| Micaela Bartlett | $30.00 |
| Carol Ruiz | |
| Margaret Duncombe | |
| Elizabeth Magee | |
| Hannah Leech | |
| Ricardo Overeem | $30.00 |
| Jack O’Reilly | $30.00 |
| Tyler Reid |
| 2025 | $500.00 | Wellesley to Provincetown Inn (2-Day) |
| 2024 | $6,000.00 | Wellesley to Provincetown Inn (2-Day) |
| 2023 | $6,000.00 | Wellesley to Provincetown Inn (2-Day) |
| 2022 | $6,000.00 | Bourne to Provincetown Inn (1-Day, Sun) |
