Dr. and Mrs. C.Y. Wiswell Perpetual Trophy
Presented to the I.L.Y.A. by Mr. and Mrs. Robert E. Pegel in honor of Dr. and Mrs. C.Y. Wiswell, this trophy is to be awarded annually to skipper of the Class X Junior Fleet having the highest standing of the regatta.
| Year | Name of Boat | Club | Skipper |
| 1968 | G.J.D. | Minnetonka Yacht Club | Dave Gluek |
| 1969 | Polliwog | Cedar Lake Yacht Club | Bill Butz, Jr. |
| 1970 | “X”-Plorer | Minnetonka Yacht Club | Tom Burton |
| 1971 | Beast of Beulah | Lake Beulah Yacht Club | Jeff Davenport |
| 1972 | Peguin | White Bear Yacht Club | John Redpath |
| 1973 | X-Rated | Nagawicka Yacht Club | Mitch Moylan |
| 1974 | Easy Going XII | Minnetonka Yacht Club | Skipper Wyer |
| 1975 | Blue Wing | Lake Geneva Yacht Club | Harry Melges, III |
| 1976 | Double Trouble | Cedar Lake Yacht Club | Jim Schaefer |
| 1977 | Lightning | Lac LaBelle Yacht Club | Lou Morgan, Jr. |
| 1978 | Harvey Boatbanger | Lake Beulah Yacht Club | Robert Harvey |
| 1979 | Boomerang II | Lac LaBelle Yacht Club | David Harris |
| 1980 | Tomikazi | Pewaukee Yacht Club | Tom Frentzel |
| 1981 | Snack Pack | Beaver Lake Yacht Club | Andy Gehl |
| 1982 | Go-For | Pewaukee Yacht Club | Bobby Schieble |
| 1983 | “X”-it | Cedar Lake Yacht Club | Brian Sprinkman |
| 1984 | Agent 00-7 | Lac LaBelle Yacht Club | Jim Young |
| 1985 | Agent 00-7 | Lac LaBelle Yacht Club | Jim Young |
| 1986 | Go For It! | Cedar Lake Yacht Club | Joe Curtes |
| 1987 | 2 for Sail | Lake Beulah YachtClub | Matt Grubis |
| 1988 | It | Pewaukee Yacht Club | Nic Weber |
| 1989 | Wind Fox | Minnetonka Yacht Club | David Strothman |
| 1990 | The Last “X” Cuse | Cedar Lake Yacht Club | Rob Eckert |
| 1991 | Auf Bald | Minnetonka Yacht Club | Peter Strothman |
| 1992 | Wind Struck | Minnetonka Yacht Club | Zak Fanberg |
| 1993 | Ande’s Off | Cedar Lake Yacht Club | Andy Best |
| 1994 | Spilly | Pine Lake Yacht Club | Sally Barkow |
| 1995 | Stormin Jr | Lake Geneva Yacht Club | Iggy Labanauskas |
| 1996 | Stormin Jr | Lake Geneva Yacht Club | Iggy Labanauskas |
| 1997 | Wide Open | Lake Geneva Yacht Club | Vincent Porter |
| 1998 | Inside the Ride | White Bear Yacht Club | Andrew Keane |
| 1999 | Whale’n | Pewaukee Yacht Club | Tom Driscoll |
| 2000 | Speed Bump | Cedar Lake Yacht Club | Patti Schmidt |
| 2001 | Paco | Pine Lake Yacht Club | Patrick O’Hara |
| 2002 | A-Train | Pewaukee Yacht Club | Andrew Bohl |
| 2003 | Fiddis | Lake Beulah Yacht Club | Annie Kate Haeger |
| 2004 | A. O. Kay | Okauchee Lake Yacht Club | Alex Kay |
| 2005 | Magic | Minnetonka Yacht Club | Robbie Allen |
| 2006 | Rasta Rocket | Lake Beulah Yacht Club | George Kutschenreuter |
| 2007 | Full Throttle | Lake Genev Yacht Club | Davis Porter |
| 2008 | Warrior | Lake Genev Yacht Club | Joe Rolander |
| 2009 | Barr-B-Que | Lake Beulah Yacht Club | Michael Barr |
| 2010 | Regatta incomplete – Lack of wind | ||
| 2011 | Frogger | Minnetonka Yacht Club | Johnny Ferguson |
| 2012 | Fearless | Nagawicka Lake Yacht Club | Jack Behrend |
| 2013 | Land Shark | Pewaukee Yacht Club | Joey Biwer |
| 2014 | Route 66 | Pewaukee Yacht Club | Christian Spencer |
| 2015 | Shimmer | Lake Geneva Yacht Club | Harry Melges IV |
| 2016 | All In | Lake Geneva Yacht Club | Chapman Petersen |
| 2017 | Simonized | Pewaukee Yacht Club | Meta Simon |
| 2018 | Jet | La Belle Yacht Club | Sean Mihelich |
| 2019 | Habanero | Pine Lake Yacht Club | Jack Steiner |
| 2020 | Goofball | Pewaukee Yacht Club | Kamron Kaiser |
| 2021 | GOAT | Minnetonka Yacht Club | Jimmy Hughes |
Photo Credit: Melges Performance Sailboats| Morgan Kinney