Calypso Monarch
The Calypso Monarch contest an annual calypso competition held as part of the annual carnival celebrations.
Winners
| Year | Winner | Real Name | Winning Song(s) | Title # |
|---|---|---|---|---|
| 1957 | Styler | Samuel Ryan | Little Harry & Don't Back Back On Me | 1 |
| 1958 | Obstinate | Paul Richards | Dance, Dance, Dance, Obsti Will Sing Again | 1 |
| 1959 | Peculiar | Fitzroy Richards | Chemis, Shimmy | 1 |
| 1960 | Canary | Eugene Henry | Slapping Hands, Gem of the Caribbean | 1 |
| 1961 | <enter text> | <enter text> | <enter text> | <enter text> |
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| 1989 | Fiah | <enter text> | One Family Affair & Faithful Nationals | 1 |
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| 2013 | Edimelo | Tyrone Thomas | Light of Hope, Ghetto Boys | 2 |
| 2014 | Thalia | Thalia King | Never Say Never, Heart and Soul | 1 |
| 2015 | De Bear | Keithroy Morson | Sing a Different Song, Can't Stop De Bear | 5 |