| 2025 | $150.00 | PMC Volunteer |
| 2024 | $8,662.10 | Wellesley to Provincetown Monument (2-Day) |
| 2008 | $4,420.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2001 | $5,503.14 | PMC Volunteer |
| 2000 | $0.00 | PMC |
| 1999 | $0.00 | PMC Volunteer |
| 1998 | $0.00 | PMC Volunteer |
| 1997 | $0.00 | PMC Volunteer |
