| 2025 | $0.00 | Wellesley to Bourne (1-Day, Sat) |
| 2024 | $11,310.24 | Wellesley to Bourne (1-Day, Sat) |
| 2023 | $10,055.23 | Wellesley to Bourne (1-Day, Sat) |
| 2022 | $10,990.22 | Wellesley to Bourne (1-Day, Sat) |
| 2021 | $10,347.43 | Wellesley to Bourne (1-Day, Sat) |
| 2020 | $10,670.20 | Wellesley to Provincetown Inn (2-Day) |
| 2019 | $11,055.00 | Wellesley to Bourne (1-Day, Sat) |
