Head to Head
| CFU Caribbean Cup | 2014/09/05 21:00 | St. Vincent/Grenadines v Anguilla | W | 4-0 |
Home History
| CONCACAF Nations League | 2024/11/17 20:00 | St. Vincent/Grenadines v Bonaire | W | 3-1 |
| CONCACAF Nations League | 2024/11/14 20:00 | Montserrat v St. Vincent/Grenadines | W | 1-2 |
| CONCACAF Nations League | 2024/10/14 00:00 | El Salvador v St. Vincent/Grenadines | W | 1-2 |
| CONCACAF Nations League | 2024/10/11 01:00 | St. Vincent/Grenadines v El Salvador | L | 2-3 |
| CONCACAF Nations League | 2024/09/08 20:00 | St. Vincent/Grenadines v Montserrat | W | 2-0 |
| CONCACAF Nations League | 2024/09/06 01:00 | Bonaire v St. Vincent/Grenadines | D | 1-1 |
| North & Central America - World Cup Qualifying | 2024/06/09 19:00 | St. Vincent/Grenadines v El Salvador | L | 1-3 |
| North & Central America - World Cup Qualifying | 2024/06/05 21:00 | Suriname v St. Vincent/Grenadines | L | 4-1 |
Away History
| CONCACAF Nations League | 2024/10/13 02:00 | Turks & Caicos Islands v Anguilla | L | 2-1 |
| CONCACAF Nations League | 2024/10/10 02:00 | Anguilla v Belize | L | 0-1 |
| CONCACAF Nations League | 2024/09/10 19:00 | Belize v Anguilla | L | 1-0 |
| CONCACAF Nations League | 2024/09/04 19:00 | Anguilla v Turks & Caicos Islands | W | 2-0 |
| North & Central America - World Cup Qualifying | 2024/06/12 00:00 | Puerto Rico v Anguilla | L | 8-0 |
| North & Central America - World Cup Qualifying | 2024/06/08 19:30 | Anguilla v Suriname | L | 0-4 |
| Central America - World Cup Qualifying | 2024/03/26 23:00 | Turks & Caicos Islands v Anguilla | W | 4-5 |
| Central America - World Cup Qualifying | 2024/03/22 19:00 | Anguilla v Turks & Caicos Islands | D | 0-0 |