CALYPSO MONARCHS OF BARBADOS |
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|---|---|---|---|---|---|
YEAR | GIVEN NAME | SOBRIQUET | VENUE OF COMPETITION | SONG 1 | SONG 2 |
| 1960 | Michael Wilkinson | Michael Wilkinson | Kensington Oval | Uh Coming Up | Nil |
| 1961 | Louis Sealy | Little Baron | Kensington Oval | Bachelors Beware | Nil |
| 1962 | Maurice Ashby | Mighty Producer | Kensington Oval | King Dyal | |
| 1963 | Don Marshall | Sir Don | Kensington Oval | 20th Century Husbands | Tax Dodgers |
| 1964 | Leopold Kirton | Mighty Charmer | Kensington Oval | Death of Kennedy | |
| 1965 | Don Marshall | Sir Don | Kensington Oval | Granny's Proverbs | Dear Mary Bray |
| 1965 | Sir Don | YMPC | YMPC | The Offence | Dear Mary Bray |
| 1966 | NO COMPETITION | ||||
| 1967 | NO COMPETITION | ||||
| 1968 | Anthony Carter | Mighty Gabby | YMCA | Heart Transplant | |
| 1969 | Anthony Carter | Mighty Gabby | Globe Cinema | Family Planning | |
| 1970 | NO COMPETITION | ||||
| 1971 | NO COMPETITION | ||||
| 1972 | NO COMPETITION | ||||
| 1973 | Charles Smith | Mighty Romeo | YMPC | A Land So Dear | Pampalam |
| 1974 | Edrick Jordan | Mighty Dragon | Caribbean Pepperpot | Muhammad Ali | |
| 1975 | Don Marshall | Sir Don | Marine House, Ch. Ch. | Tom Say | Make CARICOM Work |
| 1976 | Keith Christian | Mighty Destroyer | Culloden Farm | Come Together | |
| 1976 | McDonald Blenman | Mighty Grynner | Colloden Farm | Crop Over Bacchanal | |
| 1977 | NO COMPETITION | ||||
| 1978 | Keith Christian | Mighty Destroyer | National Stadium | I Man Bitter | Message to the People |
| 1979 | Victor Reid | Mighty Liar | National Stadium | She Want Pan | Nobody Don't Like Me |
| 1980 | Anthony Blenman | Black Pawn | National Stadium | The Right to Criticise | Politician |
| 1981 | Charles Smith | Mighty Romeo | National Stadium | Gem Gone | Brother Fuzzy |
| 1982 | Stedson Wiltshire | Red Plastic Bag | National Stadium | Mr. Harding | Sugar Made Us Free |
| 1983 | RAINED OUT | ||||
| 1984 | Stedson Wiltshire | Red Plastic Bag | National Stadium | Count the Cost | Bim |
| 1985 | Anthony Carter | Mighty Gabby | National Stadium | West Indian Politician | Culture |
| 1986 | John King | Jonny Ma Boy | National Stadium | Tribure to the Skipper | Congratulations |
| 1987 | Brian Payne | Bumba | National Stadium | They Want To Know | Lose Your Own |
| 1988 | Rita Forester | Rita | National Stadium | Woman Respect Yourself | Can't Party |
| 1989 | Stedson Wiltshire | Red Plastic Bag | National Stadium | The Country Ain't Well | Pluck It |
| 1990 | Elenza Brewster | Serenader | National Stadium | Jogging | Tug O' War |
| 1991 | David Piggott | Kid Site | National Stadium | Mistaken Identity | No More Lies |
| 1992 | Joseph Hughes | Invader No. 3 | National Stadium | Time | How Yuh Feet |
| 1993 | Elenza Brewster | Serenader | National Stadium | Steel In Dey | Breakdown |
| 1994 | John King | John King | National Stadium | I'm Back | Jump and Wave |
| 1995 | Edwin Yearwood | Edwin Yearwood | National Stadium | Obadele | Voice In My Head |
| 1996 | Stedson Wiltshire | Red Plastic Bag | National Stadium | Issues of the Day | Give It To Me |
| 1997 | Anthony Carter | Gabby | National Stadium | Massa Day Done | No Sympathy |
| 1998 | Stedson Wiltshire | Red Plastic Bag | National Stadium | Material | What Kind of World |
| 1999 | Anthony Carter | Gabby | National Stadium | Mock Sport | Mother Earth |
| 2000 | Anthony Carter | Gabby | National Stadium | Conversation with Mr. Barrow | Wuk Up |
| 2001 | Adrian Clarke | Adrian Clarke | National Stadium | Judgement | This Melody |
| 2002 | Stedson Wiltshire | Red Plastic Bag | National Stadium | Red | Sam |
| 2003 | Stedson Wiltshire | Red Plastic Bag | National Stadium | Hair | Competition |
| 2004 | David Piggott | Kid Site | National Stadium | Old Songs | Pirates |
| 2005 | David Piggott | Kid Site | National Stadium | Only Bout Hey | Hurricane Hit We |
| 2006 | David Piggott | Kid Site | National Stadium | No Shame At All | ZR Driver |
| 2007 | Stedson Wiltshire | Red Plastic Bag | National Stadium | Bajans Can't See | Look Meh Hey |
| 2008 | Adrian Clarke | Adrian Clarke | Kensington Oval | I Am a Bajan | Put Dah In Yuh Song |
| 2009 | Stedson Wiltshire | Red Plastic Bag | Kensington Oval | Home Drums | Something's Happening |
| 2010 | Anthony Carter | Gabby | Kensington Oval | Ole Ashe | Haiti |
| 2011 | David Hall | Popsicle | Kensington Oval | Cornwell | Pick a Fair |
| 2012 | Stedson Wiltshire | Red Plastic Bag | Kensington Oval | Thank You Calypso | Royal Visit |
| 2013 | Ian Webster | Ian Webster | Kensington Oval | Things You Do For Love | One Blood |
| 2014 | Ian Webster | Ian Webster | Kensington Oval | De Karaoke Song | Barbados Is Still My Home |
| 2015 | William Waithe | Classic | Kensington Oval | In Bed Together | Something Fishy |
| 2016 | Aziza Clarke | Aziza | Kensington Oval | Bring Back Respect | One People, One Nation |
| 2017 | Ian Webster | iWeb | Kensington Oval | Salesman | Pray For The Souls |
| 2018 | Anderson Armstrong | MR BLOOD | Kensington Oval | Stars & Stripes | Sexual Harrassment |
| 2019 | Wiliam Waithe | Classic | Kensington Oval | One Song | |
| 2020 | NO COMPETITION DUE TO THE PANDEMIC | ||||
| 2021 | NO COMPETITION DUE TO THE PANDEMIC | ||||
| 2022 | DEQOUN ALLEYNE | QUON | Kensington Oval | Animal Farm | |
| 2023 | Ian Webster | iWeb | National Botanical Gardens | Brain | |
