodated with 72 hours’ advance notice. Alternatives may cost extra, so give the operator enough warning rather than waiting until the morning of departure.
The tour has free cancellation up to 24 hours before the start time. Cancellations made less than 24 hours before departure are not refunded, and late changes are not accepted. Poor weather or failure to meet the minimum number of participants can lead to a different date or a full refund.
Should you book the Jost Van Dyke and Soggy Dollar sail?
Book this if you want a full, active island day with reef snorkeling, White Bay, an open bar, and crew support through customs. The trip’s best qualities are its efficient route, helpful staff, comfortable catamaran, and mix of water and beach time.
Skip it if you want a quiet private sail, a deserted beach, or a short and inexpensive excursion. White Bay can be busy, the crossing includes plenty of motor time, and the $299 price does not cover shore meals or gratuity.
For most people staying in St. John who want to see Jost Van Dyke, this is a strong one-day choice. Bring your passport, accept the lively mood, and treat the beach stop as a fun island scene rather than a secluded retreat.
FAQ
What time does the tour start?
The tour starts at 8:00 a.m. from The Westin St. John Resort Villas at 300B Chocolate Hole Road in Cruz Bay.
How long does the experience last?
The trip lasts approximately eight hours and ends back at the original meeting point.
Is a passport required?
Yes. A valid passport is required for every passenger because the trip travels from St. John to Jost Van Dyke in the British Virgin Islands.
Is snorkeling equipment included?
Yes. Snorkeling equipment is included, and the crew provides assistance and guidance at the snorkeling stop.
Is food included?
A light continental-style breakfast is included. Food purchased at White Bay, including meals at places such as Soggy Dollar or Hendo’s, is not included in the listed tour price.
Are drinks included?
Yes. An open bar is included, with happy-hour service on the return cruise to St. John.
What happens if the weather is poor?
If bad weather causes the experience to be canceled, you will be offered another date or a full refund. The same options apply if the minimum number of participants is not reached.
More Sailing Days Out of St John
- St. John Sail with Bar and Hors d’Oeuvres to Lovango Dinner
★ 4.5 · 35 reviews - Group Sunset Sail St. John
★ 5.0 · 31 reviews - Learn to Sail – Sailing Lessons All Inclusive
★ 5.0 · 4 reviews - SPECIAL – (Up to 4 Passengers) All Inclusive Day Sail
★ 5.0 · 3 reviews
More Snorkeling Spots Around St John
- Kayak & Snorkel with Sea Turtles, National Park, St. John
★ 5.0 · 291 reviews - St. John Full-Day Lime Out Snorkel Taco Lunch & Open Bar – Westin
★ 5.0 · 289 reviews - Honeymoon Beach Eco Hike and Snorkel
★ 4.5 · 48 reviews - Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT
★ 5.0 · 2,100 reviews
Recently added around St John
- St. John Sail with Bar and Hors d’Oeuvres to Lovango Dinner★ 4.5 · 35 reviews
- Learn to Sail – Sailing Lessons All Inclusive★ 5.0 · 4 reviews
- Private Beach Hopping Day Your Way Tour★ 5.0 · 16 reviews
- SPECIAL – (Up to 4 Passengers) All Inclusive Day Sail★ 5.0 · 3 reviews
- Group Sunset Sail St. John★ 5.0 · 31 reviews
- Half-Day Private Charter from St John★ 5.0 · 21 reviews
- Exclusive Airport Transfers (up to 4 persons) One-Way★ 5.0 · 6 reviews
- St John -Jeep Ride with A Guide! Customize Itinerary Your Way!★ 5.0 · 4 reviews
Jost Van Dyke Day Trips, compared.

Jost Van Dyke Funday & Willy T (Foxy’s, Soggy Dollar, Willy-T)
Read our review →
Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)
Read our review →
St. Thomas Jost Van Dyke & Soggy Dollar Snorkel Sail w/ Breakfast – Ritz-Carlton
Read our review →
Sandy Spit & Soggy Dollar Sailing Tour in the BVI
Read our review →
Soggy Dollar & Sandy Spit Sailing Tour in the BVI
Read our review →Browse the lists this tour appears in



