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Jost Van Dyke: Sandy Spit & Soggy Dollar Painkiller Sail

Sail to the legendary Soggy Dollar Bar — birthplace of the Painkiller cocktail — then anchor off pristine Sandy Spit for snorkelling and a swim. Pure Caribbean bucket-list magic on a six-hour private charter.

What to expect

Your day begins at Road Town dock, where you board a sleek powerboat or catamaran and skim across the Sir Francis Drake Channel toward Jost Van Dyke. At Sandy Spit you drop anchor in crystal-clear turquoise water for snorkelling and a proper Caribbean swim. The afternoon is spent at the world-famous Soggy Dollar Bar — cash your first Painkiller rum cocktail by swimming ashore just as sailors have done for decades. The return journey offers open-water views of the BVI's outer islands as the sun begins its descent.

Book it with
Chillout Charters BVI
From USD $228 per person (private charter pricing available on request)
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Good to know

Tour duration is approximately 6 hours — confirm your all-aboard time and allow a 30-minute buffer. Book directly with Chillout Charters BVI and request the cruise-ship departure time package. Bring reef-safe sunscreen, a dry bag, and cash (USD) for the Soggy Dollar.

Sail there

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