Trophy: Lucian K. Small Trophy for the San Diego Bay Penguin Fleet. Redeeded in 1974 to the Best Recod Away Under 18.
| Year | Sailor Name(s) | Boat Name | Boat Type | Results |
|---|---|---|---|---|
| 2022 | Anton Schmid | |||
| 2021 | Peter Busch | |||
| 2019 | Peter Joslin | |||
| 2018 | Jack Egan | |||
| 2017 | Jack Joslin | |||
| 2016 | Cole Harris | |||
| 2015 | Paul Didham | |||
| 2014 | Andy Reiter | |||
| 2013 | Scott Sinks | |||
| 2012 | Scott Sinks | |||
| 2009-2011 | Nevin Snow | |||
| 2008 | Judge Ryan | |||
| 2007 | Jacke LaDow | |||
| 2006 | Jake LaDow | |||
| 2005 | JP Barnes | |||
| 2004 | Tyler Sinks & Willly Weisman | |||
| 2003 | Mikee Anderson-Mittering & Graham Biehl | |||
| 2002 | Andrew Campbell, Mikee Anderson-Mittering, Graham Biehl, Frank Tybor, Jeffrey Boyd | |||
| 2001 | Andrew Campbell | |||
| 1999 | Andrew Campbell & Bryan Lake | |||
| 1998 | Matt Stine | |||
| 1996 | John Schlicht | |||
| 1995 | Tyler Pruett | |||
| 1994 | Zach Maxam | |||
| 1993 | Chad Wilcomb | |||
| 1992 | Chad Wilcomb | |||
| 1991 | Scott Quan | |||
| 1990 | Scott Quan | |||
| 1989 | Kevin Quan | |||
| 1988 | Craig Moss | |||
| 1987 | Alex Camet | |||
| 1986 | Alex Camet | |||
| 1985 | Scott Lindley | |||
| 1984 | Jeff Peter | |||
| 1983 | Alan Ledbetter & Jeff Peter | |||
| 1982 | Alan Ledbetter | |||
| 1981 | Alan Ledbetter | |||
| 1978-1980 | JJ Fetter | |||
| 1977 | Matt Madruga | |||
| 1976 | Kevin McEnony | |||
| 1975 | David Ryan | |||
| 1974 | Danny North |