| 2024 | $12,233.04 | Sturbridge to Provincetown Inn (2-Day) |
| 2023 | $10,000.11 | Wellesley to Provincetown Inn (2-Day) |
| 2022 | $10,910.00 | Wellesley to Provincetown Inn (2-Day) |
| 2021 | $50.00 | PMC Fundraiser |
| 2019 | $8,825.00 | Wellesley to Provincetown Inn (2-Day) |
| 2018 | $8,004.00 | Wellesley to Provincetown Inn (2-Day) |
| 2013 | $500.00 | PMC Rider |
| 2012 | $75.00 | PMC Rider |
| 2011 | $250.00 | PMC Fundraiser |
| 2010 | $50.00 | PMC Fundraiser |
| 2009 | $9,975.00 | Wellesley to Provincetown Inn (2-Day) |
| 2008 | $8,325.00 | Wellesley to Provincetown Inn (2-Day) |
| 2007 | $12,253.00 | Wellesley to Provincetown Inn (2-Day) |
