| Sunday 18th May 2025 at 10:00 | Steephill | |
| Ventnor CC Under 11 | v | Freshwater CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 18th May 2025 at 14:00 | ||
| Ventnor CC Friendly XI | v | Singh XI CC, Southampton Friendly XI |
| Tuesday 20th May 2025 at 18:00 | Steephill | |
| Ventnor CC Girls Under 11 | v | Ryde CC Ravens |
| Isle of Wight Junior Competitions | Isle of Wight U11 Girls League | |
| Wednesday 21st May 2025 at 17:00 | ||
| Ryde School 1st XI | v | Ventnor CC Midweek XI |
| Thursday 22nd May 2025 at 18:00 | Steephill | |
| Ventnor CC Women's 1st XI | v | Arreton CC Womens 1st XI |
| Saturday 24th May 2025 at 12:30 | Steephill | |
| Ventnor CC 1st XI | v | Hook & Newnham Basics CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 24th May 2025 at 13:00 | Hythe & Dibden Cricket Club | |
| Hythe & Dibden CC 1st XI | v | Ventnor CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 24th May 2025 at 13:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC 2nd XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Senior Cup Group B | |
| Saturday 24th May 2025 at 13:30 | Arreton C.C. | |
| Ventnor CC 4th XI | v | Northwood CC, IOW 2nd XI |
| Isle of Wight Cricket League | Fred Winter Cup Group A | |
| Sunday 25th May 2025 at 10:00 | The Green | |
| Bembridge CC Under 11 | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 25th May 2025 at 14:00 | Lapstone Park | |
| Fair Oak CC 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Twenty 20 Group - South | |
| Sunday 25th May 2025 at 14:00 | Lapstone Park | |
| Fair Oak CC 1st XI | v | Ventnor CC 1st XI |
| Sunday 25th May 2025 at 14:00 | Steephill | |
| Ventnor CC Friendly XI | v | Kings Road Cricket & Social Club KRCSC |
| Monday 26th May 2025 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | Long Tales CC Friendly XI |
| Monday 26th May 2025 at 18:00 | Ryde Cricket Club | |
| Ryde CC Ridgebacks | v | Ventnor CC Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 League | |
| Wednesday 28th May 2025 at 16:00 | Steephill | |
| Ventnor CC Midweek XI | v | WCL Sports Management XI, New Delhi, India |
| Wednesday 28th May 2025 at 18:00 | Arreton CC | |
| Arreton CC Buzzards | v | Ventnor CC Vipers |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Thursday 29th May 2025 at 14:00 | Steephill | |
| Ventnor CC Friendly XI | v | Fernhurst CC Sunday XI |
| Saturday 31st May 2025 at 12:30 | Southern Gardens | |
| Totton and Eling CC 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 31st May 2025 at 13:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight 1st XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 1 | |
| Saturday 31st May 2025 at 13:00 | Steephill | |
| Ventnor CC 2nd XI | v | Winton CC, Dorset 1st XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 31st May 2025 at 13:30 | Brading CC | |
| Shanklin & Godshill CC 3rd XI | v | Ventnor CC 4th XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 2 | |
| Sunday 1st June 2025 at 10:00 | IOW Community Club | |
| Cowes CC Under 11 | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 1st June 2025 at 11:00 | Lower Common Road | |
| Wellow & Plaitford CC 1st XI | v | Ventnor CC Women's 1st XI |
| Sunday 1st June 2025 at 12:30 | Steephill | |
| Ventnor CC Friendly XI | v | Downsiders CC 1st XI |
| Monday 2nd June 2025 at 18:00 | Steephill | |
| Ventnor CC Under 13 | v | Bembridge CC Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 League | |
| Tuesday 3rd June 2025 at 18:00 | Arreton CC | |
| Arreton CC Rebels | v | Ventnor CC Girls Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 Girls League | |
| Wednesday 4th June 2025 at 15:00 | Steephill | |
| Ventnor CC 1st XI | v | Hampshire Cricket Representative XI |
