Head to Head
| Antigua & Barbuda Premier Division | 2020/03/07 22:59 | Jennings Grenades v Five Islands | D | 0-0 |
| Antigua & Barbuda Premier Division | 2019/12/29 21:00 | Jennings Grenades v Five Islands | L | 0-2 |
| Antigua & Barbuda Premier Division | 2019/02/24 23:00 | Five Islands v Jennings Grenades | W | 0-2 |
| Antigua & Barbuda Premier Division | 2018/12/29 23:08 | Jennings Grenades v Five Islands | L | 0-1 |
| Antigua & Barbuda Premier Division | 2018/03/18 21:09 | Jennings Grenades v Five Islands | L | 1-3 |
| Antigua & Barbuda Premier Division | 2018/01/07 19:00 | Five Islands v Jennings Grenades | W | 0-1 |
Home History
| Antigua & Barbuda Premier Division | 2023/01/28 22:13 | Jennings Grenades v Liberta SC | W | 4-1 |
| Antigua & Barbuda Premier Division | 2023/01/14 20:00 | Jennings Grenades v All Saints Utd FC | L | 0-3 |
| Antigua & Barbuda Premier Division | 2023/01/09 00:00 | SAP FC v Jennings Grenades | W | 1-7 |
| Antigua & Barbuda Premier Division | 2022/12/17 22:00 | Jennings Grenades v FC Aston Villa | W | 1-0 |
| Antigua & Barbuda Premier Division | 2020/03/07 22:59 | Jennings Grenades v Five Islands | D | 0-0 |
| Antigua & Barbuda Premier Division | 2020/02/29 23:00 | Jennings Grenades v Old Road FC | W | 3-1 |
| Antigua & Barbuda Premier Division | 2020/02/23 19:02 | Pigotts Bullets FC v Jennings Grenades | D | 0-0 |
| Antigua & Barbuda Premier Division | 2020/02/16 23:08 | Parham FC v Jennings Grenades | L | 3-2 |
Away History
| Antigua & Barbuda Premier Division | 2023/02/05 00:00 | Liberta SC v Five Islands | D | 3-3 |
| Antigua & Barbuda Premier Division | 2023/01/23 00:17 | Five Islands v SAP FC | L | 1-3 |
| Antigua & Barbuda Premier Division | 2023/01/15 20:00 | FC Aston Villa v Five Islands | L | 5-0 |
| Antigua & Barbuda Premier Division | 2023/01/08 22:28 | Empire FC v Five Islands | L | 3-0 |
| Antigua & Barbuda Premier Division | 2023/01/08 22:00 | Cool And Smooth Act Empire FC v Five Islands | L | 3-0 |
| Antigua & Barbuda Premier Division | 2022/12/19 23:00 | Five Islands v Blue Jays FC | L | 1-4 |
| Antigua & Barbuda Premier Division | 2022/12/11 20:00 | Five Islands v Willikies FC | L | 1-4 |
| Antigua & Barbuda Premier Division | 2022/12/05 23:03 | Pigotts Bullets FC v Five Islands | L | 2-0 |