Review · SAILING

Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)

5.0 · 139 reviews From $375 Operated by Stormy Pirates Boat Charters · Bookable on Viator
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Jost Van Dyke rewards an early start. This small-group catamaran trip from St. Thomas combines beautiful sailing, a new BVI passport stamp, and a long afternoon at White Bay. I especially like the 12-person limit and the generous time at the Soggy Dollar Bar. The main drawback is the price: $375 per person, plus $85 in cash customs fees.

I also like that the day feels more relaxed than a large party cruise. Crews including Kenny and Suzanna, Captain Carlie and Robin, Sierra and Brandon, and Danny and Sammie have earned warm praise for friendly service, useful local information, and careful handling of the boat. You should know, though, that this is a shared excursion, not a private charter, and the international border crossing adds paperwork and expense.

Key things to know before sailing

Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar) - Key things to know before sailing

  • Only 12 people maximum: The small group gives you more room to settle in, ask questions, and enjoy the boat without a crowd.
  • Two very different Jost Van Dyke stops: Great Harbor offers a short village visit and Foxy’s Bar, while White Bay provides about three hours on the beach.
  • Breakfast and drinks are included: You get a light continental breakfast, bottomless mimosas, and an open boat bar with alcoholic drinks.
  • Bring a valid passport and $85 cash: Every passenger needs a passport, and the government customs fee is not included in the tour price.
  • The crew is a major part of the experience: Kenny, Suzanna, Carlie, Robin, Rachel, Sierra, Brandon, Danny, and Sammie are among the crew members praised for personal, attentive service.
  • This is a full water day: Snorkeling gear is supplied, but the trip is mainly about sailing, beach time, and the easygoing rhythm of Jost Van Dyke.

From Red Hook to the British Virgin Islands

Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar) - From Red Hook to the British Virgin Islands

You meet at American Yacht Harbor in Red Hook, St. Thomas, at 7:45 a.m. That early start makes sense. The trip crosses international waters, and you want as much daylight as possible for the long sail and the two stops.

The boat heads away from St. Thomas and along the northern cays of the US Virgin Islands. This is one of the strongest parts of the day. The scenery comes in broad ocean views, small islands, rocky points, and changing shades of blue. You are not simply being transported to Jost Van Dyke. The sailing itself is a central part of the experience.

The catamaran has bean bags at the front, a detail that several crew combinations have made especially appealing. If the conditions are comfortable, that is a fine place to stretch out and watch the islands pass. You can also stay nearer the crew and bar if you prefer conversation, drinks, and the occasional bit of local information.

Breakfast is light and continental rather than a full sit-down meal. I would still eat something before arriving, especially if you tend to get hungry on the water. Breakfast, unlimited mimosas, and the open boat bar are included, which helps soften the cost of the excursion.

The catamaran carries no more than 12 people. That number matters. A small group makes the boat feel more personal, and the crew can pay attention to individual needs. It also means this trip is not designed for people seeking complete privacy. You will share the boat and the day with other paying passengers.

More Beach & Island Hopping in St Thomas

Customs adds cost, but also makes the trip feel like an international escape

Jost Van Dyke is in the British Virgin Islands, so this is an international excursion. You need a valid passport for every passenger, including children if they are coming along. You also need $85 in cash per person for government customs fees.

That fee is easy to overlook when you first see the $375 tour price. For one person, the practical total is $460 before any personal purchases at the island stops. For two people, that becomes $920. It is not a budget outing, so you should compare it with the cost of arranging a private boat or booking a simpler St. Thomas sailing day.

The customs process is part of the price of reaching a different island nation. You receive a new stamp in your passport, which adds a memorable touch for people who enjoy collecting travel marks. The crew helps manage the border process, but you still need to arrive with the correct documents and cash.

Bring your passport in a secure waterproof pouch or another protected place. That is practical advice for any boat day, though the need is especially clear here. You do not want a wet passport to become the souvenir you remember most.

Great Harbor and Foxy’s Bar, about 90 minutes ashore

Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar) - Great Harbor and Foxy’s Bar, about 90 minutes ashore

The first stop is Great Harbor on Jost Van Dyke, where Foxy’s Bar sits along the sandy main street. You have about 1 hour and 30 minutes here, with no admission charge for the stop.

Great Harbor gives you a quick look at the island’s social center. It is a compact visit, not a full afternoon of wandering. You can walk the sandy street, look through a boutique for a souvenir, and perhaps meet Foxy himself, the character associated with the famous bar.

The stop works best if you treat it as a taste of the island rather than trying to fit in too much. You have time for a drink, a little browsing, and a look around, but the schedule then moves on to White Bay. Some people may wish for more time in Great Harbor, especially if they enjoy small shops and local bars more than beach lounging.

You may also hear about Fire Water Rum during this stop. That local flavor gives the visit more personality than a generic marina stop. It is a short, informal introduction to Jost Van Dyke before the main beach portion of the day.

White Bay gives you the main event

Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar) - White Bay gives you the main event

After Great Harbor, the catamaran sails to White Bay, a beautiful white-sand beach on Jost Van Dyke. You spend about three hours here, making it the longest stop and the heart of the excursion.