| Saturday 7th June 2025 at 12:30 | Steephill | |
| Ventnor CC 1st XI | v | Sarisbury Athletic CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 7th June 2025 at 13:00 | Bramshaw Roundhill | |
| Bramshaw CC 1st XI | v | Ventnor CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 7th June 2025 at 13:30 | IOW Community Club | |
| Cowes CC 1st XI | v | Ventnor CC 4th XI |
| Isle of Wight Cricket League | Fred Winter Cup Group A | |
| Saturday 7th June 2025 at 13:30 | Brading CC | |
| Ventnor CC 3rd XI | v | Northwood CC, IOW 1st XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 1 | |
| Sunday 8th June 2025 at 10:00 | Northwood Cricket Club | |
| Northwood CC, IOW Under 11 Originals | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Cup | |
| Sunday 8th June 2025 at 14:00 | Steephill | |
| Ventnor CC Friendly XI | v | IWCB Under 16's |
| Tuesday 10th June 2025 at 18:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Girls Under 11 | v | Ventnor CC Girls Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Girls League | |
| Wednesday 11th June 2025 at 18:00 | Ryde Cricket Club | |
| Ryde CC Rattlers | v | Ventnor CC Hurricanes |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Wednesday 11th June 2025 at 18:00 | Steephill | |
| Ventnor CC Vipers | v | Cowes CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Thursday 12th June 2025 at 18:00 | Steephill | |
| Ventnor CC Women's 1st XI | v | Newport CC, Isle of Wight Womens 1st XI |
| Friday 13th June 2025 at 17:00 | Steephill | |
| Ventnor CC Midweek XI | v | Shipwreck CC Friendly XI |
| Saturday 14th June 2025 at 12:30 | Lapstone Park | |
| Fair Oak CC 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 14th June 2025 at 13:00 | Whitecroft CC | |
| Wight Whizzers CC 1st XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 1 | |
| Saturday 14th June 2025 at 13:00 | Steephill | |
| Ventnor CC 2nd XI | v | Lymington CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 14th June 2025 at 13:30 | Arreton C.C. | |
| Ventnor CC 4th XI | v | Shanklin & Godshill CC 2nd XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 2 | |
| Sunday 15th June 2025 at 10:00 | Steephill | |
| Ventnor CC Under 11 | v | Arreton CC Rebels Young Guns |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 15th June 2025 at 14:00 | Porchfield CC | |
| Island Bakeries CC Sunday 1st XI | v | Ventnor CC Sunday 1st XI |
| Sunday 15th June 2025 at 14:00 | Steephill | |
| Ventnor CC 1st XI | v | Old Tauntonians & Romsey CC 1st XI |
| Southern Premier Cricket League | Twenty 20 Group - South | |
| Sunday 15th June 2025 at 14:00 | Steephill | |
| Ventnor CC 1st XI | v | Old Tauntonians & Romsey CC 1st XI |
| Monday 16th June 2025 at 18:00 | Steephill | |
| Ventnor CC Under 13 | v | Cowes CC Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 League | |
| Tuesday 17th June 2025 at 18:00 | Steephill | |
| Ventnor CC Girls Under 11 | v | Arreton CC Rebels Young Guns |
| Isle of Wight Junior Competitions | Isle of Wight U11 Girls League | |
| Wednesday 18th June 2025 at 18:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Under 15 | v | Ventnor CC Vipers |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Wednesday 18th June 2025 at 18:00 | Steephill | |
| Ventnor CC Hurricanes | v | Shanklin & Godshill CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Thursday 19th June 2025 at 18:00 | Steephill | |
| Ventnor CC Midweek XI | v | Carisbrooke High School Old Boys CC Twenty20 |
| Saturday 21st June 2025 at 12:30 | Steephill | |
| Ventnor CC 1st XI | v | Hambledon CC, Hants 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 21st June 2025 at 13:00 | Ryde Cricket Club | |
