Presented in 1939 by the Manager of the Hotel Del Coronado, at the instigation of the Spreckels' interests, for annual 3- race series, ocean course, to determine the San Diego Bay Fleet Championships. This trophy cannot be retired if won three times.
The regatta is held in South San Diego Bay.
| Year | Sailor Name(s) | Boat Name | Boat Type | Results |
|---|---|---|---|---|
| 2016 | Steve & Heather Brownsea | ZEST #42 | Pacific Class (PC) | |
| 2015 | Hurlburt, Reynolds | SKYLARK #31 | Pacific Class (PC) | |
| 2014 | Tom Hurlburt | SKYLARK #31 | Pacific Class (PC) | |
| 2013 | Tom Hurlburt | SKYLARK #31 | Pacific Class (PC) | |
| 2012 | Mark Reynolds | SKYLARK #31 | Pacific Class (PC) | |
| 2011 | Hurlburt, Reynolds | SKYLARK #31 | Pacific Class (PC) | |
| 2010 | Hurlburt, Reynolds | SKYLARK #31 | Pacific Class (PC) | |
| 2009 | Gould/Kenny/Lindley | LA CUCARACHA #14 | Pacific Class (PC) | |
| 2008 | Not Raced | |||
| 2007 | Not Raced | |||
| 2006 | Bennet Greenwald | MINX #18 | Pacific Class (PC) | |
| 2005 | Jack Sutphen | JACK's WYLIE MENACE | Pacific Class (PC) | |
| 2004 | Jack Sutphen | JACK's WYLIE MENACE | Pacific Class (PC) | |
| 2003 | Jack Sutphen | MENACE | Pacific Class (PC) | |
| 2002 | Jack Sutphen | MENACE | Pacific Class (PC) | |
| 2001 | Not Raced | |||
| 2000 | Jack Sutphen | MENACE | Pacific Class (PC) | |
| 1999 | Jack Sutphen | MENACE | Pacific Class (PC) | |
| 1998 | Jack Sutphen | MINX #18 | Pacific Class (PC) | |
| 1997 | Jack Sutphen | MINX #18 | Pacific Class (PC) | |
| 1996 | Brian Thomas/Chuck Eaton | FIRST FIDDLE #11 | Pacific Class (PC) | |
| 1995 | Jack Sutphen | SWAN | Pacific Class (PC) | |
| 1994 | Bruce & Shelly Gresham/Jack Sutphen | YANKEE #72 | Pacific Class (PC) | |
| 1993 | Bruce & Shelly Gresham/Jack Sutphen | YANKEE #72 | Pacific Class (PC) | |
| 1992 | Bruce & Shelly Gresham/Jack Sutphen | YANKEE #72 | Pacific Class (PC) | |
| 1983-1991 | Not Raced | |||
| 1982 | Peter Peckham | CONFUSION | Pacific Class (PC) | |
| 1981 | Chuck Eaton | WHITE MYTH | Pacific Class (PC) | |
| 1980 | Chuck Eaton/Dave Miller | WHITE MYTH | Pacific Class (PC) | |
| 1979 | Chuck Eaton/Dave Miller | HUSSY | Pacific Class (PC) | |
| 1978 | Chuck Eaton/Dave Miller | HUSSY | Pacific Class (PC) | |
| 1977 | Chuck Eaton | SUNDANCE | Pacific Class (PC) | |
| 1976 | Jack Bone | SKYLARK | Pacific Class (PC) | |
| 1975 | Joe Gann | CHAOS #23 | Pacific Class (PC) | |
| 1974 | Jack Bone | SKYLARK | Pacific Class (PC) | |
| 1973 | Jack Bone | SKYLARK | Pacific Class (PC) | |
| 1972 | Fred Kirschner | JADE #9 | Pacific Class (PC) | |
| 1971 | Alex Caldwell | PANIC | Pacific Class (PC) | |
| 1970 | Rodney Eales | LA CUCARACHA #14 | Pacific Class (PC) | |
| 1969 | Rodney Eales | LA CUCARACHA #14 | Pacific Class (PC) | |
| 1968 | Morton Carlile | PANIC | Pacific Class (PC) | |
| 1967 | Rocky Springstead | LA CUCARACHA #14 | Pacific Class (PC) | |
| 1966 | Morton Carlile | PANIC | Pacific Class (PC) | |
| 1965 | Morton Carlile | PANIC | Pacific Class (PC) | |
| 1964 | Fred Kirschner | JADE #9 | Pacific Class (PC) | |
| 1963 | Wallace Springstead | LA CUCARACHA #14 | Pacific Class (PC) | |
| 1962 | Wallace Springstead | LA CUCARACHA #14 | Pacific Class (PC) | |
| 1961 | Wallace Springstead | LA CUCARACHA #14 | Pacific Class (PC) | |
| 1960 | Wallace Springstead | LA CUCARACHA #14 | Pacific Class (PC) | |
| 1959 | Wallace Springstead | LA CUCARACHA #14 | Pacific Class (PC) | |
| 1958 | M. Carlile/M. Reynolds | CONFUSION | Pacific Class (PC) | |
| 1957 | Jack Bone | SKYLARK | Pacific Class (PC) | |
| 1956 | John Washington | LA CUCARACHA #14 | Pacific Class (PC) | |
| 1955 | John Washington | LA CUCARACHA #14 | Pacific Class (PC) | |
| 1954 | E.B. Ellsworth | SEA LUR | Pacific Class (PC) | |
| 1953 | Milton Wegeforth | PAULA | Pacific Class (PC) | |
| 1952 | Milton Wegeforth | PAULA | Pacific Class (PC) | |
| 1951 | Milton Wegeforth | PAULA | Pacific Class (PC) | |
| 1950 | John Washington | LA CUCARACHA #14 | Pacific Class (PC) | |
| 1949 | John Washington | LA CUCARACHA #14 | Pacific Class (PC) | |
| 1948 | Milton Wegeforth | SIX BITS | Pacific Class (PC) | |
| 1947 | John Fox | ZORRA | Pacific Class (PC) | |
| 1946 | Doug Giddings | VIVACE | Pacific Class (PC) | |
| 1945 | John Washington | LA CUCARACHA #14 | Pacific Class (PC) | |
| 1944 | Paul Kettenburg | LA CUCARACHA #14 | Pacific Class (PC) | |
| 1943 | John Fox | ZORRA | Pacific Class (PC) | |
| 1942 | John Fox | ZORRA | Pacific Class (PC) | |
| 1941 | Jean Godwin | LA CUCARACHA #14 | Pacific Class (PC) | |
| 1940 | Giddings Brothers | WINDY | Pacific Class (PC) | |
| 1939 | George Carter Jessop | WINGS | Pacific Class (PC) |