Delmarva Sailing School


Delmarva Sailing School's fun sailing classes take place on the Chesapeake Bay.

Why learn to sail at Delmarva Sailing School?
Learn to be captain of your own sailboat to American Sailing Association standards.
Delmarva Sailing School sailing classes are all taught in a live aboard approach, where the student is totally immersed into learning how to sail. Class size is kept small and is typically 3-4 students. Classes are available to fit almost anyone's schedule. During classes students typically visit locations like Annapolis, Saint Michaels, Galesville, the Magothy River, the Rhode River, Solomons Island or other destinations as they learn to sail from a patient and competent captain.
Delmarva Sailing School operates on the Chesapeake Bay from May-October. We run as Virgin Islands Sailing Academy in Saint Thomas, US Virgin Islands from December-April, with the same great sailboat and instructors. We also teach Ocean Passage Making, as we move our teaching vessel in between the Chesapeake Bay and Saint Thomas.

Delmarva Sailing School is an American Sailing Association affiliated sailing school. We teach and certify our students to ASA standards, and offer the entire series of ASA sailing classes for inland, near coastal, and ocean water, from beginner to advanced level. All of our instructors are ASA certified sailing instructors, and have their US Coast Guard captainís license, ensuring the finest instruction available. Delmarva Sailing School also certifies ASA instructors at Instructor Qualifacation Clinics.
We believe that new sailors should learn to sail on a sailboat that sails well, so all our classes are taught on a Pearson 39í cruiser/racer that allows students to learn what is possible on a sailboat that performs well, and is equipped with the latest in equipment and in superb condition.

After students learn to sail we also offer a unique flotilla program where students charter sailboats and sail together to interesting locations. Past trips have included Newport to Block Island and Martha's Vineyard, destinations on the Chesapeake Bay, and the Virgin Islands.

By choosing Delmarva Sailing School for your sailing education you can realize your dream of learning to sail. Our alumni charter sailboats in destinations all over the world, and many have purchased their own sailboat.
Location, Classes and Prices
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Virgin Islands Sailing Academy
Common Questions
Captained Charters
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Our Teaching Vessel
Practice Sailing
Schedule and How to Sign up
Video was created by a student and shows what you will learn.