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My Caribbean Charters

Sail & Stay BVI: Yacht & Villa Experiences

Plan a BVI Yacht & Villa Vacation

Sail & Stay BVI: Exclusive Yacht & Villa Packages

Welcome to our curated collection of premier yachts and villas participating in the Sail & Stay BVI program. This unique experience combines the luxury of sailing through the breathtaking British Virgin Islands with the comfort and charm of island villa accommodations.  

Explore our handpicked selection of crewed yachts and exclusive villas designed to provide the ultimate Caribbean getaway. Whether you’re looking to sail between secluded coves aboard a private yacht or relax in a luxurious villa overlooking turquoise waters, we offer seamless packages tailored to your preferences.  

Browse our showcased yachts and villas below to start planning your dream vacation. Each package offers a harmonious blend of sea and land adventures, perfect for families, couples, and groups seeking a bespoke holiday experience in the Caribbean.  

Combine a Private Yacht Charter with a BVI Villa

Choose from BVI villas and private yacht charters, then let My Caribbean Charters coordinate a personalized sea-and-shore itinerary for your group.

BVI Sail and Stay yacht and villa vacation

Sail & Stay Experience in the BVI

Explore the very best of the British Virgin Islands with our carefully crafted Sail & Stay BVI package! Designed for those who want to experience the perfect blend of luxury sailing and serene island living, this package lets you immerse yourself in all the beauty and adventure the BVI has to offer.  

Start your journey with four nights aboard a luxury catamaran, sailing to iconic destinations like:  

  • Norman Island: Dine at Pirates Bight Restaurant and enjoy a lively evening at the famous Willy T floating bar.  
  • The Indians and The Caves: Snorkel these legendary spots for an unforgettable National Geographic moment.  
  • Anegada: Explore its long beaches, distinctive low-lying landscape and relaxed island atmosphere, with dining ashore depending on your itinerary.  
  • North Sound: Visit the world-renowned Bitter End Yacht Club and Saba Rock for diverse menus, entertainment, and stunning views.  
  • Jost Van Dyke: Experience the lively vibes of the Soggy Dollar Bar, dance under the stars at Foxy’s, and unwind at Tamarind Bar.  

After your sailing adventure, spend three relaxing days in a luxury villa on Tortola or Virgin Gorda. With private pools, breathtaking views, and serene surroundings, our villas are perfect for recharging after your BVI escapades. 

Sail & Stay can be tailored for families, couples and groups who want to experience both the BVI from the water and the privacy of a villa ashore. Yacht, villa, itinerary and transfer arrangements are coordinated around your selected dates and preferences.  

Planning your dates and budget? Explore the best time to charter a yacht in the BVI and our guide to BVI yacht charter costs, then let My Caribbean Charters coordinate your yacht and villa stay.

How BVI Sail & Stay Works

A Sail & Stay itinerary combines time aboard a private yacht with time ashore in a BVI villa. The number of yacht and villa nights can be tailored around availability, travel dates, group size and budget.

A popular example is four nights aboard a private catamaran followed by three nights in a villa, but this is a sample rather than a fixed package. We can also reverse the order, adjust the number of nights, and recommend yacht and villa combinations that fit your group.

Browse our managed BVI yachts, explore our BVI villas, and use our BVI yacht charter guide to start planning.

BVI Sail and Stay yacht and villa vacation

Why Combine a Yacht Charter with a BVI Villa

After your sailing adventure, spend three relaxing days in a luxury villa on Tortola or Virgin Gorda. With private pools, breathtaking views, and serene surroundings, our villas are perfect for recharging after your BVI escapades. 

Sail & Stay can be tailored for families, couples and groups who want to experience both the BVI from the water and the privacy of a villa ashore. Yacht, villa, itinerary and transfer arrangements are coordinated around your selected dates and preferences.  

Planning your dates and budget? Explore the best time to charter a yacht in the BVI and our guide to BVI yacht charter costs, then let My Caribbean Charters coordinate your yacht and villa stay.

Sample BVI Sail & Stay Itinerary

Sample itinerary: Your route can be tailored to your dates, yacht and villa availability, weather, sea conditions and personal preferences.

British Virgin Islands Sail and Stay itinerary

Day 1

Begin your BVI Sail & Stay experience at Soper’s Hole Marina, where you will meet your yacht and crew. After a welcome and safety briefing, cruise toward Norman Island for your first anchorage. Enjoy a swim or snorkel before settling into island time, with dinner aboard or ashore depending on your charter style and preferences.

Day 2

After breakfast, cruise toward Virgin Gorda and the North Sound, one of the BVI’s signature yachting areas. Spend the day swimming, exploring by tender or relaxing aboard. Depending on your itinerary, you may also enjoy time ashore at Bitter End Yacht Club or Saba Rock.

Day 3

Set sail for Anegada, the BVI’s distinctive low-lying coral island. Explore its quiet beaches, look for flamingos and enjoy the relaxed island atmosphere. Snorkeling, a local island tour and an Anegada lobster dinner can be arranged according to guest preferences, weather and availability.

Day 4

Continue to Jost Van Dyke for a day of beautiful beaches and classic BVI island culture. Spend time at White Bay, enjoy the laid-back beach bars, or explore Great Harbour. Your crew can tailor the day around swimming, watersports, dining ashore and the atmosphere your group prefers.

Day 5

Enjoy your final morning aboard as the yacht returns toward Soper’s Hole. After disembarkation, transfer to your selected BVI villa and settle into the land portion of your stay. Unpack, relax by the pool and enjoy the privacy and comfort of your island home.

Day 6

Spend the day exploring Tortola at your own pace. Cane Garden Bay is an easy choice for swimming, beach time and casual dining, while your MCC itinerary can also include other beaches, restaurants and island experiences according to your interests.

Day 7

Make the most of your final full day in the BVI with a relaxed visit to Smuggler’s Cove or another favorite Tortola beach. Keep the day unhurried, enjoy the water and return to your villa for a final evening overlooking the islands.

Day 8

Enjoy a final morning at the villa before check-out. Your departure transfer can be coordinated to the appropriate ferry terminal or airport based on your onward travel arrangements.

A More Flexible Way to Experience the BVI

Choose Your BVI Yacht & Villa

Featured BVI Yachts

Plan Your BVI Sail & Stay Experience

Dear Valued Client, Please note that the information contained in this document is solely for informational purposes and is not contractual in nature. The descriptions and specifications for the yacht and corresponding villa packages are given in good faith, but they are subject to change without prior notice. The yacht inventory, specifications, and charter prices may change at any time, and the bookings will be valid only after we have received your deposit payment. A combination of villa and yacht package is subject to availability. Please be advised that Christmas and New Year’s weeks are not available for this package. We encourage you to seek advice from our knowledgeable team to ensure that you have all the necessary information about the villa and yacht combination package. Our team is available to answer any questions and provide any guidance needed to facilitate your selection process.  Thank you for your interest in our villa and yacht combination package, and we look forward to serving you. Sincerely,  My Caribbean Charters Team

Caribbean yacht charter vacation

Your BVI Yacht & Villa Escape, Personally Planned

Tell us how you would like to experience the BVI. Our charter team will help coordinate yacht and villa options around your dates, group and preferences.

Request Your BVI Sail & Stay Proposal