Oct 20, 2026 @ 08:20:31 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| MDISA Kent Island Tier 2 | Kent Island | In-League | 2 Divisions | Pending | 1/10 | |
| MASSA 2026 Fall Team Race Championship | Annapolis Yacht Club | District Championship | Team | Pending | 3/10 | |
| MDISA Keelboat Qualifier at Annapolis Yacht Club | The Annapolis Yacht Club, Inc. | District Champ Qualifier | 1 Division | Official | 1/10 | |
| MDISA Fleet Race Qualifier | Severn Sailing Association | League Championship | 2 Divisions | Official | 1/16 | |
| MDISA DC Sail T2 Fleet Race | Washington Latin | In-League | 2 Divisions | Official | 1/9 | |
| MDISA WRSC Fall 26 JV Regatta | Crofton/South River/Southern | In-League | 2 Divisions | Official | 1/12 | |
| MDISA Team Race Qualifier | Severn Sailing Association | League Championship | Team | Official | 1/6 | |
| MDISA DC Sail T1 - Fall 2026 | Bishop O'Connell H.S | In-League | 2 Divisions | Official | 1/8 | |
| MDISA SSPP Tier 1 Fleet | Saints Peter & Paul | In-District | 2 Divisions | Pending | /18 | |
| MDISA BCSC Tier 2 September Regatta | Gilman | Promotional | 2 Divisions | Official | 1/11 | |
| MDISA’s AYC “Fall Frolic” Regatta 2026 | The Annapolis Yacht Club, Inc. | In-League | 2 Divisions | Official | 3/16 | |
| 2026 MASSA Cressy Qualifier ILCA 7 Open | American Yacht Club | District Championship | Singlehanded | Official | 5/5 | |
| 2026 MASSA Cressy Qualifier Boys ILCA 6 | American Yacht Club | District Championship | Singlehanded | Official | 2/23 |