| Ryde CC 1st XI | v | Ventnor CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Sunday 22nd June 2025 at 10:00 | Steephill | |
| Ventnor CC Under 11 | v | Northwood CC, IOW Under 11 Superchargers |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Monday 23rd June 2025 at 18:00 | Steephill | |
| Ventnor CC Under 13 | v | Arreton CC Eagles |
| Isle of Wight Junior Competitions | Isle of Wight U13 League | |
| Tuesday 24th June 2025 at 18:00 | Porchfield CC | |
| Island Bakeries CC Evening XI | v | Ventnor CC Friendly XI |
| Tuesday 24th June 2025 at 18:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Girls Under 15 | v | Ventnor CC Girls Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 Girls League | |
| Wednesday 25th June 2025 at 18:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC Under 15 | v | Ventnor CC Vipers |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Wednesday 25th June 2025 at 18:00 | Steephill | |
| Ventnor CC Hurricanes | v | Cowes CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Saturday 28th June 2025 at 12:30 | Steephill | |
| Ventnor CC 1st XI | v | Havant CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 28th June 2025 at 13:00 | Havant Park | |
| Havant CC 2nd XI | v | Ventnor CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 28th June 2025 at 13:00 | Arreton C.C. | |
| Ventnor CC 3rd XI | v | Newport CC, Isle of Wight 1st XI |
| Isle of Wight Cricket League | Senior Cup Group B | |
| Saturday 28th June 2025 at 13:30 | Arreton CC | |
| Arreton CC 1st XI | v | Ventnor CC 4th XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 2 | |
| Sunday 29th June 2025 at 10:00 | Steephill | |
| Ventnor CC Under 11 | v | Shanklin & Godshill CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 29th June 2025 at 14:00 | St Cross CC Ground (Green Jackets) | |
| St Cross Symondians CC 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Twenty 20 Group - South | |
| Sunday 29th June 2025 at 14:00 | St Cross CC Ground (Green Jackets) | |
| St Cross Symondians CC 1st XI | v | Ventnor CC 1st XI |
| Tuesday 1st July 2025 at 18:00 | Ryde Cricket Club | |
| Ryde CC Ravens | v | Ventnor CC Girls Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Girls League | |
| Tuesday 1st July 2025 at 18:00 | Steephill | |
| Ventnor CC Midweek XI | v | New Ash Green CC Tour XI |
| Wednesday 2nd July 2025 at 18:00 | Steephill | |
| Ventnor CC Hurricanes | v | Newport CC, Isle of Wight Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Saturday 5th July 2025 at 12:30 | Rowlands Avenue | |
| Waterlooville CC 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 5th July 2025 at 13:00 | Northwood Cricket Club | |
| Northwood CC, IOW 1st XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 1 | |
| Saturday 5th July 2025 at 13:00 | Steephill | |
| Ventnor CC 2nd XI | v | Cadnam CC 1st XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 5th July 2025 at 13:30 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC 2nd XI | v | Ventnor CC 4th XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 2 | |
| Sunday 6th July 2025 at 13:00 | Steephill | |
| Ventnor CC Sunday 1st XI | v | West Wittering CC Wolves |
| Monday 7th July 2025 at 15:30 | Steephill | |
| Ventnor CC Midweek XI | v | Khukuri CC 1st XI |
| Tuesday 8th July 2025 at 18:00 | Steephill | |
| Ventnor CC Girls Under 15 | v | Ryde CC Royals |
| Isle of Wight Junior Competitions | Isle of Wight U15 Girls League | |
| Wednesday 9th July 2025 at 18:00 | Ryde Cricket Club | |
| Ryde CC Rattlers | v | Ventnor CC Vipers |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Thursday 10th July 2025 at 18:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Midweek XI | v | Ventnor CC Midweek XI |
