| Winner | Runner-up | |
| Banks Trophy | ||
| 1972/73 | Barbados | Guyana |
| 1973/74-1974/75 | No competition | |
| Gillette Cup | ||
| 1975/76 | Barbados | Trinidad and Tobago |
| Geddes Grant/Harrison Line Trophy | ||
| 1976/77 | Barbados | Trinidad and Tobago |
| 1977/78 | Jamaica | |
| Leeward Islands | ||
| 1978/79 | Trinidad and Tobago | Barbados |
| 1979/80 | Guyana | Leeward Islands |
| 1980/81 | Trinidad and Tobago | Barbados |
| 1981/82 | Leeward Islands | Barbados |
| 1982/83 | Guyana | Jamaica |
| 1983/84 | Jamaica | Leeward Islands |
| 1984/85 | Guyana | Jamaica |
| 1985/86 | Jamaica | Leeward Islands |
| 1986/87 | Jamaica | Barbados |
| 1987/88 | Barbados | Jamaica |
| Geddes Grant Shield | ||
| 1988/89 | Windward Islands | Guyana |
| 1989/90 | Trinidad and Tobago | Barbados |
| 1990/91 | Jamaica | Leeward Islands |
| 1991/92 | Trinidad and Tobago | Barbados |
| 1992/93 | Guyana | |
| Leeward Islands | ||
| 1993/94 | Leeward Islands | Barbados |
| Shell/Sandals Trophy | ||
| 1994/95 | Leeward Islands | Barbados |
| 1995/96 | Guyana | |
| Trinidad and Tobago | ||
| 1996/97 | Trinidad and Tobago | Guyana |
| Red Stripe Bowl | ||
| 1997/98 | Leeward Islands | Guyana |
| 1998/99 | Guyana | Leeward Islands |
| 1999/00 | Jamaica | Leeward Islands |
| 2000/01 | Windward Islands | Leeward Islands |
| 2001/02 | Guyana | Barbados |
| 2002/03 | Barbados | Jamaica |
| 2003/04 | Guyana | Barbados |
| Regional One-Day Tournament | ||
| 2004/05 | Trinidad and Tobago | Guyana |
| KFC Cup | ||
| 2005/06 | Guyana | Barbados |
| 2006/07 | Trinidad and Tobago | Windward Islands |
| 2007/08 | Jamaica | Trinidad and Tobago |
| 2008/09 | Trinidad and Tobago | Barbados |
| 2009/10 | Trinidad and Tobago | Guyana |
| 2010/11 | Barbados / Leeward Islands | |
| 2011/12 | Jamaica | Trinidad and Tobago |
| 2012/13 | Windward Islands | Combined Campuses |
| NAGICO Regional Super50 | ||
| 2013/14 | Barbados | Trinidad and Tobago |
| NAGICO Super50 | ||
| 2014/15 | Trinidad and Tobago | Guyana |
| 2015/16 | Trinidad and Tobago | Barbados |
| Regional Super50 | ||
| 2016/17 | Barbados | Jamaica |
| 2017/18 | Windward Islands | Barbados |
| 2018/19 | Combined Campuses | Guyana |
| 2019/20 | West Indies Emerging Team | Leeward Islands |
| 2020/21 | Trinidad and Tobago | Guyana |
| 2021/22 | No competition | |
| 2022/23 | Jamaica | Trinidad and Tobago |
| 2023/24 | Trinidad and Tobago | Leeward Islands |
| 2024/25 | No winner | Barbados and Jamaica declined to take the field for a reduced final in wet conditions. |
Jonathan Northall