| Dates | Event |
|---|---|
| May – September | Wednesday Night Keel Racing |
| June – August | Thursday Night Dinghy Racing |
| June / July / August | Fun Boating Days – to be scheduled |
| June | The Duet – Double-Handed Distance Race |
| June 22 – August 7 | Junior Sail Camps |
| July 11–13 | Admiral Byrd One Design Regatta |
| August 15–16 | Governor Hicks Log Canoe Races |
| August 22 | Annapolis to Cambridge Lighthouse Challenge (A2C) Regatta |
| September – November | Fall Racing Series |