| friday january 24 - 14:23 |  Basseterre #8 | 2-0 | 3 | League of St. Kitts and Nevis [2] | DCB | | |
| thursday january 23 - 14:47 | FC Basseterre #9 | 0-1 | 0 | Friendly | LB | |  |
| wednesday january 22 - 18:38 | Basseterre #10 | 0-0 | 1 | Friendly | DCB | | |
| tuesday january 21 - 14:50 | Vaidava | 0-2 | 0 | Friendly | DCB | | |
| monday january 20 - 09:31 | Cube Football Club | 6-0 | 0 | Friendly | DCB | | |
| sunday january 19 - 05:15 | Conaree | 2-2 | 1 | Friendly | RB | | |
| saturday january 18 - 14:21 | FC East End | 3-1 | 3 | Friendly | DCB | | |
| friday january 17 - 13:23 | Basseterre #8 | 1-0 | 0 | Friendly | RB | | |
| thursday january 16 - 14:44 | AS Trinity Crayfish | 0-11 | 0 | Friendly | DCB | | |
