| 2025 | $0.00 | Wellesley to Bourne (1-Day, Sat) |
| $400.00 | PMC Winter Cycle | |
| 2024 | $4,010.00 | Wellesley to Bourne (1-Day, Sat) |
| 2023 | $7,075.00 | Wellesley to Bourne (1-Day, Sat) |
| $0.00 | PMC Winter Cycle | |
| 2022 | $4,000.00 | Wellesley to Bourne (1-Day, Sat) |
| $600.00 | PMC Winter Cycle | |
| 2021 | $65.00 | PMC Fundraiser |
| $100.00 | PMC Winter Cycle | |
| 2020 | $3,600.00 | Wellesley to Bourne (1-Day, Sat) |
| $350.00 | PMC Winter Cycle | |
| 2019 | $10,292.00 | Wellesley to Bourne (1-Day, Sat) |
| $250.00 | PMC Winter Cycle | |
| 2018 | $16,520.00 | Wellesley to Provincetown Monument (2-Day) |
| 2017 | $12,602.00 | Wellesley to Bourne (1-Day, Sat) |
| 2016 | $13,395.00 | Wellesley to Bourne (1-Day, Sat) |
| 2015 | $14,040.00 | Wellesley to Bourne (1-Day, Sat) |
| 2014 | $12,636.00 | Wellesley to Bourne (1-Day, Sat) |
| 2013 | $13,350.00 | Wellesley to Bourne (1-Day, Sat) |
| 2012 | $11,955.00 | Wellesley to Bourne (1-Day, Sat) |
| 2011 | $7,000.00 | Wellesley to Bourne (1-Day, Sat) |
