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| Match | Bat | Date | Ground | Format |
|---|---|---|---|---|
| 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 |
| Grand Cayman Falcons vs Vegas Vikings | Qualifier | 23-Jul-2025 | George Town | 10 Over Match |
| Vegas Vikings vs Grand Cayman Falcons | 24th Match | 21-Jul-2025 | George Town | 10 Over Match |
| Boca Raton Trailblazers vs Vegas Vikings | 22nd Match | 21-Jul-2025 | George Town | 10 Over Match |
| Caribbean Tigers vs Vegas Vikings | 18th Match | 20-Jul-2025 | George Town | 10 Over Match |
| Vegas Vikings vs Florida Lions | 15th Match | 19-Jul-2025 | George Town | 10 Over Match |
| Miami Lions vs Vegas Vikings | 13th Match | 19-Jul-2025 | George Town | 10 Over Match |
| Cyaman Bay Stingrays vs Vegas Vikings | 12th Match | 18-Jul-2025 | George Town | 10 Over Match |
| Vegas Vikings vs Caribbean Tigers | 8th Match | 17-Jul-2025 | George Town | 10 Over Match |
| Calabash Giants vs Bamboo Blasters | 28th Match | 07-Jul-2025 | Gros Islet, St Lucia | 10 Over Match |
| Whiptail Smashers vs Calabash Giants | 24th Match | 05-Jul-2025 | Gros Islet, St Lucia | 10 Over Match |
| Calabash Giants vs Iyanola Heritage | 19th Match | 03-Jul-2025 | Gros Islet, St Lucia | 10 Over Match |
| Calabash Giants vs Piton Stickers | 17th Match | 02-Jul-2025 | Gros Islet, St Lucia | 10 Over Match |
| Calabash Giants vs Amazonian Warriors | 15th Match | 01-Jul-2025 | Gros Islet, St Lucia | 10 Over Match |
| Calabash Giants vs Iyanola Heritage | 10th Match | 28-Jun-2025 | Gros Islet, St Lucia | 10 Over Match |
| Calabash Giants vs Whiptail Smashers | 8th Match | 27-Jun-2025 | Gros Islet, St Lucia | 10 Over Match |
| Piton Stickers vs Calabash Giants | 6th Match | 26-Jun-2025 | Gros Islet, St Lucia | 10 Over Match |
| Bamboo Blasters vs Calabash Giants | 3rd Match | 25-Jun-2025 | Gros Islet, St Lucia | 10 Over Match |
| Windward Islands vs Leeward Islands | Play Off | 09-May-2025 | Tarouba | T20 |
| Windward Islands vs Leeward Islands | 15th Match | 07-May-2025 | Tarouba | T20 |
| Windward Islands vs Jamaica | 14th Match | 06-May-2025 | Tarouba | T20 |
| Windward Islands vs Trinidad & Tobago | 11th Match | 04-May-2025 | Tarouba | T20 |
| Barbados Royals vs Windward Islands | 6th Match | 29-Apr-2025 | Tarouba | T20 |
| Windward Islands vs Guyana Amazon Warriors | 1st Match | 25-Apr-2025 | Tarouba | T20 |
| Windward Islands vs West Indies Academy | 28th Match | 09-Apr-2025 | North sound | 4 Day Match |
| Windward Islands vs Barbados Royals | 23rd Match | 02-Apr-2025 | Gros Islet, St Lucia | 4 Day 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 |
| Valley Hikers vs Indian River Rowers | 29th Match | 19-Dec-2024 | Dominica | 10 Over Match |
| Indian River Rowers vs Barana Aute Warriors | 26th Match | 18-Dec-2024 | Dominica | 10 Over Match |
| Titou Gorge Splashers vs Indian River Rowers | 24th Match | 17-Dec-2024 | Dominica | 10 Over Match |
| Valley Hikers vs Indian River Rowers | 21st Match | 15-Dec-2024 | Dominica | 10 Over Match |
| Indian River Rowers vs Sari Sari Sunrisers | 17th Match | 14-Dec-2024 | Dominica | 10 Over Match |
| Champagne Reef Divers vs Indian River Rowers | 16th Match | 13-Dec-2024 | Dominica | 10 Over Match |
| Barana Aute Warriors vs Indian River Rowers | 12th Match | 12-Dec-2024 | Dominica | 10 Over Match |
| Titou Gorge Splashers vs Indian River Rowers | 9th Match | 10-Dec-2024 | Dominica | 10 Over Match |
| Indian River Rowers vs Champagne Reef Divers | 5th Match | 08-Dec-2024 | Dominica | 10 Over Match |
| Sari Sari Sunrisers vs Indian River Rowers | 1st 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 |
| Barbados Royals vs Windward Islands | 20th Match | 11-Nov-2024 | Port of Spain | 50 Over Match |
| Leeward Islands vs Windward Islands | 16th Match | 08-Nov-2024 | St Augustine | 50 Over Match |
| Jamaica vs Windward Islands | 12th Match | 05-Nov-2024 | Port of Spain | 50 Over Match |
| Windward Islands vs Trinidad & Tobago | 7th Match | 01-Nov-2024 | Tarouba | 50 Over Match |
| Guyana Amazon Warriors vs Windward Islands | 2nd Match | 29-Oct-2024 | Tarouba | 50 Over Match |