SailTime Annapolis

Your Boat is Ready When You Are

Welcome to SailTime Annapolis!


Are You Ready To Turn The Dream Into Reality?

Stop Dreaming and Click Here to Request More Information

SailTime members sail  all season long for an easy  monthly feeSkipper aboard a SailTime Annapolis boat

Experience all the Chesapeake Bay and Annapolis has to offer with the newest fleet on the bay. Spend the day, spend the night or sail for the whole weekend. As a SailTime member, you have a boat ready to sail when you are. Your membership fee includes dockage, maintenance, and even fuel. You simply open the SailTime mobile app “EMBARK,” Tap and Go Sailing. You can book up to a year in advance.

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

ASA boating lessons in Annapolis using Beneteau 22'sAs 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.



Located in Eastport – Annapolis 

Thomas Point Shoal Lighthouse - Chesapeake Bay

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 & secure online scheduling, and without the expense or obligations of private boat ownership.

Thanks for visiting and hope to see you soon! 


jeanneau sailboats fleet boat show sailtime

Can a Boat be a Tax Deduction?

October 23rd, 2018

If you have been to a boat show recently, you have, without a doubt, heard dealers and brokers talking about the “tax advantages available for boat ownership.” You probably have heard terms such as IRS Section 179 or IRS Section 162 thrown…

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