Jost Van Dyke is the most laid-back, party-friendly island in the British Virgin Islands. This sailing catamaran trip from Tortola mixes easy sailing, snorkelling and the archipelago’s most photographed beaches.
Typical itinerary
- White Bay: white sand and the Soggy Dollar Bar, birthplace of the Painkiller cocktail.
- Sandy Spit or Sandy Cay: a sandy islet with palm trees, perfect for swimming and photos.
- Reef snorkelling (Green Cay or Little Jost, depending on conditions).
- Optional: the Bubbly Pool, a natural jacuzzi between rocks, in the right sea state.
Who it is for
Couples, families and groups who want a taste of sailing without a full week aboard. No experience needed: the crew does everything.
What to bring
- Swimwear, towel and reef-safe sunscreen.
- Cash or card for the beach bar.
- Passport if departing from St. Thomas (USVI): customs apply.
Best time
December to May, with steady trade winds. The route adapts to the day’s wind and swell.
Good to know
The Soggy Dollar Bar got its name because sailors swam ashore and paid with wet bills: there is no dock at White Bay. Keep your cash in a dry bag and enjoy a Painkiller with your toes in the sand. Groups are kept small to make the most of each stop.
Included
- Sailing catamaran with captain and crew
- Lunch on board
- Soft drinks and rum punch
- Snorkel gear
FAQs
Do I need a passport?
Not from Tortola; yes from St. Thomas, as you cross into British territory.
Is beach bar food included?
Lunch is on board; drinks at the Soggy Dollar are extra.
Will I get seasick?
Catamarans are very stable; if you are sensitive, take your usual precautions.







