| West Indies in New Zealand T20I Match, 2005/06 | 2005/06 | New Zealand | 1-0 (1) |
| West Indies in England T20I Series, 2007 | 2007 | drawn | 1-1 (2) |
| ICC World Twenty20 (in South Africa), 2007/08 | 2007/08 | India | - |
| West Indies in South Africa T20I Series, 2007/08 | 2007/08 | drawn | 1-1 (2) |
| Australia in West Indies T20I Match, 2008 | 2008 | West Indies | 1-0 (1) |
| West Indies in New Zealand T20I Series, 2008/09 | 2008/09 | drawn | 1-1 (2) |
| England in West Indies T20I Match, 2008/09 | 2008/09 | West Indies | 1-0 (1) |
| ICC World Twenty20 (in England), 2009 | 2009 | Pakistan | - |
| Bangladesh in West Indies T20I Match, 2009 | 2009 | West Indies | 1-0 (1) |
| West Indies in Australia T20I Series, 2009/10 | 2009/10 | Australia | 2-0 (2) |
| Zimbabwe in West Indies T20I Match, 2009/10 | 2009/10 | Zimbabwe | 1-0 (1) |
| ICC World Twenty20 (in West Indies), 2010 | 2010 | England | - |
| South Africa in West Indies T20I Series, 2010 | 2010 | South Africa | 2-0 (2) |
| Pakistan in West Indies T20I Match, 2011 | 2011 | West Indies | 1-0 (1) |
| India in West Indies T20I Match, 2011 | 2011 | India | 1-0 (1) |
| West Indies in England T20I Series, 2011 | 2011 | drawn | 1-1 (2) |
| West Indies in Bangladesh T20I Match, 2011/12 | 2011/12 | Bangladesh | 1-0 (1) |
| Australia in West Indies T20I Series, 2011/12 | 2011/12 | drawn | 1-1 (2) |
| West Indies in England T20I Match, 2012 | 2012 | England | 1-0 (1) |
| New Zealand v West Indies T20I Series (in United States of America), 2012 | 2012 | West Indies | 2-0 (2) |
| ICC World Twenty20 (in Sri Lanka), 2012/13 | 2012/13 | West Indies | - |
| West Indies in Bangladesh T20I Match, 2012/13 | 2012/13 | West Indies | 1-0 (1) |
| West Indies in Australia T20I Match, 2012/13 | 2012/13 | West Indies | 1-0 (1) |
| Zimbabwe in West Indies T20I Series, 2012/13 | 2012/13 | West Indies | 2-0 (2) |
| Pakistan in West Indies T20I Series, 2013 | 2013 | Pakistan | 2-0 (2) |
| West Indies in New Zealand T20I Series, 2013/14 | 2013/14 | New Zealand | 2-0 (2) |
| Ireland in West Indies T20I Series, 2013/14 | 2013/14 | drawn | 1-1 (2) |
| England in West Indies T20I Series, 2013/14 | 2013/14 | West Indies | 2-1 (3) |
| World T20 (in Bangladesh), 2013/14 | 2013/14 | Sri Lanka | - |
| New Zealand in West Indies T20I Series, 2014 | 2014 | drawn | 1-1 (2) |
| Bangladesh in West Indies T20I Match, 2014 | 2014 | drawn | 0-0 (1) |
| West Indies in South Africa T20I Series, 2014/15 | 2014/15 | West Indies | 2-1 (3) |
| West Indies in Sri Lanka T20I Series, 2015/16 | 2015/16 | drawn | 1-1 (2) |
| World T20 (in India), 2015/16 | 2015/16 | West Indies | - |
| West Indies v India T20I Series (in United States of America), 2016 | 2016 | West Indies | 1-0 (2) |
| Pakistan v West Indies T20I Series (in United Arab Emirates), 2016/17 | 2016/17 | Pakistan | 3-0 (3) |
| Pakistan in West Indies T20I Series, 2017 | 2017 | Pakistan | 3-1 (4) |
| Afghanistan in West Indies T20I Series, 2017 | 2017 | West Indies | 3-0 (3) |
| India in West Indies T20I Match, 2017 | 2017 | West Indies | 1-0 (1) |
| West Indies in England T20I Match, 2017 | 2017 | West Indies | 1-0 (1) |
| West Indies in New Zealand T20I Series, 2017/18 | 2017/18 | New Zealand | 2-0 (3) |
| West Indies in Pakistan T20I Series, 2018 | 2018 | Pakistan | 3-0 (3) |
