WHY SAIL WITH US?

  1. PERFECT LOCATION: We operate out of Herrington Harbour North, a scenic and well-kept area having been named one of the Best Overall Marinas located right on the Chesapeake Bay! Only 25 min. from the Washington D.C Beltway
  2. PREMIUM YACHTS: We have brand new VIKO Yachts used for our courses. Come learn to sail on new yacht
  3. PROFESSIONAL CAPTAINS: Our instructors have over 8+ years of sailing and offshore cruising experience, but they are award winning instructors. Learn from some of the best Captains on the Chesapeake Bay and let us help you fulfill your sailing goals.


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Beginner Sailing Courses

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Intermediate Sailing Courses

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Advanced Sailing Courses


Sailing Courses in Tracy's Landing, Maryland

Featured Courses

Beginner Course  - Try Sail Session

2 Hour Session

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Intermediate Course - ASA 103/104 Combo

5 Day Course, includes 1 overnight stay aboard.


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Advanced Course - ASA 106

3-Day liveaboard course covering Advanced Cruising & Seamanship

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About Us


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!


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See What Other Sailors Have To Say!


“Simply the best! Drove over 3 hours from home to take the ASA101 and 103 courses based on the reputation The Sailing Academy has built. Both Captain Angie and Captain Phin are such good coaches and teachers. So patient and made it so enjoyable to learn. I will be back!"


Surinder

via Google Reviews

“Last fall we looked around Annapolis for a sailing school. We toured two nice clubs in Annapolis and then stopped at The Sailing Academy on the way home. Even though it was a rainy day, we had a great conversation with the staff and desided to take ASA 101 with them. We had a fantastic experience and learned a ton. A couple of months later we took the ASA 103 and again had an excellent experience and became more confident. Last month we went with The Sailing Academy crew for a week long flotilla in the Bahamas and we are totally hooked on sailing. The Sailing Academy also has a club with 5 boats that will let us get out on the water and explore the Chesapeake all summer long. If you want to get into sailing, this is one of the best values around and a great group of people to spend time with.."


via Google Reviews

“Over the top fabulous!!! I took 101, 103 & 104 traveling all the way from Long Island, NY down to Deale!!  I learned soooooo much and had soooooo much fun!  Captain Angie is the bomb!!! I fell madly in love with the Chesapeake and will be back for more very soon.  37 thumbs up!!! Not just two!! :-)"


Ms. J Rooney

via Google Reviews

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