Head to Head
| Central America - World Cup Qualifying | 2021/06/09 00:00 | Bermuda v Cayman Islands | D | 1-1 |
Home History
| CONCACAF Gold Cup Qualifying | 2025/03/26 02:00 | Honduras v Bermuda | L | 2-0 |
| CONCACAF Gold Cup Qualifying | 2025/03/21 23:00 | Bermuda v Honduras | L | 3-5 |
| CONCACAF Nations League | 2024/11/19 23:00 | Dominican Republic v Bermuda | L | 6-1 |
| CONCACAF Nations League | 2024/11/16 20:00 | Bermuda v Antigua & Barbuda | W | 2-1 |
| CONCACAF Nations League | 2024/10/15 22:30 | Bermuda v Dominica | W | 3-2 |
| CONCACAF Nations League | 2024/10/12 22:30 | Dominica v Bermuda | W | 1-6 |
| CONCACAF Nations League | 2024/09/10 20:00 | Antigua & Barbuda v Bermuda | W | 0-1 |
| CONCACAF Nations League | 2024/09/07 15:00 | Bermuda v Dominican Republic | L | 2-3 |
Away History
| CONCACAF Nations League | 2024/11/19 22:00 | Guadeloupe v Cayman Islands | L | 1-0 |
| CONCACAF Nations League | 2024/11/15 20:00 | Cayman Islands v Guadeloupe | L | 0-6 |
| CONCACAF Nations League | 2024/10/15 19:30 | St. Kitts and Nevis v Cayman Islands | D | 1-1 |
| CONCACAF Nations League | 2024/10/12 19:30 | Cayman Islands v British Virgin Islands | W | 1-0 |
| CONCACAF Nations League | 2024/09/07 20:30 | Cayman Islands v St. Kitts and Nevis | L | 1-4 |
| CONCACAF Nations League | 2024/09/04 20:30 | British Virgin Islands v Cayman Islands | W | 0-1 |
| North & Central America - World Cup Qualifying | 2024/06/09 02:00 | Cayman Islands v Antigua & Barbuda | W | 1-0 |
| CONCACAF Nations League | 2023/11/20 19:00 | Aruba v Cayman Islands | L | 5-1 |