[Fourth Race of Series]
This trophy was donated by the Lake Geneva Yacht Club in 1951 for Class X and is to be awarded to the winner of the Fourth Race in the Annual Class X Regatta. This is a perpetual trophy.
[The Class X Senior fleet sailed split fleets in 1977 - 1984. The perpetual trophies were shared by the race winners in each fleet. The first winner listed beat the other in the overall standings.]
| Year | Name of Boat | Club | Skipper |
| 1951 | Oop-I-8-Too | Lake Geneva Yacht Club | Jim Lund |
| 1952 | Us Too | Lake Geneva Yacht Club | John Anderson |
| 1953 | No race - No wind | ||
| 1954 | My Allowance | Lake Geneva Yacht Club | Fritz Kroeger |
| 1955 | Invictus | Lake Geneva Yacht Club | Chuck Anderson |
| 1956 | Two Sisters | Beaver Lake Yacht Club | Karen Kutchera |
| 1957 | Gotta-Go | Pine Lake Yacht Club | Nancy Kyle |
| 1958 | 4 to 1 | Pewaukee Yacht Club | Carl Zinn |
| 1959 | Octopus | Lac LaBelle Yacht Club | Terry Erwin |
| 1960 | We Try Too | Pewaukee Yacht Club | Ricky Frank |
| 1961 | Father’s Folly | Cedar Lake Yacht Club | Jerry McCabe |
| 1962 | Driftwood | Pewaukee Yacht Club | Michael Sanger |
| 1963 | Tagalong | Mendota Yacht Club | John Beck |
| 1964 | Dad’s Delight | Lac LaBelle Yacht Club | Sharon Jacobi |
| 1965 | No race - Too much wind | ||
| 1966 | Mom’s Mink | Lake Beulah Yacht Club | Will Norris |
| 1967 | No race - Abandoned | ||
| 1968 | Bond’s Bentley | Beaver Lake Yacht Club | Tom Calvy |
| 1969 | Two’s Trouble? | Nagawicka Yacht Club | Steve Coleman |
| 1970 | G.J.D. | Minnetonka Yacht Club | David Gluek |
| 1971 | “X”-Plorer | Minnetonka Yacht Club | Tom Burton |
| 1972 | We-Ketch-Um | Nagawicka Yacht Club | Steve Pfeil |
| 1973 | Checkmate | Lake Geneva Yacht Club | Chuck Lamphere |
| 1974 | Nautilus II | Lake Beulah Yacht Club | Rick Kent |
| 1975 | Dynamite | Lac LaBelle Yacht Club | Dianne Gallo |
| 1976 | Can’t Be B-Ten | Lake Beulah Yacht Club | Scott Hudson |
| 1977 | Ipmdofd | Pewaukee Yacht Club | John Wild |
| 1977 | Super Fry | Lake Geneva Yacht Club | Tom Freytag |
| 1978 | Ripe Banana | Cedar Lake Yacht Club | Chad Sprinkman |
| 1978 | Klementine | Lake Beulah Yacht Club | Dan Klement |
| 1979 | Bouy Banger | Pewaukee Yacht Club | Bob Frentzel |
| 1979 | We-Ketch-Um | Nagawicka Yacht Club | Mike Pfeil |
| 1980 | Lucky Eddie | Cedar Lake Yacht Club | Ed Eckert |
| 1980 | The Sting | Lac LaBelle Yacht Club | Jay Gentle |
| 1981 | X-Caliber | Pewaukee Yacht Club | Jim Pope |
| 1981 | Tacky | Lake Beulah Yacht Club | Joe Byrnes |
| 1982 | SS Skut-But | Lake Beulah Yacht Club | Joe Skotarzak |
| 1982 | Tacky | Lake Beulah Yacht Club | Joe Byrnes |
| 1983 | No race - No wind | ||
| 1984 | Oh Brother! | Lac LaBelle Yacht Club | Chad Kilander |
| 1984 | Island Fun | Minnetonka Yacht Club | Brett Adams |
| 1985 | No race - No wind | ||
| 1986 | Mickey Mouse | Minnetonka Yacht Club | Mark Sigel |
| 1987 | No Pain-No Gain | Lac LaBelle Yacht Club | Dan Keck |
| 1988 | Gutsy | Nagawicka Lake Yacht Club | Jane MacDougall |
| 1989 | Fast Option | Pewaukee Yacht Club | Joe Boland |
| 1990 | X-Cel | Minnetonka Yacht Club | Chris Jewett |
| 1991 | Tactics | Pine Lake Yacht Club | Jim Barkow |
| 1992 | Boomer | Cedar Lake Yacht Club | Danny Tews |
| 1993 | Storm Front | Pine Lake Yacht Club | Jeff Surles |
| 1994 | White Hot | Minnetonka Yacht Club | Dan Wattson |
| 1995 | Zenda Express | Lake Geneva Yacht Club | Justin Hood |
| 1996 | Rampage | Upper Lake Minnetonka Y.C. | Jill Sink |
| 1997 | Wha-Hoppen | Minnetonka Yacht Club | Eric Oppen |
| 1998 | Wide Open | Lake Geneva Yacht Club | Vincent Porter |
| 1999 | Mistral | Minnetonka Yacht Club | Patrick Baskerville |
| 2000 | Defender | Lake Geneva Yacht Club | Andy Labanauskas |
| 2001 | Rock-it Ship | Cedar Lake Yacht Club | Patti Schmidt |
| 2002 | Baby Beluga | Pine Lake Yacht Club | Sara Maas |
| 2003 | Full Throttle | Lake Geneva Yacht Club | Bri Porter |
| 2004 | B4U | Lake Beulah Yacht Club | Daniel Barth |
| 2005 | Lord of the Dings | Lake Geneva Yacht Club | Gordon Lamphere |
| 2006 | Red Stripe | Pewaukee yacht Club | Alex DeGuire |
| 2007 | Buckshot | Beaver Lake Yacht Club | Chris Banholzer |
| 2008 | Full Throttle | Lake Geneva Yacht Club | Davis Porter |
| 2009 | Klementine VII | Lake Beulah Yacht Club | Kate Klement |
| 2010 | No Race -- No Wind | ||
| 2011 | No Xcuses | White Bear Yacht Club | Will Crary |
| 2012 | Chuckwagon | Lake Beulah Yacht Club | Charlie Kutschenreuter |
| 2013 | Double Trouble | Lac LaBelle Yacht Club | Brady Carlson |
| 2014 | Air Bender | Cedar Lake Yacht Club | DJ Jaessing |
| 2015 | Route 66 | Pewaukee yacht Club | Christian Spencer |
| 2016 | Menace | Lake Geneva Yacht Club | Henry Rolander |
| 2017 | 5 Star | Lake Geneva Yacht Club | Kyle Navin |
| 2018 | All-In | Lake Geneva Yacht Club | Chapman Petersen |