City of San Francisco Perpetual Trophy
In 1968 the M. H. De Young Memorial Museum loaned to the St. Francis Yacht Club one of the two golden spades used to break ground for the Golden Gate Bridge, at ceremonies in the Presidio on February 26, 1933.
| Year | Owner | Boat Name | Boat Type |
|---|---|---|---|
| 2023 | Marc McMorris | M2 | Cape 31 |
| 2021 | Gary Panariello | Courageous | J/88 |
| 2020 | NO RACE | -- | -- |
| 2019 | Daniel Thielman | Kuai | Melges 32 |
| 2018 | Dorian McKelvy | Madmen | J/111 |
| 2017 | Karl Kwok | Beau Geste | Pac52 |
| 2016 | Tim Fuller | Resolute | J/125 |
| 2015 | Sy Kleinman | Swiftsure | Schumacher 54 |
| 2014 | Donald Payan | Whiplash | MC 38 |
| 2013 | Sy Kleinman | Swiftsure | Schumacher 54 |
| 2012 | Daniel Woolery | Soozal | |
| 2011 | Brad Cooper | TNT | |
| 2010 | Daniel Woolery | Soozal | |
| 2009 | Kjeld Hestehave | Velos | |
| 2008 | Brad Cooper | TNT | |
| 2007 | Lani Spund | Kokopelli 2 | |
| 2006 | John Sietel | Scorpio | |
| 2005 | Robert Youngjohns | Zephyra | |
| 2004 | Mokoto Uematsu | Esmeralda | |
| 2003 | Martin Brauns | Winnetou | |
| 2002 | Paul Kent | Chance | |
| 2001 | Not Raced | --- | |
| 2000 | John Kilroy | Samba Pa Ti | |
| 1999 | Don Hughes & Bob Richards | Taxi Dancer | |
| 1998 | John Risley | Numbers | |
| 1997 | Dawn Riley & Jeff Madrigali | America True | |
| 1996 | Brack Duker | Evolution | |
| 1995 | Jim Ryley | Mirage | |
| 1994 | Doug DeVos | Windquest | |
| 1993 | Bill LeRoy | Gone With The Wind | |
| 1992 | Bill Le Roy | Gone With The Wind | |
| 1991 | Neil Barth | Witch Doctor | |
| 1990 | Sy Kleinman | Swiftsure | |
| 1989 | Rolfe Croker | Hana Ho | |
| 1988 | D. Forbes & J. Jones | Great News | |
| 1987 | Kirke Erskine | Earl of Mar | |
| 1986 | John Thomson | Infinity | |
| 1985 | Larry B. Harvey | Crazy Horse | |
| 1984 | John Arens | Tomahawk | |
| 1983 | T. David Fenix, III & Monte Livingston | Bullfrog | |
| 1982 | T. David Fenix, III & Monte Livingston | Bullfrog | |
| 1981 | Clay Bernard, II | Great Fun | |
| 1980 | Robert Cole | Zamazaan | |
| 1979 | David Cuckler | Hawkeye | |
| 1978 | Nicholas Frazee | Swiftsure | |
| 1977 | William Power | High Rolle | |
| 1976 | Hasting Harcourt | Whistle Wing | |
| 1975 | William Pascoe | Saudade | |
| 1974 | Frank J. Kawalkowski | Sirona | |
| 1973 | N/A | --- | |
| 1972 | William Pascoe | Bright Star | |
| 1971 | Theodore J. Stephens | Lightning | |
| 1970 | N/A | --- | |
| 1969 | Eugene Trepte | Brushfire | |
| 1968 | Theodore J. Stephens | Alpha |
