Annapolis Sailing School

Box 3334, Annapolis, MD 21403 Get Directions 
Phone: 410-267-7205
Toll Free: 800-638-9192

Anne Arundel

Central Maryland
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.
Reservations required. Call for schedule.
ADA Accessible



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TripAdvisor® Traveler Reviews

TripAdvisor Reviews
TripAdvisor Traveler Rating Based on 75 reviews
TripAdvisor Reviews
July 6, 2019
My husband and I took the 2-hour TrySail introduction lesson. John, our instructor was fun and informative. There was one other couple with us and we all got ample chances to try different parts of...
TripAdvisor Reviews
July 2, 2019
Matt C
Capt. Natalie took me and my son out for the 2 hour trisail and we had a ball. She had us on the tiller, tacking and describing many different parts of the sailboats operating parts. A true hands on...
TripAdvisor Reviews
June 23, 2019
Kitty H
this was a birthday gift for my daughter. it was her first time sailing, something she always wanted to learn to do. It was a great experience, and a wonderful time.