Head to Head
| Jamaica Premier League | 2024/03/10 20:30 | Tivoli Gardens v Dunbeholden FC | D | 1-1 |
| Jamaica Premier League | 2023/12/10 20:30 | Dunbeholden FC v Tivoli Gardens | D | 2-2 |
| Jamaica Cup | 2023/04/20 23:00 | Dunbeholden FC v Tivoli Gardens | W | 6-3 |
| Jamaica Premier League | 2023/03/05 20:00 | Dunbeholden FC v Tivoli Gardens | W | 4-1 |
| Jamaica Premier League | 2022/12/04 22:00 | Tivoli Gardens v Dunbeholden FC | W | 0-2 |
| Jamaica Premier League | 2022/05/08 20:00 | Dunbeholden FC v Tivoli Gardens | D | 1-1 |
| Jamaica Premier League | 2022/02/21 20:15 | Tivoli Gardens v Dunbeholden FC | W | 0-1 |
| Jamaica Premier League | 2021/08/16 20:30 | Tivoli Gardens v Dunbeholden FC | D | 1-1 |
Home History
| Jamaica Premier League | 2024/10/07 20:00 | Cavalier v Dunbeholden FC | L | 4-1 |
| Jamaica Premier League | 2024/09/22 20:30 | Racing United FC v Dunbeholden FC | L | 1-0 |
| Jamaica Premier League | 2024/09/16 00:30 | Arnett Gardens v Dunbeholden FC | L | 3-0 |
| Jamaica Premier League | 2024/04/07 20:30 | Dunbeholden FC v Vere United | W | 4-2 |
| Jamaica Premier League | 2024/03/31 20:30 | Dunbeholden FC v Cavalier | L | 2-4 |
| Jamaica Premier League | 2024/03/24 21:00 | Waterhouse v Dunbeholden FC | L | 1-0 |
| Jamaica Premier League | 2024/03/20 20:30 | Dunbeholden FC v Montego Bay Utd | L | 0-2 |
| Jamaica Premier League | 2024/03/10 20:30 | Tivoli Gardens v Dunbeholden FC | D | 1-1 |
Away History
| Jamaica Premier League | 2024/10/06 22:30 | Tivoli Gardens v Waterhouse | L | 0-1 |
| Jamaica Premier League | 2024/10/01 00:30 | Portmore United v Tivoli Gardens | L | 2-1 |
| Jamaica Premier League | 2024/09/22 20:30 | Humble Lions v Tivoli Gardens | D | 0-0 |
| Jamaica Premier League | 2024/04/30 01:00 | Tivoli Gardens v Waterhouse | L | 0-2 |
| Jamaica Premier League | 2024/04/22 22:00 | Waterhouse v Tivoli Gardens | D | 1-1 |
| Jamaica Premier League | 2024/04/07 20:30 | Montego Bay Utd v Tivoli Gardens | L | 2-1 |
| Jamaica Premier League | 2024/03/31 20:30 | Lime Hall v Tivoli Gardens | W | 1-4 |
| Jamaica Premier League | 2024/03/26 00:30 | Tivoli Gardens v Harbour View FC | W | 1-0 |