2024 - Sarasota American
2023 - Venice
2022 - Venice
2021 - Sarasota National
2020 - International tournament not held due to Covid-19 pandemic
2019 - North Port Area
2018 - Sarasota American
2017 - Sarasota American
2016 - Sarasota American
2015 - Sarasota American
2014 - Sarasota National
2013 - Sarasota American
2012 - North Port Area
2011 - Sarasota American
2010 - Sarasota West
2009 - Sarasota Florida
2008 - Sarasota Florida
2007 - West Central Sarasota
2006 - Venice National
2005 - Sarasota Florida
2004 - Manatee East (Bradenton)
2003 - Sarasota Florida
2002 - Braden River
2001 - Central Sarasota County
2000 - East Central Sarasota
1999 - East Central Sarasota
1998 - East Central Sarasota
1997 - Manatee East (Bradenton)
1996 - Venice American(*)
1995 - Sarasota Florida
1994 - West Central Sarasota
1993 - East Central Sarasota
1992 - Sarasota Florida
1991 - Sarasota American
1990 - Central Sarasota County
1989 - Sarasota National
1988 - Manatee National (Bradenton)
1987 - Sarasota National
1986 - Sarasota American
1985 - Sarasota American
1984 - Venice National
1983 - Sarasota National
1982 - Sarasota National
1981 - Sarasota National

(*) - Braden River won the 1996 District 16 tournament but was forced to forfeit their championship game victory over Venice American for using an ineligible player.

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