2008/09 Real San Domingo season
Islands League
| Pos | P | W | D | L | GF | GA | GD | Pts |
|---|---|---|---|---|---|---|---|---|
| 12 | 34 | 12 | 5 | 17 | 41 | 42 | -1 | 41 |
FA Cup
| Round / date | Home | Score | Away |
|---|---|---|---|
| First Round | Petherick Ferry | 2–2 | Real San Domingo |
| First Round Replay | Real San Domingo | 2–1 | Petherick Ferry |
| Second Round | Real San Domingo | 2–0 | Syrell Regis Rescue |
| Third Round | Real San Domingo | 2–5 | West Heath Rangers |
Brados Cup
| Round / date | Home | Score | Away |
|---|---|---|---|
| First Round | Real San Domingo | 1–2 | Kingsport Bohemians |