| 2022 | Chicago Corinthian YC, Chicago, IL | 21 | John Durlak, Dennis Boyda | 12 | Rhubarb Pi | 1216 |
| 2021 | Marblehead, MA | 31 | Chris Clancy, Marty Gallagher | 46 | Razmatazz | 1799 |
| 2020 | Not Held / COVID | | | | | |
| 2019 | Hingham/Hull | 36 | Chris Schreiber, Debbie Schreiber, Chris Schreiber | 5 | | 1680 |
| 2018 | Southern YC, New Orleans | 20 | Rick McGregor, Heather Funkhauser/Gary Taylor, Jackson Benvenutti | 7 | Pog Ma Hon | 2547 |
| 2017 | Eastern YC, Marblehead MA | 29 | Tomas Hornos, Duncan Swain, Lilly Lichenstein | 5 | The Mighty Rhodes | 1683 |
| 2016 | Chicago | 20 | Charlie Pendleton, Jim Raisides, Elise Mazareas Nash | 5 | Bight Me | 1217 |
| 2015 | Corinthian YC, Marblehead, MA | 31 | Dave Nelson, Frank Hart, Collin Hart | 5 | | 3172 |
| 2014 | Hingham YC, Hingham, MA | 26 | Nat Taylor, Jim Taylor, Kelly Gorman | 5 | Jabberwock | 1926 |
| 2013 | Southern YC, New Orleans, LA | 14 | Charlie Pendleton, Renee Heffernan, Elise Mazareas | 5 | Bight Me | 1217 |
| 2012 | New Bedford YC, Padanaram, MA | 23 | Ben Richardson, Chris Hufstader, Megan Watson | 5 | Tern Too | 1343 |
| 2011 | Chicago Corinthian YC, Chicago IL | 25 | Peter Sladovich, Rocky Sanchez, Tirza Dabdoub | 7 | Lickety Split | 1712 |
| 2010 | Corinthian YC, Marblehead, MA | 46 | Bill and Renee Heffernan, Julie Savage | 5 | Sweep | 2692 |
| 2009 | Fairhope YC, Fairhope, AL | 31 | Benz Faget, Don Brennan, Elise Read | 7 | Shameless Perfection | 1575 |
| 2008 | New Bedford YC, Padanaram, MA | 24 | Jim Raisides, Charlie Pendelton, Vonda Raisides | 5 | Bight Me | 1217 |
| 2007 | Corinthian YC, Chicago, IL | 19 | Peter Sladovich, Rocky Sanchez, Elizabeth Duett | 7 | Lickety Split | 1712 |
| 2006 | Sandy Bay YC, Rockport, MA | 37 | Jud Smith, Cindy Smith, Lindsay Smith | 5 | | 2566 |
| 2005 | Fairhope YC, Fairhope, AL | | Hurricane Katrina cancelled the event. | | | |
| 2004 | Corinthian YC, Chicago, IL | 33 | Benz Faget, Pearson Potts, Chelise Brodtmann | 7 | Shameless Perfection | 1575 |
| 2003 | Corinthian YC, Marblehead, MA | 38 | Benz Faget, Pearson Potts, Adam Miller | 7 | Shameless Perfection | 1575 |
| 2002 | Southern YC, New Orleans, LA | 31 | Benz Faget, Pearson Potts, Cort Adler | 7 | Shameless Perfection | 1575 |
| 2001 | Hingham YC, Hingham, MA | 34 | Jerry Blouin, Chris Schramel, Shannon Lane | 7 | Spot | 123 |
| 2000 | Corinthian YC, Marblehead, MA | 44 | Jeremy and Katie Bloxham, Kathy Wright | 5 | Jumbly | 892 |
| 1999 | Southern YC, New Orleans, LA | 21 | Jerry Blouin, Brock Schmidt, Lisa Millar | 7 | Spot | 123 |
| 1998 | Cottage Park YC, Winthrop, MA | 24 | Justin Scott, Frank Hart, Mike Steele | 5 | Tusker Jammin | 2568 |
| 1997 | Corinthian YC, Chicago, IL | 20 | Tom Dimond, Mark Crawford, Seamus Hourihan | 5 | Dog in the Rhode | 3194 |
| 1996 | Corinthian YC, Marblehead, MA | 39 | Tom Dimond, Mark Crawford, Seamus Hourihan | 5 | Dog in the Rhode | 3194 |
| 1995 | Southern YC, New Orleans, LA | 20 | Tom Dimond, Mark Crawford, Seamus Hourihan | 5 | Dog in the Rhode | 3194 |
| 1994 | Sandy Bay YC, Rockport, MA | 33 | Randy Richmond, Luke Brown | 36 | Flash | 889 |
