Two Worlds, One Journey
The Best of Both the BVI
Combine the freedom of a luxury yacht charter with the comfort of world-class island stays. Sail through the British Virgin Islands, dropping anchor in hidden bays and deserted beaches, then transition seamlessly to handpicked resorts and private villas for the ultimate Caribbean escape.
Part One
Sail the Islands
Explore hidden bays, snorkel vibrant reefs, and enjoy fully crewed luxury living aboard your private yacht. Wake at anchor in a new paradise each morning — Norman Island, Anegada, Jost Van Dyke, the Baths — with no fixed schedule and no crowds.
- Private fully crewed yacht
- Custom itinerary — your pace, your choice
- Chef-prepared meals at every anchorage
- Water toys: paddleboards, kayaks, snorkel gear
Part Two
Stay in Style
Transition seamlessly from yacht to land. Your handpicked resort or private villa awaits — spa treatments, beachfront dining, and the luxury of space after days at anchor. A perfect counterpoint to life on the water.
- Handpicked resorts and private villas
- Spa, pool, and fine dining on arrival
- Seamless transfer from yacht to property
- Concierge-level support throughout
On the Water
Luxury Yachts
On the Land
Luxury Accommodation
What Awaits
The Experience
Day by Day
Sample Itinerary
Day 1 – 3
Embark & Explore Norman Island, Peter Island, & Cooper Island
Begin your journey at Village Cay Marina in Road Town before sailing across the Sir Francis Drake Channel to Norman Island — the legendary inspiration for Treasure Island. Snorkel The Indians and The Caves, hike island trails, and enjoy sunset drinks at Pirates Bight or the iconic Willy T. Continue on to Peter Island for secluded beaches, calm anchorages, and scenic coastal walks before sailing past Salt Island to explore the famous RMS Rhone wreck. End your opening days at Cooper Island with reef snorkeling, rum tastings, beachfront dining, and laid-back island charm.
Day 4 – 5
Virgin Gorda & Anegada
Sail east to Virgin Gorda and explore the world-famous Baths, where giant granite boulders create hidden pools, caves, and white-sand passages leading to Devil’s Bay. Continue north into the protected North Sound for waterfront dining, watersports, and spectacular sunsets before crossing the Anegada Passage to the BVI’s only coral island. Discover Loblolly Bay, Cow Wreck Beach, vibrant flamingos, and some of the Caribbean’s freshest lobster served beachside.
Day 6
Jost Van Dyke — White Bay
Enjoy a beautiful downwind sail to Jost Van Dyke, stopping at Sandy Spit or Green Cay for crystal-clear swimming and postcard-perfect scenery. Spend the afternoon exploring White Bay, hiking to the Bubbly Pool, and experiencing the island’s legendary beach bars, including the famous Soggy Dollar Bar and Foxy’s.
Day 7 – 9
Transition to Land — Your Chosen Stay
Disembark and transfer to Rosewood Little Dix Bay, Scrub Island Resort, or your private villa. Spa treatments, curated dinners, pool days, and the knowledge that the sea is always just beyond the terrace.
This is a sample only. Every Sail & Stay itinerary is designed around your group, your interests, and your ideal pace.
Ready to Begin?
Create Your Perfect Escape
We'll design a seamless Sail & Stay experience tailored entirely to you — from your first flight to your final sundowner.