Leeward Islands v Trinidad and Tobago Men's First-Class Records
| Number of Matches | 51 | From: 02 April 1982 | To: 21 February 2024 | |
| Leeward Islands won | 16 | |||
| Trinidad and Tobago won | 16 | |||
| Draws | 19 | |||
| Ties | 0 | |||
Leeward Islands
| Highest Team Total | 613 for 5 declared | Antigua Recreation Ground, St John's | 1983/84 | |
| Lowest All-Out Team Total | 81 | Warner Park, Basseterre | 2011/12 | |
| Most Runs in innings | 167 | IVA Richards | Antigua Recreation Ground, St John's | 1981/82 |
| 167 | SC Williams | Addelita Cancryn Junior High School Ground, Charlotte Amalie | 2002/03 | |
| Best Bowling in innings | 8-51 | RRS Cornwall | Warner Park, Basseterre | 2019/20 |
| Best Bowling in match | 11-68 | EAE Baptiste | Grove Park, Charlestown | 1988/89 |
| 1st Wkt | 290 | RB Richardson (162) LL Lawrence (118) | Antigua Recreation Ground, St John's | 1983/84 |
| 2nd Wkt | 138 | SC Williams (167) JA Mitchum (31) | Addelita Cancryn Junior High School Ground, Charlotte Amalie | 2002/03 |
| 3rd Wkt | 156 | SC Williams (145) KLT Arthurton (80) | Ronald Webster Park, The Valley | 1998/99 |
| 4th Wkt | 159 | DC Thomas (94) JN Hamilton (77) | Warner Park, Basseterre | 2018/19 |
| 5th Wkt | 237 | RM Otto (165) IVA Richards (132) | Warner Park, Basseterre | 1985/86 |
| 6th Wkt | 158 | VA Eddy (124) SI Williams (120) | Guaracara Park, Pointe-a-Pierre | 1982/83 |
| 7th Wkt | 76 | RD Jacobs (89) HAG Anthony (53) | Guaracara Park, Pointe-a-Pierre | 1995/96 |
| 8th Wkt | 112 | NC Guishard (79) KCG Benjamin (52*) | Warner Park, Basseterre | 1991/92 |
| 9th Wkt | 65 | DRE Joseph (131) WD Phillip (39) | Guaracara Park, Pointe-a-Pierre | 1994/95 |
| 10th Wkt | 61 | RD Jacobs (107) JC Maynard (19*) | Antigua Recreation Ground, St John's | 1996/97 |
| 61 | RD Jacobs (36*) A Sanford (37) | Salem Oval, Salem | 2004/05 |
| Most Runs | ||||||||
| Name | Matches | Innings | Not Outs | Runs | HS | Average | ||
| SC Williams | 16 | 25 | 2 | 1264 | 167 | 54.95 |
| Most Wickets | |||||||
| Name | Matches | Balls | Maidens | Runs | Wickets | Average | BB |
| RRS Cornwall | 11 | 2730 | 125 | 1122 | 50 | 22.44 | 8/51 |
| Most Catches | ||
| Name | Matches | Catches |
| JN Hamilton | 16 | 39 |
| Most Stumpings | ||
| Name | Matches | Stumpings |
| RD Jacobs | 13 | 3 |
| JL Williams | 2 | 3 |
| SI Williams | 4 | 3 |
Trinidad and Tobago
| Highest Team Total | 579 | Salem Oval, Salem | 2004/05 | |
| Lowest All-Out Team Total | 67 | Grove Park, Charlestown | 1988/89 | |
| Most Runs in innings | 265 | D Ganga | Salem Oval, Salem | 2004/05 |
| Best Bowling in innings | 9-97 | R Dhanraj | Grove Park, Charlestown | 1995/96 |
| Best Bowling in match | 16-167 | R Dhanraj | Grove Park, Charlestown | 1995/96 |
| 1st Wkt | 239 | AB Barath (113) I Khan (125) | Ronald Webster Park, The Valley | 2008/09 |
| 2nd Wkt | 159 | AB Barath (192) D Ganga (48) | Sir Frank Worrell Memorial Ground, St Augustine | 2008/09 |
| 3rd Wkt | 160 | DM Bravo (133) JN Mohammed (66) | Brian Lara Stadium, Tarouba | 2019/20 |
| 4th Wkt | 201 | LA Roberts (151) RAM Smith (98) | Ronald Webster Park, The Valley | 1998/99 |
| 5th Wkt | 307 | D Ganga (265) G Mahabir (112) | Salem Oval, Salem | 2004/05 |
| 6th Wkt | 121 | T Cuffy (38) R Nanan (125) | Guaracara Park, Pointe-a-Pierre | 1982/83 |
| 7th Wkt | 197 | S Katwaroo (91) AJ Hosein (102*) | Queen's Park Oval, Port of Spain | 2013/14 |
| 8th Wkt | 106 | KA Pierre (35) T Hinds (89*) | Warner Park, Basseterre | 2019/20 |
| 9th Wkt | 122 | T Hinds (102*) BNL Charles (43) | Brian Lara Stadium, Tarouba | 2019/20 |
| 10th Wkt | 60 | R Nanan (36*) R Sieuchan (31) | Queen's Park Oval, Port of Spain | 1989/90 |
| Most Runs | ||||||||
| Name | Matches | Innings | Not Outs | Runs | HS | Average | ||
| I Khan | 20 | 29 | 2 | 943 | 125 | 34.92 |
| Most Wickets | |||||||
| Name | Matches | Balls | Maidens | Runs | Wickets | Average | BB |
| I Khan | 18 | 3914 | 141 | 1759 | 101 | 17.41 | 6/13 |
| Most Catches | ||
| Name | Matches | Catches |
| PV Simmons | 13 | 31 |
| Most Stumpings | ||
| Name | Matches | Stumpings |
| D Williams | 13 | 9 |
Kevin Jones, Keith Walmsley
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