Head to Head
| Central America - World Cup Qualifying | 2021/06/09 00:00 | Bermuda v Cayman Islands | D | 1-1 |
Home History
| 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 |
| North & Central America - World Cup Qualifying | 2024/06/09 23:00 | Bermuda v Honduras | L | 1-6 |
| North & Central America - World Cup Qualifying | 2024/06/05 19:00 | Antigua & Barbuda v Bermuda | D | 1-1 |
| International Match | 2024/03/25 19:00 | Guinea v Bermuda | L | 5-1 |
| International Match | 2024/03/22 19:00 | Bermuda v Brunei | W | 2-0 |
| CONCACAF Nations League | 2023/11/21 19:00 | French Guiana v Bermuda | L | 3-0 |
| CONCACAF Nations League | 2023/11/17 23:30 | Bermuda v St. Vincent/Grenadines | W | 3-1 |
Away History
| 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 |
| CONCACAF Nations League | 2023/10/17 20:30 | Cayman Islands v US Virgin Islands | W | 2-1 |
| CONCACAF Nations League | 2023/09/11 20:30 | Cayman Islands v Aruba | L | 1-2 |
| CONCACAF Nations League | 2023/09/07 23:00 | US Virgin Islands v Cayman Islands | D | 2-2 |
| CONCACAF Nations League | 2023/03/26 22:00 | Puerto Rico v Cayman Islands | L | 5-1 |