Caribbean Championship 2017, Qualifying tournament, First Round, Group 3 |
| 29.03.2016 | | French Guiana | | Cuba | | 3:0 (2:0) |
| Remire-Montjoly |
Caribbean Championship 2014, Final tournament, 3rd place match |
| 18.11.2014 | | Cuba | | Haiti | | 1:2 (0:0) |
| Montego Bay |
Caribbean Championship 2012, Final tournament, Group B |
| 08.12.2012 | | Martinique | | Cuba | | 1:0 (1:0) |
| St. John's |
Caribbean Championship 2012, Qualifying tournament, Second round, group 8 |
| 18.11.2012 | | Trinidad and Tobago | | Cuba | | 1:0 (0:0) |
| Bacolet |
Caribbean Championship 2010, Final tournament, Semifinal |
| 03.12.2010 | | Cuba | | Guadeloupe | | 1:2 (1:0) |
| Fort-de-France |
Caribbean Championship 2008, Final tournament, Group B |
| 08.12.2008 | | Cuba | | Haiti | | 0:1 (0:1) |
| Montego Bay |
Caribbean Cup 2007, Final tournament, Semifinal |
| 20.01.2007 | | Trinidad and Tobago | | Cuba | | 3:1 (1:0) |
| Port of Spain |
Caribbean Cup 2007, Final tournament, Bobby Sookram Group |
| 14.01.2007 | | Cuba | | Guadeloupe | | 1:2 (0:1) |
| San Fernando |
Caribbean Cup 2005, Final tournament, Final Round |
| 24.02.2005 | | Cuba | | Jamaica | | 0:1 (0:0) |
| Bridgetown |
Caribbean Cup 2001, Final tournament, 3rd place match |
| 24.05.2001 | | Cuba | | Martinique | | 0:1 (0:0) |
| Malabar |
Caribbean Cup 2001, Final tournament, Semifinal |
| 22.05.2001 | | Trinidad and Tobago | | Cuba | | 2:0 (2:0) |
| Port of Spain |
Caribbean Cup 1999, Final tournament, Final |
| 13.06.1999 | | Trinidad and Tobago | | Cuba | | 2:1 aet (0:0, 1:1) |
| Port of Spain |
Caribbean Cup 1996, Final tournament, Final |
| 07.06.1996 | | Trinidad and Tobago | | Cuba | | 2:0 |
| Port of Spain |
Caribbean Cup 1995, Final tournament, Semifinal |
| 27.07.1995 | | Saint Vincent and Grenadines | | Cuba | | 3:2 (0:1) |
| Cayman Islands |
Caribbean Cup 1995, Final tournament, Group B |
| 19.07.1995 | | Trinidad and Tobago | | Cuba | | 2:0 (1:0) |
| Kingston |
Caribbean Cup 1992, Final tournament, Semifinal |
| 24.06.1992 | | Trinidad and Tobago | | Cuba | | 1:0 |
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