We are working to serve our students and club members during the 2020 sailing season. Life has changed for all of us with the recent COVID-19 pandemic. We are not canceling our courses unless absolutely necessary to comply with Maryland restrictions. We will allow affected students to reschedule courses for a later date or have funds returned via a Sailing Academy Gift Card. Gift cards may be used at any time in the future. We are not able to issue cash refunds. Please bear with us as news and policies concerning the pandemic are changing daily. We will keep our students informed as our course dates may need to be adjusted.

We are working to keep sailing a safe outdoor activity in these times. Small class sizes and regular disinfecting of equipment are a priority. Thank you for your continued patience and support!

About Us


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The Sailing Academy is the closest sailing school on the Chesapeake Bay to the Washington DC Beltway. Sailing instruction focuses on teaching family and friends to cruise on sailboats. Learn to sail in a fun, friendly atmosphere!


See What Other Sailors Have To Say!

man learning how to sail in Tracy's Landing, MD

The patience and professionalism of the staff was noteworthy. Captain Roger invited us to participate as much as we felt comfortable accommodating for each individual with respect. The training is invaluable!

– Facebook, Angela Wohlfarth

Had a great morning on a Family Sail with Captain Jeff. DH grew up sailing, while I am a newbie and my 7-year-old had never been on a sailboat before. Super patient, and a wonderful time! Highly recommend!

– Facebook, Marybeth Steil
man and woman sailing on Chesapeake Bay

We had the best time learning to sail! It was our first time sailing and feel like we learned so much! We couldn’t have asked for a better experience! We are definitely planning on returning to get certified!

– Facebook, Rebecca Hansen
two men learning how to sail

We had a great experience in Sailing Basics with Captain Mark Schwenk who is very patient, professional, very knowledgable, and super great at reinforcing and practicing techniques. A++ Highly recommend. We plan to return to complete our ASA 101 and other certifications at The Sailing Academy. Many thanks!

– Facebook, Young Central Station

As an ASA instructor who teaches at the Academy I am a little biased, but I find the family nature and easy going instruction that Captain Jeff promotes to be an excellent way to learn all aspects and levels of sailing. Good boats, great Captains and right in the heart of the sailing capital of the world...The Chesapeake Bay.

– Facebook, Mark Schwenk