Awarded to the first PC to finish the Opening Day race.
| Year | Sailor Name(s) | Boat Name | Boat Type | Results |
|---|---|---|---|---|
| 2024 | Gerald Jessop | Zest | ||
| 2021 & 2023 | Rick Arneson | Nepenthe | Results | |
| 2019 | Jerelyn Biehl | Skylark | ||
| 2018 | Jim & Beth Oberg | First Fiddle | ||
| 2017 | Steve & Heather Brownsea | Zest | ||
| 2016 | Mark Reynolds | Skylark | ||
| 2015 | Alex Caldwell | Onion Truck | ||
| 2014 | Tom Hurlburg | Skylark | ||
| 2013 | Jim Oberg | First Fiddle | ||
| 2012 | John Dodge | Celeste | ||
| 2011 | Doug Holthaus | Celeste | ||
| 2010 | Tom Hurlburg | Skylark | ||
| 2009 | Doug Holthaus, Vince Brun | Celeste | ||
| 2008 | Andy La Dow | Salsa | ||
| 2007 | Tom Hurlburt | Skylark | ||
| 2006 | Jack Sutphen | Jack's Wylie Menace | ||
| 2005 | George Lindley, Gary Gould, Geves Kenny | La Cucaracha | ||
| 2004 | George Lindley, Gary Gould, Geves Kenny | La Cucaracha | ||
| 2000 | Jack Sutphen | Jack's Wylie Menace | ||
| 1976 | B. Caldwell, M. Miller | Onion Truck | ||
| 1974 | JAck Bone | Skylark | ||
| 1973 | Geves Kinney | Ghost | ||
| 1972 | George Harris | Interlude | ||
| 1969-1971 | Jack Bone | Skylark | ||
| 1968 | Wallace Springstead | La Cucaracha | ||
| 1967 | Donald R. Stewart | Confusion | ||
| 1966 | Mort Carille | Panic | ||
| 1961-1965 | Wallace Springstead | La Cucaracha | ||
| 1960 | Jack Bone | Skylark | ||
| 1959 | Jack Bone | Skylark | ||
| 1958 | Wallace Springstead | La Cucaracha | ||
| 1957 | Jack Bone | Skylark | ||
| 1956 | Jack Bone | Skylark | ||
| 1955 | John Washington | La Cucaracha | ||
| 1954 | John Washington | La Cucaracha | ||
| 1953 | Milton Wegeworth | Paula | ||
| 1952 | Jack Bone | Skylark | ||
| 1951 | John Washington | La Cucaracha | ||
| 1950 | M. Wegeforth | Paula |