Head to Head
| Jamaika - Premier League | 2023/03/05 20:00 | Dunbeholden FC v Tivoli Gardens | W | 4-1 |
| Jamaika - Premier League | 2022/12/04 22:00 | Tivoli Gardens v Dunbeholden FC | W | 0-2 |
| Jamaika - Premier League | 2022/05/08 20:00 | Dunbeholden FC v Tivoli Gardens | D | 1-1 |
| Jamaika - Premier League | 2022/02/21 20:15 | Tivoli Gardens v Dunbeholden FC | W | 0-1 |
| Jamaika - Premier League | 2021/08/16 20:30 | Tivoli Gardens v Dunbeholden FC | D | 1-1 |
| Jamaika - Premier League | 2019/12/08 20:00 | Dunbeholden FC v Tivoli Gardens | L | 0-1 |
| Jamaika - Premier League | 2019/10/20 20:00 | Tivoli Gardens v Dunbeholden FC | L | 1-0 |
| Jamaika - Premier League | 2019/02/03 20:00 | Dunbeholden FC v Tivoli Gardens | D | 1-1 |
Home History
| Jamaika - Premier League | 2023/04/17 22:00 | Arnett Gardens v Dunbeholden FC | L | 1-0 |
| Jamaika - Premier League | 2023/04/09 18:00 | Dunbeholden FC v Montego Bay Utd | W | 4-0 |
| Jamaika - Premier League | 2023/04/02 20:00 | Molynes United FC v Dunbeholden FC | W | 2-3 |
| Jamaika - Premier League | 2023/03/28 00:30 | Waterhouse v Dunbeholden FC | D | 0-0 |
| Jamaika - Premier League | 2023/03/19 22:30 | Dunbeholden FC v Portmore United | L | 1-3 |
| Jamaika - Premier League | 2023/03/12 20:00 | Cavalier v Dunbeholden FC | L | 3-1 |
| Jamaika - Premier League | 2023/03/05 20:00 | Dunbeholden FC v Tivoli Gardens | W | 4-1 |
| Jamaika - Premier League | 2023/02/27 22:00 | Harbour View FC v Dunbeholden FC | L | 2-0 |
Away History
| Jamaika - Premier League | 2023/04/18 00:30 | Tivoli Gardens v Waterhouse | L | 0-1 |
| Jamaika - Premier League | 2023/04/09 21:00 | Portmore United v Tivoli Gardens | L | 2-1 |
| Jamaika - Premier League | 2023/04/02 20:00 | Tivoli Gardens v Cavalier | L | 0-1 |
| Jamaika - Premier League | 2023/03/27 22:00 | Tivoli Gardens v Humble Lions | L | 1-2 |
| Jamaika - Premier League | 2023/03/19 20:00 | Harbour View FC v Tivoli Gardens | D | 2-2 |
| Jamaika - Premier League | 2023/03/12 20:00 | Tivoli Gardens v Faulkland FC | D | 0-0 |
| Jamaika - Premier League | 2023/03/05 20:00 | Dunbeholden FC v Tivoli Gardens | L | 4-1 |
| Jamaika - Premier League | 2023/02/26 20:00 | Tivoli Gardens v Mount Pleasant FA | L | 0-2 |