| 2024 | $7,925.00 | Wellesley to Provincetown Inn (2-Day) |
| 2022 | $7,815.00 | Wellesley to Provincetown Inn (2-Day) |
| 2020 | $100.00 | Wellesley to Provincetown Inn (2-Day) |
| 2019 | $5,436.00 | Wellesley to Provincetown Inn (2-Day) |
| 2018 | $5,965.00 | Wellesley to Provincetown Inn (2-Day) |
| 2017 | $4,025.00 | Wellesley to Bourne (1-Day, Sat) |
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