| 23 Sept 2026 | CAY 143/5 v BER 149/0Match 2 · T20I | CAY | 33* | - | 0 | Bermuda won by 10 wickets | George Town | North America Cup 2026 |
| 23 Sept 2026 | BER 113 v CAY 115/8Match 1 · T20I | CAY | 17 | - | 0 | Cayman Islands won by 2 wickets | George Town | North America Cup 2026 |
| 15 Mar 2026 | ARG 114/8 v CAY 116/4Match 12 · T20I | CAY | 4 | - | 0 | Cayman Islands won by 6 wickets | George Town | ICC Men's T20 World Cup Sub Regional Americas Qualifier B 2025/26 |
| 14 Mar 2026 | SUR 85/5 v CAY 86/1Match 10 · T20I | CAY | DNB | - | 0 | Cayman Islands won by 9 wickets | George Town | ICC Men's T20 World Cup Sub Regional Americas Qualifier B 2025/26 |
| 12 Mar 2026 | CAY 187/3 v MEX 94Match 7 · T20I | CAY | 63 | - | 3 | Cayman Islands won by 93 runs | George Town | ICC Men's T20 World Cup Sub Regional Americas Qualifier B 2025/26 |
| 11 Mar 2026 | SUR 92/7 v CAY 96/1Match 5 · T20I | CAY | DNB | - | 1 | Cayman Islands won by 9 wickets | George Town | ICC Men's T20 World Cup Sub Regional Americas Qualifier B 2025/26 |
| 9 Mar 2026 | MEX 94/9 v CAY 95/1Match 4 · T20I | CAY | DNB | - | 2 | Cayman Islands won by 9 wickets | George Town | ICC Men's T20 World Cup Sub Regional Americas Qualifier B 2025/26 |
| 8 Mar 2026 | ARG 98 v CAY 102/0Match 1 · T20I | CAY | DNB | - | 0 | Cayman Islands won by 10 wickets | George Town | ICC Men's T20 World Cup Sub Regional Americas Qualifier B 2025/26 |
| 22 Jun 2025 | CAY 167/5 v BAH 118/7Match 11 · T20I | CAY | 17 | - | 1 | Cayman Islands won by 49 runs | King City | ICC Men's T20 World Cup Americas Region Final 2025 |
| 21 Jun 2025 | BER 139/2 v CAY 142/1Match 10 · T20I | CAY | 46* | - | 1 | Cayman Islands won by 9 wickets | King City | ICC Men's T20 World Cup Americas Region Final 2025 |
| 19 Jun 2025 | CAN 81/0 v CAY 39/5Match 8 · T20I | CAY | 0 | - | 0 | Canada won by 42 runs | King City | ICC Men's T20 World Cup Americas Region Final 2025 |
| 18 Jun 2025 | CAY 121/9 v BER 126/3Match 5 · T20I | CAY | 0 | - | 0 | Bermuda won by 7 wickets | King City | ICC Men's T20 World Cup Americas Region Final 2025 |
| 16 Jun 2025 | CAN 162/5 v CAY 103/9Match 3 · T20I | CAY | 8 | - | 1 | Canada won by 59 runs | King City | ICC Men's T20 World Cup Americas Region Final 2025 |
| 15 Jun 2025 | CAY 183/7 v BAH 145/7Match 2 · T20I | CAY | 37 | - | 2 | Cayman Islands won by 38 runs | King City | ICC Men's T20 World Cup Americas Region Final 2025 |
| 12 Jun 2025 | BER 172/7 v CAY 142Match 3 · T20I | CAY | 25 | - | 0 | Bermuda won by 30 runs | King City | No Frills T20I Series 2025 |
| 26 Apr 2025 | CAY 122/8 v CAN 125/0Semi-final · T20I | CAY | 47 | - | 0 | Canada won by 10 wickets | George Town | North America T20 Cup 2025 |
| 24 Apr 2025 | CAY 175/2 v BAH 96/5Match 9 · T20I | CAY | 12 | - | 0 | Cayman Islands won by 79 runs | George Town | North America T20 Cup 2025 |
| 23 Apr 2025 | CAN 165/6 v CAY 71Match 7 · T20I | CAY | 17 | - | 0 | Canada won by 94 runs | George Town | North America T20 Cup 2025 |
| 20 Apr 2025 | BER 137/5 v CAY 107/8Match 4 · T20I | CAY | 2 | - | 0 | Bermuda won by 30 runs | George Town | North America T20 Cup 2025 |
| 19 Apr 2025 | USA 186/6 v CAY 107/7Match 1 · T20I | CAY | 17 | - | 0 | United States of America won by 79 runs | George Town | North America T20 Cup 2025 |
| 16 Dec 2024 | BER 139/6 v CAY 126/9Match 33 · T20I | CAY | 18 | - | 0 | Bermuda won by 13 runs | Buenos Aires | ICC Men's T20 World Cup Sub Regional Americas Qualifier 2024/25 |
| 15 Dec 2024 | CAY 116 v ARG 94Match 30 · T20I | CAY | 4 | - | 0 | Cayman Islands won by 22 runs | Buenos Aires | ICC Men's T20 World Cup Sub Regional Americas Qualifier 2024/25 |
| 14 Dec 2024 | CAY 224/1 v BRA 65/9Match 25 · T20I | CAY | DNB | - | 0 | Cayman Islands won by 159 runs | Buenos Aires | ICC Men's T20 World Cup Sub Regional Americas Qualifier 2024/25 |
| 12 Dec 2024 | BAH 108/5 v CAY 109/0Match 23 · T20I | CAY | DNB | - | 0 | Cayman Islands won by 10 wickets | Buenos Aires | ICC Men's T20 World Cup Sub Regional Americas Qualifier 2024/25 |
