St. Thomas, in the heart of the U.S. Virgin Islands, is the perfect place to begin your sailing adventure. With turquoise waters and hidden coves, sailboat rentals are the best way to explore this Caribbean gem. From relaxation to adventure, St. Thomas sailboat rentals give you the freedom to shape your trip.
Kai is a 72-foot Wellington yacht with major upgrades to its engine, air conditioning, galley, and solar systems. She has three en‑suite cabins for up to six guests, making her perfect for couples or families. Kai sails from Yacht Haven Grande in the U.S. Virgin Islands and welcomes guests with a friendly dog named Sam on board.
Sailing on one of the few monohulls in the USVI was unforgettable. Justin and Maddie gave my wife and teens the perfect mix of adventure and relaxation. If you’re dreaming of classic sailing with amazing meals and island exploration, this is the way to do it.
Conrad
Serena is a 63-foot Beneteau yacht with three queen cabins for six guests. She offers cozy rooms and shaded lounges. Moreover, a friendly crew makes her ideal for families or friends seeking both adventure and relaxation. Serena sails from Red Hook, St. Thomas, to the BVI and Leeward Islands.
Yacht Serena was the perfect escape. Captain Hugh and Vivi made us feel at home with amazing meals, cocktails, and unforgettable island stops. We left relaxed, entertained, and eager to return.
Sarah & Reza
Antillean is a 50-foot Beneteau yacht named after the Lesser Antilles. She has three private cabins for six guests and a shaded cockpit for relaxing at anchor. With her classic sailing style and warm atmosphere, Antillean is a wonderful choice for exploring the Virgin Islands. Guest pets are also welcome aboard.
Matthias and Amber made our Virgin Islands trip unforgettable. Their local knowledge, tailored adventures, and Amber’s fresh seafood created the perfect sailing experience. For the true BVI vibe, trust Matthias—he grew up here.
Alicia
A sailboat (monohull) offers the classic sailing experience. Its one‑hull design provides a cozy, stable ride, perfect for lovers of traditional sailing. Whether you’re looking for relaxation, adventure, or a mix of both, today’s sailboats deliver. They combine traditional sailing charm with modern amenities for the perfect experience.
Guests can relax in well‑appointed cabins or enjoy shaded lounge areas while taking in the views. Furthermore, sailboats come with snorkel gear, paddleboards, and kayaks to explore above and below the sea.
Dining onboard is another highlight. Chefs prepare fresh seafood and serve cocktails at sunset, tailoring meals to create memorable moments.
At BVISAIL, we specialize in crewed yacht rentals across the Caribbean and beyond. For your St. Thomas sailing adventure, we make it simple with three rental options:
| Crewed Yacht Rentals | Relax and enjoy while the captain and crew handle sailing, meals, and service. |
| Captain‑Only Yacht Rentals | Sail with a professional skipper’s guidance while you manage daily routines. |
| Bareboat Yacht Rentals | Ideal for experienced sailors who want full control and freedom on the water. |
St. Thomas is a lively sailing hub and the perfect starting point for exploring the Caribbean. BVISAIL offers a wide selection of sailboats with all‑inclusive packages. We also help you find the right boat and itinerary, perfect for relaxation, adventure, or a mix of both.
From St. Thomas, you can:
Sailboat rental prices in St. Thomas vary by season, boat size, and charter type. Weeklong rentals typically range from $15,000 to $25,000 all‑inclusive, covering crew services, meals, a ship’s bar, and water toys. Captain-only boat rentals are more affordable, starting at $12,000.
Yes, many sailboat rentals include both. However, you’ll need a passport and may pay customs fees when entering the BVI.
Most sailboats offer Wi‑Fi, but coverage can be limited.
Crews have extensive experience working with families.
Most yacht rentals last 5–7 days, but shorter or longer trips can be arranged.
Most sailboat rentals depart from marinas near Charlotte Amalie or Red Hook. In addition, BVISAIL can arrange taxis and transfers from the airport.
On crewed yacht charters, the crew provides meals but welcomes special requests.
Fishing is possible with the right permits.
Standard tips range from 15–20% of the charter fee.
Space is limited, so pack light. Moreover, soft bags are easier to store than hard suitcases.
Absolutely! Crews tailor routes to your interests—beaches, snorkeling, nightlife, or quiet coves.
St. Thomas is more than just a tropical escape — it’s a true sailor’s paradise. Flexible rentals, beautiful routes, and great onboard experiences make your charter as you choose. So, book your St. Thomas sailboat rental now and let the Caribbean winds carry you into lasting memories.
Looking for more yachts in St. Thomas? Try crewed catamaran charters.
Contact us at 1-321-777-1707 or complete this form to discuss your vacation plans.