| Saturday 12th July 2025 at 12:30 | Recreation Ground | |
| Rowledge CC 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 12th July 2025 at 13:00 | The Green | |
| St Helens CC, Isle of Wight 1st XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Senior Cup Group B | |
| Saturday 12th July 2025 at 13:00 | Steephill | |
| Ventnor CC 2nd XI | v | Portsmouth CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 12th July 2025 at 13:30 | Northwood Cricket Club | |
| Northwood CC, IOW 2nd XI | v | Ventnor CC 4th XI |
| Isle of Wight Cricket League | Fred Winter Cup Group A | |
| Sunday 13th July 2025 at 10:00 | Ryde Cricket Club | |
| Ryde CC Under 11 | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 13th July 2025 at 12:30 | Steephill | |
| Ventnor CC Sunday 1st XI | v | Earlswood Strollers CC Sunday XI |
| Monday 14th July 2025 at 18:00 | School Field | |
| Freshwater CC Under 13 | v | Ventnor CC Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 League | |
| Tuesday 15th July 2025 at 18:00 | Steephill | |
| Ventnor CC Girls Under 11 | v | Newport CC, Isle of Wight Girls Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Girls League | |
| Wednesday 16th July 2025 at 18:00 | Steephill | |
| Ventnor CC Hurricanes | v | Ventnor CC Vipers |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Thursday 17th July 2025 at 18:00 | Steephill | |
| Ventnor CC Midweek XI | v | Health Associates CC Friendly XI |
| Friday 18th July 2025 at 18:00 | Steephill | |
| Ventnor CC Women's 1st XI | v | Ryde CC Womens 1st XI |
| Saturday 19th July 2025 at 12:30 | Steephill | |
| Ventnor CC 1st XI | v | Old Tauntonians & Romsey CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 19th July 2025 at 13:00 | Burridge Cricket Club | |
| Burridge CC 2nd XI | v | Ventnor CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 19th July 2025 at 13:00 | Brading CC | |
| Ventnor CC 3rd XI | v | Newport CC, Isle of Wight 1st XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 1 | |
| Saturday 19th July 2025 at 13:30 | Arreton C.C. | |
| Ventnor CC 4th XI | v | Cowes CC 1st XI |
| Isle of Wight Cricket League | Fred Winter Cup Group A | |
| Sunday 20th July 2025 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | Karnataka Challengers UK CC Sunday Friendly XI |
| Monday 21st July 2025 at 18:00 | Steephill | |
| Ventnor CC Under 13 | v | Shanklin & Godshill CC Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 League | |
| Wednesday 23rd July 2025 at 18:00 | IOW Community Club | |
| Cowes CC Under 15 | v | Ventnor CC Hurricanes |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Wednesday 23rd July 2025 at 18:00 | Steephill | |
| Ventnor CC Vipers | v | Shanklin & Godshill CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Thursday 24th July 2025 at 18:00 | Porchfield Cricket Club | |
| Porchfield CC Midweek XI | v | Ventnor CC Midweek XI |
| Saturday 26th July 2025 at 12:30 | King George V Playing Field | |
| Hook & Newnham Basics CC 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 26th July 2025 at 13:00 | Ryde Cricket Club | |
| Ryde CC 2nd XI Saturday | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 1 | |
| Saturday 26th July 2025 at 13:00 | Steephill | |
| Ventnor CC 2nd XI | v | Hythe & Dibden CC 1st XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 26th July 2025 at 13:30 | Arreton C.C. | |
| Ventnor CC 4th XI | v | Freshwater CC 1st XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 2 | |
| Sunday 27th July 2025 at 10:00 | GKN/Seaclose C.C. | |
| East Cowes CC Under 11 | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 27th July 2025 at 11:30 | Steephill | |
| Ventnor CC 1st XI | v | MCC Select XI |
