Season Champions Runners-up
1970-72 no second level contested
1972/73 Blocks Lions B
1973-78 no second level contested
1978/79 Western Scholars [*] Cayman Island High School
1979-86 no second level contested
1987 Nissan United Police
1988 Quarry Products Pacers Soweto United
1988/89 Yobbo Rangers Boca Juniors
1989/90 Sunset House Hadsphaltic Eagles
1990/91 Hurlstone FC East End United
1991/92 Bodden Town Reunited Hadsphaltic Eagles
1992/93 Police Sunset United
1993/94 FC International Scholars International B
1994/95 West Bay United
1995/96 PC East End Bodden Town FC
1996/97 Naya Sporting Club Nacional (Bodden Town)
1997/98 Cayman Brac Soweto United
1998/99 Western Union FC Scholars International B
1999/00 not known (Naya Sporting or Scholars International B)
2000/01 Latinos FC Roma FC
2001-08 not known
2008/09 Bodden Town FC Academy FC
2009/10 East End United FC Academy FC
2010/11 Cayman Athletic SC North Side SC
2011/12 North Side SC Academy FC
2012/13 Sunset FC Roma United SC
2013/14 Roma United SC Cayman Brac FC
2014/15 Academy FC
2015/16 Latinos FC North Side SC
2016/17 George Town SC Cayman Brac FC
2017/18 not held
2018/19 not held
2019/20 not held
2020/21 Scholars International B Alliance FC
2022 Roma United SC Cayman Athletic SC
2022/23 345 FC Alliance FC
2023/24 Tigers FC East End United FC
2024/25 Latinos FC Cayman Athletic SC
2025/26 Roma United SC Prospect Academy FC
[*] in 1978/79 all 12 clubs started in the Senior Division, which was split into
Division 1 and Division 2 (both 6 clubs) after the first round robin; in the
next season, all clubs could again enter the single-division Soccer League
Prepared and maintained by Hans Schöggl for the Rec.Sport.Soccer Statistics Foundation
Author: Hans Schöggl
Last updated: 20 Aug 2026
(C) Copyright Hans Schöggl and RSSSF 2024/26
You are free to copy this document in whole or part provided that proper
acknowledgement is given to the author. All rights reserved.