| 2023 | $50.00 | PMC Fundraiser |
| 2022 | $3,295.00 | Reimagined |
| 2021 | $3,260.00 | Virtual Ride |
| 2020 | $4,550.00 | Wellesley to Provincetown Monument (2-Day) |
| 2019 | $6,265.00 | Wellesley to Provincetown Monument (2-Day) |
| 2018 | $5,925.00 | Wellesley to Provincetown Inn (2-Day) |
| $250.00 | PMC Winter Cycle | |
| 2017 | $6,520.00 | Wellesley to Bourne (1-Day, Sat) |
| 2016 | $5,200.00 | Wellesley to Provincetown Monument (2-Day) |
| 2015 | $4,500.50 | Wellesley to Provincetown Inn (2-Day) |
| 2014 | $6,107.00 | Sturbridge to Provincetown Inn (2-Day) |
