| Yesterday - 08:34 |  George Hill #8 | 2-1 | 0 | League of Anguilla [2] | LB | | |
| friday december 20 - 22:42 | FC George Hill #7 | 1-2 | 0 | League of Anguilla [2] | LB | | |
| wednesday december 18 - 22:15 | FC The Valley #11 | 2-4 | 0 | League of Anguilla [2] | SB | | |
| tuesday december 17 - 22:04 | FC The Valley #10 U21 | 3-2 | 3 | U21 league | LWB | | |
| tuesday december 17 - 01:41 | FC The Farrington #3 | 3-2 | 0 | League of Anguilla [2] | SB | | |
| monday december 16 - 22:20 | Stoney Ground #7 | 1-1 | 1 | League of Anguilla [2] | SB | | |
| monday december 16 - 04:01 | Bassa U21 | 0-0 | 1 | U21 league | LWB | | |
| sunday december 15 - 03:01 |  Saint Bromwich Albion U21 | 0-4 | 0 | U21 Youth Cup | LCB | | |
| saturday december 14 - 22:41 | FC The Valley #3 | 0-2 | 0 | League of Anguilla [2] | DCB | | |
| friday december 13 - 08:18 | The Farrington #8 | 8-2 | 0 | League of Anguilla [2] | DCB | |  |
| friday december 13 - 03:29 | FC West Bay #4 | 0-6 | 0 | Cup | DCB | | |
| thursday december 12 - 22:47 | Harogate | 4-2 | 3 | League of Anguilla [2] | DCB | | |
| thursday december 12 - 07:05 |  Metropolitan U21 | 2-2(4-5) | 1 | U21 Youth Cup | LCB | | |
| wednesday december 11 - 04:43 | Bassa | 3-2 | 0 | League of Anguilla [2] | LB | | |
| tuesday december 10 - 22:48 | George Hill #8 | 4-1 | 3 | League of Anguilla [2] | LB | | |
| monday december 9 - 15:05 |  FC Mahaut #2 U21 | 1-5 | 3 | U21 Youth Cup | LWB | | |
| wednesday december 4 - 22:01 | The Valley #9 U21 | 4-2 | 3 | U21 league | LCB | | |
| tuesday december 3 - 22:23 | FC The Farrington #3 | 3-6 | 0 | League of Anguilla [2] | CB |  | |
| monday december 2 - 22:25 | Island Harbour #7 | 1-4 | 0 | Friendly | LB | | |
| sunday december 1 - 06:15 | Nyctophobia | 10-0 | 0 | Friendly | CB | | |
| saturday november 30 - 02:38 | FC Shoal Bay Village #3 | 3-1 | 0 | Friendly | LB | | |
| friday november 29 - 22:45 | FC The Farrington #3 | 3-4 | 0 | Friendly | LB | | |
| thursday november 28 - 13:25 | Harogate | 3-4 | 3 | Friendly | DCB | | |
| wednesday november 27 - 22:19 | George Hill #8 | 2-2 | 1 | Friendly | LB | | |
| tuesday november 26 - 05:38 | FC The Farrington #2 | 4-0 | 0 | Friendly | SB | | |
