| 2015 | $5,185.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2014 | $5,227.25 | Sturbridge to Provincetown Inn (2-Day) |
| 2013 | $5,063.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2011 | $5,671.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2010 | $7,215.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2009 | $7,281.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2008 | $7,340.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2007 | $5,100.37 | Sturbridge to Provincetown Inn (2-Day) |
| 2006 | $4,719.00 | Sturbridge to Provincetown Monument (2-Day) |
