| CBI week 5 #1 420's | BB&N | In-League | 1 Division | | Official |
| Merc's week 5 #1 CBI | BB&N | In-League | 1 Division | | Official |
| FCSL Silver Cup | Grass Island | League Championship | Team | | Pending |
| NESSA O'Day Qualifier - Bristol, RI | Portsmouth Abbey School | District Champ Qualifier | 2 Divisions | | Pending |
| NESSA O'Day Qualifier - Hyannis, MA | Hyannis YC | District Champ Qualifier | 2 Divisions | | Official |
| NESSA O'Day Qualifier - Quincy, MA | Milton Academy | District Champ Qualifier | 2 Divisions | | Pending |
| NESSA O'Day Qualifier - Portland, ME | SailMaine | District Champ Qualifier | 2 Divisions | | Pending |
| NESSA O'Day Qualifier - Groton, CT | UConn - Avery Point | District Champ Qualifier | 2 Divisions | | Official |
| SheWolf Regatta | Tabor Academy | Promotional | 2 Divisions | | Official |
| Greenwich Fleet Race Friday | Indian Harbor YC & Grass Island Town Park | Promotional | 1 Division | | Pending |
| Sail Newport's Friday Night Lights Series #1 | Sail Newport | In-League | Combined | | Official |
| CBI Week 4 420'S | BB&N | In-League | 1 Division | | Official |
| CBI week 4 merc | BB&N | In-League | 1 Division | | Official |
| Sharon Invitational Fleet Race Regatta | Sharon HS | In-League | 2 Divisions | | Official |
| 2024 CT State Championships | IHYC | State Championship | 2 Divisions | | Official |
| Milton Academy JV Fleet Race | Milton Academy | Promotional | 2 Divisions | | Official |
| Bulldog Classic | Portland | In-District | Team | | Pending |
| Keelboat Kickoff | Courageous Sailing | In-League | 2 Divisions | | Pending |
| Clipper Challenge | SailMaine | Promotional | 1 Division | | Official |
| Ranger Rally | Greely High School | In-League | Team | | Pending |
| Dorchester Bay Super Saturday | Milton Academy/BC High | Promotional | Team | | Pending |
| Stags Leap Team Race Regatta | SailMaine | In-League | Team | | Pending |
