Cayman Islands Premier League
The Cayman Islands League is the top association football league in the Cayman Islands and was created in 1980. Despite being a league competition in CONCACAF since 1992, no team participated in the CFU Club Championship until the 2010 CFU Club Championship, where Elite SC entered. No team from the Cayman Islands has ever participated in a CONCACAF club tournament - CONCACAF Champions' Cup or CONCACAF Champions League.Current teams
The following 12 teams are competing in the 2019–20 season.
Previous winners
- 1980–81 : Yama Sun Oil
- 1981–82 : Unknown.
- 1982–83 : Unknown.
- 1983–84 : St. George's
- 1984–85 : Mont Joly
- 1985–96 : Unknown.
- 1996–97 : George Town SC
- 1997–98 : Scholars International FC
- 1998–99 : George Town SC
- 1999–00 : Western Union FC
- 2000–01 : Scholars International FC
- 2001–02 : George Town SC
- 2002–03 : Scholars International FC
- 2003–04 : Latinos FC
- 2004–05 : Western Union FC
- 2005–06 : Scholars International FC
- 2006–07 : Scholars International FC
- 2007–08 : Scholars International FC
- 2008–09 : Elite SC
- 2009–10 : Scholars International FC
- 2010–11 : Elite SC
- 2011–12 : Scholars International FC
- 2012–13 : Bodden Town FC
- 2013–14 : Bodden Town FC
- 2014–15 : Scholars International FC
- 2015–16 : Scholars International FC
- 2016–17 : Bodden Town FC
- 2017–18 : Scholars International FC
- 2018–19 : Scholars International FC
