Why Jost Van Dyke Is the Ultimate Caribbean Beach Bar Island

You step off the boat and your toes are in the sand in seconds. Music is floating out of the bar. Someone hands you a Painkiller. And just like that, you’ve arrived. This not a beach bar. This is the beach bar. This is White Bay. This is Jost Van Dyke. In the pantheon of Caribbean beach towns, no place captures the barefoot, rum-soaked, sandy-footed joy of island life quite like Jost Van Dyke in the British Virgin Islands.

This tiny island — just three square miles — packs more punch than destinations ten times its size. It’s where legendary beach bars were born, where the music plays late, and where the sand is the dance floor. And where the island’s rebirth has been complete for years now.

This is where you’ll find the Soggy Dollar Bar, the place that perfected the Painkiller and made famous the art of day drinking in the sand. There’s no dock — you swim ashore, the cash in your bathing suit getting wet — (that’s, of course, how the bar got its name), and settle into the kind of vibe that feels like it’s been happening forever. This is dinghy country, after all. 

Next door? Hendo’s Hideout, a sleeker, dark-wood destination with swing chairs, Caribbean fusion cuisine, and an elevated take on the Jost experience — without losing that toes-in-the-sand energy

Next Door in Great Harbour

And then there’s Foxy’s, tucked into Great Harbour, a few minutes around the bend. It’s the island’s most famous institution — part beach shack, part party central, part cultural icon. On New Year’s Eve, it’s the center of the Caribbean universe. On any other day, it’s the perfect place to talk rum and listen to Foxy’s own wisdom. And, of course, try the Firewater.

This is a beach bar pilgrimage — and you’re already halfway to enlightenment

Where to Stay on Jost Van Dyke

You don’t just drink here. You stay. You sink in. While most visitors to Jost leave before the sun sets, the hospitality scene on this island has actually never been better, with three top-flight place to stay and immerse yourself into this unrivaled beach bar ecosystem. 

For space and comfort, White Bay Villas offers stunning hillside retreats with sweeping views of the bay — perfect for waking up just above the action but still close enough to walk to the sand. Even better? The villas (18 in total) also have their own dedicated beach club. The rates are good, too. A sample “seaside cottage” villa will run you about $399 per night in the summer. 

Right on the beach? The Hideout is the island’s chicest new boutique escape, with sleek, modern villas and private plunge pools — a luxurious contrast to the laid-back island vibe outside your door. It’s part of the Hendo’s umbrella, and that’s what makes it even cooler. Rooms (with plunge pools) starting at $897. 

And then there’s Sandcastle Hotel, a place that feels like the heart of White Bay. It’s rustic, timeless, and just a few barefoot steps from the Painkillers. It’s not fancy. That’s the point. You’re here.

Getting to Jost Is Half the Fun

Most travelers arrive via ferry (about $30 per person) or charter boat (the Moorings is still the best) from Tortola or St. Thomas. And that’s part of the magic: the anticipation builds with every wave. You pull into White Bay and the whole island opens up before you. It doesn’t take long to find the rhythm.

This is a place where time stretches. Where sunsets melt into slow dinners and late-night stories. Where you don’t remember the last time you wore shoes — or cared.