WHY SAIL WITH US?
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PREMIUM 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
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NEW BOATS IN THE FLEET: We have added 2 brand new VIKO S26’s that we use for our Sailing Basics and ASA101 Courses. Come learn to sail on new boats!
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AWARD WINNING INSTRUCTORS: Not only do all of our instructors have over 8+ years of sailing and offshore cruising experience, but a couple of our instructors have awarded ASA’s “Outstanding Instructor” achievement. Learn from some of the best Captains on the Chesapeake Bay and let us help you fulfill your sailing goals.
Gift cards available
Sailing Courses in Tracy's Landing, Maryland
- Most Popular!
Students learn the theory and skills needed to start sailing!
- 2 Days Duration 2 Days
- Beginner Level Beginner
Beginner Sailing Courses
Intermediate Sailing Courses
Advanced Sailing Courses
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!