Oct 22, 2026 @ 18:14:16 EDT
| Name | Host | Type | Scoring | Start time |
|---|---|---|---|---|
| MASSA Fall Fleet Championship | St. Joseph's Collegi | District Championship | 2 Divisions | 10/24/2026 @ 10:00 |
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| MDISA Kent Island Tier 2 | Kent Island | In-League | 2 Divisions | Pending | 2/10 | |
| MDISA Keelboat Qualifier at Annapolis Yacht Club | The Annapolis Yacht Club, Inc. | District Champ Qualifier | 1 Division | Official | 6/10 | |
| MDISA Fleet Race Qualifier | Severn Sailing Association | League Championship | 2 Divisions | Official | 8/16 | |
| MDISA WRSC Fall 26 JV Regatta | Crofton/South River/Southern | In-League | 2 Divisions | Official | 2/12 | |
| MDISA DC Sail T1 - Fall 2026 | Bishop O'Connell H.S | In-League | 2 Divisions | Official | 6/8 | |
| MDISA BCSC Tier 2 September Regatta | Gilman | Promotional | 2 Divisions | Official | 3/11 | |
| MDISA’s AYC “Fall Frolic” Regatta 2026 | The Annapolis Yacht Club, Inc. | In-League | 2 Divisions | Official | 12/16 | |
| 2026 MASSA Cressy Qualifier ILCA 6 Girls | American Yacht Club | District Championship | Singlehanded | Official | 5/9 |