Sponsors Trophy (with cup)

Fort Lauderdale to Key West
Overall Performance Trophy
1987 – Wassail III – Jim Ashbaugh
1988 – Triump – Steve Gagne
1989 – Peregrine – Steve Robertson
1990 – Pere de Mere – Bubba Ball
1991 – Different Drummer – Ted Naughton
1992 – Rogue – Edward S. Dole
1993 – Acadia – Burt Keenan
1994 – Redled – Richard Bettenhausen
1995 – Hot Stuff – Alex Segev
1996 – Electra – John Thansky
1997 – Dear Friend – Bill Kardash
1998 – Trader – Fred Detweiler
1999 – Trader – Fred Detweiler
2000 – Spirit – John Boyle
2001 – Grins – Rick Orchard
2002 – E–Ticket Dan Myers
2003 – Holy Toledo – Cliff Vaughan
2004 – Catnip – V. Mendelsohn
2005 – Mirage – Christian Schaumloffel
2006 – N/A
2007 – Dreadnought – Midshipman Burchett
2008 – Samba Pa Ti – John Kilroy, Jr
2009 – Rosebud – Roger Sturgeon
2010 – Different Drummer – Frank Atkinson & Ted Naughton
2011 – Bella Mente – Mr. Hap Fauth
2012 – Denali – Michael D’Amelio
2013 – Spookie – Steve & Heidi Benjamin
2014 – Dragon Fly Plus – Dr. Ulrich Rohde
2015 – Spookie – Steve & Heidi Benjamin
2016 – Spookie – Steve & Heidi Benjamin
2017 – N/A
2018 – N/A
2019 – Fox – Victor Wilde
2020 – Baby B – Jim Grundy