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Sailing Charters in the Virgin Islands

Overnight Multiday Sailing Charters

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About Our Overnight Sailing Adventures

Calling all couples, vacationing honeymooners, and retirees. Come on a custom sailing adventure with us! We will treat you like family! We offer private sailing charters for 2 custom tailored to your preferences. You will have your own stateroom with a private head for your stay. Come on down and relax, we will do all the work!

The Virgin Islands are considered one of the finest sailing grounds in the world. We have sunny skies, beautiful scenery, lovely anchorages and short passages between islands. Chartering a crewed sailboat is a fabulous way to get out and explore the islands, see some wildlife and go on an adventure! Your crew will sail the boat, care for the vessel, cook meals that suit your taste and serve as your personal guide to the islands. You have the option of rest and relaxation or you can party island style at one of the many beach bars.

Other Activities Available While Sailing

Scuba Diving
Walk on private beaches
Relaxing and Sun Tanning
Visiting ancient ruins
Paddle Boarding
Shopping at ports of call
Eating, drinking and being merry!!


We offer an all inclusive package for $850 per night. This price includes your captain and crew, boarding, all snacks and meals, an open bar, fuel, moorings and we provide all of your snorkeling equipment and training. For trips into the British Virgin Islands we need at least 3 nights and you will need to bring cash for customs and BVI taxes. Scuba diving is extra and can be arranged with a rendezvous dive boat.


If you had a good time and feel that the crew did an excellent job on your charter, gratuity is never expected, but always appreciated. Customary gratuity is 15-20% of the charter cost.
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