| 2024 | $400.00 | PMC Winter Cycle |
| 2023 | $200.00 | PMC Fundraiser |
| 2022 | $7,077.55 | Wellesley to Provincetown Monument (2-Day) |
| 2021 | $11,577.94 | Wellesley to Provincetown Monument (2-Day) |
| 2020 | $4,557.45 | Wellesley to Provincetown Monument (2-Day) |
| 2017 | $12,490.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2016 | $14,890.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2009 | $6,167.00 | Wellesley to Provincetown Inn (2-Day) |
| 2008 | $4,000.00 | Wellesley to Provincetown Inn (2-Day) |
| 2007 | $3,840.41 | Wellesley to Provincetown Inn (2-Day) |
| 2006 | $4,086.00 | Wellesley to Provincetown Inn (2-Day) |
| 2005 | $4,501.00 | Wellesley to Provincetown Inn (2-Day) |
