Annapolis
Your Boat is Ready When You Are
Sail All Season Long For an Easy Monthly Fee
Please use the tabs at the top of the page to learn more about SailTime Annapolis, and be sure to visit our fleet page. Fill out the Request Information page and to find out why SailTime Annapolis is the smart and easy way to sail the Chesapeake Bay.
SailTime is an ASA Awarded Sailing School
As an American Sailing Association (ASA) affiliate, SailTime Annapolis’ Sailing School offers the very best in quality on-water sailing education. Increase your knowledge and improve your skills with one of our highly qualified US Coast Guard licensed instructor/captains. We offer a full range of ASA certifications from basic keelboat to advanced coastal cruising and more. We specialize in teaching safe and effective docking techniques to ease stress when going in and out of the slip. Visit us and learn why we received the prestigious ASA Outstanding School Award.
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Weekdays: 8am - 6pm
Weekends: 8am - 6pm
News & Updates

5 Surprise Benefits of a SailTime Boston Membership
SailTime offers new boats, lots of opportunities to get on the water, great locations, scheduling flexibility, and more… but membership can be even better than what it looks like on paper.

Want to learn how to sail? We’ve got the tips you need to get started
Winter is finally over, and the weather is perfect to smell the fresh breeze and go sailing with friends and family. Or better yet, learn how to sail and take control of the helm!

Essential Boating Industry Tips for Beginners
Sailing is a beautiful pastime that provides you with sun, fun, and loads of memories. Unfortunately, it’s also a hobby