| 2022 | $100.00 | PMC Fundraiser |
| 2021 | $100.00 | PMC Fundraiser |
| 2020 | $2,325.00 | PMC Rider |
| 2019 | $7,160.00 | Wellesley to Bourne (1-Day, Sat) |
| 2018 | $7,005.00 | Wellesley to Bourne (1-Day, Sat) |
| 2017 | $7,080.00 | Wellesley to Bourne (1-Day, Sat) |
| 2016 | $8,085.00 | Wellesley to Bourne (1-Day, Sat) |
| 2015 | $6,355.00 | Wellesley to Bourne (1-Day, Sat) |
| 2014 | $6,915.00 | Wellesley to Bourne (1-Day, Sat) |
| 2013 | $6,225.00 | Wellesley to Bourne (1-Day, Sat) |
| 2012 | $6,540.00 | Wellesley to Bourne (1-Day, Sat) |
| 2011 | $5,262.44 | Wellesley to Bourne (1-Day, Sat) |
| 2010 | $4,443.00 | Wellesley to Provincetown Inn (2-Day) |
| 2009 | $3,205.00 | Wellesley to Bourne (1-Day, Sat) |
