Optimist Red Season Championship
| Year |
Skipper |
Club |
| 2023 |
Lanah Argeris |
Niantic Bay |
| 2022 |
Mason Zagol |
NESS |
| 2021 |
Tyler Hogan |
Watch Hill |
2020 |
COVID Pandemic |
No Results |
| 2019 |
Nicholas Fedderson |
NESS |
| 2018 |
Ryan Garraty |
Watch Hill |
| 2017 |
Brooke Berry |
NESS |
| 2016 |