Oct 22, 2025 @ 23:10:11 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| MDISA DC Sail T2 Fleet Race | Bishop O'Connell H.S/Walt Whitman/Washington Latin | Promotional | 2 Divisions | Official | 7/16 | |
| MDISA Fleet Qualifier | Saints Peter & Paul | League Championship | 2 Divisions | Official | 10/16 | |
| MDISA's T1 - AYC's "Fall Home Coming" Fleet Race | Annapolis Yacht Club | In-League | 2 Divisions | Official | 14/16 | |
| MDISA DC Sail T1 Fleet Race | Walt Whitman | In-League | 2 Divisions | Official | 8/15 | |
| MDISA SSA Fleet Race | Annapolis/Archbishop Spalding/Broadneck | In-League | 2 Divisions | Official | 11/15 |