| 2025 | $0.00 | Wellesley to Provincetown Inn (2-Day) |
| 2024 | $7,690.00 | Wellesley to Provincetown Inn (2-Day) |
| 2023 | $7,355.00 | Wellesley to Provincetown Inn (2-Day) |
| 2022 | $8,795.00 | Wellesley to Provincetown Monument (2-Day) |
| 2021 | $10,347.00 | Wellesley to Provincetown Monument (2-Day) |
| 2020 | $7,875.01 | Wellesley to Provincetown Inn (2-Day) |
