| Year | Sailor Name(s) | Boat Name | Boat Type | Results |
|---|---|---|---|---|
| 2021 | Xavier Sheid, John Rudderham, Christopher Smith | 1234 - Pelikaan | ||
| 2019 | Xavier Sheid, John Rudderham, Christopher Smith | 1234 - Pelikaan | ||
| 2018 | Charlie Mann, JC Langlois, Bill Jenkins | 1138 - Jack | ||
| 2017 | Keith Whittemore, Brian Thomas, Kevin Downey | 1152 - Blonde Antelope | ||
| 2016 | Summer Greene, Marnie Buddo, Kris Zillman | 909 - Mostly Harmless | ||
| 2015 | Charlie Mann, JC Langlois, Bill Jenkins | 1138 - Jack | ||
| 2014 | Patricia Stadel, Andrew Coldicutt, Colleen Cooke | 1313 - Triskaidekaphobia | ||
| 2013 | Andy LaDow, Patrick Sloan, Chuck Hope, Jr. | 985 - Trailer Park | ||
| 2012 | Summer Greene, Marnie Buddo, Kris Zillman | 909 - Mostly Harmless | ||
| 2011 | Andrew Whittome, Paul Terhaar, Ian Storer | 1283 - Down Under | ||
| 2010 | Andy LaDow, Mike Dorgan, Casey Schnoor | 985 - Second Wind | ||
| 2009 | Andrew Whittome, Paul Terhaar, Bob Capita | 1283 - Down Under | ||
| 2008 | Charlie Mann, J C Langlois, Bill Pascoe | 1138 - Jack |