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St. John to Jost Van Dyke Day Trip by Boat: The Ultimate Island-Hopping Adventure 🌴

  • Writer: Captain Sara
    Captain Sara
  • Oct 16
  • 4 min read
White Bay beach view with Hendo’s Hideout sign, palm trees, and anchored boats during a Blue Water Charters St. John to Jost Van Dyke private charter.
Your spot in the sun (and shade) awaits at Hendo’s Hideout on White Bay.

If you’re dreaming of the ultimate island-hopping adventure in the Virgin Islands, a day trip from St. John to Jost Van Dyke checks every box – stunning beaches, legendary beach bars, and that laid-back Caribbean magic you can only find by boat.


Jost Van Dyke might be small, but it’s packed with fun, flavor, and some of the most famous watering holes in the world. And when you go with a private boat charter from St. John, you’ll get to see more than just White Bay – you’ll explore hidden gems, enjoy the freedom to linger where you love most, and soak up paradise at your own pace.


Let’s take a look at what a perfect day on Jost Van Dyke can look like.

 

First Stop: Great Harbour – Customs, Breakfast & Island Vibes

On your St. John to Jost Van Dyke day trip by boat with Blue Water Charters, your first stop is Great Harbour. Once customs and immigration give us the go-ahead, it’s time to stretch your legs and grab breakfast island-style.


A short stroll from the dock brings you to Tipsy Shark, home to what might just be the best breakfast in the Virgin Islands. Their Johnny Breakfast is legendary – hearty, flavorful, and exactly what you need to fuel up for a day of fun in the sun.


Before hopping back on board, swing by Foxy’s to sip a cocktail and shop for some island souvenirs or wander over to Corsairs for a famous Voodoo Punch and some fun photo ops with the crew.

Johnny breakfast at Tipsy Shark on Jost Van Dyke - a must-try stop on a Blue Water Charters St. John to Jost Van Dyke day trip.
Fueling up for the perfect Jost Van Dyke adventure with the famous Johnny breakfast and a little island indulgence.

 

Next Stop: Sandy Spit – Tiny Island, Huge Vibes

From Great Harbour, it’s a quick cruise over to Sandy Spit, one of the most photographed spots in the BVI. This tiny, untouched island looks like it was pulled straight from a postcard – a soft white-sand beach surrounded by crystal-clear water that begs for a swim.


Drop anchor, swim up with a drink, and just float, relax, and let the island life sink in. It’s peaceful, remote, and absolutely breathtaking – the kind of moment that makes you realize this is why you came to the Virgin Islands.

Idyllic Sandy Spit surrounded by the Caribbean Sea, part of a Blue Water Charters Jost Van Dyke day trip itinerary.
Postcard-perfect Sandy Spit – where the sand is soft, the water sparkles, and time stands still.

 

Lunch Stop: Foxy’s Taboo & The Jost Van Dyke Sign

Next up, we’ll cruise over to the quieter east end of the island to Foxy’s Taboo. Before lunch, snap a photo in front of the “Jost Van Dyke” sign – think Hollywood sign meets tropical paradise – a must-have for your vacation album.


Then sit down for a delicious lunch at Foxy’s Taboo, where you’ll find fresh seafood, icy cocktails, and that signature Jost Van Dyke hospitality. If there’s a North swell, this is also the perfect time to make a quick detour to the Bubbly Pool, a natural sea jacuzzi where waves rush through rock formations to create fizzy fun.

Jost Van Dyke island mural sign with vibrant island-themed artwork, part of a Blue Water Charters BVI day trip itinerary.
Capture the spirit of the island with the iconic Jost Van Dyke sign.

 

Afternoon Fun: White Bay & the World-Famous Soggy Dollar Bar

No trip to Jost Van Dyke would be complete without a stop at White Bay, home to the world-famous Soggy Dollar Bar. Swim ashore for one of their famous Painkillers, shop the stellar gift shop, and say hello to your friends back home via the Soggy Dollar live webcam – proof you’re living the dream!


From there, feel free to bar hop along the beach – check out Hendo’s Hideout, Gertrude’s, and Coco Loco’s, each offering their own brand of island charm. Lounge in the beach chairs, wade in the shallows, or dance barefoot in the sand – this is pure Caribbean bliss.

Two empty chairs with Soggy Dollar Painkillers overlooking White Bay on a Blue Water Charters day trip.
Two chairs, a beach view, and a Painkiller waiting – paradise is calling.

 

Optional Stop: Bee Line Bar on Little Jost

If you’re looking for something off the beaten path, we can make a quick stop at the Bee Line Bar on Little Jost Van Dyke. It’s laid-back, friendly, and offers a true local feel – perfect for those who want to experience the Virgin Islands beyond the usual tourist trail.

Hidden island bar Bee Line on Little Jost Van Dyke, captured on a Blue Water Charters private boat tour.
Off the beaten path, on a tiny island, sipping paradise at Bee Line.

 

Why Choose a Private Charter?

While the ferry drops you at Great Harbour, getting around means relying on taxis and hoping one is available. With a private St. John to Jost Van Dyke day trip by boat, you can explore all of Jost Van Dyke’s best spots on your own schedule – from White Bay and Foxy’s Taboo to hidden gems like Sandy Spit and the Bee Line Bar. You decide how long to stay at each stop, linger where you love, skip what you don’t, and enjoy the island at your own pace. Want to stay longer at Sandy Spit or savor an extra cocktail at Foxy’s Taboo? No problem. With a private BVI charter, this is your day, your adventure, your way.

 

Book Your Jost Van Dyke Day Trip

Ready to experience the ultimate St. John to Jost Van Dyke boat day?


Join us for a full-day BVI boat tour packed with sunshine, snorkeling, great food, and even better company. Whether it’s your first visit or your tenth, Jost Van Dyke never disappoints – and with Blue Water Charters, you’ll experience it the best way possible: by boat.


 

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