Rudy Choy
First to Finish – Multihull Yacht
1991 – Brad Howlick – Surf’n Safari
1992 – Eric Arens – Just Right
1995 – John Berry – Greenwich Propane
1996 – Walter Greene – Friends
1997 – Peter Ofsky and Peter Harvey – Andiamm
1998 – Lyman White – Silverheels
1999 – Steve Marsh – F–31
2000 – Victor Mandelsohn – Catnip
2001 – No Name – Steve Marsh
2002 – Green Flash – Dave Calvert
2003 – N/A
2004 – D. Zelinsky – Zephyr
2005 – D. Zelinsky – Zephyr
2006 – Peter Fredenberg & Todd Hudgins – Condor
2007 – Steve and Scott Liebel – Stars and Stripes
2008 – Tom Reese – Flight Simulator
2009 – Mike Rush – Patriot
2010 – N/A
2011 – Paul Parks – Sundog
2012 – Ron White – Cheeke Monkey
2013 – Paul Parks – Sundog
2014 – Rick Warner – Cheeky
2015 – Flight Simulator – Tom Reese
2016 – Elvis – Jason Carroll
2017 – Elvis – Jason Carroll
2018 – Elvis – Jason Carroll
2019 – Argo – Jason Carroll
2020 – Tobiko – Tim Britton
2021 – N/A
2022 – Flight Simulator – Tom Reese
1991 – Brad Howlick – Surf’n Safari
1992 – Eric Arens – Just Right
1993 – Eric Arens – Just Right
1994 – Eric Aldam – II Caliente1995 – John Berry – Greenwich Propane
1996 – Walter Greene – Friends
1997 – Peter Ofsky and Peter Harvey – Andiamm
1998 – Lyman White – Silverheels
1999 – Steve Marsh – F–31
2000 – Victor Mandelsohn – Catnip
2001 – No Name – Steve Marsh
2002 – Green Flash – Dave Calvert
2003 – N/A
2004 – D. Zelinsky – Zephyr
2005 – D. Zelinsky – Zephyr
2006 – Peter Fredenberg & Todd Hudgins – Condor
2007 – Steve and Scott Liebel – Stars and Stripes
2008 – Tom Reese – Flight Simulator
2009 – Mike Rush – Patriot
2010 – N/A
2011 – Paul Parks – Sundog
2012 – Ron White – Cheeke Monkey
2013 – Paul Parks – Sundog
2014 – Rick Warner – Cheeky
2015 – Flight Simulator – Tom Reese
2016 – Elvis – Jason Carroll
2017 – Elvis – Jason Carroll
2018 – Elvis – Jason Carroll
2019 – Argo – Jason Carroll
2020 – Tobiko – Tim Britton
2021 – N/A
2022 – Flight Simulator – Tom Reese