Reviewed · ST THOMAS
Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)
Jost Van Dyke is the star here. You sail from St. Thomas across the Northern Cays, clear into the British Virgin Islands, then spend the afternoon on White Bay, one of the Caribbean’s classic beach stops. I especially like the 12-person limit and the chance to enjoy the crossing from bean bags at the front of the catamaran. The small group keeps the day social without turning it into a floating nightclub.
I also like that the trip gives you two very different tastes of Jost Van Dyke: Great Harbor and Foxy’s Bar first, then several hours at the beach. The main drawback is the price, $375 per person, before the required $85 cash customs fee. You also need a valid passport, and the trip cannot simply be changed or canceled for a refund if your plans shift.
Key points at a glance

- Small catamaran group: The boat carries no more than 12 people, with some departures operating with fewer.
- Two sides of Jost Van Dyke: Visit Great Harbor and Foxy’s Bar, then spend the afternoon at White Bay.
- Food and drinks included: A light continental breakfast, unlimited mimosas, and an open boat bar are part of the fare.
- International crossing: Every passenger needs a valid passport and must bring $85 in cash for government customs fees.
- Strong crew reputation: Captains and hosts named in feedback include Kenny, Suzanna, Suzanne, Ken, Carlie, Robin, Rachael, Sierra, Brandon, Danny, and Sammie.
- Snorkeling gear provided: Equipment is included, giving you the option to swim and explore in the water during the day.
Why this catamaran day works so well

This is not just a beach transfer with a boat ride attached. The crossing from St. Thomas to Jost Van Dyke is a major part of the experience. You get open water, views of the Northern Cays, breakfast, and a drink in hand before the first stop.
The catamaran format matters. A catamaran generally gives you more room to spread out than a small single-hull boat, and the front bean bags mentioned by several people are a useful detail. If you like to watch the water, feel the breeze, and claim a comfortable spot for the ride, that forward lounging area may become your favorite seat.
The group size is another real advantage. With a maximum of 12 people, the crew can keep an eye on the bar, food, safety, customs timing, and questions without the day feeling like a mass excursion. It is still a shared trip, not a private charter, so you will be spending the day with other people. But the smaller setting gives you a better chance to chat with the crew and fellow passengers.
The mood appears to be relaxed rather than rowdy. The open bar makes it easy to turn the crossing into a party if the group wants that, but the smaller boat and the long beach stop also suit people looking for a calm day on the water. One important distinction: this is not presented as a dedicated children’s party boat, and the overall tone is more easygoing than loud.
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Leaving Red Hook at 7:45 a.m.
The meeting point is American Yacht Harbor on Smith Bay Road in Red Hook, St. Thomas. The listed start time is 7:45 a.m., and the activity returns to the same meeting point.
That early start is useful because Jost Van Dyke is across an international border, not just around the corner. You need time for the crossing, customs, the Great Harbor visit, and the long afternoon at White Bay. I would treat the departure time as firm and build in extra time to reach Red Hook, since missing a shared boat departure can ruin an expensive day.
The published duration is approximately eight hours, while the trip description also calls it a nine-hour excursion. In practical terms, plan on a full day from early morning into the late afternoon. The exact time on the water can depend on sailing conditions, customs procedures, and the day’s operation.
Breakfast is described as light and continental. That is enough to get the day started, but it is not a full restaurant meal. The open bar includes unlimited mimosas and other alcoholic drinks, so pace yourself during the morning crossing. The day is long, and White Bay is more enjoyable when you still have energy for it.
Sailing across the Northern Cays

The route takes you from St. Thomas toward Jost Van Dyke through the Northern Cays of the US Virgin Islands. This is where the experience earns its name. You are not simply being driven to a beach. You are watching the islands change from the deck of a sailing catamaran.
The crossing is also a good time to settle into the boat. You can have breakfast, use the open bar, take in the views, and ask the crew about the area. Names associated with the operation include Captain Carlie, Robin, Kenny, Suzanna, Ken, Suzanne, Rachael, Sierra, Brandon, Danny, and Sammie. Crew assignments may vary, but the repeated praise for hosts being attentive, organized, informative, and fun is a good sign for the overall service style.
The crew also appears to add local context rather than simply handling the boat and drinks. That can make a difference on a day built around several islands and an international border. You will get more from the scenery when someone helps connect the places you are seeing with the route and the local setting.
There is no promise that every crossing will be smooth. This is an outdoor activity, and the weather can affect the trip. The operator requires good weather and offers another date or a full refund if poor conditions force a cancellation. That protection applies to an operator cancellation, not to a change of heart on your side.
Great Harbor and the hour at Foxy’s Bar

The first stop is Great Harbor on Jost Van Dyke, home to Foxy’s Bar. You have about 1 hour and 30 minutes here, which gives you time to step ashore and get a feel for the town rather than only seeing the beach from a boat.
Great Harbor is described as having a sandy Main Street, a detail that tells you what kind of place this is. Expect a compact, informal stop rather than a polished resort district. You can look around Foxy’s, perhaps meet Foxy himself, try some Fire Water Rum, and browse for a souvenir at the boutique.
This stop adds character to the day. White Bay is about sand, swimming, music, and drinks. Great Harbor gives you a little more contact with the local community and the island’s famous bar culture. I like the contrast, especially since the visit is long enough to do more than walk off the boat, take one photo, and leave.
The main limitation is time. An hour and a half goes quickly if you want to explore, shop, have a drink, and find a bite to eat. The excursion does not list a meal at Foxy’s as included, so you should think of this as a short shore visit rather than a full dining stop. Breakfast is included earlier, and White Bay has food options, but additional purchases are your responsibility.
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White Bay and the Soggy Dollar Bar

