| 2025 | $0.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2024 | $8,310.09 | Sturbridge to Provincetown Inn (2-Day) |
| 2023 | $6,203.55 | Sturbridge to Provincetown Inn (2-Day) |
| 2022 | $6,296.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2021 | $6,259.13 | Sturbridge to Provincetown Monument (2-Day) |
| 2020 | $1,163.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2019 | $5,355.00 | Sturbridge to Provincetown Inn (2-Day) |
