| 2020 | $3,495.00 | Wellesley to Provincetown Inn (2-Day) |
| 2011 | $0.00 | PMC |
| 2010 | $4,200.00 | Wellesley to Provincetown Inn (2-Day) |
| 2009 | $4,265.00 | Wellesley to Provincetown Inn (2-Day) |
| 2008 | $4,060.00 | Wellesley to Provincetown Inn (2-Day) |
| 2007 | $3,650.00 | Wellesley to Provincetown Inn (2-Day) |
| 2006 | $3,450.00 | Wellesley to Provincetown Monument (2-Day) |
