| 2024 | $6,500.00 | Bourne to Provincetown Monument (1-Day, Sun) |
| 2023 | $6,000.00 | Bourne to Provincetown Monument (1-Day, Sun) |
| 2022 | $1,000.00 | PMC Rider |
| 2019 | $5,000.00 | Bourne to Provincetown Monument (1-Day, Sun) |
| 2018 | $2,000.00 | Bourne to Wellesley (1-Day, Sun) and Volunteer |
