Caribbean Championship 2017, Qualifying tournament, Second round, group 1 |
 | 07.06.2016 |  | Antigua and Barbuda | – | Grenada |  | 5:1 (0:0) |
| St. John's |
Caribbean Championship 2014, Qualifying tournament, First Round, Group 4 |
| 05.09.2014 | | Grenada | – | Curaçao |  | 1:2 (1:0) |
| Bayamón |
Caribbean Championship 2012, Qualifying tournament, Second round, group 6 |
| 18.11.2012 | | Grenada | – | Haiti |  | 0:2 (0:1) |
| Saint George's |
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 |  | Jamaica | – | Grenada | | 2:1 aet
(1:1, 1:1) |
| Fort-de-France |
Caribbean Championship 2010, Qualifying tournament, Second round, group E |
| 26.10.2010 | | Grenada | – | Guadeloupe |  | 0:3 (0:1) |
| Saint George's |
Caribbean Championship 2008, Final tournament, Final |
| 14.12.2008 | | Jamaica | – | Grenada | | 2:0 (1:0) |
| Kingston |
Caribbean Championship 2008, Final tournament, Group A |
| 05.12.2008 | | Jamaica | – | Grenada | | 4:0 (2:0) |
| Montego Bay |
Caribbean Championship 2008, Qualifying tournament, Second round, group F |
| 13.10.2008 | | Guadeloupe | – | Grenada | | 2:1 (2:1) |
| Les Abymes |
Caribbean Championship 2008, Qualifying tournament, First Round, Group A |
| 31.07.2008 |  | Netherlands Antilles | – | Grenada | | 2:0 (2:0) |
| Willemstad |
Caribbean Cup 2007, Qualifying tournament, First Round, Group A |
| 10.09.2006 | | Grenada | – | Guyana |  | 0:1 (0:0) |
| Willemstad |
Caribbean Cup 2007, Qualifying tournament, First Round, Group A |
| 08.09.2006 |  | Suriname | – | Grenada | | 1:0 (1:0) |
| Willemstad |
Caribbean Cup 2005, Qualifying tournament, Second round |
| 19.12.2004 | | Grenada | – | Saint Vincent and Grenadines |  | 0:1 (0:1) |
| Saint George's |
Caribbean Cup 2005, Qualifying tournament, Second round |
| 12.12.2004 | | Saint Vincent and Grenadines | – | Grenada | | 3:1 (2:0) |
| Kingstown |
Caribbean Cup 2005, Qualifying tournament, Group D |
| 26.11.2004 |  | Trinidad and Tobago | – | Grenada | | 2:0 (1:0) |
| San Fernando |
Caribbean Cup 2001, Qualifying tournament, Group 5 |
| 08.04.2001 | | Suriname | – | Grenada | | 3:1 (1:1) |
| Paramaribo |
Caribbean Cup 2001, Qualifying tournament, Group 5 |
| 04.04.2001 |  | Barbados | – | Grenada | | 2:1 (1:0) |
| Paramaribo |
Caribbean Cup 1999, Final tournament, Group A |
| 07.06.1999 | | Jamaica | – | Grenada | | 2:1 (0:1) |
| Port of Spain |
Caribbean Cup 1999, Final tournament, Group A |
| 05.06.1999 | | Trinidad and Tobago | – | Grenada | | 7:0 (5:0) |
| Port of Spain |
Caribbean Cup 1998, Qualifying tournament, Group 4 |
| 19.04.1998 | | Antigua and Barbuda | – | Grenada | | 2:1 |
| St. John's |
Caribbean Cup 1997, Final tournament, 3rd place match |
| 13.07.1997 | | Jamaica | – | Grenada | | 4:1 (3:1) |
| St. Kitts and Nevis, Bassterre |
Caribbean Cup 1997, Final tournament, Semifinal |
| 10.07.1997 |  | Saint Kitts and Nevis | – | Grenada | | 2:1 aet
(0:1, 1:1) |
| Bassterre |
Caribbean Cup 1996, Qualifying tournament, Group 1, Round 2 |
| 28.04.1996 | | Saint Vincent and Grenadines | – | Grenada | | 3:1 |
| |
Caribbean Cup 1995, Qualifying tournament, Group 3, Round 1 |
| 09.04.1995 |  | Saint Lucia | – | Grenada | | 4:0 |
| Vieux Fort |
Caribbean Cup 1994, Qualifying tournament, Group 1 |
| 27.01.1994 | | Barbados | – | Grenada | | 4:2 aet
(2:0, 2:2) |
| Bridgetown |
Caribbean Cup 1993, Qualifying tournament, Group 1 |
| 29.04.1993 | | Grenada | – | Saint Lucia | | 0:1 |
| Saint George's |
Caribbean Cup 1992, Qualifying tournament, Group 1 |
| 29.03.1992 | | Grenada | – | Netherlands Antilles | | 0:1 |
| |
Caribbean Cup 1989, Final tournament, Final |
| 09.07.1989 | | Trinidad and Tobago | – | Grenada | | 2:1 |
| Bridgetown |
