| 2024 | $10,352.76 | Sturbridge to Provincetown Inn (2-Day) |
| 2023 | $14,193.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2022 | $10,620.01 | Sturbridge to Provincetown Monument (2-Day) |
| 2021 | $17,685.10 | Sturbridge to Provincetown Monument (2-Day) |
| 2020 | $6,190.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2019 | $10,275.10 | Sturbridge to Provincetown Monument (2-Day) |
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