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La Premier League è la massima competizione calcistica delle Isole Cayman. Istituita nel 1980, è posta sotto l'egida della Federazione calcistica delle Isole Cayman.
| Premier League | |
|---|---|
| Sport | |
| Tipo | Club |
| Federazione | CIFA |
| Paese |  Isole Cayman
|
| Organizzatore | Federazione calcistica delle Isole Cayman |
| Titolo | Campione delle Isole Cayman |
| Cadenza | Annuale |
| Apertura | settembre |
| Chiusura | maggio |
| Partecipanti | 8 squadre |
| Formula | Girone all'italiana |
| Retrocessione in | First Division |
| Sito Internet | caymanfootball.ky[collegamento interrotto] |
| Storia | |
| Fondazione | 1980 |
| Detentore |  Scholars International
|
| Record vittorie | Scholars International (16)
|
| Edizione in corso | Premier League 2023-2024 |
- 1980:
Yama Sun Oil - 1981-82: ignoto
- 1983:
St. George's - 1984: Mont Joly
- 1985-96: ignoto
- 1996/97:
George Town - 1997/98:
Scholars International (West Bay) - 1998/99: George Town
- 1999/00:
Western Union (George Town) - 2000/01: Scholars International (West Bay)
- 2001/02: George Town
- 2002/03: Scholars International (West Bay)
- 2003/04:
Latinos - 2004/05: Western Union (George Town)
- 2005/06: Scholars International (West Bay)
- 2006/07: Scholars International (West Bay)
- 2007/08: Scholars International (West Bay)
- 2008/09:
Elite - 2009/10: Scholars International (West Bay)
- 2010/11: Elite
- 2011/12: Scholars International (West Bay)
- 2012/13:
Bodden Town - 2013-14: Bodden Town
- 2014-15: Scholars International
- 2015-16: Scholars International
- 2016-17: Bodden Town
- 2017-18: Scholars International
- 2018-19: Scholars International
- 2019-20: Bodden Town
- 2020-21: Scholars International
- 2021-22: Scholars International
- 2022-23: Scholars International
- 2023-24: Scholars International
| Club | Campione | Anni campione |
|---|---|---|
| Scholars International | 16 | 1998, 2001, 2003, 2006, 2007, 2008, 2010, 2012, 2015, 2016, 2018, 2019, 2021, 2022, 2023, 2024 |
 Bodden Town | 4 | 2013, 2014, 2017, 2020 |
 George Town | 3 | 1997, 1999, 2002 |
 Western Union | 2 | 2000, 2005 |
 Elite | 2 | 2009, 2011 |
 Yama Sun Oil | 1 | 1980 |
 St. George's | 1 | 1983 |
| Mont Joly | 1 | 1984 |
.png){kind=small} Latinos | 1 | 2004 |
| Stagione | Capocannoniere | Squadra | Reti |
| 2000/01 | Anthony Fogarty[1] | George Town | 21 |
| 2001/02 | Gary Whittaker | George Town | 23 |
| 2002/03 | Gary Whittaker | Scholars International | 11 |
| 2003/04 | Michael Wilks | George Town | 12 |
| 2004/05 | - | - | - |
| 2005/06 | - | - | - |
| 2006/07 | Carlos Powery |  Tigers | 15 |
| 2007/08 | - | - | - |
| 2008/09 | - | - | - |
| 2009/10 | - | - | - |
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