Captain Your Course

Learn to sail the Annapolis Way

Book Courses
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Adult Sailing LessonsWe Teach You How

Teach Me ASA Certification
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Youth Sailing LessonsWe Teach Your Kids How

Teach My Kid
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Join Keelboat ClubBe a Social Sailor

Let's Connect
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Rent a SailboatYou Can Borrow Ours

Hand Me The Lines
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Evening Sailboat ChartersWe are the Perfect Host

The Sunset Awaits
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Powerboat SpecialFeel the Need for Speed

Let's Motor

Which Course is Right For Me?

That's Me

I want to be able to operate a vessel I already own or intend to buy.

That's Me

I intend on renting or chartering sailboats in the future.

That's Me

I want to explore the art of sailing and looking for a great experience.

That's Me

I'm looking to learn at my own pace with personalized private instruction.

Annapolis Sailing Experience

Sailing is an Experience to be Enjoyed Over a Lifetime

We provide a community at the Annapolis Sailing School for your ongoing growth and enjoyment. We offer day boat rentals, Keelboat Club, KidShip Sailing, Annapolis Powerboat School, Annapolis Water Experiences with stand-up paddle boarding, and events at our beautiful location on Bembe Beach.

About Us Upcoming Events

From The Logbook

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First Day of Kidship 2018February 28, 2018

Summer fun starts June 11. Sign up for any week of Kidship to get your kids into the sport of sailing where they can build a skill while having the time of their lives.Classes are available for… Read More

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Learn to Sail Weekend Promo CodeMarch 20, 2018

Learn to sail during our Learn to Sail Weekend April 27-29 and earn your ASA 101 Basic Keelboat Certification. Save $150 on our Basic Sailor Certified Accelerated class when you book for this weekend!(USE PROMO CODE: Learn-to-sail)Basic… Read More

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Welcome to our new website!April 8, 2018

After a couple of months of planning, we are delighted to announce the launch of our new website.We hope you like the fresh new look to the website and the improved navigation that will allow you to… Read More

Read All Logs

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