| 2025 | $0.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2024 | $8,461.77 | Sturbridge to Provincetown Inn (2-Day) |
| 2023 | $7,041.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2022 | $6,000.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2021 | $8,080.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2020 | $75.00 | Sturbridge to Provincetown Inn (2-Day) |
