St. Thomas, US Virgin Islands · 2026 Season
St. Thomas Term & Overnight Charters
Multi-day liveaboard sailing adventures departing from St. Thomas — explore the USVI and BVI at your own pace with an experienced captain and crew.
Vetted local captains · Secure operator booking
Choose your day on the water
Term & Overnight Charters from St. Thomas
4 charters available
Private USVI Overnight Catamaran, Captain Only: Intrepid (up to 4)
Kindred Spirit Charters
The ultimate vacation experience! Cruise through the Virgin Islands in style on your own private catamaran. Our crew is experienced and enthusiastic to show you the trip of a lifet
- Boat
- 46' Kindred Spirit II Leopard 46 Sailing Catamaran
- Duration
- 3-7 Nights
- Up to
- 4 guests
- Stops
- Custom itinerary
Private Overnight Catamaran, Captain Only: Kindred Spirit II (up to 6)
Kindred Spirit Charters
The ultimate vacation experience! Cruise through the US Virgin Islands in style on your own private catamaran. Our crew is experienced and enthusiastic to show you the trip of a li
- Boat
- Term Charter
- Duration
- 3-7 Nights
- Up to
- 6 guests
- Stops
- Custom itinerary
Private 3-7 Night USVI All-Inclusive Catamaran Charter
Kindred Spirit Charters
The ultimate vacation experience! Cruise through the US Virgin Islands in style on your own private catamaran. Our crew is experienced and enthusiastic to show you the trip of a li
- Boat
- Term Charter
- Duration
- 3-7 Nights
- Up to
- 6 guests
- Stops
- Custom itinerary
Private USVI Catamaran: Overnight with Captain & Chef
Kindred Spirit Charters
The ultimate vacation experience! Cruise through the Virgin Islands in style on your own private catamaran. Our crew is experienced and enthusiastic to show you the trip of a lifet
- Boat
- 46' Kindred Spirit II Leopard 46 Sailing Catamaran
- Duration
- 3-7 Nights
- Up to
- 4 guests
- Stops
- Custom itinerary
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A term or overnight charter from St. Thomas is the ultimate Virgin Islands experience. Instead of racing through highlights in a single day, you live aboard a beautiful sailing yacht and wake up each morning in a new anchorage — from the turquoise coves of St. John to the rum bars of Jost Van Dyke and the dramatic Baths of Virgin Gorda.
Whether you're booking a 2-night weekend escape or a full week-long island-hopping adventure, St. Thomas term charters include your captain, crew, meals, drinks, and all the water toys you need. It's the Caribbean the way it's meant to be experienced — unhurried, immersive, and completely personalized.
What Makes St. Thomas St. Thomas Term & Overnight Charters Special?
Liveaboard Experience
Sleep aboard a fully equipped sailing yacht — wake up to sunrise over a secluded bay with no crowds, no schedules, and no rush.
Island Hopping Freedom
Explore the entire Virgin Islands chain — from St. John's national park beaches to the BVI's iconic Soggy Dollar Bar, The Baths, and beyond.
All-Inclusive Packages
Most term charters include captain, crew, meals, drinks, snorkeling gear, paddleboards, and fishing equipment — everything you need for the perfect trip.
Flexible Duration
Choose from 2-night weekend getaways, 3–4 day midweek trips, or full 7-day adventures — your itinerary is completely customizable.
What You Need to Know
- Term charters depart from Red Hook or Charlotte Amalie, St. Thomas.
- Itineraries typically include stops in St. John, Jost Van Dyke, Tortola, Virgin Gorda, and Norman Island.
- BVI-bound trips require a valid passport and customs fees ($75–$85 per person cash).
- Most yachts accommodate 2–8 guests in private cabins with en-suite heads.
- All-inclusive packages cover captain, crew, meals, beverages, snorkel gear, and water toys.
- Captains customize the route daily based on weather, wind, and your preferences.
Pro Tips from the Locals
💡Pack light — soft-sided bags are much easier to stow aboard than hard suitcases.
💡Bring your passport if you want to visit the BVI — customs fees are paid in cash on arrival.
💡Ask your captain about fishing — many boats carry trolling gear and will cook your catch for dinner.
💡Book your term charter well in advance during peak season (December–April) — the best boats fill up fast.
💡Night sailing under the stars is unforgettable — ask your captain to plan an evening passage.
💡Seasickness is rare in the protected waters between islands, but bring remedies just in case.
Frequently Asked Questions
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Book your st. thomas term & overnight charters experience — we'll help plan the perfect day.