Annapolis Sailing School

Annapolis Sailing School

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Annapolis Sailing School was founded in 1959 and remains committed to teaching sailing the Annapolis Way - seriously fun and relaxing.

We have options for people of every age (youth and adult) and skill level (novice sailor to advanced certified cruiser)!

06/18/2026

The ability to reduce sail area quickly, coupled with when to do so, is a fundamental safety procedure on any boat. The truth is, weather reports can be inaccurate or not consulted at all. It’s a beautiful day and that’s all some need to go on. But one of the fun things about sailing is the surprise the weather. For the skilled and knowledgeable, it’s an adjustment. For everyone else it can be, at the least, upsetting and at the worst, tragic. Let’s get you in the club of the former.

06/18/2026

06/14/2026

Back Creek in the summertime is a sailor's delight and an unforgettable Annapolis experience.

06/09/2026

The Roomba energy is strong today. Watching these ancient armored tanks do their spin-and-scoot at Bembe Beach. If you see one of these harmless, ancient creatures stuck upside down, give them a gentle flip by the sides of their shell to help them get back to their business!

06/08/2026

This could be you. Learn to sail and come out!

06/05/2026

ASA Sailing Courses, changing lives one sail at a time, sign up now and see where the wind takes you.

05/30/2026

“Join the KeelBoat Club for access to the best beach in Annapolis.” Wanna get away? Bembe Beach, home of The Annapolis Sailing School.

05/29/2026

Rainbow KeelBoats are all named after winds, clouds, and weather.

05/26/2026

There is no better place to be becalmed than Bembe Beach at The Annapolis Sailing School. When Mother Nature gives us a windless day, we adjust our sails, fire up the paddleboards, or simply relax on the docks.

05/21/2026

Comment below if you have run aground here. The green day markers 1E and G3 show the channel boundary at the mouth of Back Creek, beyond which it is shallow enough to stand waist-deep.

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Location

Telephone

Address


7001 Bembe Beach Road
Annapolis, MD
21403

Opening Hours

Monday 9am - 4:30pm
Tuesday 9am - 4:30pm
Wednesday 9am - 4:30pm
Thursday 9am - 4:30pm
Friday 9am - 4:30pm