Caribbean Championship 2017, Qualifying tournament, First Round, Group 3 |
 | 29.03.2016 |  | French Guiana | | Cuba |  | 3:0 (2:0) |
| Remire-Montjoly |
Caribbean Championship 2017, Qualifying tournament, First Round, Group 3 |
 | 22.03.2016 |  | Cuba | | Bermuda |  | 2:1 (1:0) |
| La Habana |
Caribbean Championship 2014, Final tournament, 3rd place match |
 | 18.11.2014 |  | Cuba | | Haiti |  | 1:2 (0:0) |
| Montego Bay |
Caribbean Championship 2014, Final tournament, Group A |
 | 15.11.2014 |  | Cuba | | Trinidad and Tobago |  | 0:0 |
| Montego Bay |
Caribbean Championship 2014, Final tournament, Group A |
 | 13.11.2014 |  | Curaçao | | Cuba |  | 2:3 (1:1) |
| Montego Bay |
Caribbean Championship 2014, Final tournament, Group A |
 | 11.11.2014 |  | Cuba | | French Guiana |  | 1:1 (0:0) |
| Montego Bay |
Caribbean Championship 2012, Final tournament, Final |
 | 16.12.2012 |  | Cuba | | Trinidad and Tobago |  | 1:0 aet (0:0) |
| St. John's |
Caribbean Championship 2012, Final tournament, Semifinal |
 | 14.12.2012 |  | Haiti | | Cuba |  | 0:1 (0:1) |
| St. John's |
Caribbean Championship 2012, Final tournament, Group B |
 | 12.12.2012 |  | Jamaica | | Cuba |  | 0:1 (0:0) |
| St. John's |
Caribbean Championship 2012, Final tournament, Group B |
 | 10.12.2012 |  | Cuba | | French Guiana |  | 2:1 (0:1) |
| St. John's |
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 2012, Qualifying tournament, Second round, group 8 |
 | 16.11.2012 |  | Saint Vincent and Grenadines | | Cuba |  | 1:1 (1:0) |
| Bacolet |
Caribbean Championship 2012, Qualifying tournament, Second round, group 8 |
 | 14.11.2012 |  | Cuba | | Suriname |  | 5:0 (2:0) |
| Bacolet |
Caribbean Championship 2010, Final tournament, 3rd place match |
 | 05.12.2010 |  | Grenada | | Cuba |  | 0:1 (0:1) |
| Fort-de-France |
Caribbean Championship 2010, Final tournament, Semifinal |
 | 03.12.2010 |  | Cuba | | Guadeloupe |  | 1:2 (1:0) |
| Fort-de-France |
Caribbean Championship 2010, Final tournament, Group H |
 | 30.11.2010 |  | Cuba | | Grenada |  | 0:0 |
| Fort-de-France |
Caribbean Championship 2010, Final tournament, Group H |
 | 28.11.2010 |  | Martinique | | Cuba |  | 0:1 (0:0) |
| Fort-de-France |
Caribbean Championship 2010, Final tournament, Group H |
 | 26.11.2010 |  | Trinidad and Tobago | | Cuba |  | 0:2 (0:1) |
| Fort-de-France |
Caribbean Championship 2010, Qualifying tournament, Second round, group G |
 | 14.11.2010 |  | Antigua and Barbuda | | Cuba |  | 0:0 |
| St. John's |
Caribbean Championship 2010, Qualifying tournament, Second round, group G |
 | 12.11.2010 |  | Suriname | | Cuba |  | 3:3 (1:1) |
| St. John's |
Caribbean Championship 2010, Qualifying tournament, Second round, group G |
 | 10.11.2010 |  | Cuba | | Dominica |  | 4:2 (4:1) |
| St. John's |
Caribbean Championship 2008, Final tournament, 3rd place match |
 | 14.12.2008 |  | Cuba | | Guadeloupe |  | 0:0, pen. 4:5 |
| Kingston |
Caribbean Championship 2008, Final tournament, Semifinal |
 | 11.12.2008 |  | Cuba | | Grenada |  | 2:2 aet (2:1, 2:2), pen. 5:6 |
| Kingston |
Caribbean Championship 2008, Final tournament, Group B |
 | 08.12.2008 |  | Cuba | | Haiti |  | 0:1 (0:1) |
| Montego Bay |
Caribbean Championship 2008, Final tournament, Group B |
 | 06.12.2008 |  | Cuba | | Antigua and Barbuda |  | 3:0 (3:0) |
| Trelawny |
Caribbean Championship 2008, Final tournament, Group B |
 | 04.12.2008 |  | Guadeloupe | | Cuba |  | 1:2 (1:1) |
| Montego Bay |
