| 2025 | $0.00 | PMC Volunteer |
| 2024 | $150.00 | PMC Volunteer |
| 2023 | $75.00 | PMC Fundraiser |
| 2022 | $450.00 | PMC Volunteer |
| 2021 | $6,533.00 | Patriot Place to Patriot Place |
| 2020 | $11,150.00 | Wellesley to Bourne (1-Day, Sat) |
| 2019 | $10,808.00 | Wellesley to Provincetown Inn (2-Day) |
| 2018 | $9,373.00 | Wellesley to Provincetown Inn (2-Day) |
| 2017 | $13,068.00 | Wellesley to Provincetown Inn (2-Day) |
| 2016 | $10,698.62 | Wellesley to Provincetown Inn (2-Day) |
| 2015 | $8,700.00 | Wellesley to Provincetown Inn (2-Day) |
| 2014 | $8,654.89 | Wellesley to Provincetown Inn (2-Day) |
| 2013 | $8,091.09 | Wellesley to Provincetown Inn (2-Day) |
| 2012 | $7,150.00 | Wellesley to Provincetown Inn (2-Day) |
| 2011 | $4,900.00 | Wellesley to Provincetown Inn (2-Day) |
| 2010 | $6,350.00 | Wellesley to Provincetown Inn (2-Day) |
| 2009 | $6,720.00 | Wellesley to Provincetown Inn (2-Day) |
| 2008 | $6,990.00 | Wellesley to Provincetown Inn (2-Day) |
| 2007 | $8,520.00 | Wellesley to Provincetown Inn (2-Day) |
| 2006 | $4,155.00 | Wellesley to Provincetown Inn (2-Day) |
| 2005 | $3,285.00 | Wellesley to Provincetown Inn (2-Day) |
| 2004 | $3,060.00 | Wellesley to Provincetown Monument (2-Day) |
| 2003 | $2,705.00 | Wellesley to Provincetown Inn (2-Day) |
| 2002 | $2,670.00 | Wellesley to Provincetown Inn (2-Day) |
| 2001 | $2,720.00 | Wellesley to Provincetown Inn (2-Day) |
