Calypso is the vibrant, lyrically charged musical tradition born in Trinidad and Tobago during the early 20th century, rooted in West African rhythms, French Creole influences, and the call-and-response storytelling of Caribbean plantation life. Characterized by its syncopated guitar or string-driven melodies, rolling percussion, and witty, often satirical lyrics delivered in Trinidadian English or patois, calypso served as both social commentary and celebration—chronicling political scandals, everyday struggles, and Carnival revelry with equal flair. Pioneers like Lord Kitchener, Mighty Sparrow, and Roaring Lion elevated the form into an art of improvisation and linguistic dexterity, their performances functioning as newspapers for the people long before mass media reached the islands.
While calypso shares rhythmic kinship with Afro-Cuban son and rumba, its lyrical focus on topical wit and narrative depth sets it apart from the instrumental dazzle of big band swing or the romantic escapism of easy listening. Its mid-century popularization—largely through Harry Belafonte's smoothed, crossover renditions—introduced global audiences to Caribbean sounds, yet the genre's true soul lies in the competitive "calypso tents" where calypsonian wordplay and vocal agility reign supreme. Calypso's legacy pulses through soca, reggae, and modern dancehall, but its golden-era recordings remain unmatched for their blend of sharp intellect, infectious melody, and unapologetic cultural pride.
This is music that dances and debates in equal measure—a genre where every verse is a headline, every chorus a rallying cry, and every performance a masterclass in rhythm and rhetoric.
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List updated:
| #50 | ByAtilla the Hun | Released:1946 | calypso | ||
| #100 | ByEdmundo Ros and His Orchestra | Released:1953 | calypso | ||
| #1 | ByHarry Belafonte | Released:1956-05-18 | calypsoeasy listening | ||
| #16 | ByRobert Mitchum | Released:1957-01-01 | calypso | ||
| #88 | ByJosephine Premice | Released:1957-09-01 | calypso | ||
| #85 | ByLord Kitchener | Released:1957-09-30 | calypso | ||
| #49 | ByThe Mighty Terror | Released:1957 | calypso | ||
| #62 | ByLord Kitchener | Released:1958-10-01 | calypso | ||
| #37 | ByBen Bowers | Released:1958 | calypso | ||
| #35 | ByLord Kitchener | Released:1959-09-01 | calypso | ||
| #20 | ByHarry Belafonte | Released:1959-10-01 | calypsoswing | ||
| #79 | ByLord Melody | Released:1959 | calypsoska | ||
| #89 | ByThe Eloise Trio | Released:1960 | calypsoworld | ||
| #2 | ByHarry Belafonte | Released:1961-07-21 | |||
| #61 | ByMacbeth the Great | Released:1963 | calypso | ||
| #30 | ByDizzy Gillespie | Released:1964-01-01 | |||
| #96 | ByLord Kitchener | Released:1965 | |||
| #8 | ByExuma | Released:1970-09-08 | |||
| #70 | ByJoelma | Released:1971-11 | |||
| #31 | ByVarious Artists | Released:1977 | calypsoworld | ||
| #86 | ByVarious Artists | Released:1977 | |||
| #39 | ByThe Lion | Released:1978 | calypso | ||
| #55 | ByE.T. Mensah | Released:1986-01-01 | calypso | ||
| #18 | ByE.T. Mensah | Released:1987-01-01 | calypso | ||
| #34 | ByVarious Artists | Released:1987 | calypso | ||
| #58 | ByS.E. Rogie | Released:1988-01-06 | calypso | ||
| #41 | ByVarious Artists | Released:1989-05-02 | calypso | ||
| #12 | ByHarry Belafonte | Released:1989 | |||
| #5 | ByHarry Belafonte | Released:1990 | calypso | ||
| #59 | ByBakra Bata | Released:1990 | calypso | ||
| #82 | ByChandelier | Released:1990 | calypso | ||
| #57 | ByAtlantik | Released:1991 | calypso | ||
| #9 | ByHarry Belafonte | Released:1992 | folkcalypso | ||
| #63 | ByMighty Sparrow | Released:1992 | calypso | ||
| #91 | ByMighty Sparrow | Released:1992 | calypso | ||
| #40 | ByWilmoth Houdini | Released:1993-01-01 | calypso | ||
