| Lynn Rubinett | $100.00 |
| Kellen MacFadyen | $50.00 |
| Deirdre Phaedra Henley | $100.00 |
| Katie and Josh Kanter | $150.00 |
| Ruth Davis | $100.00 |
|
Kaitlyn Shank |
| 2025 | $750.00 | Wellesley to Provincetown Inn (2-Day) |
| 2024 | $7,000.00 | Wellesley to Provincetown Inn (2-Day) |
| 2023 | $6,610.95 | Wellesley to Provincetown Inn (2-Day) |
| 2017 | $4,800.00 | Wellesley to Provincetown Inn (2-Day) |
| 2015 | $5,597.29 | Wellesley to Provincetown Monument (2-Day) |
