| 2025 | $0.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2024 | $8,069.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2023 | $10,555.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2022 | $7,010.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2021 | $6,610.00 | Reimagined |
| 2020 | $4,890.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2019 | $5,290.00 | Sturbridge to Provincetown Inn (2-Day) |
