There are many yacht clubs and boating associations in the Chesapeake Bay region that organize and host races, regattas, cruises, educational programs, and social events.  The groups listed below have web pages that provide additional information about their activities.

Annapolis Naval Sailing Association.  For active, retired, and reserve members of the uniformed services.  Annapolis, Maryland.

Annapolis Yacht Club.  Annapolis, Maryland.

Chesapeake 20 Association.  Traditional one design racing and recreational sailing.

Chesapeake Bay Power Boat Association.  Chesapeake Bay power boat group.

Chesapeake Bay Yacht Clubs Association.  An affiliation of Chesapeake Bay Yacht Clubs.

Chesapeake Bay Tartan Sailing Club.  For Tartan boat owners in the Chesapeake Bay region.

Chesapeake Yacht Club.  Shady Side, Maryland.

Chesapeake Bay Yacht Racing Association.  Promotes fair yacht racing in the Chesapeake Bay.

Downtown Sailing Center of Baltimore.  Promoting affordable sailing options in Baltimore.  

Fishing Bay Yacht Club.  Deltaville, Virginia.

Herring Bay Yacht Club.  Friendship, Maryland.

Hunter Sailing Association, Station #1.  Hunter owner's ground in the Middle Chesapeake Bay.