Carnival Calypso Kings through the years.
| Year | Calypsonian | Song One | Song Two |
|---|---|---|---|
| 1958 | The Observer | ||
| 1959 | Adventurer | ||
| 1960 | Adventurer | ||
| 1961 | Saint | ||
| 1962 | Spark | ||
| 1963 | Spark | ||
| 1964 | Idol | ||
| 1965 | Idol | ||
| 1966 | Idol | ||
| 1967 | Breaker | Income Tax Rebel | |
| 1968 | Breaker | ||
| 1969 | Tokyo | ||
| 1970 | Saint | ||
| 1971 | Saint | ||
| 1972 | Spark | Massa Day Done | |
| 1973 | Solo | Coming Strong | |
| 1974 | Caterer | Sogo Fly | Ba Yo Bwa |
| 1975 | Solo | Advantage | Janie Scandal |
| 1976 | Solo | Symbot | Licks |
| 1977 | Solo | Mass In The Cemetery |