Sam Bailey Lifetime Achievement Award

Sam Bailey, 2004
Gene King and Barbara King, 2006
Tom McEwen, 2008
Rick Thomas, 2010
Tino Gonzalez, 2012
Tampa High School Coaching Legends John Crumbley, Pop Cuesta, Frank Permuy and Jim Macaluso, 2014
Ozzie Timmons, 2016
Vince Naimoli, 2018