| NIT (Founders Trophy) | The Station | National Invitational | Team | | Official | 4/10 |
| NESSA Team Racing Championship (Presidents Trophy) | Sail Maine | District Championship | Team | | Official | 5/8 |
| Phebe Corckran King Memorial | Broadneck | National Invitational | 2 Divisions | | Official | 5/18 |
| Herreshoff Qualifier - Milton | Milton Academy | District Champ Qualifier | 2 Divisions | | Official | 1/10 |
| NESSA Fleet Racing Champs (O'Day Trophy) - 2019 | The Hotchkiss School | District Championship | 2 Divisions | | Official | 4/15 |
| O'Day Qualifier - Quincy | Milton/BCH | District Champ Qualifier | 2 Divisions | | Official | 1/10 |