The awards was held at the Hilton Barbados, on June 20, 2018, and featured key note speaker Marsha Caddle, MP, Minister in the Ministry of Economic Affairs and Investment, Barbados.
- WINDIES Cricketer of the Year – Shai Hope
- WINDIES Test Cricketer of the Year – Shai Hope
- WINDIES ODI Cricketer of the Year – Shai Hope
- WINDIES T20 Cricketer of the Year – Evin Lewis
- WINDIES Emerging Cricketer of the Year – Keemo Paul
- WINDIES Women’s T20 Cricketer of the Year – Deandra Dottin
- WINDIES Women’s ODI Cricketer of the Year – Stafanie Taylor
- WINDIES Women Cricketer of the Year – Stafanie Taylor
- CWI Lifetime Achievement Award – Carol Whilby-Maxwell
- WIPA Lifetime Achievement Award – Dawnley Joseph
- First Class Team of the Year – Guyana
- Regional Under-19 Team of the Year – Guyana
- First Class Four Day Cricketer of the Year – Devon Smith
- First Class 50 Over Cricketer of the Year – Roston Chase
- Caribbean T20 Cricketer of the Year – Chadwick Walton
- WINDIES Under 19 Cricketer of the Year – Kirstan Kallicharan
- Atlantic/WIPA in the Community Awardee – Rodney Sieunarine
- CWI/WIPA Outstanding Foundation Awardee – The Marlon Samuels Foundation
- WI Umpire of the Year – Joel Wilson