| 2025 | $97.10 | Wellesley to Provincetown Inn (2-Day) |
| 2024 | $9,565.70 | Wellesley to Provincetown Inn (2-Day) |
| 2023 | $8,251.52 | Wellesley to Provincetown Inn (2-Day) |
| 2022 | $7,499.40 | Wellesley to Provincetown Inn (2-Day) |
| 2021 | $5,100.00 | Wellesley Century |
| 2020 | $25.00 | PMC Volunteer |
