| England tour of West Indies | 1997/98 | - | |
| India A in West Indies unofficial Test Series | 1999/00 | drawn | 0-0 (2) |
| India A tour of West Indies | 1999/00 | - | |
| Pakistan tour of West Indies | 2000 | - | |
| South Africa A tour of West Indies | 2000 | - | |
| South Africa A in West Indies unofficial Test Series | 2000 | drawn | 0-0 (2) |
| India tour of England | 2002 | - | |
| West Indies A tour of England | 2002 | - | |
| West Indies A tour of Sri Lanka | 2005 | - | |
| West Indies A in Sri Lanka unofficial Test Series | 2005 | Sri Lanka A | 2-1 (3) |
| England A in West Indies unofficial Test Series | 2005/06 | W. Indies A | 1-0 (2) |
| England A tour of West Indies | 2005/06 | - | |
| West Indies A tour of England | 2006 | - | |
| Sri Lanka A tour of West Indies | 2006/07 | - | |
| Sri Lanka A in West Indies unofficial Test Series | 2006/07 | drawn | 0-0 (2) |
| England tour of West Indies | 2008/09 | - | |
| Bangladesh tour of West Indies | 2009 | - | |
| Zimbabwe tour of West Indies | 2010 | - | |
| West Indies A in Bangladesh unofficial Test Series | 2010 | W. Indies A | 1-0 (2) |
| West Indies A tour of Bangladesh | 2010 | - | |
| West Indies A tour of England and Ireland | 2010 | - | |
| India A tour of England and Scotland | 2010 | - | |
| Pakistan A in West Indies unofficial Test Series | 2010/11 | drawn | 0-0 (2) |
| Pakistan A tour of West Indies | 2010/11 | - | |
| Bangladesh A in West Indies unofficial Test Series | 2011/12 | W. Indies A | 1-0 (2) |
| Bangladesh A tour of West Indies | 2011/12 | - | |
| India A in West Indies unofficial Test Series | 2012 | W. Indies A | 2-1 (3) |
| India A tour of West Indies | 2012 | - | |
| Sri Lanka A tour of West Indies | 2013 | - | |
| Sri Lanka A in West Indies unofficial Test Series | 2013 | drawn | 0-0 (2) |
| West Indies A tour of India | 2013/14 | - | |
| West Indies A in India unofficial Test Series | 2013/14 | drawn | 1-1 (3) |
| West Indies A tour of Sri Lanka | 2014/15 | - | |
| West Indies A in Sri Lanka unofficial Test Series | 2014/15 | Sri Lanka A | 1-0 (3) |
| West Indies A in Sri Lanka unofficial Test Series | 2016/17 | Sri Lanka A | 2-1 (3) |
| West Indies A tour of Sri Lanka | 2016/17 | - | |
| Sri Lanka A tour of West Indies | 2017/18 | - | |
| Sri Lanka A in West Indies unofficial Test Series | 2017/18 | Sri Lanka A | 2-1 (3) |
| England Lions tour of West Indies | 2017/18 | - | |
| England Lions in West Indies unofficial Test Series | 2017/18 | W. Indies A | 3-0 (3) |
| India A tour of England | 2018 | - | |
| India A v West Indies A unofficial Test Series (in England) | 2018 | India A | 1-0 (2) |
| West Indies A tour of England | 2018 | - | |
| India A in West Indies unofficial Test Series | 2019 | India A | 2-0 (3) |
| India A tour of West Indies | 2019 | - | |
| West Indies A tour of New Zealand | 2020/21 | - | |
| West Indies A in New Zealand unofficial Test Series | 2020/21 | NZ A | 2-0 (2) |
| Bangladesh A tour of West Indies | 2022 | - | |
| Bangladesh A in West Indies unofficial Test Series | 2022 | drawn | 0-0 (2) |
| West Indies A tour of Bangladesh | 2023 | - | |
| West Indies A in Bangladesh unofficial Test Series | 2023 | W. Indies A | 1-0 (3) |
| West Indies A tour of South Africa | 2023/24 | - | |
| West Indies A in South Africa unofficial Test Series | 2023/24 | SA A | 2-1 (3) |