| Suriname vs Cayman Islands | 10th Match | 14-Mar-2026 | George Town | T20I |
| Suriname vs Cayman Islands | 5th Match | 11-Mar-2026 | George Town | T20I |
| Mexico vs Cayman Islands | 4th Match | 09-Mar-2026 | George Town | T20I |
| Argentina vs Cayman Islands | 1st Match | 08-Mar-2026 | George Town | T20I |
| Boca Raton Trailblazers vs Vegas Vikings | 22nd Match | 21-Jul-2025 | George Town | 10 Over Match |
| Florida Lions vs Boca Raton Trailblazers | 20th Match | 20-Jul-2025 | George Town | 10 Over Match |
| Boca Raton Trailblazers vs Caribbean Tigers | 11th Match | 18-Jul-2025 | George Town | 10 Over Match |
| Boca Raton Trailblazers vs Miami Lions | 5th 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 |
| Bermuda vs Cayman Islands | 33rd Match | 16-Dec-2024 | Pretoria | T20I |
| Cayman Islands vs Argentina | 30th Match | 15-Dec-2024 | Hurlingham, Buenos Aires | T20I |
| Cayman Islands vs Brazil | 25th Match | 14-Dec-2024 | Pretoria | T20I |
| Bahamas vs Cayman Islands | 23rd Match | 12-Dec-2024 | Belgrano, Buenos Aires | T20I |
| Mexico vs Cayman Islands | 17th Match | 11-Dec-2024 | Buenos Aires | 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 |
