The Ultimate Virgin Islands Yacht Vacation Awaits
The U.S. Virgin Islands (U.S.V.I.) and the British Virgin Islands (BVI) are the two most popular charter destinations in the Caribbean mainly known for a vibrant yacht charter industry. The USVI consists of three main islands—St. Thomas, St. John, and St. Croix—each offering its own unique charms. The USVI boasts crystal-clear turquoise waters, pristine white-sand beaches, and a variety of anchorages and marinas, making it an ideal playground for yacht charter vacations.
On the other hand, the British Virgin Islands (BVI) are a breathtaking archipelago consisting of over 60 islands and islets, providing an enchanting experience for yacht charterers, known for it’s beach bars. The BVI is widely considered the sailing capital of the Caribbean, offering consistent trade winds, protected anchorages, and excellent navigational conditions. The islands are renowned for their unspoiled natural beauty, including iconic destinations such as The Baths, Virgin Gorda, and the world-famous Jost Van Dyke. Yacht chartering in the USVI & BVI offers opportunities for snorkeling in vibrant coral reefs, exploring secluded coves, and enjoying the warm hospitality of the local islanders.
The proximity of the USVI and the BVI makes it possible for charterers to easily explore both regions, maximizing their Caribbean adventure. Whether seeking adventure, relaxation, or a mix of both, the USVI and the BVI are idyllic destinations for charter guests, offering a seamless blend of natural beauty, tropical serenity, and nautical exploration.
We invite you to experience the USVI’s and BVI’s on a customized crewed charter with Charter Smarter!
Discover Your Journey
7-Day USVI & BVI Sample Itinerary
- Day 1 – Welcome Aboard
Welcome aboard in St. Thomas and sail to Maho Bay, St. John for lunch, beach time, sea turtles, snorkeling, and sunset dinner onboard.
- Day 2 – Norman Island
Hike the Annaberg Ruins, clear customs at Soper’s Hole, then sail to Norman Island for The Caves, Willy T, or a quiet night at Privateer Bay.
- Day 3 – Cooper Island & Wreck of the Rhone
Snorkel The Indians, visit the RMS Rhone wreck off Salt Island, then unwind at Cooper Island Beach Club in Manchioneel Bay.
- Day 4 – The Baths, Virgin Gorda
Visit The Baths to explore massive boulders, tunnels, caves, and pools before snorkeling around Marina Cay or Scrub Island.
- Day 5 – North Sound, Virgin Gorda
Sail to North Sound with a snorkel stop at The Dogs, then enjoy Leverick Bay, Saba Rock, watersports, shopping, dining, and island views.
- Day 6 – Anegada (Optional Bitter End)
If conditions are right, sail to Anegada for beach bars, Loblolly Bay, Cow Wreck, wildlife, Horseshoe Reef, conch island, and lobster dinner.
- Day 7 – White Bay, Jost Van Dyke
Sail to Jost Van Dyke with a snorkel stop at Monkey Point, then visit Foxy’s, Soggy Dollar, Hendo’s Hideout, and White Bay.
7-Day BVI Sample Itinerary
- Day 1 – Welcome Aboard
Settle onto your yacht in Tortola, enjoy welcome drinks, then sail to The Bight at Norman Island for lunch, snorkeling at The Caves, and Willy T or Pirates Bight.
- Day 2 – Cooper Island
Snorkel The Indians, visit the RMS Rhone wreck off Salt Island, then moor in Manchioneel Bay for beach time, Cooper Island Beach Club, or a BBQ onboard.
- Day 3 – The Baths, Virgin Gorda
Sail early to The Baths to explore boulder tunnels, caves, and pools, then cruise back across the channel to Marina Cay or Scrub Island for a calm evening.
- Day 4 – North Sound, Virgin Gorda
Sail to North Sound with a snorkel stop at The Dogs, then enjoy Leverick Bay, Saba Rock, watersports, shopping, dining, and classic Virgin Gorda views.
- Day 5 – Anegada (Optional Bitter End)
If conditions are right, sail to Anegada for beach bars, Loblolly Bay, Cow Wreck, wildlife, Horseshoe Reef, conch island, and a famous lobster dinner.
- Day 6 – Sandy Cay & Little Jost Van Dyke
Enjoy a downwind sail to Sandy Cay for lunch and a swim ashore, then hike to the Bubbly Pool before happy hour near Little Jost Van Dyke.
- Day 7 – White Bay & Great Harbour, Jost Van Dyke
Cruise to White Bay for Soggy Dollar, Hendo’s Hideout, hammocks, swimming, and beach time, then head to Great Harbour for Foxy’s and a final island night.
5-Day BVI Sample Itinerary
- Day 1 – Welcome Aboard
Welcome aboard in Tortola and sail to The Bight at Norman Island for lunch, snorkeling at The Caves, and sunset fun at Willy T.
- Day 2 – Cooper Island & Wreck of the Rhone
Snorkel The Indians, visit the RMS Rhone wreck off Salt Island, then unwind at Cooper Island Beach Club in Manchioneel Bay.
