Learn To Sail

Pentagon Sailing Club (PSC) offers two levels of sail training – Basic Sailing and Bay Skipper. These training programs encourage our members to pursue training at their own pace to meet their personal goals. We are an American Sailing Association (ASA) certified training facility.


Basic Sailing

Since 2010, PSC is a recognized ASA training facility. Club members can take the Basic Sailing Course to attain the ASA 101 (Basic Keelboat) and ASA 103 (Basic Coastal Cruising) certifications. Once certified to at least the ASA 101 level, members can rent the club-owned sailboats for a day sail. The Basic Sailing Course is designed to qualify members to skipper small to mid-size sailboats generally under 30’ in length and without liveaboard accommodations in local waters. We teach our Basic Sailing courses out of Capitol Cove Marina on Joint Base Anacostia-Bolling (JBAB) in Washington, DC.

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Bay Skipper

The Bay Skipper program trains and certifies club members to ASA 104 (Bareboat Chartering), ASA 105 (Coastal Navigation), ASA 106 (Advanced Coastal Cruising), ASA 114 (Cruising Catamaran), and ASA 118 (Docking Endorsement) standards. We offer these advanced sailing courses periodically throughout the sailing season on the Chesapeake Bay. The Bay Skipper program is designed to qualify club members to skipper larger sailboats, usually offshore capable, and generally > 30’ in length with keels, and live-aboard accommodations.

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Winter Training

Winter Training is conducted every year from November through March. These short courses are typically held in the Northern Virginia area and are designed to provide advanced classroom training beyond the Basic Sailing Course and in support of the Bay Skipper program. Any club member may attend the classes; however, these classes are structured for candidates pursuing their Bay Skipper qualifications. Course topics normally include advanced sail trim, heavy weather sailing, safety equipment, large boat systems, piloting & navigation, anchoring and rafting, first aid and CPR, rules of the road, and bareboat chartering. The piloting & navigation classes are part of our ASA 105 (Coastal Navigation) certification course.

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Other Training Events

The club also periodically sponsors or coordinates other sail training-related events that include Delmarva circumnavigations, sails from remote ports (i.e., Norfolk, Solomons Island, BVI), and for last year our club’s 30th anniversary Fall Flotilla around the Chesapeake Bay (25 August through 01 September).

Sailing Qualification Roadmap

Download our Sailing Qualifications Roadmap to assist you in determining the level of qualifications you may want to pursue over your sailing career.

Please contact the Training Commodore if you have any questions or just want to sign up for one of our sailing programs.

John Laffman
Training Commodore


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