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| Date | Match | Score |
|---|---|---|
| 19.11.2025 | Trinidad and Tobago - Bermuda | 2 : 2 |
| 10.10.2025 | Bermuda - Trinidad and Tobago | 0 : 3 |
| Date | Match | Score | Res |
|---|---|---|---|
| 04.10.2026 | Trinidad and Tobago - Curaçao | 1 - 1 | D |
| 01.10.2026 | Curaçao - Trinidad and Tobago | 1 - 0 | L |
| 28.09.2026 | Trinidad and Tobago - Dominican Republic | 1 - 2 | L |
| 25.09.2026 | Haiti - Trinidad and Tobago | 3 - 2 | L |
| 26.07.2026 | Louisville City - Trinidad and Tobago | 1 - 0 | L |
| Date | Match | Score | Res |
|---|---|---|---|
| 06.10.2026 | Bermuda - Barbados | 1 - 2 | L |
| 03.10.2026 | Barbados - Bermuda | 4 - 1 | L |
| 29.09.2026 | St. Lucia - Bermuda | 5 - 2 | L |
| 25.09.2026 | Bermuda - Guadeloupe | 1 - 2 | L |
| 06.06.2026 | Cape Verde Islands - Bermuda | 3 - 0 | L |