Annapolis Sailing School

Annapolis Sailing School 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)!

06/05/2026

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.

05/19/2026

Catching those classic summer vibes aboard a trusty Rainbow 24 sailboat as we cruise right past the historic Thomas Point Shoal Lighthouse. There is truly no better place to learn to sail.

05/15/2026

Bembe Beach, the best front row seat to the hottest show in town.

05/11/2026

Refresh your sailing skills or build on what you know. The Annapolis Sailing School offers ASA 101, 102, 103, and 104. Sign up today, Bareboat Cruising made easy. https://www.annapolissailing.com/courses/

05/09/2026

The Annapolis Sailing School has a fleet of Rainbow 24s, each named after a wind or a cloud.

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

Telephone

+14102677205

Website

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