After Great Harbor, the boat sails to White Bay for the longest stop of the day. You get about three hours at the beach and the Soggy Dollar Bar.
This is the part most people will picture when they imagine Jost Van Dyke: white sand, warm water, and an easy beach afternoon. The Soggy Dollar Bar is the main draw, and the name comes from the tradition of arriving by water and paying with wet currency. You should expect a popular beach setting, not a deserted stretch of coast.
Three hours is a useful amount of time. You can get settled on the sand, order a drink, swim, and still have a little room to simply do nothing. The included snorkeling equipment gives you another option if conditions and the location make it suitable. Since the description does not promise a guided snorkel stop, consider the gear a chance to use the water on your own rather than a formal snorkeling lesson.
The bar and food purchases at White Bay are not listed as part of the included package. The boat’s open bar covers drinks aboard the catamaran, but you should bring money for anything you want to buy ashore. The required customs fee is specifically cash, and carrying some extra US dollars is sensible for the island stops.
White Bay can also be the busiest and most commercial-feeling part of the day. That is not a flaw if you want a famous beach and a well-known bar. If your dream is a quiet, empty island, this trip is aimed at the wrong kind of beach experience. Its strength is access, atmosphere, and a generous block of time at one of Jost Van Dyke’s signature spots.
What $375 really covers

At $375 per person, this is an expensive excursion. The fare includes the catamaran trip, breakfast, unlimited mimosas, an open boat bar, snorkeling equipment, the Great Harbor stop, and several hours at White Bay. It also includes the convenience of arranging the international boat outing through one operator instead of handling the route and border process yourself.
The fare makes more sense if you value the boat as much as the destination. You are paying for a full day on the water, a small shared group, crew service, drinks, food at the start, equipment, and access to two well-known Jost Van Dyke stops. Someone who only wants to sit on White Bay may find the cost hard to justify. Someone who wants the crossing, the sailing atmosphere, and a comfortable way to see Jost Van Dyke may consider it fair.
The required $85 government customs fee changes the calculation. This is charged per person and is not included in the advertised price. Add it before comparing this trip with other boat excursions, and bring the fee in cash as instructed.
I would also remember that the open bar is valuable only if you plan to use it. If you do not drink alcohol, the price may feel especially high because unlimited mimosas and the boat bar are a major part of the package. If you do drink, pace yourself and enjoy the sailing rather than treating the first hour as a race.
Who will enjoy this day most

I would recommend this trip to you if you want a polished island day with a small group, a friendly crew, and a clear plan. It suits couples, families with older children, and friends who want both sightseeing and beach time without booking a private boat.
It is also a good fit if Jost Van Dyke is a priority during your St. Thomas stay. The trip gives you two stops, a passport stamp, and a substantial amount of time at White Bay. You do not have to choose between a famous beach and a look at Great Harbor.
The trip may not suit you if you dislike early starts, shared excursions, open-water crossings, or border formalities. You also need to be comfortable carrying the required cash fee and keeping track of your passport.
Most travelers can participate, and service animals are allowed. The activity is near public transportation, but the information provided does not list hotel pickup. Plan on making your own way to American Yacht Harbor in Red Hook.
Passports, customs, and other details to handle

This is an international excursion into the British Virgin Islands. Every passenger needs a valid passport. A passport card or another document is not specified, so follow the operator’s exact instructions before departure.
The $85 government customs fee is required for each person and must be paid in cash. This is the most important practical detail after the passport requirement. Forgetting either one could prevent you from taking part.
A mobile ticket is accepted, and confirmation is received at booking. The tour returns to the original meeting point at American Yacht Harbor.
The excursion has a maximum of 12 people, but it is not private. You share the boat with other people, and the day’s social feel will depend partly on the group. That shared format is part of how the price remains below a private charter, though the total cost is still substantial.
The experience is non-refundable and cannot be changed for any reason if you cancel or request an amendment. If the operator cancels because of poor weather or because the minimum number of people is not reached, you are offered another date or experience, or a full refund. Keep that rule in mind before booking far ahead.
Is the Stormy Pirates sail worth booking?
I would book this if you want a small-group sailing day built around Jost Van Dyke, not just a quick ride to a beach. The combination of a scenic crossing, breakfast, open bar, Great Harbor, Foxy’s Bar, snorkeling equipment, and three hours at White Bay gives you a full and varied day.
I would hesitate if $460 per person after the customs fee feels too high, if you want a private boat, or if your plans are likely to change. The value is strongest for someone who will use the boat experience, enjoy the included drinks, and make good use of both island stops.
Bring your passport, $85 in cash per person, and realistic expectations about the weather and the shared format. If those details work for you, this is a well-planned way to turn a St. Thomas holiday into an international day on the water.
FAQ
Where does the catamaran sail from?
The tour begins and ends at American Yacht Harbor, 84GX+24H, Smith Bay Road, Red Hook, St. Thomas, USVI.
What time does the tour start?
The listed start time is 7:45 a.m. The activity returns to the same meeting point.
Do I need a passport?
Yes. This is an international excursion to the British Virgin Islands, and every passenger must have a valid passport.
How much are the customs fees?
Government customs fees are $85 per person. The fee is not included in the tour price and must be paid in cash.
What is included in the price?
The fare includes breakfast, unlimited mimosas, an open boat bar, and snorkeling equipment. The visit to Great Harbor and the beach stop at White Bay are also part of the excursion.
Is this a private boat trip?
No. It is a shared trip with other people, with a maximum of 12 passengers.
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