| Sunday 27th July 2025 at 14:00 | Steephill | |
| Ventnor CC 1st XI | v | Trojans CC, Hants 1st XI |
| Southern Premier Cricket League | Twenty 20 Group - South | |
| Wednesday 30th July 2025 at 11:00 | Steephill | |
| Ventnor CC Under 13 | v | Calmore Sports CC Under 13 |
| Wednesday 30th July 2025 at 15:00 | Steephill | |
| Ventnor CC Under 15 | v | Calmore Sports CC Under 15 |
| Wednesday 30th July 2025 at 18:00 | ||
| Arreton CC Womens 1st XI | v | Ventnor CC Women's 1st XI |
| Thursday 31st July 2025 at 18:00 | ||
| Ventnor CC Midweek XI | v | Kettering Southgate CC Friendly XI |
| Saturday 2nd August 2025 at 12:30 | Steephill | |
| Ventnor CC 1st XI | v | Totton and Eling CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 2nd August 2025 at 13:00 | King George V Pavilion | |
| Winton CC, Dorset 1st XI | v | Ventnor CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 2nd August 2025 at 13:30 | Arreton C.C. | |
| Ventnor CC 4th XI | v | Shanklin & Godshill CC 3rd XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 2 | |
| Sunday 3rd August 2025 at 10:00 | Steephill | |
| Ventnor CC Under 13 | v | Wilcot CC Under 13 |
| Sunday 3rd August 2025 at 11:00 | Arreton CC | |
| Arreton CC Hawks | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 3rd August 2025 at 14:00 | Steephill | |
| Ventnor CC 1st XI | v | Trojans CC, Hants 1st XI |
| Monday 4th August 2025 at 18:00 | Arreton CC | |
| Arreton CC Rebels | v | Ventnor CC Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 League | |
| Tuesday 5th August 2025 at 18:00 | Northwood Cricket Club | |
| Northwood CC, IOW Evening XI | v | Ventnor CC Midweek XI |
| Tuesday 5th August 2025 at 18:00 | Steephill | |
| Ventnor CC Girls Under 15 | v | Arreton CC Rebels |
| Isle of Wight Junior Competitions | Isle of Wight U15 Girls League | |
| Wednesday 6th August 2025 at 18:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC Under 15 | v | Ventnor CC Hurricanes |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Wednesday 6th August 2025 at 18:00 | Steephill | |
| Ventnor CC Vipers | v | Newport CC, Isle of Wight Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Saturday 9th August 2025 at 12:30 | Allotment Road Playing Fields | |
| Sarisbury Athletic CC 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 9th August 2025 at 13:00 | Brading CC | |
| Ventnor CC 3rd XI | v | Wight Whizzers CC 1st XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 1 | |
| Saturday 9th August 2025 at 13:00 | Steephill | |
| Ventnor CC 2nd XI | v | Bramshaw CC 1st XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 9th August 2025 at 13:30 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight 2nd XI | v | Ventnor CC 4th XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 2 | |
| Sunday 10th August 2025 at 14:00 | Steephill | |
| Ventnor CC Friendly XI | v | Denham CC Sunday 1st XI |
| Monday 11th August 2025 at 18:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Under 13 | v | Ventnor CC Under 13 |
| Isle of Wight Junior Competitions | Isle of Wight U13 League | |
| Tuesday 12th August 2025 at 18:00 | Arreton CC | |
| Arreton CC Rebels Young Guns | v | Ventnor CC Girls Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Girls League | |
| Wednesday 13th August 2025 at 18:00 | IOW Community Club | |
| Cowes CC Under 15 | v | Ventnor CC Vipers |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Wednesday 13th August 2025 at 18:00 | Steephill | |
| Ventnor CC Hurricanes | v | Ryde CC Rattlers |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Thursday 14th August 2025 at 17:00 | Steephill | |
| Ventnor CC Midweek XI | v | White Horse CC Midweek XI |
| Saturday 16th August 2025 at 12:30 | Steephill | |
