Best Calypsonians Ever

by Mantius aka Mr Mash Up, the Soca Freak
(Saint Lucia)

David Rudder, Calypsonian

David Rudder, Calypsonian

David Rudder, Calypsonian
Black Stalin, Calypsonian
Calypso Rose, Calypsonian
Mighty Shadow, Calypsonian

Who are the best Calypsonians ever? Share your views below. It's always a pleasure to hear what you have to say.


When talking about the best Calypsonians ever some names immediately come to mind, especially if one is a knowledgeable Calypso fan. These include the likes of the Mighty Sparrow, Lord Kitchener, Roaring Lion, David Rudder, Black Stalin, Lord Melody, Mighty Duke, Mighty Spoiler, Cro Cro, Mighty Chalkdust, Lord Brynner, Mighty Shadow, Calypso Rose and Lord Shorty. Of course there are many more and I have presented this list only as a teaser.

You can find a longer list of greatest Calypsonians here.

But how about YOUR thoughts? Who do you think are the best Calypsonians ever? We have great Calypsonians from the mecca of Calypso, Trinidad and Tobago but there are many greats from all over the Caribbean. Great Calypsonians have come from Saint Lucia, Saint Vincent, Barbados, Guyana, Dominica, Grenada, Antigua, and the list of islands goes on. Tell me who you think are the best ones to ever grace a Calypso stage.

Add your comments below.

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Oct 11, 2010
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Best Calypsonians
by: Marle

This is easy.THE MIGHTY SPARROW. He sings about every topic, he is the very best. Everybody gets something out of his listing of songs. There are some very educational songs, political issues, social comments. History teachers can use his songs for a lot of reasons. Women can learn what goes around in the heads of certain males and man can learn how they can be taken advantage off by the other sexe. Even male subjects that no man would discuss(willy dead). To me there is no one better. And on top of it the man has one big sence of humor. Nobody can top him!
And no I am not from Trinidad.

Oct 13, 2010
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The BEST Calypsonians of all time
by: The Jammer (from Orlando, Florida, usa)

You beat me to it in starting this topic. I made my list and consulted with other friends on August 15th but did not submit my contribution until now.

In selecting my list of BEST CALYPSONIANS I considered the following:

1) Length of their productive career

2) International career

3) Melodies, lyrics and performances

4) Records and CD's recorded and produced

5) Name recognition

6) Titles, crowns, and competitions won


HERE IS MY LIST
(In no special order)

1) Sparrow

2) Kitchener

3) Duke

4) Chalkdust

5) Crazy

6) Ras Shorty I

7) Calypso Rose

8) Becket

9) Roaring Lion

10) Merchant

11) Funny

12) Blakie

13) Scrunter

14) Baron

15) Stalin

16) Arrow

17) David Rudder

18) Tony Ricardo

19) Denyse Plumber

20) Alison Hinds

21) Maestro

22) Shadow

23) Iwer George

24) Superblue (Blue Boy)

25) Bunji Garlin

26) Faye Ann Lyons

27) Destra Garcia

28) Short Shirt

29) Lord Nelson

30) Edwin Yearwood

31) Melody

32) Cro Cro

33) Explainer

34) Cypher

Nov 28, 2010
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Best Calypsonians Ever
by: Wally

No doubt, Mighty Sparrow has been the best ever, not only in Trinidad and the Caribbean, but all over the world, anywhere he went, he proved to be the best calypsonian ever born. Nowadays there are soca singers, but no more real calypsonians, like Sparrow, Kitchener and several others.

Mar 10, 2011
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Best calypsonian
by: Anonymous

The best calypsonian for my era (1950 - 2011)is of
course Slinger Francisco, the one and only mighty
SPARROW. His renditions over the years are varied and full of lyrical content.Without a doubt,he sang very skillfully and most important without
HATE !

Nov 16, 2011
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One of the best without a doubt
by: Anonymous



Lord Short Shirt (Mc Lean Emanuel)from Antigua is without a doubt one of the best calypsonians ever.Check the lyrics for his social commentaries,how the thoughts run deep into what happens in real life and dont forget his flowing melodies for jumpy tunes;remember he tore the entire calypso world apart with his road march tune Toursit Leggo in 1976.I guess it is because he is from what is called a small Island:Think of the recognition he would have if he was from Trinidad.

Keith Russell
Bronx,N.Y

Jan 19, 2012
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the you fools is me mighty barrow
by: dice

mighty sparrow is not the best it is dice you unedue uneducated fools in sparrow days there was not much competetion in dice days there are and he beats them all dominican massive let me hear you people

Feb 16, 2012
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best calypsian ever and still going
by: Anonymous

Lord Kitchener is by far the best; steelpan music, party tunes serious calypsoes; even after sparrow and other not singing kitch was still composing and singing; its only because he is gone that he is not singing but his spirit is in carnival.

Feb 02, 2013
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Kitch was the greatest EVER!
by: Anonymous

Kitchner is by far the greatest calypsonian,EVER.Kitch composed his own songs!.Winsford Devines wrote for Sparrow from 1970 to 1987.Do you now get the picture?

Mar 24, 2013
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Best Calypsonian Ever
by: Anonymous

Well let us not forget the Mighty Chalk Dust, while Sparrow gave alot of happy carnival festive music, and we as Caribbean people love him dearly. But Chalky always reminds us of who we are as West Indians, especially as black people. So our Identity will be reafirmed.

May 25, 2013
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De bestest
by: Anonymous

For me it has to me Maestro and Merchant. I knew all their tunes by heart as a child growing up. Not obscene but cool!

Special mention is to the guy who sang Footprints.... I forgot his name but his words still ring true presently

Jul 26, 2013
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BEST CAISONIANS by Lord Cam
by: Anonymous

The best to me were
1. Chalkdust
2. Valentino
3. Probably Sparrow


Special Mention Lord Shorty, Maestro, Kitch,


By Lord Cam

Oct 23, 2013
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multilingual
by: Anonymous

I would have to give the edge to sparrow.
His multilingual lyrics has broad appeal in the carribean.

Some of my favourites are: Vanessa, no money for dat, and capitalism gone made

second in line must be King Obstinate. If you take calypso seriously


Dec 24, 2013
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King Short Shirt
by: Anonymous

Not sure who is the best but King Short Shirt is definitely in top 5. I dare any objective person who knows Calypso music to listen his catalog and come back and tell me he don't belong.

Jun 19, 2014
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CRAZY SHOULD BE HIGHER ON THE LIST
by: fixy Hellton

CRAZY SANG SOME GREAT CALYPSOES AND HE IS UNDERATED... "IN TIME TO COME" IS ONE OF THE GREATES OF ALL TIME

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