Tournaments
| Year | Host | Final | Third Place Match | ||||||
|---|---|---|---|---|---|---|---|---|---|
| Winner | Score | Runner-up | 3rd Place | Score | 4th Place | ||||
| Shell Caribbean Cup | |||||||||
| 1989 Details |
Barbados | Trinidad and Tobago |
2 – 1 | Grenada |
Guadeloupe |
By Table | Netherlands Antilles |
||
| 1990 | Trinidad | ABANDONED DUE TO COUP ATTEMPT | |||||||
| 1991 Details |
Jamaica | Jamaica |
2 – 0 | Trinidad and Tobago |
Saint Lucia |
4 – 1 | Guyana |
||
| 1992 Details |
Trinidad | Trinidad and Tobago |
3 – 1 | Jamaica |
Martinique |
1 – 1 (5–3 pen.) |
Cuba |
||
| 1993 Details |
Jamaica | Martinique |
0 – 0 (6–5 pen.) |
Jamaica |
Trinidad and Tobago |
3 – 2 | Saint Kitts and Nevis |
||
| 1994 Details |
Trinidad | Trinidad and Tobago |
7 – 2 | Martinique |
Guadeloupe |
2 – 0 | Suriname |
||
| 1995 Details |
Cayman Islands Jamaica |
Trinidad and Tobago |
5 – 0 | Saint Vincent and the Grenadines |
Cuba |
3 – 0 | Cayman Islands |
||
| Umbro/Shell Caribbean Cup | |||||||||
| 1996 Details |
Trinidad | Trinidad and Tobago |
2 – 0 | Cuba |
Martinique |
1 – 1 (3–2 pen.) |
Suriname |
||
| 1997 Details |
Antigua Saint Kitts |
Trinidad and Tobago |
4 – 0 | Saint Kitts and Nevis |
Jamaica |
4 – 1 | Grenada |
||
| Shell Caribbean Cup | |||||||||
| 1998 Details |
Jamaica Trinidad |
Jamaica |
2 – 1 | Trinidad and Tobago |
Haiti |
3 – 2 | Antigua and Barbuda |
||
| Copa Caribe | |||||||||
| 1999 Details |
Trinidad | Trinidad and Tobago |
2 – 1 | Cuba |
Haiti |
n/a | Jamaica |
||
| 2001 Details |
Trinidad | Trinidad and Tobago |
3 – 0 | Haiti |
Martinique |
1 – 0 | Cuba |
||
| Digicel Caribbean Cup | |||||||||
| 2005 Details |
Barbados | Jamaica |
1 – 0 | Cuba |
Trinidad and Tobago |
3 – 2 | Barbados |
||
| 2007 Details |
Trinidad | Haiti |
2 – 1 | Trinidad and Tobago |
Cuba |
2 – 1 | Guadeloupe |
||
| 2008 Details |
Jamaica | Jamaica |
2 – 0 | Grenada |
Guadeloupe |
0 – 0 (5–4 pen.) |
Cuba |
||
| 2010 Details |
Martinique | Jamaica |
1 – 1 (5–4 pen.) |
Guadeloupe |
Cuba |
1 – 0 | Grenada |
||
| 2012 Details |
Antigua and Barbuda | ||||||||
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