May 2, 2023 @ 12:46:30 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| ISSA National Keelboat Invitational | Lakewood/Shorecrest Prep | National Invitational | 1 Division | Official | 5/10 | |
| Atlantic Coast Championship | Rochester Yacht Club | National Invitational | 2 Divisions | Official | 9/20 | |
| MASSA Keelboat Qualifier | Rochester Yacht Club | District Championship | 1 Division | Official | 3/6 | |
| LaserPerformance Cressy Championship - Full | Sea Scout Base Galveston | National Championship | Singlehanded | Official | 6/18 | |
| JV Championship | Great Mills/Leonardtown High | League Championship | 2 Divisions | Official | 1/18 | |
| MASSA Fall Team Race Championship | AYC/ SSA | League Championship | Team | Official | 1/13 | |
| MDISA Keelboat Qualifier | Annapolis/Severna Park/St. Marys (MD) | League Championship | 1 Division | Pending | 2/8 | |
| Saints Peter & Paul JV Regatta | Saints Peter & Paul | In-District | 2 Divisions | Pending | 5/18 | |
| AYC/SSA Jr. Varsity Regatta | Annapolis/Severna Park/St. Marys (MD) | Promotional | 2 Divisions | Pending | 1/18 | |
| MASSA Fall Fleet Gold Championship | YSV at Fort Monroe | District Championship | 2 Divisions | Official | 2/18 | |
| SCC Fleet Race - JV | Great Mills/Leonardtown High | In-League | 2 Divisions | Official | 4/16 | |
| MDISA Fall Team Race Championship | Severn | League Championship | Team | Pending | 1/8 | |
| 2016 SUNY Maritime Fall Invitational | SUNY Maritime | Promotional | 2 Divisions | Official | 1/15 | |
| MDISA FALL CHAMPIONSHIP VARSITY | Saints Peter & Paul | League Championship | 2 Divisions | Official | 1/15 | |
| DC Sail JV 15 boat FR | DC Sail | In-League | 2 Divisions | Official | 4/14 | |
| BCSC JV | BCSC | In-League | 2 Divisions | Official | 3/8 | |
| SCC Fleet Race | Great Mills | In-League | 2 Divisions | Official | 1/11 | |
| AYC/SSA Fleet Race | Annapolis/Severna Park/St. Marys (MD) | In-League | 2 Divisions | Official | 1/15 | |
| MASSA 2016 Cressy Qualifier FULL | Lavallette Yacht Club | District Championship | Singlehanded | Official | 1/8 | |
| MASSA 2016 Cressy Qualifier RADIAL | Lavallette Yacht Club | District Championship | Singlehanded | Official | 16,28/31 |