| 2023 | $50.00 | PMC Fundraiser |
| 2020 | $900.00 | Wellesley to Bourne (1-Day, Sat) |
| 2019 | $6,200.00 | Wellesley to Provincetown Inn (2-Day) |
| 2018 | $50.00 | PMC Fundraiser |
| 2017 | $4,871.65 | Wellesley to Provincetown Inn (2-Day) |
| 2013 | $75.00 | PMC Rider |
| 2012 | $40.00 | PMC Rider |
| 2011 | $3,125.00 | Sturbridge to Bourne (1-Day, Sat) |
| 2010 | $4,250.00 | Wellesley to Provincetown Inn (2-Day) |
| 2009 | $4,214.00 | Wellesley to Provincetown Inn (2-Day) |
| 2008 | $4,130.00 | Wellesley to Provincetown Inn (2-Day) |
| 2007 | $4,195.00 | Wellesley to Provincetown Inn (2-Day) |
| 2006 | $3,300.00 | Wellesley to Provincetown Inn (2-Day) |
| 2005 | $2,000.40 | Wellesley to Bourne (1-Day, Sat) |
| 2004 | $1,750.00 | Wellesley to Bourne (1-Day, Sat) |
| 2003 | $2,500.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2002 | $2,050.00 | Wellesley to Provincetown Inn (2-Day) |
