“You Make the Memories, We’ll Make the Arrangements”

Virgin Islands Sailboat Charters is a special treat for those who like to feel the wind in the face and the salt spray. Since there are a limited number of crewed monohull sailboats for charter, availability can be limited.

In addition, the Virgin Islands are some of the most popular destinations in the Caribbean to charter a sailboat. This comes with good reason! The Virgin Islands is full of natural beauty, historical significance, and welcoming people who want to make your vacation unforgettable. Whether you want to cruise around the islands or visit specific places, options are available to suit your needs. The bottom line is Virgin Islands sailboat charters are an experience of a lifetime. While some charters take place on smaller yachts with one or two crew members. Others have as many as ten crew members on larger yachts (though it’s not ideal); bigger isn’t always better. Below is the most important regarding how to charter a sailboat going to this paradise!

Benefits of Virgin Islands Sailboat Charters

Embark on a Virgin Islands sailboat charter for relaxation and pure bliss! With the wind in your hair and the sun kissing your skin, you’ll relish the incredible benefits that await.

  • You have the freedom to island-hop at your leisure
  • Discovering hidden coves and secluded spots that few have experienced.
  • You’re the captain of your own journey. You get a personalized itinerary that caters to your needs.
  • As you drop anchor, you’ll be greeted by the sight of pristine beaches, teeming with colorful marine life and vibrant coral reefs just begging to be explored.
  • And let’s not forget the chance to immerse yourself in the unique cultures of the British and U.S. Virgin Islands.

Each island offers its own distinct flavor and charm. So, soak up the sun, and unwind in paradise.

How can I find a charter company? | Virgin Islands sailboat charters

Experience: there’s no adequate substitute., as part of CKIM group, has over 20 years in the yacht charter industry. Additionally, we take pride in the many credentials we carry, including but not limited to; IYBA and CYBA.

We are quite certainly no “fly-by-night” company. Therefore, you can trust us to deliver an experience to cherish for a lifetime. Furthermore, please feel free to visit our team page for more info on us and start getting to know who we are.

$34,000 - $44,000 /wk
  • 3 Cabins
  • 92.00 Ft Sail
  • Built: 1978
Scuba  Scuba Diving On Board
$10,700 - $18,500 /wk
  • 3 Cabins
  • 70.00 Ft Sail
  • Built: 1983
$11,100 - $15,500 /wk
  • 3 Cabins
  • 50.00 Ft Sail
  • Built: 1997
Scuba  Scuba Diving On Board

Where can you Charter?

The two premier Virgin Islands yacht charter areas are the U.S. Virgin Islands and the British Virgin Islands. Most US Virgin Islands sailboat charters start from St. Thomas, visiting the surrounding places, especially St. John. For the adventurous, a sail to St. Croix can be rewarding with four to five hours of the open sea crossing.

Here are some of the top destinations in USVI you can reach by sailboat:

St. Thomas

Explore the vibrant capital of Charlotte Amalie, soak up the sun on the pristine shores of Magens Bay, and discover the untouched beauty of nearby St. John.

St. John

Visit the stunning Virgin Islands National Park, home to beautiful beaches like Trunk Bay and Cinnamon Bay, as well as scenic hiking trails.

St. Croix

Immerse yourself in the charming town of Christiansted, wander the historic streets, and venture to the Buck Island Reef National Monument, a renowned snorkeling and diving spot.

For the British Virgin Islands, we recommend starting from Tortola or Scrub Island and ending at either Island or Virgin Gorda. Many of our clients enjoy staying at a resort or villa before or after their charter.

Here are some of the top destinations in BVI you can reach by sailboat:


Explore the bustling capital of Road Town, indulge in the lively atmosphere of Cane Garden Bay, and marvel at the unique rock formations of The Baths in Virgin Gorda.

Virgin Gorda

Discover the enchanting beauty of The Baths, where giant granite boulders create hidden grottoes and crystal-clear pools. Don’t miss the idyllic North Sound and the serene island of Anegada.

Jost Van Dyke

Dive into the carefree ambiance of White Bay, known for its pristine beach and legendary beach bars like Soggy Dollar and Foxy’s. Explore Great Harbour and indulge in local cuisine.

It takes multiple trips to the BVI to experience all these countries have to offer.

Check out one of our most recommended boat charter LA PALAPA when sailing to the Virgin Islands.

Contact us at 1-321-777-1707 or complete this form to discuss your vacation plans.