| 1993 | Corinthian YC, Chicago, IL | 19 | Randy Richmond, Luke Brown | 36 | Flash | 889 |
| 1992 | Corinthian YC, Marblehead, MA | 37 | Bob Jensen, Jan Atkensen, Paul Zelewsky | 12 | Rhubarb | 1216 |
| 1991 | Southern YC, New Orleans, LA | 16 | Al LeBlanc, Judy LeBlanc, Tommy Taggart | 7 | LocoMotion | 2533 |
| 1990 | New Bedford YC | 13 | Jonathan Cressy, Stu Wales, Mark Crawford | 5 | Opera Ain't Over Till the Fat Lady Sings | 1683 |
| 1989 | Manchester YC, Manchester MA | | Jonathan Cressy, Stu Wales, Steve Duff | 5 | Opera Ain't Over Till the Fat Lady Sings | 1683 |
| 1988 | Fairhope YC, Fairhope, AL | 8 | Barrett Norman | 7 | Flurry | 1984 |
| 1987 | New Bedford YC, Padanarum, MA | 18 | Rob Hitchcock, Ted Scott | 9 | Toad's Hull | 1301 |
| 1986 | Corinthian YC, Chicago, IL | 11 | Frank Hart, Dave Nelson, Tom Tompkins | 5 | Opera Ain't Over Till the Fat Lady Sings | 1683 |
| 1985 | Corinthian YC, Marblehead MA | 27 | Frank Hart, Tom Tompkins. Dave Nelson | 5 | Opera Ain't Over Till the Fat Lady Sings | 1683 |
| 1984 | Southern YC, New Orleans, LA | 12 | Barrett Norman, Keith Crum, Dwight LeBlanc | 7 | Flurry | 1984 |
| 1983 | New Bedford YC, Padanaram, MA | 29 | Michael Carpenter, BJ Mansfield, Richard Brown, Art Radke | 5 | Blue Chip | 1090 |
| 1982 | Corinthian YC, Chicago, IL | 19 | Bob Jensen, Carol Anderson, Judith Kemp | 12 | Rhubarb | 1216 |
| 1981 | Larchmont YC, Larchmont, NY | 31 | Bob Jensen, Carol Anderson, Cary Fisher | 12 | Rhubarb | 1216 |
| 1980 | Southern YC, New Orleans, LA | 20 | Bob Jensen, Carol Anderson, Cary Fisher | 12 | Rhubarb | 1216 |
| 1979 | St Francis YC, San Francisco, CA | 19 | Jeff Madrigali | 17 | | 606 |
| 1978 | Corinthian YC, Chicago, IL | 23 | Peter DeWolfe, Debby DeWolfe, Frank Murphy, Jr. | 5 | Saffron | 2379 |
| 1977 | Corinthian YC, Marblehead, MA | 40 | Peter DeWolfe, Debby DeWolfe, Jim Beaton | 5 | Saffron | 2379 |
| 1976 | Fairhope, YC, Fairhope, AL | 16 | Bob Jensen, Carol Anderson, Tom McKean | 12 | Rhubarb | 1216 |
| 1975 | Corinthian YC, Chicago, IL | 20 | Bob Jensen, Carol Anderson, Tom Pardon | 12 | Rhubarb | 1216 |
| 1974 | San Francisco YC, San Francisco, CA | 20 | Tad Lacey, Don Jesberg, Dave Walker | 17 | | 1649 |
| 1973 | New Bedford, YC, Padanaram, MA | 31 | Bob Saltmarsh, Kiki Saltmarsh, Kitty Saltmarsh | 9 | Saltissimo | 938 |
| 1972 | Southern YC, New Orleans, LA | 19 | Al Grevemberg, Chip Grevemberg, Chris Clement | 7 | Scuba | 1433 |
| 1971 | Corinthian YC, Chicago, IL | 21 | Bob Jensen, Tom Pacer, Peter Kornbaber | 12 | Rhubarb | 1216 |
| 1970 | San Francisco YC, San Francisco CA | 20 | Martha Martin | 17 | Dulcinea | 1550 |
| 1969 | Boston YC, Marblehead MA | 20 | Bob Saltmarsh and Family | 9 | Saltissimo | 938 |
| 1968 | Southern YC, New Orleans, LA | 20 | Art Anderssen | | | 1625 |
| 1967 | Corinthian YC, Chicago, IL | 15 | Dr. Robert Stine and Family | 4 | | 823 |
| 1966 | Fairhope YC, Fairhope, AL | | Tom Tobert | 4 | Day Off | 194 |
| 1965 | Larchmont YC, Larchmont, NY | 19 | Jack Glover | 4 | | 1104 |
| 1964 | Port Washington YC, Port Washington, NY | 19 | Tom MacNiven and Family | 1 | | 878 |
| 1963 | Beach Point YC, Mamaroneck, NY | 13 | Matt Coneys | | | |