Caribbean Championship 2017, Qualifying tournament, First Round, Group 2 |
 | 29.03.2016 |  | US Virgin Islands | – | Grenada |  | 1:2 (0:1) |
| Charlotte Amalie |
Caribbean Championship 2017, Qualifying tournament, First Round, Group 2 |
| 22.03.2016 | | Grenada | – | Sint Maarten |  | 5:0 (0:0) |
| Saint George's |
Caribbean Championship 2012, Qualifying tournament, Second round, group 6 |
| 16.11.2012 | | Grenada | – | Guyana |  | 2:1 (0:0) |
| Saint George's |
Caribbean Championship 2010, Final tournament, Group H |
| 28.11.2010 | | Grenada | – | Trinidad and Tobago |  | 1:0 (0:0) |
| Fort-de-France |
Caribbean Championship 2010, Qualifying tournament, Second round, group E |
| 24.10.2010 | | Grenada | – | Saint Kitts and Nevis |  | 2:0 (2:0) |
| Saint George's |
Caribbean Championship 2010, Qualifying tournament, Second round, group E |
| 22.10.2010 | | Grenada | – | Puerto Rico |  | 3:1 (1:0) |
| Saint George's |
Caribbean Championship 2008, Final tournament, Group A |
| 07.12.2008 | | Grenada | – | Barbados |  | 4:2 (3:0) |
| Trelawny |
Caribbean Championship 2008, Final tournament, Group A |
| 03.12.2008 | | Trinidad and Tobago | – | Grenada | | 1:2 (0:1) |
| Kingston |
Caribbean Championship 2008, Qualifying tournament, Second round, group F |
| 15.10.2008 | | Grenada | – | Cayman Islands |  | 4:2 (2:1) |
| Les Abymes |
Caribbean Championship 2008, Qualifying tournament, First Round, Group A |
| 29.07.2008 | | Grenada | – | Aruba |  | 3:1 (0:0) |
| Willemstad |
Caribbean Cup 2005, Qualifying tournament, Group D |
| 28.11.2004 | | Grenada | – | Puerto Rico | | 5:2 (2:0) |
| Malabar |
Caribbean Cup 2001, Qualifying tournament, Group 5 |
| 06.04.2001 | | Grenada | – | Aruba | | 4:2 (2:1) |
| Paramaribo |
Caribbean Cup 1999, Final tournament, Group A |
| 03.06.1999 | | Grenada | – | Guadeloupe |  | 2:1 (0:1) |
| Port of Spain |
Caribbean Cup 1999, Qualifying tournament, Group 5 |
| 04.05.1999 |  | Netherlands Antilles | – | Grenada | | 1:3 |
| Willemstad |
Caribbean Cup 1998, Qualifying tournament, Group 4 |
| 17.04.1998 | | Guyana | – | Grenada | | 1:2 |
| St. John's |
Caribbean Cup 1998, Qualifying tournament, Group 4 |
| 15.04.1998 |  | Anguilla | – | Grenada | | 1:14 |
| St. John's |
Caribbean Cup 1997, Final tournament, Group A |
| 06.07.1997 |  | Antigua and Barbuda | – | Grenada | | 1:3 (1:0) |
| St. John's |
Caribbean Cup 1997, Qualifying tournament, Group 3 |
| 06.04.1997 | | Trinidad and Tobago | – | Grenada | | 2:3 (0:2) |
| Port of Spain |
Caribbean Cup 1997, Qualifying tournament, Group 3 |
| 04.04.1997 | | Grenada | – | Guyana | | 5:1 |
| Port of Spain |
Caribbean Cup 1996, Qualifying tournament, Group 1, Round 1 |
| 23.03.1996 | | Netherlands Antilles | – | Grenada | | 0:1 |
| |
Caribbean Cup 1995, Qualifying tournament, Group 3, Round 1 |
| 21.03.1995 | | Grenada | – | Saint Lucia |  | 2:0 |
| Saint George's |
Caribbean Cup 1994, Qualifying tournament, Group 1 |
| 25.01.1994 | | Grenada | – | Puerto Rico | | 2:0 aet
(0:0) |
| Bridgetown |
Caribbean Cup 1989, Final tournament, Group B |
| 02.07.1989 |  | Saint Vincent and Grenadines | – | Grenada | | 0:2 |
| Bridgetown |
Caribbean Cup 1989, Qualifying tournament, Zone A |
| 06.06.1989 | | Grenada | – | Trinidad and Tobago | | 1:0 |
| |
Caribbean Cup 1996, Qualifying tournament, Group 1, Round 1 |
| | | Grenada | – | Netherlands Antilles | | +:- |
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