| Ventnor CC 1st XI | v | Fair Oak CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 16th August 2025 at 13:00 | Sports Ground Lymington | |
| Lymington CC 2nd XI | v | Ventnor CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 16th August 2025 at 13:00 | Brading CC | |
| Ventnor CC 3rd XI | v | St Helens CC, Isle of Wight 1st XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 1 | |
| Sunday 17th August 2025 at 13:30 | Steephill | |
| Ventnor CC Under 15 | v | Primrose Hill CC, London Under 15 |
| Wednesday 20th August 2025 at 18:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Under 15 | v | Ventnor CC Hurricanes |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Wednesday 20th August 2025 at 18:00 | Steephill | |
| Ventnor CC Vipers | v | Arreton CC Buzzards |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Friday 22nd August 2025 at 17:30 | ||
| Newport CC, Isle of Wight Womens 1st XI | v | Ventnor CC Women's 1st XI |
| Saturday 23rd August 2025 at 12:00 | Ridge Meadow | |
| Hambledon CC, Hants 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 23rd August 2025 at 13:00 | Steephill | |
| Ventnor CC 2nd XI | v | Ryde CC 1st XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 23rd August 2025 at 13:30 | Arreton C.C. | |
| Ventnor CC 4th XI | v | Newport CC, Isle of Wight 2nd XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 2 | |
| Sunday 24th August 2025 at 11:00 | Steephill | |
| Ventnor CC 6 a side | v | Ventnor CC Friendly XI |
| Wednesday 27th August 2025 at 18:00 | Steephill | |
| Ventnor CC Hurricanes | v | Arreton CC Buzzards |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Thursday 28th August 2025 at 17:30 | Steephill | |
| Ventnor CC Midweek XI | v | Island Bakeries CC Evening XI |
| Saturday 30th August 2025 at 12:00 | Havant Park | |
| Havant CC 1st XI | v | Ventnor CC 1st XI |
| Southern Premier Cricket League | Division 1 | |
| Saturday 30th August 2025 at 13:00 | Steephill | |
| Ventnor CC 2nd XI | v | Havant CC 2nd XI |
| Hampshire Cricket League | Division 2B | |
| Saturday 30th August 2025 at 13:30 | Arreton C.C. | |
| Ventnor CC 4th XI | v | Northwood CC, IOW 2nd XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 2 | |
| Sunday 31st August 2025 at 12:30 | Steephill | |
| Ventnor CC Friendly XI | v | Pyestock CC Sunday 1st XI |
| Thursday 4th September 2025 at 17:30 | ||
| Ventnor CC Midweek XI | v | Porchfield CC Midweek XI |
| Saturday 6th September 2025 at 13:00 | Steephill | |
| Ventnor CC Friendly XI | v | Apperley CC Friendly XI |
| Sunday 7th September 2025 at 13:00 | Steephill | |
| Ventnor CC Sunday 1st XI | v | Island Bakeries CC Sunday 1st XI |
| Sunday 7th September 2025 at 13:00 | Goodwood Cricket Club | |
| Goodwood CC Sunday XI | v | Ventnor CC Sunday 1st XI |
| Wednesday 10th September 2025 at 12:00 | Steephill | |
| Ventnor CC Midweek XI | v | Berkshire Over 50's |
| Friday 12th September 2025 at 16:30 | Steephill | |
| Ventnor CC Friendly XI | v | Haywards Heath CC Midweek XI |
| Saturday 13th September 2025 at 13:00 | Steephill | |
| Ventnor CC Women's 1st XI | v | Fair Oak CC Fair Oak CC - Womens 1st XI |
| Sunday 14th September 2025 at 12:00 | Steephill | |
| Ventnor CC Friendly XI | v | Egham Roses CC Friendly XI |
| Saturday 20th September 2025 at 13:00 | ||
| Ventnor CC Friendly XI | v | Weston CC, Herts Friendly XI |
| Sunday 21st September 2025 at 12:00 | Steephill | |
| Ventnor CC Friendly XI | v | Wine Trade CC 1st XI |
| Saturday 27th September 2025 at 12:00 | Steephill | |
| Ventnor CC 1st XI | v | Cross Arrows CC 1st XI |
| Sunday 28th September 2025 at 12:00 | Steephill | |
| Ventnor CC Friendly XI | v | Luton Caribbean CC Friendly XI |