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

Learn to Sail with us this Fall!

2018 has been a beautiful sailing season on the Chesapeake Bay, come out and join the fun. Fill out a registration form or call our office at (410) 867-7177 to register for American Sailing Association courses.

Upcoming Courses:
ASA 101          Oct.  19-21
ASA 103          Oct. 19-21

ASA103/104     Oct. 15-19

ASA 114          Nov. 7-9

Bahamas Flotilla February 2019
Hurry, Registration Deadline is Oct. 26!
Join is in the Bahamas for a week of sailing fun as we explore the islands! February 16-23, 2019 For more information see our Special Events Page

Fractional sailing      Join The Club

Sail all season on our yachts for one low fee. Our club is a great alternative to purchasing your own boat. We have a few memberships available for 2019, join now to hold your membership.

Check out our yachts 

Members may sign out a yacht_by clicking here. 

Located just 20 minutes from the Washington D.C. Beltway at beautiful Herrington Harbour North Marina, on the Chesapeake Bay. We are about 20 minutes from Annapolis, 10 min. from Chesapeake Beach and approximately 45 min. from Northern Virginia.



 Contact_Us        See Course Descriptions


The Sailing Academy

Phone (410) 867-7177

Fax (410) 510-1125

411 Deale Road

Tracy's Landing, MD 20779


Copyright 2013: The Sailing Academy, Inc.

Learn to sail near Annapolis, our sailing school is mid chesapeake bay on the western shore. We offer fractional sailing, sailing classes, courses, charters, seminars and special clinics. Easily accessible from northern virginia, washington dc, calvert county, central and southern Maryland. We also offer youth sailing camps.