| April 2009 |
|||
 |
Isle of Wight v
Bournemouth 7th April |
 |
Isle of Wight v Weymouth 21st April |
 |
Weymouth v
Isle of Wight 10th April |
 |
Bournemouth v Isle of Wight 23rd April |
 |
British Under 21 Semi Final 14th April |
 |
Mildenhall v Isle of Wight 26th April |
| May 2009 | |||
 |
Isle of Wight v Plymouth 19th May |
 |
Isle of Wight v Mildenhall 26th May |