| 2025 | $0.00 | Wellesley to Provincetown Inn (2-Day) |
| 2024 | $12,970.73 | Wellesley to Provincetown Inn (2-Day) |
| 2023 | $10,716.64 | Wellesley to Provincetown Inn (2-Day) |
| 2022 | $10,396.21 | Wellesley to Provincetown Inn (2-Day) |
| 2021 | $13,806.46 | Wellesley to Bourne (1-Day, Sat) |
