The Cayman Islands FA Cup is the top knockout tournament of the Cayman Islands football. The Cayman Islands are a British overseas territory located in the western Caribbean Sea, comprising the islands of Grand Cayman, Cayman Brac Association football, more commonly known as football or soccer, is a Team sport played between two teams of eleven players and is widely considered

Winners

• 1997/98 : George Town SC
• 1998/99 not known
• 1999/00 not known
• 2000/01 : Bodden Town FC
• 2001/02 : George Town SC 4-0 Scholars International
• 2002/03 : Scholars International 2-1 Bodden Town FC
• 2003/04 : Latinos FC 2-1 George Town SC
• 2004/05 : Western Union FC 2-0 Scholars International
• 2005/06 : Scholars International 2-0 Money Express
• 2006/07 : Latinos FC 3-0 Elite SC

George Town SC is a Cayman Islander football club based in George Town, which currently play in Cayman Islands's first division Bodden Town Football Club is a Cayman Island football club which currently plays in the Cayman Islands's first division George Town SC is a Cayman Islander football club based in George Town, which currently play in Cayman Islands's first division Scholars International is a Cayman Islander football club which currently play in Cayman Ialands's first division Scholars International is a Cayman Islander football club which currently play in Cayman Ialands's first division Bodden Town Football Club is a Cayman Island football club which currently plays in the Cayman Islands's first division Latinos Football Club is a Cayman Islander football club based in George Town, which currently play in Cayman Ialands's first division George Town SC is a Cayman Islander football club based in George Town, which currently play in Cayman Islands's first division WD United is a Cayman Islander football club based in George Town, which currently play in Cayman Ialands's first division Scholars International is a Cayman Islander football club which currently play in Cayman Ialands's first division Scholars International is a Cayman Islander football club which currently play in Cayman Ialands's first division WD United is a Cayman Islander football club based in George Town, which currently play in Cayman Ialands's first division Latinos Football Club is a Cayman Islander football club based in George Town, which currently play in Cayman Ialands's first division

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