| The Wisden Trophy (West Indies in England) | 1963 | West Indies | 3-1 (5) |
| The Wisden Trophy (West Indies in England) | 1966 | West Indies | 3-1 (5) |
| The Wisden Trophy (England in West Indies) | 1967/68 | England | 1-0 (5) |
| The Wisden Trophy (West Indies in England) | 1969 | England | 2-0 (3) |
| The Wisden Trophy (West Indies in England) | 1973 | West Indies | 2-0 (3) |
| The Wisden Trophy (England in West Indies) | 1973/74 | drawn | 1-1 (5) |
| The Wisden Trophy (West Indies in England) | 1976 | West Indies | 3-0 (5) |
| The Wisden Trophy (West Indies in England) | 1980 | West Indies | 1-0 (5) |
| The Wisden Trophy (England in West Indies) | 1980/81 | West Indies | 2-0 (4) |
| The Wisden Trophy (West Indies in England) | 1984 | West Indies | 5-0 (5) |
| The Wisden Trophy (England in West Indies) | 1985/86 | West Indies | 5-0 (5) |
| The Wisden Trophy (West Indies in England) | 1988 | West Indies | 4-0 (5) |
| The Wisden Trophy (England in West Indies) | 1989/90 | West Indies | 2-1 (4) |
| The Wisden Trophy (West Indies in England) | 1991 | drawn | 2-2 (5) |
| The Wisden Trophy (England in West Indies) | 1993/94 | West Indies | 3-1 (5) |
| The Wisden Trophy (West Indies in England) | 1995 | drawn | 2-2 (6) |
| The Wisden Trophy (England in West Indies) | 1997/98 | West Indies | 3-1 (6) |
| The Wisden Trophy (West Indies in England) | 2000 | England | 3-1 (5) |
| The Wisden Trophy (England in West Indies) | 2003/04 | England | 3-0 (4) |
| The Wisden Trophy (West Indies in England) | 2004 | England | 4-0 (4) |
| The Wisden Trophy (West Indies in England) | 2007 | England | 3-0 (4) |
| The Wisden Trophy (England in West Indies) | 2008/09 | West Indies | 1-0 (5) |
| The Wisden Trophy (West Indies in England) | 2009 | England | 2-0 (2) |
| The Wisden Trophy (West Indies in England) | 2012 | England | 2-0 (3) |
| The Wisden Trophy (England in West Indies) | 2015 | drawn | 1-1 (3) |
| The Wisden Trophy (West Indies in England) | 2017 | England | 2-1 (3) |
| The Wisden Trophy (England in West Indies) | 2018/19 | West Indies | 2-1 (3) |
| The Wisden Trophy (West Indies in England) | 2020 | England | 2-1 (3) |