| 2025 | $0.00 | Wellesley to Provincetown Monument (2-Day) |
| 2024 | $7,940.27 | Wellesley to Provincetown Monument (2-Day) |
| 2023 | $7,980.00 | Wellesley to Provincetown Monument (2-Day) |
| 2022 | $17,520.00 | Wellesley to Provincetown Monument (2-Day) |
| 2021 | $9,000.00 | Wellesley to Provincetown Monument (2-Day) |
| 2020 | $4,070.00 | Wellesley to Provincetown Monument (2-Day) |
| 2019 | $5,078.00 | Wellesley to Provincetown Monument (2-Day) |
| 2018 | $5,888.29 | Wellesley to Provincetown Monument (2-Day) |
