| Date | R | Home v Away | - | |
|---|---|---|---|---|
| 11/11 00:30 | - | Weymouth Wales v Paradise FC | L | 1-0 |
| 10/26 22:00 | - | Paradise FC v Barbados Soccer Academy | W | 7-0 |
| 10/20 22:00 | - | Empire Club v Paradise FC | L | 3-0 |
| 09/30 00:00 | - | Wotton FC v Paradise FC | W | 1-2 |
| 09/24 22:59 | - | Paradise SC v Youth Milan | W | 4-3 |