Head to Head
| Jamaica - Premier League | 2023/11/14 00:30 | Cavalier v Waterhouse | D | 1-1 |
| Jamaica - Premier League | 2023/04/23 21:15 | Waterhouse v Cavalier | W | 1-0 |
| Jamaica - Premier League | 2023/01/22 22:30 | Cavalier v Waterhouse | W | 0-1 |
| Jamaica - Premier League | 2022/07/03 20:00 | Cavalier v Waterhouse | L | 4-1 |
| Jamaica - Premier League | 2022/04/12 00:30 | Waterhouse v Cavalier | W | 3-2 |
| Jamaica - Premier League | 2022/01/24 18:00 | Cavalier v Waterhouse | W | 0-3 |
| Jamaica - Premier League | 2021/10/02 19:00 | Waterhouse v Cavalier | L | 5-6 |
| Jamaica - Premier League | 2021/08/09 18:00 | Waterhouse v Cavalier | D | 2-2 |
| Jamaica - Premier League | 2019/12/30 01:00 | Cavalier v Waterhouse | L | 1-0 |
| Jamaica - Premier League | 2019/10/29 01:00 | Waterhouse v Cavalier | D | 0-0 |
| Jamaica - Premier League | 2019/04/15 22:30 | Waterhouse v Cavalier | W | 1-0 |
| Jamaica - Premier League | 2019/04/09 01:35 | Cavalier v Waterhouse | W | 0-2 |
| Jamaica - Premier League | 2019/02/19 01:35 | Cavalier v Waterhouse | L | 1-0 |
| Jamaica - Premier League | 2019/01/08 01:35 | Waterhouse v Cavalier | L | 0-1 |
| Jamaica - Premier League | 2018/10/16 01:35 | Waterhouse v Cavalier | D | 2-2 |
| Jamaica - Premier League | 2018/02/18 22:00 | Cavalier v Waterhouse | D | 1-1 |
| Jamaica - Premier League | 2018/01/09 01:35 | Waterhouse v Cavalier | D | 0-0 |
| Jamaica - Premier League | 2017/10/31 01:35 | Waterhouse v Cavalier | L | 0-2 |
| Taça da Jamaica | 2017/04/09 23:47 | Cavalier v Waterhouse | L | 2-1 |
| Jamaica - Premier League | 2016/02/21 22:00 | Cavalier v Waterhouse | D | 2-2 |
| Jamaica - Premier League | 2015/12/20 22:00 | Cavalier v Waterhouse | D | 4-4 |
| Jamaica - Premier League | 2015/10/18 21:00 | Waterhouse v Cavalier | W | 1-0 |
| Jamaica - Premier League | 2015/03/08 23:00 | Waterhouse v Cavalier | W | 3-1 |
| Jamaica - Premier League | 2015/01/25 23:00 | Waterhouse v Cavalier | W | 2-1 |
| Jamaica - Premier League | 2014/11/25 01:30 | Cavalier v Waterhouse | W | 0-2 |