Head to Head
| CONCACAF Nations League | 2019/10/12 19:00 | Saint Martin v Cayman Islands | L | 3-0 |
Home History
| CONCACAF Nations League | 2019/10/12 19:00 | Saint Martin v Cayman Islands | L | 3-0 |
| CONCACAF Nations League | 2019/09/08 23:30 | Cayman Islands v Barbados | W | 3-2 |
| CONCACAF Nations League | 2019/09/05 19:00 | US Virgin Islands v Cayman Islands | W | 0-2 |
| CONCACAF Nations League Qualifying | 2019/03/22 22:30 | Cayman Islands v Montserrat | L | 1-2 |
| CONCACAF Nations League Qualifying | 2018/11/18 01:00 | Cayman Islands v Saint Lucia | D | 0-0 |
| CONCACAF Nations League Qualifying | 2018/10/13 00:00 | Dominican Republic v Cayman Islands | D | 0-0 |
| CONCACAF Nations League Qualifying | 2018/09/10 00:00 | Jamaica v Cayman Islands | L | 4-0 |
| Central America - World Cup Qualifying | 2015/03/30 00:00 | Cayman Islands v Belize | D | 1-1 |
Away History
| CONCACAF Nations League | 2019/10/12 19:00 | Saint Martin v Cayman Islands | W | 3-0 |
| CONCACAF Nations League | 2019/09/08 19:00 | Saint Martin v US Virgin Islands | L | 1-2 |
| CONCACAF Nations League | 2019/09/05 22:00 | Barbados v Saint Martin | L | 4-0 |
| CONCACAF Nations League Qualifying | 2019/03/23 19:00 | Sint Maarten v Saint Martin | L | 4-3 |
| World Club Friendlies | 2019/02/08 18:45 | Saint Martin v SV Strassgang | W | 5-0 |
| Europe Friendlies | 2018/01/28 12:00 | Saint Martin v USV St Peter Im Sulmtal | L | 0-9 |