| 19th Annual Cacique Awards
August 2008 at Queen's Hall, St Ann's. | |
| Category | Individuals(s) |
| Special Awardees |
Alwin Bully for the Caribbean Award Lilliput Theatre for the Vanguard Award (National Drama Association of Trinidad and Tobago - NDATT) Dr Eastlyn McKenzie for the Lifetime Achievement Award) |
| Most Outstanding Set Design | Oliver Kwynn Johnson |
| Most Outstanding Lghting Design | Shine Curtis Bachan |
| Most Outstanding Sound Design | I Love You Til Someone Better Comes Along Richard Ragoobarsingh |
| Most Outstanding Costume Design | Oliver Paulette Alfred |
| Most Outstanding Original Script (Tie) | Shine Curtis Bachan |
| Most Outstanding Supporting Actress | Kendra Sylvester Oliver |
| Most Outstanding Supporting Actor | Dimitri Pollard Oliver |
| Most Outstanding Actress | Cecilia Salazar Shine |
| Most Outstanding Actor | Raymond Choo Kong Politically Incorrect |
| Most Outstanding Director | Debra Boucaud-Mason I Love You Till Someone Better Comes Along |
| Most Outstanding Dramatic Production | Oliver |
| Most Outstanding Comedic Production (Trinidad Theatre Workshop) | I Love You Till Someone Better Comes Along RS Production |
| Most Outstanding Production | Oliver |