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



TripAdvisor Logo

TripAdvisor® Traveler Reviews

TripAdvisor Reviews
TripAdvisor Traveler Rating Based on 81 reviews
TripAdvisor Reviews
October 21, 2019
What a weekend. Study the fundamentals and take it to the water. John Cosby manages the school and assembled a super team of instructors. Digital shout out to Gary, John and Tom they know their...
TripAdvisor Reviews
October 7, 2019
I had great experience taking ASA 101, 103 and 104. Good instructors, lots of sailing time, well structured and organized classes. I'm signing up for 105 next.
TripAdvisor Reviews
September 4, 2019
Sean F
The staff at Annapolis Sailing School was fantastic! I sail regularly in Chicago and wanted to go sailing in Annapolis while visiting my girlfriend’s family. The rental process was very easy, staff...