Home History
| Jamaica Premier League | 2018/03/21 20:00 | Boys Town v Waterhouse | L | 0-3 |
| Jamaica Premier League | 2018/03/18 21:00 | Tivoli Gardens v Boys Town | L | 3-1 |
| Jamaica Premier League | 2018/03/11 20:00 | Boys Town v Sandals South Coast FC | W | 2-1 |
| Jamaica Premier League | 2018/03/06 01:35 | Cavalier v Boys Town | D | 1-1 |
| Jamaica Premier League | 2018/02/25 20:30 | Boys Town v Harbour View FC | L | 1-2 |
| Jamaica Premier League | 2018/02/18 20:00 | Portmore United v Boys Town | L | 2-0 |
| Jamaica Premier League | 2018/02/11 20:00 | Boys Town v Arnett Gardens | W | 2-1 |
| Jamaica Premier League | 2018/02/07 20:00 | Reno FC v Boys Town | L | 1-0 |
Away History
| Jamaica Major League | 2020/02/09 23:37 | Real Mona v Olympic Gardens | W | 0-1 |
| Jamaica Cup | 2017/03/07 20:24 | Barbican FC v Olympic Gardens | D | 2-2 |
| Jamaica Cup | 2017/02/04 20:00 | Mountain View v Olympic Gardens | W | 1-4 |