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.


See website for hours.


Box 3334
Annapolis, MD
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Local Phone:
US Toll Free:
  • ADA Accessible
Rated 5 by James K

October 11, 2022

James K


The weather was a perfect fall day. Light wind but that was OK. Our instructor was great! She would have set up the silboatboat (24 footer) herself but since we all wanted to learn we all helped...

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Rated 5 by jodif529

July 24, 2022


Sailing into summer camp

I have never been jealous of my kid until she got to do a week of sailing camp! She had a great time and the staff was so nice and the process very efficient. Thank you for making her summer!

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Rated 5 by 441jpd

June 01, 2022


A fantastic 3 day sailing experience-I'm still smiling!

This was an awesome adventure that combined detailed curriculum with a fun and inclusive learning experience. The Annapolis Sailing School community, location and environment is very welcoming and...

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TripAdvisor Traveller Rating

Rated  based on 104 reviews
based on 104 Reviews
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