| 2025 | $0.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2024 | $11,800.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2023 | $6,530.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2022 | $9,500.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2021 | $7,365.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2020 | $450.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2019 | $6,200.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2018 | $5,875.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2017 | $7,735.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2016 | $7,616.25 | Sturbridge to Provincetown Inn (2-Day) |
