| 2025 | $0.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2024 | $7,152.42 | Wellesley to Provincetown Inn (2-Day) |
| 2023 | $6,360.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2022 | $120.00 | PMC Fundraiser |
| 2021 | $4,390.00 | Reimagined |
| 2020 | $4,986.09 | Sturbridge to Provincetown Inn (2-Day) |
| 2019 | $11,253.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2018 | $9,264.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2017 | $9,687.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2016 | $9,111.45 | Sturbridge to Provincetown Inn (2-Day) |
| 2015 | $7,300.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2014 | $6,333.12 | Sturbridge to Provincetown Inn (2-Day) |
| 2013 | $4,760.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2012 | $4,740.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2011 | $4,517.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2010 | $5,667.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2009 | $4,729.00 | Sturbridge to Provincetown Inn (2-Day) |
