| Date | Winner | Won by | Venue |
| Sep 21, 2022 | Barbados Royals | 36 runs | Providence Stadium, Guyana |
| Sep 2, 2022 | Barbados Royals | 7 wickets | Warner Park Basseterre, St Kitts |
| Sept 3, 2021 | St Kitts & Nevis Patriots | 2 wickets | Warner Park Basseterre, St Kitts |
| Aug 26, 2020 | St Kitts & Nevis Patriots | 6 wickets | Queen's Park Oval, Trinidad |
| Aug 19, 2020 | Barbados Royals | 6 runs | Brian Lara Stadium, Trinidad |
| Sept 29, 2019 | St Kitts & Nevis Patriots | 3 wickets | Kensington Oval Bridgetown, Barbados |
| Sept 12, 2019 | Barbados Royals | 18 runs | Warner Park Basseterre, St Kitts |
| Sept 5, 2018 | St Kitts & Nevis Patriots | 2 wickets | Warner Park Basseterre, St Kitts |
| Aug 26, 2018 | St Kitts & Nevis Patriots | 6 wickets | Kensington Oval Bridgetown, Barbados |
| Sept 4, 2017 | St Kitts & Nevis Patriots | 10 wickets | Kensington Oval Bridgetown, Barbados |
| Aug 18, 2017 | St Kitts & Nevis Patriots | 17 runs (D/L method) | Warner Park Basseterre, St Kitts |
| Jul 13, 2016 | Barbados Royals | 25 runs | Kensington Oval Bridgetown, Barbados |
| Jul 5, 2016 | Barbados Royals | 7 wickets | Warner Park Basseterre, St Kitts |
| Jul 6, 2015 | St Kitts & Nevis Patriots | 8 wickets | Warner Park Basseterre, St Kitts |
| Jul 27, 2015 | St Kitts & Nevis Patriots | 1 run | Kensington Oval Bridgetown, Barbados |
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