Annapolis Sailing School

Annapolis Sailing Students on the Water Photo
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.


Box 3334
Annapolis MD 21403
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Local Phone:
US Toll Free:
  • ADA Accessible
Rated 5 by ClassyHo

October 11, 2020


The Complete Sailor with ASA 101 Certification

Amazing location and a great group of people and boats. I had an excellent week during my ASA 101 Complete Sailor program. Thumbs up to Phil, Art, and Tom! I would recommend the Complete Sailor...

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Rated 5 by MarylandGuy9387423

September 22, 2020


Very good classes, great well kept boats.

Very good classes, great well kept boats. the teachers were super friendly a knowledgeable. the location is very pretty and easy to get out to open water.

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Rated 5 by headedoutforawhile

September 18, 2020


Exceeded expectations

Well run, flexible instruction (depending on the wind!) and top rate instructors. Very good school with hands on, fun learning environment that maintains attention to detail and content.

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TripAdvisor Traveller Rating

Rated  based on 90 reviews
based on 90 Reviews
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