SailTime Annapolis

Your Boat is Ready When You Are

Welcome to SailTime Annapolis!


Give the Gift of Sailing this Holiday Season. New electronic Gift Certificates are now available!
Book online now!

Annapolis – “America’s Sailing Capital” on the Chesapeake Bay – the largest estuary in North America – one of the greatest sailing and cruising areas in the world.

You have seen the boats sailing near Annapolis, perhaps while strolling the city docks near the historic downtown and the US Naval Academy.  Maybe you have dreamed of taking the helm and sailing under the Bay Bridge… or sitting in the cockpit with a beverage while anchored somewhere nestled in a cove along the thousands of miles of shoreline.

Are You Ready To Turn The Dream Into Reality?

SailTime members sail new boats that are safe, clean, and easy to operate.

Located at Horn Point Harbor Marina at the mouth of Back Creek, SailTime Annapolis offers you the ability to spend time on the water with friends and family, with easy online scheduling, and without the expense or obligations of private boat ownership.

SailTime Annapolis is an award-winning ASA School.

Beneteau 22sAs 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.

SailTime Members receive a 10% discount on all ASA certification courses!


Become a SailTime Annapolis member!


Experience new yachts, easy online scheduling, and customer focus.

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.

Thanks for visiting and hope to see you soon! 


SailTime Celebrates New Year with Addition of Miami’s Denison Yachts to Their Fleet

February 7th, 2018

Fractional boat membership leader also adds franchise to Navy Point  in Toronto, Canada, increasing their international footprint. (February 2018) – SailTime, the world’s leading fractional boat membership program, with bases around the United States, Canada and Australia, today announced the…

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