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| Match | Bat | Date | Ground | Format |
|---|---|---|---|---|
| Grand Cayman Falcons vs Cyaman Bay Stingrays | 17th Match | 20-Jul-2025 | George Town | 10 Over Match |
| Boca Raton Trailblazers vs Cyaman Bay Stingrays | 16th 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 |
| Cyaman Bay Stingrays vs Florida Lions | 10th Match | 18-Jul-2025 | George Town | 10 Over Match |
| Cyaman Bay Stingrays vs Grand Cayman Falcons | 7th Match | 17-Jul-2025 | George Town | 10 Over Match |
| Cayman Islands vs Bahamas | 11th Match | 22-Jun-2025 | Toronto | T20I |
| Bermuda vs Cayman Islands | 10th Match | 21-Jun-2025 | Toronto | T20I |
| Cayman Islands vs Canada | 8th Match | 19-Jun-2025 | Toronto | T20I |
| Cayman Islands vs Bermuda | 5th Match | 18-Jun-2025 | Toronto | T20I |
| Canada vs Cayman Islands | 3rd Match | 16-Jun-2025 | Toronto | T20I |
| Cayman Islands vs Bahamas | 2nd Match | 15-Jun-2025 | Toronto | T20I |
| Cayman Islands vs Canada | 1st Semi-Final | 26-Apr-2025 | George Town | T20I |
| Cayman Islands vs Bahamas | 9th Match | 24-Apr-2025 | George Town | T20I |
| Canada vs Cayman Islands | 7th Match | 23-Apr-2025 | George Town | T20I |
| Bermuda vs Cayman Islands | 4th Match | 20-Apr-2025 | George Town | T20I |
| United States of America vs Cayman Islands | 1st Match | 19-Apr-2025 | George Town | T20I |
| Cayman Islands vs Suriname | 13th Match | 10-Dec-2024 | Hurlingham, Buenos Aires | T20I |
| Cayman Islands vs Belize | 12th Match | 08-Dec-2024 | Hurlingham, Buenos Aires | T20I |
| Cayman Islands vs Panama | 8th Match | 07-Dec-2024 | Buenos Aires | T20I |