Caribbean Championship 2008, Qualifying tournament, Second round, group G |
 | 27.10.2008 |  | Cuba | | Suriname |  | 6:0 (2:0) |
| La Habana |
Caribbean Championship 2008, Qualifying tournament, Second round, group G |
 | 25.10.2008 |  | Cuba | | Barbados |  | 1:1 (0:0) |
| La Habana |
Caribbean Championship 2008, Qualifying tournament, Second round, group G |
 | 23.10.2008 |  | Cuba | | Netherlands Antilles |  | 7:1 (4:0) |
| La Habana |
Caribbean Cup 2007, Final tournament, 3rd place match |
 | 23.01.2007 |  | Cuba | | Guadeloupe |  | 2:1 (1:0) |
| Port of Spain |
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 |
 | 18.01.2007 |  | Cuba | | Guyana |  | 0:0 |
| San Fernando |
Caribbean Cup 2007, Final tournament, Bobby Sookram Group |
 | 16.01.2007 |  | Cuba | | Saint Vincent and Grenadines |  | 3:0 (1:0) |
| San Fernando |
Caribbean Cup 2007, Final tournament, Bobby Sookram Group |
 | 14.01.2007 |  | Cuba | | Guadeloupe |  | 1:2 (0:1) |
| San Fernando |
Caribbean Cup 2007, Qualifying tournament, Second round, group I |
 | 12.11.2006 |  | Martinique | | Cuba |  | 0:0 |
| Fort-de-France |
Caribbean Cup 2007, Qualifying tournament, Second round, group I |
 | 10.11.2006 |  | Cuba | | Suriname |  | 3:1 (3:0) |
| Fort-de-France |
Caribbean Cup 2007, Qualifying tournament, Second round, group I |
 | 08.11.2006 |  | Cuba | | Haiti |  | 2:1 (1:0) |
| Fort-de-France |
Caribbean Cup 2007, Qualifying tournament, First Round, Group E |
 | 06.09.2006 |  | Cuba | | Cayman Islands |  | 7:0 (4:0) |
| La Habana |
Caribbean Cup 2007, Qualifying tournament, First Round, Group E |
 | 04.09.2006 |  | Cuba | | Bahamas |  | 6:0 (4:0) |
| La Habana |
Caribbean Cup 2007, Qualifying tournament, First Round, Group E |
 | 02.09.2006 |  | Cuba | | Turks and Caicos Islands |  | 6:0 (3:0) |
| La Habana |
Caribbean Cup 2005, Final tournament, Final Round |
 | 24.02.2005 |  | Cuba | | Jamaica |  | 0:1 (0:0) |
| Bridgetown |
Caribbean Cup 2005, Final tournament, Final Round |
 | 22.02.2005 |  | Trinidad and Tobago | | Cuba |  | 1:2 (1:1) |
| Bridgetown |
Caribbean Cup 2005, Final tournament, Final Round |
 | 20.02.2005 |  | Barbados | | Cuba |  | 0:3 (0:1) |
| Bridgetown |
Caribbean Cup 2005, Qualifying tournament, Third round |
 | 16.01.2005 |  | Cuba | | Haiti |  | 1:1 aet (0:0, 0:1) |
| La Habana |
Caribbean Cup 2005, Qualifying tournament, Third round |
 | 09.01.2005 |  | Haiti | | Cuba |  | 0:1 (0:0) |
| Port-au-Prince |
Caribbean Cup 2005, Qualifying tournament, Second round |
 | 21.12.2004 |  | Martinique | | Cuba |  | 0:2 (0:1) |
| Fort-de-France |
Caribbean Cup 2005, Qualifying tournament, Second round |
 | 12.12.2004 |  | Cuba | | Martinique |  | 2:0 (1:0) |
| La Habana |
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 2001, Final tournament, Group 2 |
 | 20.05.2001 |  | Cuba | | Haiti |  | 0:0 |
| Malabar |
Caribbean Cup 2001, Final tournament, Group 2 |
 | 18.05.2001 |  | Cuba | | Saint Kitts and Nevis |  | 1:1 (0:1) |
| Tunapuna |
Caribbean Cup 2001, Final tournament, Group 2 |
 | 16.05.2001 |  | Cuba | | Suriname |  | 4:3 (2:2) |
| Tunapuna |
Caribbean Cup 2001, Qualifying tournament, Group 1 |
 | 08.04.2001 |  | Guyana | | Cuba |  | 0:3 (0:1) |
| Georgetown |
Caribbean Cup 2001, Qualifying tournament, Group 1 |
 | 06.04.2001 |  | Cuba | | Sint Maarten |  | 1:0 (1:0) |
| Uitvlugt |
Caribbean Cup 2001, Qualifying tournament, Group 1 |
 | 04.04.2001 |  | Cuba | | Dominica |  | 3:1 (1:0) |
| Uitvlugt |
