Awarded on Opening Day by the Cruising Fleet
| Year | Sailor Name(s) | Boat Name | Boat Type | Results |
|---|---|---|---|---|
| 2025 | S/C Sandy and Kathy Purdon | |||
| 2024 | Patti Brown & Lou Waugamar | |||
| 2023 | Dave Abrams | |||
| 2022 | Chuck & Kelly Duhill | |||
| 2021 | Annie Gardner & Eric Witte | El Gato | ||
| 2019 | S/C Wytie & Sally Cable | |||
| 2018 | Gary & Julie Mitchell, and Family | Nirvana |