The Soggy Dollar Bar is famous for its Painkiller cocktail and its beach setting. The tour description specifically centers the afternoon around the bar, so you should expect a relaxed beach visit rather than a guided sightseeing program. You can settle into the sand, enjoy the water, order something at the bar, and let the day slow down.

The name Soggy Dollar comes from the traditional practice of arriving by boat and swimming ashore with cash. You do not need to make a production of that, but the setting helps explain the bar’s character. The shore-based visit is casual, and the beach is the attraction as much as the drinks.

Three hours is a useful amount of time. You can enjoy the beach without constantly checking the clock, and you do not have to choose between swimming and sitting with a drink. Snorkeling equipment is included, so you can use it if conditions and your own interest line up.

The supplied information does not promise a private beach area, reserved chairs, or meals at White Bay. Plan around the included drinks and equipment, then bring extra money for personal purchases. Food options are available in the White Bay area, but the tour price does not list lunch as an inclusion.

Same islands, a completely different day:

The crew can shape the whole day

Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar) - The crew can shape the whole day

A catamaran trip depends heavily on its crew. The boat, route, and beach are important, but attentive hosts make the long hours on the water feel easy.

Kenny and Suzanna receive repeated praise for being warm, organized, informative, and fun. Their style appears to suit people who want service without a loud party atmosphere. One particularly useful detail is that the small shared boat can feel social while still remaining calm.

Captain Carlie and Robin are also praised as excellent hosts, with the front bean bags singled out as a comfortable place to ride. Sierra and Brandon are described as professional and personal, while Rachel is praised for local information and keeping the boat safe during a brief rainstorm.

Danny and Sammie are also recognized for attentive hosting. Since crew assignments can change, you should not book around one specific person. Instead, take the pattern as a sign of what the operator aims to provide: friendly help, local context, drinks, and steady care throughout the day.

The crew’s local information adds value to the sailing time. You are not left with only scenery and a bar. You get a better sense of the islands as you move between them, which is one reason the trip feels more complete than a simple beach transfer.

What the $375 price really buys you

Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar) - What the $375 price really buys you

At $375, this is an expensive day on the water. Add the $85 customs fee and the total becomes $460 per person. You should also allow for purchases at Foxy’s, the boutique, White Bay, or other stops.

Still, the price includes several things that can add up separately: the boat ride between St. Thomas and Jost Van Dyke, breakfast, unlimited mimosas, an open boat bar, snorkeling equipment, border assistance, and time at two well-known island locations.

The small group is the biggest value point. A 12-person limit gives you more personal space and more direct contact with the crew than a large sightseeing boat. You are paying for the full sailing day, not only for transportation.

The long White Bay stop also matters. Some island excursions rush through a beach visit before turning back. Here, the schedule gives you about three hours, which lets you enjoy the beach at a reasonable pace.

The value is weaker if you do not drink alcohol, have no interest in sailing, or mainly want a quick visit to Jost Van Dyke. In that case, a less expensive boat transfer or beach excursion may suit you better. The value is stronger if you want the boat ride, the customs stamp, the small group, and the open bar all in one day.

Who should book this catamaran day

Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar) - Who should book this catamaran day

I would recommend this trip to couples, small groups of friends, and families who enjoy being on the water and want a polished island outing. Most people can participate, and service animals are allowed. The boat is also near public transportation.

It suits you best if you like a mix of activity and downtime. You can sit on the catamaran, use snorkeling gear, walk around Great Harbor, and spend a long stretch on White Bay. It is not a tightly packed sightseeing day.

The excursion may be less suitable if you dislike early starts, border procedures, cash fees, or shared tours. It is also not private, despite the small group. The advertised duration is approximately eight hours, while the trip description calls it a nine-hour outing, so expect a full day and confirm the exact return timing when you book.

The trip requires good weather. If the operator cancels because of weather or because the minimum number of passengers is not met, you are offered another date, another experience, or a full refund. If you cancel for your own reasons, the booking is non-refundable and cannot be changed.

Should you book it?

Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar) - Should you book it?

Book this catamaran trip if you want a small-group sailing day with a real international crossing, a new passport stamp, and plenty of time at White Bay. The crew service, relaxed boat atmosphere, and long Soggy Dollar Bar stop make it more than a simple ride from St. Thomas to a beach.

Skip it if $460 before personal spending feels too high, or if you want a private boat and complete control over the schedule. For the right person, the cost buys a smooth, social day with breakfast, drinks, snorkeling gear, and two distinct tastes of Jost Van Dyke. Just bring your passport, $85 in cash, and a willingness to start early.

FAQ

Where does the catamaran tour start?

The tour starts at American Yacht Harbor, 84GX+24H, Smith Bay Road, Red Hook, St. Thomas, USVI.

What time does the tour start?

The meeting time is 7:45 a.m.

Where does the tour end?

The activity ends back at the meeting point at American Yacht Harbor.

How long is the trip?

The tour summary lists an approximate duration of eight hours, while the trip description calls it a nine-hour excursion. Plan for a full day and confirm the exact timing with the operator.

Do I need a passport?

Yes. This is an international excursion to the British Virgin Islands, and every passenger needs 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 tour price?

Breakfast, unlimited mimosas, an open boat bar with alcoholic beverages, and snorkeling equipment are included.

Is this a private boat tour?

No. This is a shared trip with other passengers, with a maximum of 12 people.

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