 |
 |
| Primera etapa | ||||||
|---|---|---|---|---|---|---|
| 18.09.2021 | 19:00 | Harbour View | - | Mount Pleasant Academy | 1:3 | |
| 21:30 | Vere United | - | Tivoli Gardens | 0:0 | ||
| 22.09.2021 | 19:00 | Tivoli Gardens | - | Vere United | 4:0 | |
| 21:30 | Mount Pleasant Academy | - | Harbour View | 1:1 (0:1) | ||
| Semifinales | ||||||
| 25.09.2021 | 19:00 | Tivoli Gardens | - | Cavalier FC | 0:1 | |
| 21:30 | Mount Pleasant Academy | - | Waterhouse FC | 0:1 | ||
| 29.09.2021 | 19:00 | Waterhouse FC | - | Mount Pleasant Academy | 1:1 | |
| 21:30 | Cavalier FC | - | Tivoli Gardens | 0:0 | ||
| Partido por el tercer puesto | ||||||
| 02.10.2021 | 19:00 | Mount Pleasant Academy | - | Tivoli Gardens | 3:4 pn. | |
| Final | ||||||
| 02.10.2021 | 21:00 | Waterhouse FC | - | Cavalier FC | 4:5 pn. | |