| #66 | ByCalypso Rose | Released:1993 | |||
| #27 | ByMighty Sparrow | Released:1994 | calypso | ||
| #83 | ByRoaring Lion | Released:1994 | calypso | ||
| #53 | ByVarious Artists | Released:1996-01-01 | loungecalypso | ||
| #74 | ByJamaican Steel Band | Released:1996 | calypso | ||
| #90 | ByMighty Sparrow & Byron Lee | Released:1998-10-03 | soulcalypso | ||
| #73 | ByCrazy | Released:1999-08-10 | |||
| #51 | ByNOEL ANTHONY | Released:1999 | calypso | ||
| #42 | ByVarious Artists | Released:2000-01-01 | calypso | ||
| #98 | ByLord Tanamo | Released:2000-03-20 | |||
| #3 | ByHarry Belafonte | Released:2000-07-24 | calypsoeasy listening | ||
| #45 | ByMighty Sparrow | Released:2000-12-12 | calypso | ||
| #19 | ByAlison Hinds | Released:2000 | |||
| #69 | ByLord Foodos | Released:2001-05-01 | calypso | ||
| #71 | ByDenise Belfon | Released:2001 | calypso | ||
| #43 | ByVarious Artists | Released:2002-05-20 | calypso | ||
| #46 | ByBlack Stalin | Released:2002-10-14 | |||
| #80 | ByWanderley Andrade | Released:2003-03-01 | calypsopop | ||
| #54 | ByKing Short Shirt | Released:2003-05-15 | calypso | ||
| #92 | ByLord Invader & His Calypso Rhythm Boys | Released:2003-07-30 | calypso | ||
| #13 | ByBanda Calypso | Released:2003 | calypsozouk | ||
| #99 | ByThe Caribbean Steel Band | Released:2003 | calypso | ||
| #36 | ByPhyllis Dillon | Released:2004-01-01 | calypso | ||
| #7 | ByHarry Belafonte | Released:2004 | easy listeningcalypso | ||
| #21 | ByBanda Calypso | Released:2004 | |||
| #24 | ByLord Invader | Released:2004 | calypso | ||
| #10 | ByHarry Belafonte | Released:2005-10-04 | calypso | ||
| #32 | ByMighty Sparrow | Released:2005-10-05 | calypso | ||
| #77 | ByVarious Artists | Released:2006-01-01 | calypsoswing | ||
| #23 | ByGino & Geno | Released:2006-09-01 | calypsosertanejo | ||
| #65 | ByVarious Artists | Released:2006-11-21 | calypso | ||
| #14 | ByCompanhia do Calypso | Released:2006 | |||
| #76 | ByCompanhia do Calypso | Released:2006 | calypsocumbia | ||
| #15 | ByVarious Artists | Released:2007-06-12 | calypso | ||
| #17 | ByAlison Hinds | Released:2007-10-01 | |||
| #81 | ByBanda Calypso | Released:2007-11-10 | |||
| #6 | ByLord Kitchener | Released:2007-11-30 | calypso | ||
| #29 | ByVarious Artists | Released:2007-12-04 | calypso | ||
| #52 | ByVarious Artists | Released:2007-12-04 | calypso | ||
| #78 | ByCompanhia do Calypso | Released:2007 | calypso | ||
| #75 | ByLord Nelson | Released:2008-04-15 | calypsorapcore | ||
| #64 | ByExplainer | Released:2008-06-01 | calypsoreggae | ||
| #72 | BySuper Blue | Released:2008-09-07 | calypso | ||
| #94 | ByScrunter | Released:2008-09-07 | calypso | ||
| #26 | ByShadow | Released:2008-11-19 | |||
| #38 | ByCalypso Rose | Released:2008 | calypso | ||
| #33 | ByVarious Artists | Released:2009 | calypso | ||
| #56 | ByCompanhia do Calypso | Released:2010 | |||
| #60 | ByLord Kitchener | Released:2011-07-25 | |||
| #93 | ByLord Kitchener | Released:2012-01-01 | |||
| #28 | ByBanda Calypso | Released:2013 | |||
| #67 | ByRoaring Lion | Released:2016-11 | calypso | ||
| #97 | ByWalter Gavitt Ferguson | Released:2018-06-22 | calypso | ||
| #22 | ByJoelma | Released:2019-03-08 | calypsompb | ||
| #4 | ByPabllo Vittar | Released:2021-06-24 | calypsotechno | ||
| #47 | ByCharlie Megira | Released:2021 | psychobillycalypso | ||
| #11 | ByJoelma | Released:2022-09-15 | calypsozouk | ||
| #95 | ByJoelma | Released:2022-09-15 | |||
| #68 | ByNeville Marcano | Released:2025-08-29 | calypso | ||
| #25 | ByLord Beginner | Released: | calypso | ||
| #44 | ByIgnition (feat. Ms. Alysha) | Released: | calypso | ||
| #48 | ByKrosfyah (feat. Edwin Yearwood) | Released: | calypso | ||
| #84 | ByJeff Niekau | Released: | calypso | ||
| #87 | ByCalypso Rose | Released: |