- male, 74 years old
- Mighty Sparrow or Birdie (born Slinger Francisco, July 9, 1935, in Grandroy Bay, Grenada, West Indies) is a calypso singer, songwriter, and...
- male, deceased (2000)
- Lord Kitchener (April 18, 1922 - February 11, 2000) was one of the most internationally famous calypsonians. Born Aldwyn Roberts in Arima, Trinidad...
- male
- David Michael Rudder (b. May 6, 1953, Belmont, Trinidad and Tobago) is one of the top calypsonians of his generation. In 1977 he joined Charlie's...
- male, 68 years old
- Hollis Urban Lester Liverpool, better known as Chalkdust (or Chalkie) (born 1941) is a leading calypsonian from Trinidad and Tobago. He has been...
- male, 68 years old
- Black Stalin (born Leroy Calliste, September 24, 1941) is a leading calypsonian. Born in San Fernando, Trinidad and Tobago, Stalin began singing...
- female, 69 years old
- McArtha Lewis, better known as Calypso Rose (born April 27, 1940 in Bethel, Tobago) is a Tobagonian calypsonian. Named after the American general...
- male, 82 years old
- Harold George Belafonete, Jr. (born March 1, 1927 in New York, New York, United States) is a musician, actor and social activist of Jamaican...
- male, deceased (1999)
- Roaring Lion (born Rafael de Leon, Aroquita, Trinidad, British Trinidad and Tobago, February 22, 1908; d. July 11, 1999) was one of the greatest...
- male, deceased (1962)
- Rupert Grant, more commonly known as Lord Invader, was a prominent calypsonian with a very distinctive, gravelly voice. He was born in Port of...
- male
- Red Plastic Bag (real name Stedson Wiltshire) is a calypsonian from Barbados. He has won the Barbadian calypso monarch competition several times....
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