| Jamaica vs Windward Islands | 15th Match | 27-Nov-2025 | Tarouba | 50 Over Match |
| Barbados Royals vs Windward Islands | 8th Match | 23-Nov-2025 | Port of Spain | 50 Over Match |
| Leeward Islands vs Windward Islands | 2nd Match | 19-Nov-2025 | Tarouba | 50 Over Match |
| Sandy Point Snappers vs Government Road Stingrays | 9th Match | 22-May-2025 | Basseterre, St Kitts | T20 |
| Government Road Stingrays vs Molineaux Blue Runners | 8th Match | 20-May-2025 | Basseterre, St Kitts | T20 |
| Government Road Stingrays vs St Pauls Barracudas | 6th Match | 18-May-2025 | Basseterre, St Kitts | T20 |
| Government Road Stingrays vs Brownhill Dolphins | 3rd Match | 17-May-2025 | Basseterre, St Kitts | T20 |
| Dark View Explorers vs Salt Pond Breakers | 4th.Place.Play.off | 20-Apr-2025 | Kingstown | 10 Over Match |
| Dark View Explorers vs Botanical Gardens Rangers | Eliminator | 18-Apr-2025 | Kingstown | 10 Over Match |
| Grenadines Divers vs Dark View Explorers | 22nd Match | 16-Apr-2025 | Kingstown | 10 Over Match |
| Dark View Explorers vs Fort Charlotte Strikers | 19th Match | 15-Apr-2025 | Kingstown | 10 Over Match |
| Windward Islands vs Guyana Amazon Warriors | 17th Match | 12-Mar-2025 | Guyana | 4 Day Match |
| Windward Islands vs Leeward Islands | 14th Match | 05-Mar-2025 | Gros Islet, St Lucia | 4 Day Match |
| Windward Islands vs Combined Campuses and Colleges | 9th Match | 12-Feb-2025 | Dominica | 4 Day Match |
| Trinidad & Tobago vs Windward Islands | 8th Match | 05-Feb-2025 | Kingstown | 4 Day Match |
| Jamaica vs Windward Islands | 3rd Match | 29-Jan-2025 | Kingstown | 4 Day Match |
| Champagne Reef Divers vs Barana Aute Warriors | 28th Match | 19-Dec-2024 | Dominica | 10 Over Match |
| Champagne Reef Divers vs Sari Sari Sunrisers | 25th Match | 17-Dec-2024 | Dominica | 10 Over Match |
| Valley Hikers vs Champagne Reef Divers | 23rd Match | 16-Dec-2024 | Dominica | 10 Over Match |
| Champagne Reef Divers vs Barana Aute Warriors | 20th Match | 15-Dec-2024 | Dominica | 10 Over Match |
| Champagne Reef Divers vs Titou Gorge Splashers | 18th Match | 14-Dec-2024 | Dominica | 10 Over Match |
| Champagne Reef Divers vs Indian River Rowers | 16th Match | 13-Dec-2024 | Dominica | 10 Over Match |
| Champagne Reef Divers vs Sari Sari Sunrisers | 11th Match | 11-Dec-2024 | Dominica | 10 Over Match |
| Champagne Reef Divers vs Valley Hikers | 7th Match | 09-Dec-2024 | Dominica | 10 Over Match |
| Indian River Rowers vs Champagne Reef Divers | 5th Match | 08-Dec-2024 | Dominica | 10 Over Match |
| Titou Gorge Splashers vs Champagne Reef Divers | 2nd Match | 07-Dec-2024 | Dominica | 10 Over Match |
| Windward Islands vs West Indies Academy | 28th Match | 17-Nov-2024 | St Augustine | 50 Over Match |
| Windward Islands vs Combined Campuses and Colleges | 24th Match | 13-Nov-2024 | Tarouba | 50 Over Match |
| Jamaica vs Windward Islands | 12th Match | 05-Nov-2024 | Port of Spain | 50 Over Match |
| Guyana Amazon Warriors vs Windward Islands | 2nd Match | 29-Oct-2024 | Tarouba | 50 Over Match |
