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- 1973 Ruth Gordon
- 1974 Winthrop Rockefeller
- 1975 Harry Kuper
- 1976 C. Joseph Cross
- 1977 Harry Kuper
- 1978 Mike Kirkell
- 1979 Ralph Christiansen Sr.
- 1980 Joe Ruggiero
- 1981 Dave Ricketts
- 1982 Mike Levitt
- 1983 Nan Richmond
- 1984 James Redmond
- 1985 Bernd Mastmeier
- 1986 Jim Knight
- 1987 Frank Brunet
- 1988 John Bates
- 1989 Mike St. Pierre
- 1990 Damon Chouest
- 1991 Alan Bates
- 1992 Andrea Courteau
- 1993 Shannon Pitner
- 1994 Jon Jennings
- 1995 Milton S. "Sam"
Jennings
- 1996 Dan Doyle, Jr.
- 1997 Milton S. "Sam"
Jennings
- 1998 Jason Brown
- 1999 Milton S. "Sam"
Jennings
- 2000 John Bates
- 2001
Alan Bates
- 2002
Jose Valdes, Jr
- 2003 Walter Shikany
III
- 2004 Bruce Barker
- 2005 Chester Chambers
- 2006 Luis Infanzon
- 2007 Luis Nevarez
- 2008 Richard Rice
- 2009 Jon Jennings
- 2010 Sandra MacMillan
- 2011 Damon Chouest
- 2012 Jose Valdes Jr.
- 2013 JR Davis
- 2014 Steve Davis
- 2015 Tropical Storm Erica
- 2016 Steve "Spanky" McFarland
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- 2004 "Best of Series" Team Lady Lou - Puerto Rico - Team Captain: Jose Valdes Sr. - Boat Captain: Johnny Fulgueira - 2400 Points (2 legs). Shawn Albury (Ruby), Luis Bacardi (Diamond).
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- 2005 "Best of Series" Team A-Fin-Ity - West Palm Beach, Florida - Team Captain: Davis Clapp - Boat Captains: Tierney/Rans/Morrison - 2800 Points (3 legs). Richard Limegrover (Sapphire), Greg Talbott (Ruby), Davis Clapp (Diamond).
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- 2006 "Best of Series" Team A-Fin-Ity - West Palm Beach, Florida - Team Captain: Davis Clapp - Boat Captains: Ross/Hamlin/Morrison - 2556 Points (3 legs). Greg Talbott (Ruby), Shawn Albury (Diamond).
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- 2007 "Best of Series" Team On Line - Boca Raton, Florida - Team Captain: Greg Talbott - Boat Captains: Alan Card/Keith Bokenhagen - 4600 Points (2 legs). Walter Shikani Jr (Sapphire), Davis Clapp (Ruby), Luis Bacardi (Diamond).
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- 2008 "Best of Series" Team Rum Bum - Team Captain: Luis Bacardi - Boat Captain: David Withers. Points 6250 (3 legs). Luis Bacardi (Sapphire), Luis Bacardi (Ruby), Luis Bacardi (Diamond).
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- 2009 - 2014 Series Not Operated
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- 2007 "Best Of Series" Team Peje - Puerto Rico - Team Captain: Carlos Garcia, Captain Victor Gonzales - 12,249.94 Points (Best Score 3/5 legs). Top Angler Leg 1. Jose Valdes Jr. - Team Mojito (coin #1). Top Angler Leg. 2. Carlos Chapel - Team Peje (coin #2). Top Angler Leg 3. Luis Infanzon - Team Mojito (coin #3). Top Angler Leg 4. Luis Nevarez - Team Peje (coin #4). Top Angler Leg 5. Luis Bacardi - Team Rum Bum (coin #5).
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- 2008 "Best Of Series" TBA - Hailing Port TBA- Team Captain: TBA, Captain TBA - Points (Best Score 3/5 legs). Top Angler Leg 1. Kevin Paul - Team Big Oh (coin #6). Top Angler Leg 2. Philip Napier - Team Gulf Rascal (coin #7). Top Angler Leg 3. Kevin Paul - Team Big Oh (Emerald #2). Top Angler Leg 4. Tommy Green - Team Somoya (coin #8). Top Angler Leg 5. Philip Napier - Team Gulf Rascal (emerald #2).
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- 2009 - Series Not Operated
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- 2010 - Top Angler Leg 1. Cap Cana Open - Carlos Garcia of Team Peje (coin #9). Top Team on Points: Big Oh, Second Place on Points: Team Peje, Third Place on Points: Team Done Deal.
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- 2011 - 2014 - Series Not Operated
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