- Day 3 – The Baths, Virgin Gorda
Visit The Baths to explore giant boulders, tunnels, caves, and pools before snorkeling around Marina Cay or Scrub Island.
- Day 4 – Sandy Cay & Jost Van Dyke
Sail along Tortola’s North Shore to Sandy Cay, swim ashore, then hike to the Bubbly Pools and enjoy happy hour near Little Jost.
- Day 5 – White Bay & Great Harbour
Cruise to White Bay for Soggy Dollar, Hendo’s Hideout, hammocks, swimming, and beach time, then head to Foxy’s in Great Harbour.
7-Day USVI Sample Itinerary
- Day 1 – Maho Bay, St. John
Welcome aboard at Yacht Haven Grande, enjoy a safety briefing and cruise to Maho Bay for beach time, snorkeling with turtles, water toys, and a sunset dinner onboard.
- Day 2 – Waterlemon Cay, Northeast St. John
Start with a peaceful breakfast and yoga, then snorkel Waterlemon Cay, hike to the Annaberg Ruins, enjoy island rum, and dine under the stars.
- Day 3 – Lameshur Bay, Southeast St. John
After a morning hike, sail to Lime Out floating taco bar for lunch, then relax in secluded Lameshur Bay with paddle boards before cocktails and chef dinner onboard.
- Day 4 – Water Island
Sail west to Buck Island for snorkeling with turtles, then cruise to Honeymoon Beach at Water Island for beach bar vibes before sunset cocktails and dinner.
- Day 5 – Brewers Bay, Southwest St. Thomas
Anchor at Brewers Bay to swim with dolphins and turtles, enjoy subwing and float time, then relax with golden-hour sundowners and a starlit gourmet dinner.
- Day 6 – Magens Bay, Northwest St. Thomas
Visit world-famous Magens Bay for beach time and water toys, enjoy ceviche and rum punches, and end the day with a sunset beach walk and lively evening onboard.
- Day 7 – Christmas Cove
Spend your last full day soaking in island music at Christmas Cove, enjoy lunch at the famous floating pizzeria Pizza Pi, then end with a memorable surf-and-turf dinner and final celebration onboard.
5-Day USVI Sample Itinerary
- Day 1 – Buck Island & Christmas Cove
Board in St. Thomas and enjoy welcome drinks before snorkeling at Buck Island, then head to Christmas Cove for paddleboarding, watersports, and a sunset dinner under the stars.
- Day 2 – Maho Bay & Waterlemon Cay
Cruise to Maho Bay to swim with sea turtles and visit Maho Crossroads beach bar, then explore the reefs at Waterlemon Cay with an optional hike to the Annaberg Sugar Plantation ruins.
- Day 3 – Lime Out & Lameshur Bay
Sail to St. John’s south side for floating tacos at Lime Out, then relax in peaceful Lameshur Bay with snorkeling, paddleboarding, and a luau-style dinner at sunset.
- Day 4 – Caneel Bay & Cruz Bay
Go for a morning hike to the St. John Petroglyphs, then enjoy beach-hopping around Caneel Bay before heading to Cruz Bay for shopping, drinks, and sunset views at the Windmill Bar.
- Day 5 – Water Island & Brewer’s Bay
Sip cocktails on secluded Water Island, then cruise to Brewer’s Bay to swim with sea turtles and rays before a golden-hour toast and farewell dinner.
The Premier Location For Caribbean Yacht Vacations
The British Virgin Islands are often called the “Sailing Capital of the World,” and for good reason. With steady trade winds, line-of-sight navigation, and calm, turquoise waters dotted with more than 50 lush islands and cays, it’s the ultimate playground for yacht lovers. Each stop feels like a discovery—whether you’re swimming in the natural baths of Virgin Gorda, sipping Painkillers at the legendary Soggy Dollar Bar on Jost Van Dyke, or anchoring off Norman Island for a sunset that feels straight out of a dream. The BVI offers a rare mix of untouched beauty and effortless adventure, perfect for both seasoned sailors and first-time charter guests.
What makes the BVI truly special is its seamless blend of luxury and laid-back charm. The islands are home to some of the Caribbean’s finest marinas, beach clubs, and resorts, yet they retain an authentic, unspoiled vibe that’s hard to find anywhere else. Short distances between anchorages make for easy, flexible itineraries where you can snorkel reefs in the morning, island-hop by midday, and enjoy a gourmet dinner aboard your yacht by nightfall. From its world-class sailing conditions to its warm, welcoming culture, the British Virgin Islands set the gold standard for yacht vacations in the Caribbean.
Exclusive Offers Await
Unlock unparalleled experiences with our curated specials, designed to elevate your yacht charter journey.
Discover limited-time discounts on select yachts and itineraries. From festive holiday rates to off-season promotions, these offers are crafted to provide you with luxury experiences at exceptional value.
Secure your dream vacation with our layaway program. Enjoy the flexibility of spreading payments over time, ensuring your vacation is planned with ease and financial comfort.
Join our VIP Rewards Program and enjoy perks like discounted rates on future charters, personalized services, and special gifts. Your loyalty is rewarded with every voyage!