| 2025 | $0.00 | Wellesley to Provincetown Monument (2-Day) |
| 2020 | $90.00 | Wellesley to Provincetown Inn (2-Day) |
| 2018 | $28,838.30 | Wellesley to Provincetown Monument (2-Day) |
| 2017 | $26,642.60 | Wellesley to Bourne (1-Day, Sat) |
| 2016 | $29,573.82 | Wellesley to Provincetown Monument (2-Day) |
| 2015 | $20,634.00 | Wellesley to Provincetown Monument (2-Day) |
| 2014 | $48,141.00 | Wellesley to Provincetown Monument (2-Day) |
| 2013 | $31,734.00 | Wellesley to Provincetown Inn (2-Day) |