| ICC World XI v West Indies T20I Match (in England), 2018 | 2018 | West Indies | 1-0 (1) |
| West Indies v Bangladesh T20I Series (in United States of America/West Indies), 2018 | 2018 | Bangladesh | 2-1 (3) |
| West Indies in India T20I Series, 2018/19 | 2018/19 | India | 3-0 (3) |
| West Indies in Bangladesh T20I Series, 2018/19 | 2018/19 | West Indies | 2-1 (3) |
| England in West Indies T20I Series, 2018/19 | 2018/19 | England | 3-0 (3) |
| West Indies v India T20I Series (in United States of America/West Indies), 2019 | 2019 | India | 3-0 (3) |
| Afghanistan v West Indies T20I Series (in India), 2019/20 | 2019/20 | Afghanistan | 2-1 (3) |
| West Indies in India T20I Series, 2019/20 | 2019/20 | India | 2-1 (3) |
| Ireland in West Indies T20I Series, 2019/20 | 2019/20 | drawn | 1-1 (3) |
| West Indies in Sri Lanka T20I Series, 2019/20 | 2019/20 | West Indies | 2-0 (2) |
| West Indies in New Zealand T20I Series, 2020/21 | 2020/21 | New Zealand | 2-0 (3) |
| Sri Lanka in West Indies T20I Series, 2020/21 | 2020/21 | West Indies | 2-1 (3) |
| South Africa in West Indies T20I Series, 2021 | 2021 | South Africa | 3-2 (5) |
| Australia in West Indies T20I Series, 2021 | 2021 | West Indies | 4-1 (5) |
| Pakistan in West Indies T20I Series, 2021 | 2021 | Pakistan | 1-0 (4) |
| ICC Men's T20 World Cup (in Oman/United Arab Emirates), 2021/22 | 2021/22 | Australia | - |
| West Indies in Pakistan T20I Series, 2021/22 | 2021/22 | Pakistan | 3-0 (3) |
| England in West Indies T20I Series, 2021/22 | 2021/22 | West Indies | 3-2 (5) |
| West Indies in India T20I Series, 2021/22 | 2021/22 | India | 3-0 (3) |
| Bangladesh in West Indies T20I Series, 2022 | 2022 | West Indies | 2-0 (3) |
| West Indies v India T20I Series (in United States of America/West Indies), 2022 | 2022 | India | 4-1 (5) |
| New Zealand in West Indies T20I Series, 2022 | 2022 | New Zealand | 2-1 (3) |
| West Indies in Australia T20I Series, 2022/23 | 2022/23 | Australia | 2-0 (2) |
| ICC Men's T20 World Cup (in Australia), 2022/23 | 2022/23 | England | - |
| West Indies in South Africa T20I Series, 2022/23 | 2022/23 | West Indies | 2-1 (3) |
| West Indies v India T20I Series (in United States of America/West Indies), 2023 | 2023 | West Indies | 3-2 (5) |
| England in West Indies T20I Series, 2023/24 | 2023/24 | West Indies | 3-2 (5) |
| West Indies in Australia T20I Series, 2023/24 | 2023/24 | Australia | 2-1 (3) |
| South Africa in West Indies T20I Series, 2024 | 2024 | West Indies | 3-0 (3) |
| ICC Men's T20 World Cup (in United States of America/West Indies), 2024 | 2024 | India | - |
| South Africa in West Indies [Aug 2024] T20I Series, 2024 | 2024 | West Indies | 3-0 (3) |
| West Indies in Sri Lanka T20I Series, 2024/25 | 2024/25 | Sri Lanka | 2-1 (3) |
| England in West Indies T20I Series, 2024/25 | 2024/25 | England | 3-1 (5) |
| Bangladesh in West Indies T20I Series, 2024/25 | 2024/25 | Bangladesh | 3-0 (3) |
| West Indies in England T20I Series, 2025 | 2025 | England | 3-0 (3) |
| West Indies in Ireland T20I Series, 2025 | 2025 | West Indies | 1-0 (3) |
| Australia in West Indies T20I Series, 2025 | 2025 | Australia | 5-0 (5) |
| West Indies v Pakistan T20I Series (in United States of America), 2025 | 2025 | Pakistan | 2-1 (3) |