Head to Head
| CONCACAF Nations League | 2024/09/04 20:30 | British Virgin Islands v Cayman Islands | W | 0-1 |
| CONCACAF Nations League | 2022/06/06 22:00 | Cayman Islands v British Virgin Islands | D | 1-1 |
| CONCACAF Nations League | 2022/06/03 20:00 | British Virgin Islands v Cayman Islands | D | 1-1 |
Home 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 |
Away History
| CONCACAF Nations League | 2024/10/09 19:30 | British Virgin Islands v St. Kitts and Nevis | L | 1-3 |
| CONCACAF Nations League | 2024/09/10 20:30 | St. Kitts and Nevis v British Virgin Islands | L | 2-0 |
| CONCACAF Nations League | 2024/09/04 20:30 | British Virgin Islands v Cayman Islands | L | 0-1 |
| North & Central America - World Cup Qualifying | 2024/06/12 00:00 | Dominican Republic v British Virgin Islands | L | 4-0 |
| North & Central America - World Cup Qualifying | 2024/06/08 19:00 | British Virgin Islands v Guatemala | L | 0-3 |
| Central America - World Cup Qualifying | 2024/03/26 19:00 | British Virgin Islands v US Virgin Islands | W | 4-2 |
| Central America - World Cup Qualifying | 2024/03/23 01:50 | US Virgin Islands v British Virgin Islands | D | 1-1 |
| CONCACAF Nations League | 2023/11/16 19:00 | British Virgin Islands v Dominica | L | 1-2 |