| 2024 | $86.18 | PMC Fundraiser |
| 2023 | $6,733.13 | Sturbridge to Provincetown Inn (2-Day) |
| 2022 | $5,250.00 | Sturbridge to Bourne (1-Day, Sat) |
| 2021 | $5,221.85 | Sturbridge to Bourne (1-Day, Sat) |
| 2020 | $5,292.55 | Sturbridge to Provincetown Inn (2-Day) |
| 2019 | $8,506.79 | Sturbridge to Provincetown Inn (2-Day) |
| 2018 | $150.00 | PMC Rider |
| 2017 | $8,180.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2016 | $6,180.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2015 | $7,202.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2013 | $5,526.42 | Sturbridge to Provincetown Inn (2-Day) |
| 2012 | $4,430.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2008 | $4,000.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2006 | $3,305.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2004 | $2,000.00 | Wellesley to Wellesley (2-Day) |
