Annapolis Sailing School

Box 3334, Annapolis, MD 21403 Get Directions
Phone: 410-267-7205
Toll Free: 800-638-9192
Annapolis Sailing Students on the Water
Learn to sail on the historic Chesapeake Bay with America's first sailing school. Children's and power boat instruction also available.



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TripAdvisor® Traveler Reviews

TripAdvisor Reviews
TripAdvisor Traveler Rating Based on 67 reviews
TripAdvisor Reviews
August 10, 2018
I could not recommend the sailing school enough. It was the perfect blend of classroom knowledge and practical sailing. Really felt like it was perfectly targeted to fit my needs.
TripAdvisor Reviews
July 1, 2018
I had an awesome week @ the Annapolis Sailing School. I took the 101 Basic Keelboat Class and then 2 more days immediately following for the "Beyond the Basics". I passed the ASA certification and...
TripAdvisor Reviews
June 29, 2018
Clarence K
We had a perfect evening on the bay with Captain John and first mate Tom. We saw Annapolis from the bay, the old vlf towers and several sailing races. Everybody was friendly and fun. Highly...