Learn to Sail on the Chesapeake

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No matter your level of sailing experience, if you feel the pull of the open water, Cruise Annapolis, a member of Waypoints®, can turn your dreams into real experiences. From first-timers, to amateurs, to experienced sailors looking to improve their ability, we offer a full spectrum of ASA courses.

Private or group instruction options are available, and all courses are taught by a certified ASA instructor. We can meet your individual needs with a custom schedule for any length of time. All courses are taught onboard our Jeanneau sailing yachts or Fountaine Pajot catamarans.

During your sailing instruction, the captain will work with you on any skills you are interested in learning at a pace you are comfortable with, with the goal of making you comfortable cruising as a skipper on your own.

Contact us today to schedule your sailing instruction.

We encourage you to consider Travel Insurance to protect your investment.

Learning to sail
Learning to sail

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