| 2025 | $0.00 | Wellesley to Provincetown Inn (2-Day) |
| 2024 | $13,388.00 | Wellesley to Provincetown Monument (2-Day) |
| 2023 | $13,028.00 | Wellesley to Provincetown Monument (2-Day) |
| 2022 | $9,419.25 | Wellesley to Provincetown Monument (2-Day) |
| 2021 | $9,076.18 | Wellesley to Provincetown Monument (2-Day) |
| 2020 | $510.00 | Wellesley to Provincetown Monument (2-Day) |
| 2019 | $6,617.00 | Wellesley to Provincetown Monument (2-Day) |
| 2018 | $8,000.00 | Wellesley to Provincetown Monument (2-Day) |
