| Sail Newport's Friday Night Lights Two | Sail Newport | Promotional | Combined | | Pending |
| May2nd Fleet Race Friday | Tabor Academy | Promotional | 1 Division | | Pending |
| CBI 420 Race 4/30 | Quincy | In-League | 1 Division | | Official |
| CBI Merc Race 4/30 | Quincy | In-League | 1 Division | | Official |
| FCSL 2025 Gold Cup | Greens Farms Academy | League Championship | Team | | Pending |
| CBI 420 Race 4/29 | Quincy | In-League | 1 Division | | Official |
| FCSL Silver Cup | Pequot YC | In-League | Team | | Pending |
| CT States | Indian Harbor YC | State Championship | 2 Divisions | | Pending |
| Sail Newport's Friday Night Lights One | Sail Newport | Promotional | Combined | | Official |
| 4/25 Fleet Race Friday 3 | Tabor Academy | Promotional | 1 Division | | Official |
| MBL Fleet Race Invitational | Duxbury | In-League | 2 Divisions | | Official |
| Cheeley Ocean Race | Cheverus/Greely - Maine | Promotional | 1 Division | | Pending |
| Dorchester Bay Super Saturday 2025 | Milton Academy | Promotional | Team | | Pending |
| SAISA South Points #5 Varsity. | Sarasota Sailing Squadron | In-District | 2 Divisions | | Official |
| CBI 420 Races 4/11 | Beaver Country Day | In-League | 1 Division | | Official |
| Fleet Race April 11 | Tabor Academy | In-District | 1 Division | | Official |
| Weston vs Wilton Showdown #1 | Sail Black Rock | In-League | Team | | Official |
| Greevus Team Race | SailMaine | In-District | Team | | Pending |
| IHYC Super Saturday 1 | IHYC - Greenwich CT | In-District | Team | | Pending |
| 4/3 Fleet Race | Tabor Academy | Promotional | 2 Divisions | | Official |
| Second FCSL Wednesday Team Race Meet | Grass Island Town Park, Indian Harbor YC, & Riverside YC | In-League | Team | | Official |
| Courageous Sailing Keelboat Kickoff | Courageous Sailing / Boston Latin School | In-League | 2 Divisions | | Pending |
| Fleet Race Friday 1 | Tabor Academy | Promotional | 1 Division | | Official |
