Home History
| CONCACAF Nations League | 2023/03/24 19:00 | Anguilla v Saint Lucia | L | 1-2 |
| CONCACAF Nations League | 2022/06/12 22:00 | Saint Lucia v Anguilla | L | 2-0 |
| CONCACAF Nations League | 2022/06/05 19:00 | Dominica v Anguilla | D | 1-1 |
| CONCACAF Nations League | 2022/06/02 20:00 | Anguilla v Dominica | D | 0-0 |
| Central America - World Cup Qualifying | 2021/06/06 00:00 | Panama v Anguilla | L | 13-0 |
| Central America - World Cup Qualifying | 2021/06/02 19:00 | Dominica v Anguilla | L | 3-0 |
| Central America - World Cup Qualifying | 2021/03/30 23:30 | Barbados v Anguilla | L | 1-0 |
| Central America - World Cup Qualifying | 2021/03/27 22:00 | Anguilla v Dominican Republic | L | 0-6 |
Away History
| CONCACAF Nations League | 2023/03/28 23:00 | Bonaire v Turks & Caicos Islands | L | 1-2 |
| CONCACAF Nations League | 2023/03/25 20:00 | Sint Maarten v Bonaire | L | 6-1 |
| CONCACAF Nations League | 2022/06/14 20:00 | Bonaire v US Virgin Islands | W | 2-0 |
| CONCACAF Nations League | 2022/06/11 20:00 | US Virgin Islands v Bonaire | W | 0-2 |
| CONCACAF Nations League | 2022/06/06 20:00 | Bonaire v Sint Maarten | D | 2-2 |
| CONCACAF Nations League | 2022/06/03 20:30 | Turks & Caicos Islands v Bonaire | W | 1-4 |
| CONCACAF Nations League | 2019/11/17 20:00 | Bonaire v Bahamas | D | 1-1 |
| CONCACAF Nations League | 2019/10/13 19:00 | British Virgin Islands v Bonaire | W | 3-4 |