| Richard Roth | $50.00 |
| Chris O’Connell | $25.00 |
|
Rachel Fisher |
|
|
Anonymous |
$300.00 |
| Tom Capachietti | |
| David Chen |
| 2025 | $1,285.00 | Virtual Ride |
| 2024 | $1,900.00 | Virtual Ride |
| 2023 | $2,595.00 | Reimagined |
| 2022 | $7,358.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2021 | $3,520.00 | Reimagined |
| 2020 | $2,227.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2019 | $7,094.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2018 | $9,045.00 | Sturbridge to Provincetown Monument (2-Day) |
