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 | Zemakai | George Edwards | Tribute to Radio Antigua, Fidel Castro | 1 |
| 1962 | Canary | Eugene Henry | Island People Names, Immigration Bill | 2 |
| 1963 | Tennyson | Kenneth George | Racial Tension, Gagarin | 1 |
| 1964 | Short Shirt | McLean Emmanuel | No Place Like Home,Heritage | 1 |
| 1965 | Short Shirt | McLean Emmanuel | <enter text> | 2 |
| 1966 | Short Shirt | McLean Emmanuel | <enter text> | 3 |
| 1967 | <enter text> | <enter text> | <enter text> | <enter text> |
| 1968 | <enter text> | <enter text> | <enter text> | <enter text> |
| 1969 | Short Shirt | McLean Emmanuel | <enter text> | 4 |
| 1970 | Short Shirt | McLean Emmanuel | <enter text> | 5 |
| 1971 | <enter text> | <enter text> | <enter text> | <enter text> |
| 1972 | Short Shirt | McLean Emmanuel | <enter text> | 6 |
| 1973 | <enter text> | <enter text> | <enter text> | <enter text> |
| 1974 | Short Shirt | McLean Emmanuel | <enter text> | 7 |
| 1975 | Short Shirt | McLean Emmanuel | <enter text> | 8 |
| 1976 | Short Shirt | McLean Emmanuel | <enter text> | 9 |
| 1977 | <enter text> | <enter text> | <enter text> | <enter text> |
| 1978 | <enter text> | <enter text> | <enter text> | <enter text> |
| 1979 | Short Shirt | McLean Emmanuel | <enter text> | 10 |
| 1980 | Short Shirt | McLean Emmanuel | <enter text> | 11 |
| 1981 | <enter text> | <enter text> | <enter text> | <enter text> |
| 1982 | <enter text> | <enter text> | <enter text> | <enter text> |
| 1983 | <enter text> | <enter text> | <enter text> | <enter text> |
| 1984 | <enter text> | <enter text> | <enter text> | <enter text> |
| 1985 | <enter text> | <enter text> | <enter text> | <enter text> |
| 1986 | Short Shirt | McLean Emmanuel | <enter text> | 12 |
| 1987 | Short Shirt | McLean Emmanuel | <enter text> | 13 |
| 1988 | Short Shirt | McLean Emmanuel | <enter text> | 14 |
| 1989 | Fiah | <enter text> | One Family Affair & Faithful Nationals | 1 |
| 1990 | <enter text> | <enter text> | <enter text> | <enter text> |
| 1991 | <enter text> | <enter text> | <enter text> | <enter text> |
| 1992 | Short Shirt | McLean Emmanuel | <enter text> | 15 |
| 1993 | <enter text> | <enter text> | <enter text> | <enter text> |
| 1994 | <enter text> | <enter text> | <enter text> | <enter text> |
| 1995 | <enter text> | <enter text> | <enter text> | <enter text> |
| 1996 | <enter text> | <enter text> | <enter text> | <enter text> |
| 1997 | <enter text> | <enter text> | <enter text> | <enter text> |
| 1998 | <enter text> | <enter text> | <enter text> | <enter text> |
| 1999 | <enter text> | <enter text> | <enter text> | <enter text> |
| 2001 | <enter text> | <enter text> | <enter text> | <enter text> |
| 2002 | <enter text> | <enter text> | <enter text> | <enter text> |
| 2003 | <enter text> | <enter text> | <enter text> | <enter text> |
| 2004 | <enter text> | <enter text> | <enter text> | <enter text> |
| 2005 | <enter text> | <enter text> | <enter text> | <enter text> |
| 2006 | <enter text> | <enter text> | <enter text> | <enter text> |
| 2007 | <enter text> | <enter text> | <enter text> | <enter text> |
| 2008 | <enter text> | <enter text> | <enter text> | <enter text> |
| 2009 | Zacari | Trevor King | [[ It was for you Barack]], Just a dream | <enter text> |
| 2010 | De Bear | Keithroy Morson | Leopard come home, Don't Sing Bout De Judgment | 1 |
| 2011 | De Bear | Keithroy Morson | We Get The Change, Melee For Sale | 2 |
| 2012 | De Bear | Keithroy Morson | Take Your Place, Freedom For Mandela Again? | 3 |
| 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 | 4 |