Captained Charters

Virgin Islands Sailing Academy

If you own a sailboat in the Virgin Islands or if you plan to charter a sailboat in the Virgin Islands, and you would like to have a knowledgable captain on board to guide you to the best destinations, and teach you and your party how to sail to ASA standards for 7-9 days, hiring one of our captains will allow you to have a carefree time away from it all while learning to sail to exotic locations in the Virgin Islands.

Each of our captains is a USCG licensed captain and ASA certified sailing instructor who has worked in the Virgin Islands for many years and knows all the best places. You can read the bios of our captains by visiting the Instructor page of our website.

Destinations in the Virgin Islands include Saint Thomas, Saint John, St. Croix, Jost van Dyke, Tortola, Anegada, Virgin Gorda, Vieques and Culebra in the Spanish Virgin Islands, and more.

You can work with us to design the trip of your dreams. Captained charters are of interest to families, newlyweds, small groups of friends, small corporate groups, and others.

Our captain's are knowledgable in sailing Catamarans and Monohull sailboats of all sizes and we can certify to all levels from ASA101 Basic Keelboat to ASA108 Ocean Passage.

Prices are as follows:

Fee for Captain- $599/day with seven day minimum. This includes the cost of the captain traveling to and from your boat or charter vessel, ASA textbooks, tests, certification fees, and ASA student registration fees.

Captain will eat off the boat all nights for dinner at captain's expense. Captain will eat all breakfasts and lunches on board from ship's provisions.

Captain will stay on board all nights so space for the captain must be provided by the boat owner or charterer.
All customs fees are to boat owner or charterer.

Visit the Course description page to see description of classes that are available.

Contact Captain Mike today to discuss availability and create the custom cruise of your dreams.
Please contact to learn more and start planning your exciting trip today.
Captained Charters with or without ASA Certified Sailing Instruction
Sopers Hole on West End, Tortolla, BVI
Cane Garden Bay, Tortolla, BVI
Sunset at Cane Garden Bay, Tortolla, BVI
Sailing in Pillsbury Sound between
    St. Thomas and St. John, USVI
Coral Heads at Loblolly Bay, Anegada, BVI
Captain Mike enjoying the pristine beach at Loblolly Bay, Anegada, BVI
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Virgin Islands Location, Classes, and Prices
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Our Teaching Vessel
Schedule and
How to Sign Up?
Common Questions
Captained Charters
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Captain In You Sailing Schools, Inc.