| 2024 | $0.00 | PMC |
| 2021 | $50.00 | PMC Volunteer |
| 2020 | $1,375.00 | PMC Virtual Rider and Volunteer |
| 2019 | $6,465.00 | Wellesley to Bourne (1-Day, Sat) |
| 2018 | $5,950.00 | Wellesley to Bourne (1-Day, Sat) |
| 2017 | $6,550.00 | Wellesley to Bourne (1-Day, Sat) |
| 2016 | $5,786.00 | Wellesley to Bourne (1-Day, Sat) |
| 2015 | $5,260.79 | Wellesley to Bourne (1-Day, Sat) |
| 2014 | $5,454.89 | Wellesley to Provincetown Monument (2-Day) |