| 11 Dec 2024 | MEX 85 v CAY 86/3Match 17 · T20I | CAY | 4 | - | 0 | Cayman Islands won by 7 wickets | Buenos Aires | ICC Men's T20 World Cup Sub Regional Americas Qualifier 2024/25 |
| 10 Dec 2024 | CAY 142/8 v SUR 143/4Match 13 · T20I | CAY | 9 | - | 0 | Suriname won by 6 wickets | Buenos Aires | ICC Men's T20 World Cup Sub Regional Americas Qualifier 2024/25 |
| 8 Dec 2024 | CAY 151/9 v BEA 107/9Match 12 · T20I | CAY | 10 | - | 1 | Cayman Islands won by 44 runs | Buenos Aires | ICC Men's T20 World Cup Sub Regional Americas Qualifier 2024/25 |
| 7 Dec 2024 | CAY 124/6 v PAN 41Match 8 · T20I | CAY | 5 | - | 0 | Cayman Islands won by 83 runs | Buenos Aires | ICC Men's T20 World Cup Sub Regional Americas Qualifier 2024/25 |
| 4 Oct 2023 | CAN 196/5 v CAY 30Match 7 · T20I | CAY | 5 | - | 0 | Canada won by 166 runs | Hamilton | ICC Men's T20 World Cup Americas Region Final 2023/24 |
| 3 Oct 2023 | BER 176/6 v CAY 123/8Match 6 · T20I | CAY | 64 | - | 0 | Bermuda won by 53 runs | Hamilton | ICC Men's T20 World Cup Americas Region Final 2023/24 |
| 1 Oct 2023 | CAN 194/6 v CAY 86Match 4 · T20I | CAY | 7 | - | 1 | Canada won by 108 runs | Hamilton | ICC Men's T20 World Cup Americas Region Final 2023/24 |
| 30 Sept 2023 | PAN 85/8 v CAY 88/3Match 2 · T20I | CAY | 14 | - | 0 | Cayman Islands won by 7 wickets | Hamilton | ICC Men's T20 World Cup Americas Region Final 2023/24 |
| 4 Mar 2023 | ARG 125/7 v CAY 126/7Match 10 · T20I | CAY | 1 | - | 0 | Cayman Islands won by 3 wickets | Buenos Aires | ICC Men's T20 World Cup Americas Region Qualifier 2022/23 |
| 2 Mar 2023 | CAY 138/7 v PAN 126Match 7 · T20I | CAY | 38 | - | 2 | Cayman Islands won by 12 runs | Buenos Aires | ICC Men's T20 World Cup Americas Region Qualifier 2022/23 |
| 28 Feb 2023 | CAY 125 v BAH 94/8Match 5 · T20I | CAY | 4 | - | 1 | Cayman Islands won by 31 runs | Buenos Aires | ICC Men's T20 World Cup Americas Region Qualifier 2022/23 |
| 25 Feb 2023 | BER 173/3 v CAY 77/9Match 2 · T20I | CAY | 14 | - | 2 | Bermuda won by 96 runs | Buenos Aires | ICC Men's T20 World Cup Americas Region Qualifier 2022/23 |
| 7 Sept 2017 | CAY 268/6 v GER 271/55th Place Play-Off · List A | CAY | 6 | - | 2 | Germany won by 5 wickets | Benoni | ICC World Cricket League Division Five 2017 |
| 6 Sept 2017 | ITA 326/6 v CAY 204Match · List A | CAY | 89 | - | 1 | Italy won by 122 runs | Benoni | ICC World Cricket League Division Five 2017 |
| 3 Sept 2017 | QAT 343/7 v CAY 250/8Match · List A | CAY | 0 | - | 1 | Qatar won by 93 runs | Benoni | ICC World Cricket League Division Five 2017 |
| 7 Sept 2015 | CAY 154 v VAN 160/6Match · List A | CAY | 21 | - | 0 | Vanuatu won by 4 wickets | Frinton-on-Sea | ICC World Cricket League Division Six 2015 |
| 10 Mar 2014 | CAY 157 v JER 279/6Match · List A | CAY | 9 | - | 0 | Jersey won by 122 runs | Kuala Lumpur | ICC World Cricket League Division Five 2013/14 |
| 9 Mar 2014 | CAY 204 v NGR 205/3Match · List A | CAY | 58 | - | 0 | Nigeria won by 7 wickets | Kuala Lumpur | ICC World Cricket League Division Five 2013/14 |
| 7 Mar 2014 | MAS 333/5 v CAY 120Match · List A | CAY | 14 | - | 1 | Malaysia won by 213 runs | Kuala Lumpur | ICC World Cricket League Division Five 2013/14 |
| 21 Aug 2010 | ARG 182/9 v CAY 186/35th Place Play-Off · List A | CAY | 60 | - | 2 | Cayman Islands won by 7 wickets | Navile | ICC World Cricket League Division Four 2010 |
| 20 Aug 2010 | CAY 69 v NEP 70/3Match · List A | CAY | 11 | - | 0 | Nepal won by 7 wickets | Medicina | ICC World Cricket League Division Four 2010 |
| 5 Jun 2010 | CAY 121/5 v BER 124/8Match · T20 | CAY | 21 | - | 0 | Bermuda won by 2 wickets | Hamilton | ICC World Cricket League Americas Region Division One Twenty20 2010 |
| 31 May 2010 | BER 247/9 v CAY 99Match · List A | CAY | 6 | - | 0 | Bermuda won by 148 runs | Hamilton | ICC World Cricket League Americas Region Division One 2010 |
