Mar 23, 2024 @ 18:21:00 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| MDISA Varsity Champs | DC Sail | League Championship | 2 Divisions | Official | 16/16 | |
| MDISA T2 Fleet Race @ DC Sail | DC Sail | In-League | 2 Divisions | Official | 15/17 | |
| MDISA Keelboat Qualifier @ Annapolis Yacht Club | Annapolis Yacht Club | District Champ Qualifier | 1 Division | Official | 9/11 | |
| MDISA WRSC Tier 2 Fall Regatta | South River/Southern | In-League | 2 Divisions | Official | 11/11 | |
| MDISA Fleet Qualifier - Fall '23 | Great Mills/Leonardtown High | League Championship | 2 Divisions | Official | 16/18 | |
| MDISA Fleet Race (North) | Archbishop Spalding/Bethesda - Chevy Cha/Broadneck | In-League | 2 Divisions | Official | 13/16 |