| 2025 | $0.00 | PMC Volunteer |
| 2024 | $4,165.00 | Wellesley to Bourne (1-Day, Sat) |
| 2023 | $4,453.00 | Wellesley to Bourne (1-Day, Sat) |
| 2022 | $4,270.00 | Wellesley to Bourne (1-Day, Sat) |
| 2021 | $2,066.00 | Reimagined |
| 2020 | $9,000.00 | Wellesley to Bourne (1-Day, Sat) |
| 2019 | $5,049.00 | Wellesley to Provincetown Inn (2-Day) |
| 2018 | $4,105.00 | Wellesley to Bourne (1-Day, Sat) |
