May 2, 2023 @ 12:47:47 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| Atlantic Coast Championship | Old Dominion University | National Invitational | 2 Divisions | Official | 11/18 | |
| MDISA Keelboat Qualifier @ Annapolis Yacht Club | Annapolis Yacht Club | In-League | 1 Division | Official | 4/5 | |
| MASSA Gold Fall Team Championship | St. Mary's College of Maryland | District Championship | Team | Official | 6/7 | |
| MDISA TR Fall Championship | Washington College | League Championship | Team | Official | 3/6 | |
| MASSA Fleet Racing Championships | Brighton | District Championship | 2 Divisions | Official | 7/18 | |
| MDISA Fleet Qualifier @SSA | Archbishop Spalding/Broadneck | League Championship | 2 Divisions | Official | 2/11 | |
| MDISA Silver regatta | Great Mills/Leonardtown High | In-League | 2 Divisions | Official | 6/14 | |
| MASSA Cressy Qualifier FULL-Rig | American Yacht Club | District Championship | Singlehanded | Official | 9/16 | |
| MDISA Season Opener Gold | Great Mills/Leonardtown High | In-League | 2 Divisions | Official | 6/11 |