| Roy Williams Invitational | St. George's | In-District | 2 Divisions | | Official | 8/18 |
| Fall FunFest | Sharon | In-District | 2 Divisions | | Official | 8/17 |
| Seawolf Sailing League #4 (e420) | Tabor Academy | Promotional | 1 Division | | Official | 2,9,16/21 |
| Tabor Fall Invite - e420 | Tabor Academy | In-District | 2 Divisions | | Official | 10/18 |
| Duxbury Bay Maritime School Invitational | Duxbury Bay Maritime School | In-District | 2 Divisions | | Official | 2/18 |
| Seawolf Sailing League #3 (420) | Tabor Academy | Promotional | 1 Division | | Official | 2,13/20 |
| Seawolf Sailing League #2 (e420) | Tabor Academy | Promotional | 1 Division | | Official | 15/15 |
| Seawolf Sailing League #2 (FJ) | Tabor Academy | Promotional | 1 Division | | Official | 6,9/10 |