| Team1 | Team2 | Winner | Result | Date | Score |
| Canada | Cayman Islands |
Canada
|
Canada(196/5), Cayman Islands(30/10)
| 2023-10-04 |
Score
https://www.cricketwa.com/scorecard/23582/canada-vs-cayman-islands-7th-t20-match-2023.aspx
|
| Bermuda | Cayman Islands |
Bermuda
|
Bermuda(176/6), Cayman Islands(123/8)
| 2023-10-03 |
Score
https://www.cricketwa.com/scorecard/23581/bermuda-vs-cayman-islands-6th-t20-match-2023.aspx
|
| Canada | Cayman Islands |
Canada
|
Canada(194/6), Cayman Islands(86/10)
| 2023-10-01 |
Score
https://www.cricketwa.com/scorecard/23579/canada-vs-cayman-islands-4th-t20-match-2023.aspx
|
| Panama | Cayman Islands |
Cayman Islands
|
Panama(85/8), Cayman Islands(88/3)
| 2023-09-30 |
Score
https://www.cricketwa.com/scorecard/23577/panama-vs-cayman-islands-2nd-t20-match-2023.aspx
|