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 1999, Final tournament, Semifinal |
 | 10.06.1999 |  | Jamaica | | Cuba |  | 0:2 (0:0) |
| Port of Spain |
Caribbean Cup 1999, Final tournament, Group B |
 | 08.06.1999 |  | Cuba | | Saint Kitts and Nevis |  | 2:0 (1:0) |
| Macoya |
Caribbean Cup 1999, Final tournament, Group B |
 | 06.06.1999 |  | Cuba | | Brazil U20 |  | 1:0 (1:0) |
| Macoya |
Caribbean Cup 1999, Final tournament, Group B |
 | 04.06.1999 |  | Cuba | | Haiti |  | 3:1 (2:1) |
| Macoya |
Caribbean Cup 1999, Qualifying tournament, Group 1 |
 | 09.05.1999 |  | Bermuda | | Cuba |  | 1:2 |
| Hamilton |
Caribbean Cup 1999, Qualifying tournament, Group 1 |
 | 07.05.1999 |  | Cuba | | Bahamas |  | 7:0 |
| Hamilton |
Caribbean Cup 1999, Qualifying tournament, Group 1 |
 | 05.05.1999 |  | Cayman Islands | | Cuba |  | 1:4 (1:3) |
| Hamilton |
Caribbean Cup 1998, Qualifying tournament, Group 6 |
 | 08.05.1998 |  | Bermuda | | Cuba |  | 1:2 |
| |
Caribbean Cup 1998, Qualifying tournament, Group 6 |
 | 06.05.1998 |  | Cayman Islands | | Cuba |  | 2:2 |
| |
Caribbean Cup 1996, Final tournament, Final |
 | 07.06.1996 |  | Trinidad and Tobago | | Cuba |  | 2:0 |
| Port of Spain |
Caribbean Cup 1996, Final tournament, Semifinal |
 | 02.06.1996 |  | Cuba | | Suriname |  | 4:0 (1:0) |
| Port of Spain |
Caribbean Cup 1996, Final tournament, Group B |
 | 29.05.1996 |  | Haiti | | Cuba |  | 0:0 |
| Arima |
Caribbean Cup 1996, Final tournament, Group B |
 | 27.05.1996 |  | Cuba | | Martinique |  | 1:0 |
| San Fernando |
Caribbean Cup 1996, Final tournament, Group B |
 | 25.05.1996 |  | Cuba | | Saint Vincent and Grenadines |  | 2:0 |
| San Fernando |
Caribbean Cup 1996, Qualifying tournament, Group 4 |
 | 26.04.1996 |  | Cuba | | Cayman Islands |  | 4:0 |
| |
Caribbean Cup 1995, Final tournament, 3rd place match |
 | 30.07.1995 |  | Cayman Islands | | Cuba |  | 0:3 (0:1) |
| Cayman Islands |
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 |
 | 23.07.1995 |  | Cuba | | Saint Lucia |  | 2:0 (2:0) |
| Kingston |
Caribbean Cup 1995, Final tournament, Group B |
 | 21.07.1995 |  | Jamaica | | Cuba |  | 1:2 (1:1) |
| Montego Bay |
Caribbean Cup 1995, Final tournament, Group B |
 | 19.07.1995 |  | Trinidad and Tobago | | Cuba |  | 2:0 (1:0) |
| Kingston |
Caribbean Cup 1995, Qualifying tournament, Group 1 |
 | 27.05.1995 |  | Cuba | | Puerto Rico |  | 9:0 |
| La Habana |
Caribbean Cup 1995, Qualifying tournament, Group 1 |
 | 25.05.1995 |  | Dominican Republic | | Cuba |  | 0:3 |
| La Habana |
Caribbean Cup 1995, Qualifying tournament, Group 1 |
 | 23.05.1995 |  | Cuba | | Netherlands Antilles |  | 3:0 |
| La Habana |
Caribbean Cup 1992, Final tournament, 3rd place match |
 | 27.06.1992 |  | Martinique | | Cuba |  | 1:1 aet (1:1), pen. 5:3 |
| Port of Spain |
Caribbean Cup 1992, Final tournament, Semifinal |
 | 24.06.1992 |  | Trinidad and Tobago | | Cuba |  | 1:0 |
| |
Caribbean Cup 1992, Final tournament, Group B |
 | 21.06.1992 |  | Cuba | | Guadeloupe |  | 2:0 |
| |
Caribbean Cup 1992, Final tournament, Group B |
 | 19.06.1992 |  | Cuba | | Saint Vincent and Grenadines |  | 1:0 |
| |
Caribbean Cup 1992, Final tournament, Group B |
 | 17.06.1992 |  | Jamaica | | Cuba |  | 0:0 |
| |
Caribbean Cup 1992, Qualifying tournament, Group 6 |
 | 09.05.1992 |  | Cuba | | Anguilla |  | 5:0 |
| |
Caribbean Cup 1992, Qualifying tournament, Group 6 |
 | 02.05.1992 |  | Anguilla | | Cuba |  | 0:3 |
| |