| 2025 | $0.00 | Wellesley to Provincetown Inn (2-Day) |
| 2024 | $0.00 | PMC Volunteer |
| 2023 | $0.00 | PMC Volunteer |
| 2022 | $0.00 | PMC Volunteer |
| 2021 | $3,566.57 | Reimagined |
| 2020 | $2,380.00 | Wellesley to Bourne (1-Day, Sat) |
| 2019 | $5,965.00 | Wellesley to Bourne (1-Day, Sat) |
| 2018 | $0.00 | PMC Volunteer |
| 2017 | $0.00 | PMC Volunteer |
