| 2024 | $10,000.03 | Wellesley to Provincetown Inn (2-Day) |
| 2023 | $6,940.22 | Sturbridge to Provincetown Inn (2-Day) |
| 2022 | $200.00 | PMC Fundraiser |
| 2021 | $6,772.73 | Wellesley to Provincetown Monument (2-Day) |
| 2020 | $9,450.00 | Wellesley to Provincetown Inn (2-Day) |
| 2019 | $8,500.00 | Wellesley to Provincetown Inn (2-Day) |
| 2018 | $8,627.25 | Sturbridge to Provincetown Inn (2-Day) |
| 2017 | $7,800.00 | Wellesley to Provincetown Inn (2-Day) |
| 2016 | $8,635.00 | Wellesley to Provincetown Inn (2-Day) |
| 2015 | $5,780.00 | Wellesley to Provincetown Inn (2-Day) and Volunteer |
| 2014 | $6,900.00 | Wellesley to Provincetown Inn (2-Day) |
| 2013 | $6,700.00 | Sturbridge to Provincetown Inn (2-Day) and Volunteer |
| 2011 | $5,693.31 | Wellesley to Provincetown Inn (2-Day) |
| 2010 | $4,740.50 | Wellesley to Provincetown Inn (2-Day) |
| 2009 | $6,492.93 | Wellesley to Provincetown Inn (2-Day) |
| 2008 | $4,000.28 | Wellesley to Provincetown Inn (2-Day) |
| 2007 | $4,194.31 | Wellesley to Provincetown Inn (2-Day) and Volunteer |
| 2004 | $3,949.00 | Wellesley to Provincetown Inn (2-Day) |
| 2003 | $2,689.00 | Wellesley to Bourne (1-Day, Sat) |
| 2002 | $2,260.00 | Wellesley to Provincetown Inn (2-Day) |
| 2001 | $1,610.00 | Wellesley to Bourne (1-Day, Sat) |
