Friendly internationals 2023 |
 | 26.02.2023 |  | Grenada | – | Barbados |  | 2:2 (1:1) |
| Saint George's |
Friendly internationals 2023 |
| 24.02.2023 | | Grenada | – | Barbados | | 2:2 (1:1) |
| Saint George's |
Friendly internationals 2023 |
| 22.02.2023 | | Grenada | – | Barbados | | 1:1 (0:0) |
| Sauteurs |
Friendly internationals 2019 |
| 04.03.2019 | | Barbados | – | Grenada | | 0:0 |
| Saint Vincent and Grenadines, Kingstown |
Friendly internationals 2017 |
| 06.07.2017 | | Grenada | – | Barbados | | 0:2 (0:1) |
| Saint George's |
Friendly internationals 2009 |
| 08.02.2009 | | Barbados | – | Grenada | | 5:0 (3:0) |
| Bridgetown |
Caribbean Championship 2008, Final tournament, Group A |
| 07.12.2008 | | Grenada | – | Barbados | | 4:2 (3:0) |
| Trelawny |
Friendly internationals 2008 |
| 15.03.2008 | | Grenada | – | Barbados | | 1:1 (1:0) |
| Saint George's Tanteen Recreation Ground |
Friendly internationals 2006 |
| 05.11.2006 | | Barbados | – | Grenada | | 2:2 (1:2) |
| Black Rock |
Friendly internationals 2005 |
| 23.01.2005 | | Barbados | – | Grenada | | 3:0 (1:0) |
| Bridgetown |
Friendly internationals 2004 |
| 31.01.2004 | | Grenada | – | Barbados | | 0:1 (0:0) |
| Saint George's |
Friendly internationals 2004 |
| 11.01.2004 | | Barbados | – | Grenada | | 2:0 (1:0) |
| Bridgetown |
CONCACAF Gold Cup 2003, Qualifying tournament, Caribbean Zone, First Round, Group C |
| 11.11.2002 | | Grenada | – | Barbados | | 0:2 (0:0) |
| Saint George's |
World Cup 2002, Qualifying tournament, CONCACAF, Caribbean Zone, Round 1, Group 1 |
| 18.03.2000 | | Grenada | – | Barbados | | 2:3 (0:2) |
| Saint George's |
World Cup 2002, Qualifying tournament, CONCACAF, Caribbean Zone, Round 1, Group 1 |
| 05.03.2000 | | Barbados | – | Grenada | | 2:2 (1:0) |
| Bridgetown |
Caribbean Cup 2001, Qualifying tournament, Group 5 |
| 04.04.2001 | | Barbados | – | Grenada | | 2:1 (1:0) |
| Paramaribo |
Caribbean Cup 1997, Qualifying tournament, Group 3 |
| 02.04.1997 | | Barbados | – | Grenada | | 1:1 |
| Port of Spain |
Caribbean Cup 1994, Qualifying tournament, Group 1 |
| 27.01.1994 | | Barbados | – | Grenada | | 4:2 aet
(2:0, 2:2) |
| Bridgetown |
Friendly internationals 1994 |
| 02.01.1994 | | Barbados | – | Grenada | | 0:0 |
| |
Caribbean Cup 1992, Qualifying tournament, Group 1 |
| 25.03.1992 | | Barbados | – | Grenada | | 1:1 |
| |
