| Year | Champion | Teams |
| 1981 | Area E | Terry McLaughlin/Carolyn Brodsky, Jeff Boyd/Peter Jones, Tam Matthews/Jay Cross |
| 1982 | Area B | Peter Isler/Curt Oetking, Steve Benjamin/John Clark, Dave Dellenbaugh/Paul Murphy |
| 1983 | Area A | Ed Adams/Meredith Adams, Scott Ferguson/Bill Shoemaker, Stu Johnstone/Ralph Kinder |
| 1984 | Area G | Pede Dickey/Chris Steinfeld, Jack Franco/Renee Vesterby, Chris Raab/Lisa Gosselin |
| 1985 | Area D | Marc Eagan/Mac Hadden, Dennis Stieffel/Rene Dupaquier, Keith Crum/Corky Hadden |
| 1986 | Area J | Jack Franco/Renee Vesterby, Dave Ullman/Kenny Watts, Chris Raab/Pat Muglia |
| 1987 | Area A | Brad Dellenbaugh/Lisi Crowther, Jamie Cummiskey/Kassie Cundey, Steve MacGillivray/Cara Moore |
| 1988 | Area A | Brad Dellenbaugh/David Beningson, Kevin Hall/Beau LeBlanc, John Kolius/Pierce Owens |
| 1989 | Area A | Brian Keane/Lynn Fitzpatrick, Gordon Burnes/Sarah Burns, Jim Bowers/Jeffrey Binder |
| 1990 | Area A | Zach Leonard/Andy David, Mike Zani/Bradford Gibbs, Kevin Hall/Jenna Cook |
| 1991 | Area D | David Mendelblatt/Caj Flynn, Mark Mendelblatt/Mitchell Rogers, Bill Schoenberg/John Jennings |
| 1992 | James Gang | Zach Leonard/Megan Bohlen, Mike Zani/Blaire Largay, Kevin Hall/Jenna Cook |
| 1993 | Best of West | James Malm/Stephanie Keefe, Kevin Hall/Tara Wolcott, Nick Adamson/Danny Zimbaldi |
| 1994 | Air Hesus | Doug Clark/Heidi Thoma, David Fagen/Greg McConnell, Ryan Cox/Sean Fujimoto |
| 1995 | Wicked Tired Tongue | Mike Zani/Elizabeth Kratzig, Karl Ziegler/Tara Callahan |
| 1996 | Pablo Picasso | Zach Leonard/Megan Bohlen, Josh Adams/Laura Dunn, Pete Alarie/Julie Kirschbaum |
| 1997 | Bristol Bandits | Zach Leonard/Megan Bohlen, Brian Doyle/Richard Feeney, Pete Alarie/Heidi Thoma |
| 1998 | Cosmos | Josh Adams/Victoria Wadsworth , Nick Trotman/Brett Davis , Mark Mendleblatt/Suzannah Kerr |
| 1999 | New York Yacht Club | Chris McDowell/Brendan Prior, Karl Ziegler/Chris Museler, Bill Hardesty/Abby Woodworth |
| 2000 | New York Yacht Club | Chris McDowell/Brandon Prior, Karl Zeigler/Chris Museler, Mike Zani/Mike Huang |
| 2001 | Spinnaker 1 | Stuart Hudson/Sally Cuthbert, Steve Tylecote/Debs Kershaw, Dominic Johnson/Amy Smith |
| 2002 | Silver Panda | Peter Levesque/Elizabeth Hall, Patrick Hogan/Carlos Lenz, Colin Merrick/John Cline |
| 2003 | Cape Cod WHishbone | Timothy Fallon, Graeme Woodworth, John Fallon, Karen Renzulli, Matt Lindblad, Erin Largay |
| 2004 | Cape Cod WHishbone | Mark Ivey, Tim Wadlow, Karen Renzulli, Matt Lindblad, Erin Largay, Tim Fallon |
| 2005 | Team Trouble | Matt Allen, Timothy Cain, Brad Funk, Heather Pescatello, Anna Tunnicliffe, Mark Zagol |
| 2006 | Silver Panda | Lisa Keith, Colin Merrick, Peter Levesque, Clay Bischoff, Amanda Callahan, Elizabeth Hall |
| 2007 | Silver Panda | Lisa Keith, Colin Merrick, Peter Levesque, Clay Bischoff, Amanda Callahan, Elizabeth Hall |
| 2008 | Silver Panda | Lisa Keith, Colin Merrick, Peter Levesque, Clay Bischoff, Amanda Callahan, Elizabeth Hall |
| 2009 | Team Extreme | Stuart McNay, Michael Hession, Zachary Brown, Emmet Smith, Thomas Barrows, Marla Menninger |
| 2010 | Silver Panda | Colin Merrick, Amanda Callahan, Clay Bischoff, Caroline Hall Levesque,
Peter Levesque, Carrie Amarante |
