| CONCACAF CFU Championship 1978 to 1988 & Caribbean Cup 1989 to 2014 | |||||||||||||||
| Host Nation(s) | Year | # | Winner | Score | Runner-Up | Third | Score | Fourth | |||||||
| Trinidad & Tobago | 1978 | 1 | Suriname | Group | Trinidad & Tobago | Haiti | Group | Antigua & Barbuda | |||||||
| Suriname | 1979 | 2 | Haiti | Group | St Vincent & Grenadines | Suriname | Group | Trinidad & Tobago | |||||||
| Puerto Rico | 1981 | 3 | Trinidad & Tobago | Group | St Vincent & Grenadines | Guadeloupe | Group | Puerto Rico | |||||||
| French Guiana | 1983 | 4 | Martinique | Group | Trinidad & Tobago | French Guiana | Group | Netherlands Antilles | |||||||
| Barbados | 1985 | 5 | Martinique | Group | Barbados | Suriname | Group | Guadeloupe | |||||||
| Martinique | 1988 | 6 | Trinidad & Tobago | Group | Antigua & Barbuda | Martinique | Group | Guadeloupe | |||||||
| Barbados | 1989 | 7 | Trinidad & Tobago | 2 - 1 | Grenada | Guadeloupe | Group | Netherlands Antilles | |||||||
| Trinidad & Tobago | 1990 | 8 | Abandoned | Abandoned | Abandoned | Abandoned | |||||||||
| Jamaica | 1991 | 9 | Jamaica | 2 - 0 | Trinidad & Tobago | Saint Lucia | 4 - 1 | Guyana | |||||||
| Trinidad & Tobago | 1992 | 10 | Trinidad & Tobago | 3 - 1 | Jamaica | Martinique | 1-1 (p5-3) | Cuba | |||||||
| Jamaica | 1993 | 11 | Martinique | 0-0 (p6-5) | Jamaica | Trinidad & Tobago | 3 - 2 | St Kitts & Nevis | |||||||
| Trinidad & Tobago | 1994 | 12 | Trinidad & Tobago | 7 - 2 | Martinique | Guadeloupe | 2 - 0 | Suriname | |||||||
| Cayman Islands | 1995 | 13 | Trinidad & Tobago | 5 - 0 | St Vincent and the Grenadines | Cuba | 3 - 0 | Caymen Islands | |||||||
| Jamaica | |||||||||||||||
| Trinidad & Tobago | 1996 | 14 | Trinidad & Tobago | 2 - 0 | Cuba | Martinique | 1-1 (p3-2) | Suriname | |||||||
| Antigua & Barbuda | 1997 | 15 | Trinidad & Tobago | 4 - 0 | St Kitts & Nevis | Jamaica | 4 - 1 | Grenada | |||||||
| St Kitts & Nevis | |||||||||||||||
| Jamaica | 1998 | 16 | Jamaica | 2 - 1 | Trinidad & Tobago | Haiti | 3 - 2 | Antigua & Barbuda | |||||||
| Trinidad & Tobago | |||||||||||||||
| Trinidad & Tobago | 1999 | 17 | Trinidad & Tobago | 2 - 1 | Cuba | Haiti | Shared | Jamaica | |||||||
| Trinidad & Tobago | 2001 | 18 | Trinidad & Tobago | 3 - 0 | Haiti | Martinique | 1 - 0 | Cuba | |||||||
| Barbados | 2005 | 19 | Jamaica | 1 - 0 | Cuba | Trinidad & Tobago | 3 - 2 | Barbados | |||||||
| Trinidad & Tobago | 2007 | 20 | Haiti | 2 - 1 | Trinidad & Tobago | Cuba | 2 - 1 | Guadeloupe | |||||||
| Jamaica | 2008 | 21 | Jamaica | 2 - 0 | Grenada | Guadeloupe | 0-0 (p5-4) | Cuba | |||||||
| Martinique | 2010 | 22 | Jamaica | 1-1 (p5-4) | Guadeloupe | Cuba | 1 - 0 | Grenada | |||||||
| Antigua & Barbuda | 2012 | 23 | Cuba | 1 - 0 | Trinidad & Tobago | Haiti | 1 - 0 | Martinique | |||||||
| TBD | 2014 | 24 | |||||||||||||