| 470-8d | Windward Islands v Barbados | Kensington Oval, Bridgetown | 2018/19 | f59292 |
| 409 | Windward Islands v Combined Campuses and Colleges | Beausejour Stadium, Gros Islet | 2012/13 | f54606 |
| 302 | Windward Islands v Glamorgan | Botanical Gardens, Roseau | 1969/70 | f28165 |
| 467 | Windward Islands v Guyana | Guyana National Stadium, Providence | 2007/08 | f50758 |
| 441 | Windward Islands v Jamaica | Sabina Park, Kingston | 1982/83 | f34502 |
| 357-1d | Windward Islands v Kenya | Arnos Vale Playing Field, Kingstown | 2003/04 | f47789 |
| 540 | Windward Islands v Leeward Islands | Warner Park, Basseterre | 2016/17 | f57829 |
| 425-5d | Windward Islands v Trinidad and Tobago | Queen's Park (New), St George's | 2022/23 | f61416 |
| 226 | Windward Islands v Yorkshire | Mindoo Phillip Park, Castries | 1986/87 | f36938 |
| 337 | Windward Islands v Australians | Mindoo Phillip Park, Castries | 1983/84 | f35144 |
| 292 | Windward Islands v Bangladesh A | Arnos Vale Playing Field, Kingstown | 2001/02 | f46479 |
| 193 | Windward Islands v Duke of Norfolk's XI | Victoria Park, Castries | 1969/70 | f28137 |
| 233-8d | Windward Islands v England A | Queen's Park (Old), St George's | 1991/92 | f39858 |
| 237 | Windward Islands v England Lions | Windsor Park, Roseau | 2010/11 | f53067 |
| 317 | Windward Islands v England XI | Mindoo Phillip Park, Castries | 1989/90 | f38583 |
| 189 | Windward Islands v EW Swanton's XI | Queen's Park (Old), St George's | 1960/61 | f23639 |
| 339 | Windward Islands v India A | Beausejour Stadium, Gros Islet | 2002/03 | f47178 |
| 306 | Windward Islands v Indians | Arnos Vale Playing Field, Kingstown | 1975/76 | f31001 |
| 165 | Windward Islands v Marylebone Cricket Club | Victoria Park, Castries | 1967/68 | f27166 |
| 0-0 | Windward Islands v New Zealanders | Arnos Vale Playing Field, Kingstown | 1971/72 | f29108 |
| 129 | Windward Islands v Pakistanis | Windsor Park, Roseau | 1976/77 | f31513 |
| 276 | Windward Islands v South Africa A | Arnos Vale Playing Field, Kingstown | 2000 | f45260 |
| 275 | Windward Islands v West Indies Academy | Coolidge Cricket Ground, Coolidge | 2023/24 | f62215 |
| 427 | Windward Islands v West Indies B | Queen's Park (New), St George's | 2003/04 | f47808 |
