Cup Competitions
| The Harwoods DACIA Senior (Gold) Cup | ||||
| 1st Round | ||||
| Ventnor | 2 | - | 2 | Northwood |
| 2nd Round | ||||
| Brading Town | v | Bembridge | ||
| High park | v | Binstead & COB | ||
| Ventnor / W & B | v | West Wight | ||
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|
Challenge Cup Sponsored by Island Echo |
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| 1st Round | ||||
| East Cowes Vics Dev | 3 | - | 4 | Brading Town |
| Vectis | 3 | - | 0 | Northwood SJ |
| West Wight | 1 | - | 2 | W & B |
| Shanklin | 1 | - | 1 | High Park |
| Shanklin won on penalties | ||||
| 2nd Round | ||||
| Vectis | v | Binstead | ||
| Cowes Res / Ventnor | v | Brading Town | ||
| Shanklin | v | W & B | ||
| ECS | v | Bembridge | ||
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|
Memorial Cup |
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| 1st Round | ||||
| Newchuch | 0 | - | 2 | Sandown & Lake |
| Seaview | 0 | - | 12 | Osborne Coburg |
| 2nd Round | ||||
| Ryde Saints | v | Sandown & Lake | ||
| Newport Reserves | v | Osborne Coburg | ||
| Bye : AFC Wooton / Niton Community | ||||
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|
Ken Morris Junior A Cup sponsored by the Harwoods Saturday League |
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| 1st Round | ||||
| Osborne Coburg | 8 | - | 3 | Niton Community |
| Ventnor Res | 0 | - | 3 |
Sandown & Lake |
| Newport Res | 5 | - | 2 | Sandown & Lake Res |
| Newchurch | 1 | - | 2 | Brading Town Res |
| Seaview | 0 | - | 5 | AFC Wootton |
| Binstead & COB Res | 6 | - | 0 | Shanklin Res |
| Carisbrooke Utd | A | / | W | Osborne Coburg Res |
| Ryde Saints | 1 | - | 5 | Bembridge Res |
| Northwood St. John Res | 1 | - | 2 | W & B Res |
| West Wight Res | v | Vectis Res | ||
| 2nd Round | ||||
| Osborne Coburg | v | W & B Res | ||
| Bembridge Res | v | Vectis Res | ||
| Newport Res | v |
Sandown & Lake |
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| All Other matches - BYE | ||||
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| The UNISON Junior B Cup | ||||
| 1st Round | ||||
| Ventnor “A” | v | AFC Wootton Res | ||
| 2nd Round | ||||
|
Ventnor A / AFC Wootton Res |
v | Bembridge A | ||
| Ryde Saints Res | v | High Park Res | ||
|
Newchurch Res |
v |
West Wight A |
||
|
Seaview Res |
v |
Niton Community Res |
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