| 2025 | $0.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2024 | $10,796.92 | Sturbridge to Provincetown Inn (2-Day) |
| 2023 | $7,499.76 | Sturbridge to Provincetown Inn (2-Day) |
| 2022 | $6,842.54 | Wellesley to Provincetown Inn (2-Day) |
| 2021 | $9,301.00 | Reimagined |
| 2020 | $9,000.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2017 | $50.00 | PMC Fundraiser |
