| Sunday 10th January 2027 at 20:00 | The Bay Sports Hall | |
| Ventnor CC Indoor B | v | Wight Whizzers CC Indoor B |
| Isle of Wight Cricket League | IW Indoor Division 2 | |
| Sunday 10th January 2027 at 21:00 | The Bay Sports Hall | |
| Wight Whizzers CC Indoor | v | Ventnor CC Indoor |
| Isle of Wight Cricket League | IW Indoor Division 1 | |
| Sunday 17th January 2027 at 21:00 | The Bay Sports Hall | |
| Wight Whizzers CC Indoor C | v | Ventnor CC Indoor B |
| Isle of Wight Cricket League | IW Indoor Division 2 | |
| Sunday 21st February 2027 at 19:00 | The Bay Sports Hall | |
| Ventnor CC Indoor B | v | Wight Whizzers CC Indoor C |
| Isle of Wight Cricket League | Isle of Wight Indoor League Cup - Division 2 |