Calypso Results (1957 - present).
| Year | Artist | Songs |
| 1957 | Samuel "Styler" Ryan | Water Wet Me Bed & Don't Back Back On Me |
| 1958 | Paul "Obstinate" Richards | Dance, Dance, Dance & Obsti Will Sing Again |
| 1959 | Fitzroy "Peculiar" Richards | Chemis & Shimmy |
| 1960 | Eugene "Canary" Henry | Slapping Hands & Gem of the Caribbean |
| 1961 | George "Zemakai" Edwards | Tribute to Radio Antigua & Fidel Castro |
| 1962 | Eugene "Canary" Henry | Island People Names & Immigration Bill |
| 1963 | Kenneth "Tennyson" George | Racial Tension & Gagarin |
| 1964 | Mclean "Short Shirt" Emmanuel | No Place Like Home & Heritage |
| 1965 | Mclean "Short Shirt" Emmanuel | Blessed (The Child That Has Its Own) & Beatles MBE |
| 1966 | Mclean "Short Shirt" Emmanuel | Paradox of Life & They Scorning Me |
| 1967 | Manroy "Creole" Hunte | Independence Carnival & Neighbour, Neighbour |
| 1968 | Manroy "Creole" Hunte | Martin Luther King & Proud Antiguans |
| 1969 | Mclean "Short Shirt" Emmanuel | Heart Transplant & Carnival on the Moon |
| 1970 | Mclean "Short Shirt" Emmanuel | Black like me & Technical School |
| 1971 | Joseph "Calypso Joe" Hunte | Educate the Youths & Recorded in History |
| 1972 | Mclean "Short Shirt" Emmanuel | Star Black & Pull Together |
| 1973 | Rupert "Swallow" Philo | March for Freedom & Push Ya Push Dey |
| 1974 | Mclean "Short Shirt" Emmanuel | This Land & Lucinda |
| 1975 | Mclean "Short Shirt" Emmanuel | Awake & Cry for A Change |
| 1976 | Mclean "Short Shirt" Emmanuel | Inspite of All & Tourist Leggo |
| 1977 | Rupert "Swallow" Philo | Dawn of a New Day & Jam Dem Back |
| 1978 | Rupert "Swallow" Philo | One Love, One Hope, One Destiny & Whinning |
| 1979 | Mclean "Short Shirt" Emmanuel | Not by Might & Kangaroo Jam |
| 1980 | Mclean "Short Shirt" Emmanuel | Help & Summer Festival |
| 1981 | Paul "Obstinate" Richards | Coming to Talk to You & Elephant Walk |
| 1982 | Paul "Obstinate" Richards | Coming to Talk to You & Elephant Walk |
| 1983 | Paul "Obstinate" Richards | Antigua's True Heroes & Children Melee |
| 1984 | Glenmore "Progress" Shepherd | Madness & You Getting It |
| 1985 | Rupert "Swallow" Philo | All is not Lost & Tong Mash Dong |
| 1986 | Mclean "Short Shirt" Emmanuel | World in Distress & Jennifer |
| 1987 | Mclean "Short Shirt" Emmanuel | Hari Kari & J'ouvert Rhythm |
| 1988 | Mclean "Short Shirt" Emmanuel | Aids & Fire |
| 1989 | Julian "Fiah" Lawrence | Faithful Nationals & Family Affair |
| 1990 | Lynwall "Zero" Joseph | Kneel in Prayer & Speculation |
| 1991 | Trevor "Zacari" King | Jail Dem & Guilty of Being Black |
| 1992 | Mclean "Short Shirt" Emmanuel | Share the Honey & Last J'ouvert |
| 1993 | Ira "Smarty Jr." Harvey | Never Again & Role of the Calypsonians |
| 1994 | Ira "Smarty Jr." Harvey | What Black Power Means & Cry for Change |
| 1995 | Ira "Smarty Jr." Harvey | Draw the Line & Follow the Leader |
| 1996 | Davidson "Bankers" Benjamin | Me De Ras & Fire Go Bun Dem |
| 1997 | Toriano "Onyan" Edwards | Crazy Man & Wile Out |
| 1998 | Toriano "Onyan" Edwards | Stand Up For Antigua & Ghetto Life |
| 1999 | Toriano "Onyan" Edwards | Family & Swim |
| 2000 | Toriano "Onyan" Edwards | Criteria & Money |
| 2001 | Trevor " Zacari" King | Fine Ants & Allergies |
Road March (1970 - present).
| 1970 | Bum Bum (Calypso Joe) |
| 1971 | Shake You Waist (Razor Blade) |
| 1972 | Pow Pow (Swallow) |
| 1973 | Push Ya, Push Dey (Swallow) |
| 1974 | Lucinda (Short Shirt) |
| 1975 | Shake & Break You Bam Bam (Swallow) |
| 1976 | Tourist Leggo (Short Shirt) |
| 1977 | Supa Jam (La Tumba) |
| 1978 | Benna Music (Short Shirt) |
| 1979 | Kangaroo Jam (Short Shirt) |
| 1980 | Summer Festival (Short Shirt) |
| 1981 | Up & Jumpin (Redding) |
| 1982 | Push (Short Shirt) |
| 1983 | Party In Space (Swallow) |
| 1984 | Satan (Swallow) |
| 1985 | Stylie Tight (Burning Flames) |
| 1986 | Rudeness Mek Me (Burning Flames) |
| 1987 | J'ouvert Rhythm (Short Shirt) |
| 1988 | Bad Girl (Lion) |
| 1989 | Workey Workey (Burning Flames) |
| 1990 | Congo Man (Burning Flames) |
| 1991 | Piece Ah Iron (Burning Flames) |
| 1992 | Donkey (Burning Flames) |
| 1993 | Wet Down De Place (Burning Flames) |
| 1994 | Dress Back (Burning Flames) |
| 1995 | Gym Jam (Burning Flames) |
| 1996 | Fire Unda Me Foot (Burning Flames) |
| 1997 | Crazy Man (Onyan) |
| 1998 | Sweet Song (Burning Flames) |
| 1999 | I Command You (Burning Flames) |
| 2000 | Exercise (Calypso Jim) |
| 2001 | Ole Time Something High Intensity |