The following is simply a proposed itinerary. Not all destinations are guaranteed depending on timing, sea conditions, and weather. We depart from American Yacht Harbor on St. Thomas at 8:00 AM, or we will pick up guests staying on St. John in Cruz Bay at 8:00 AM.

All guests will need to clear customs on the West End of Tortola in the British Virgin Islands.

(Extended Day Option Only) Start your adventure at Devil’s Bay, a calm, picture-perfect beach surrounded by massive granite boulders. From there, you’ll make your way into The Baths, where you'll climb, duck, and squeeze through giant rock formations that feel like nature’s jungle gym. It’s an easygoing mix of fun and adventure, with glowing tidal pools and shady caves along the way. After the trek, kick back at a beach bar nearby, grab a cold drink, and soak up the views. It’s the kind of stop that reminds you why you came to the islands in the first place.

Next up is Norman Island—a spot packed with pirate legends and seriously good views. Grab lunch at Pirates Bight, a laid-back beach bar where the food’s great and the water’s just steps away. Afterward, snorkel around The Indians, one of the BVI’s top underwater sites, where coral towers and tropical fish put on a show. And if you're feeling bold, head over to the Willy T—a floating bar with plenty of character and the option to leap off the top deck straight into the Caribbean. It’s a little wild, a lot of fun, and one of the most unforgettable parts of the day.

From there, it’s off to Jost Van Dyke, one of the most beloved islands in the BVIs—and for good reason. Kick things off at Foxy’s, the legendary beach bar where the drinks are strong, the vibe is lively, and there’s always something happening. Then cruise over to White Bay, home of the Soggy Dollar Bar and the original Painkiller cocktail. You’ll hop off the boat and wade ashore, drink in hand, living the island dream. If you’re after something quieter, we’ll swing by Sandy Spit—a tiny, perfect patch of sand and sea that feels like your own private island. Jost is all about beach bars, barefoot vibes, and soaking up every last bit of paradise.

Just off Jost Van Dyke, this tiny uninhabited island is nothing more than soft white sand, a few scruffy palms, and clear turquoise water in every direction. It’s the perfect spot to swim ashore, snap a few epic photos, and feel like you’ve landed on your own private slice of paradise.

Foxy’s Tamarind Bar isn’t just a beach bar—it’s a Jost Van Dyke institution. Founded by the legendary Foxy Callwood under a tamarind tree, it’s been welcoming sailors and island hoppers for over 50 years with cold drinks, live music, and Foxy’s unforgettable stories. His dedication to the island’s culture and tourism even earned him an MBE from Queen Elizabeth II. Stop by for a cocktail and you’ll quickly see why this place is a cornerstone of BVI history.

Welcome to the Soggy Dollar Bar, birthplace of the legendary Painkiller cocktail. Since the 1970s, this tropical blend of dark rum, coconut cream, pineapple, orange juice, and a dash of fresh nutmeg has been the drink of choice for barefoot beachgoers. The name? It comes from the soggy bills of thirsty swimmers who waded in from their boats at White Bay—no dock, just good vibes and great drinks. With its laid-back charm and iconic cocktails, Soggy Dollar is a must-stop for anyone cruising the BVIs.Select 12 more words to run Humanizer.

Guests will clear customs back into the United States in Cruz Bay on St. John. Guests staying on St. John will remain there and guests on St. Thomas will head back to the island.