Optimist White Season Championship
| Year |
Skipper |
Club |
| 2023 |
Kolton Lilley |
Niantic Bay |
| 2022 |
Vicky Van Berkel |
NESS |
| 2021 |
Ainslie Zagol |
NESS |
| 2020 |
COVID Pandemic |
No Results |
| 2019 |
Coby Fagan |
St Thomas YC |
| 2018 |
Gus Van Berkel |
Pettipaug |
| 2017 |
Ike Schutz |
Sachems Head |
| 2016 |