Top 100 Calypsos of the 20th. Century | Trinidad & Tobago

Choosing the top one hundred calypsos of the 20th century is not an easy task. There is no doubt that everyone has their favorite and this listing will be subject to constructive and scathing criticism from everyone.

It is important to note that this listing is from a Trinidadian perspective. The "100 Greatest Calypso Songs" can also be ranked based on sales and general popularity in order to determine the best ones. There is no doubt that your perspective will differ depending on where you live. Having said that, we have provided you with a link to a listing on the site "DigitalDreamDoor" that we think you will find compelling.

Link: Greatest Calypso Songs.

Most Calypso connoisseurs agree with the worthiness of the songs but may disagree with the order. Your comments are welcome; please share your thoughts here with your peers.  
Name of Song
  1. Progress
  2. Portrait of  Trinidad
  3. Jean and Dinah
  4. Bassman
  5. Fire in Your Wire
  6. High Mas
  7. Dan is the man
  8. Maria 
  9. If the priest could play
  10. The sinking ship
  11. Jahaji Bhai
  12. God bless our nation
  13. Rainorama
  14. Steel Band Clash
  15. The Road
  16. Rum & Coca Cola
  17. Mama look a boo-boo
  18. Lazy Man
  19. Caribbean Unity
  20. The Slave
  21. Child Training
  22. Love in the Cemetery
  23. Matilda
  24. Little Black Boy
  25. Federation
  26. Burn Dem
  27. Ice Man (Ice Ice)
  28. Rich Man Poor Man
  29. Um By Yao
  30. La La
  31. Nature's Plan
  32. Poverty is hell
  33. The Will
  34. Tourist Leggo
  35. Trouble in Arima
  36. Ten to One is Murder
  37. Lorraine
  38. Ganges Meet the Nile
  39. Come LehWe Go Sookie
  40. Dustbin Cover
  41. Joan and James
  42. Life Is A Stage
  43. Mama Dis is Mas
  44. Pan Talent
  45. For Cane
  46. Mary Anne
  47. Severe Licking
  48. Watch Out My Children
  49. Split Me in Two
  50. Ras Mas
  51. My Pussin
  52. Mama Popo
  53. Black is Beautiful
  54. Money is King
  55. Juba Dubai
  56. A Mother's Love
  57. Too Much Man Family
  58. King Liar
  59. Melda (Obeah Wedding)
  60. The Mecca
  61. Mr. Walker
  62. The Bedbug
  63. Congo Man
  64. Pan in A Minor
  65. Education
  66. People Will Talk
  67. Flag Woman
  68. Gavaskar
  69. Soca Baptist
  70. Steel and Brass
  71. Norman
  72. Indrani
  73. Never Ever Worry
  74. Is Thunder
  75. Run the Gunslingers
  76. Papa Chunks
  77. Scrunting Calypsonian
  78. Supposing
  79. Pan in Danger
  80. The Bionic Man
  81. What is Calypso?
  82. Voices From the Ghetto
  83. The Graf Zeppelin
  84. Five Rules of Calypso
  85. Santa
  86. Miss Tourist
  87. The Outcast
  88. Women and Money
  89. Brown Skin Girl
  90. Die with My Dignity
  91. BlackManCometo Party
  92. Ma and Pa
  93. Obey the Highway Code
  94. Never Hang Your Hat
  95. Chinese Children
  96. May May
  97. Raycan
  98. Soul Chick
  99. Don't Interfere
  100. Woman on the Bass
Sobriquet
  1. King Austin
  2. Mighty Sniper
  3. Mighty Sparrow
  4. Mighty Shadow
  5. Calypso Rose
  6. David Rudder
  7. Mighty Sparrow
  8. Lord Blakie
  9. Mighty Cypher
  10. Gypsy
  11. Brother Marvin
  12. Lord Baker
  13. Lord Kitchener
  14. Lord Blakie
  15. Lord Kitchener
  16. Lord Invader
  17. Lord Melody
  18. Mighty Dougla
  19. Black Stalin
  20. Mighty Sparrow
  21. Mighty Composer
  22. Lord Kitchener
  23. King Radio
  24. Gypsy
  25. Mighty Sparrow
  26. Black Stalin
  27. Lord Melody
  28. Lord Brynner
  29. Merchant
  30. Lord Nelson
  31. Johnny King
  32. Shadow
  33. Scrunter
  34. Short Shirt
  35. Lord Kitchener
  36. Mighty Sparrow
  37. Explainer
  38. David Rudder
  39. King Fighter
  40. Crazy
  41. Mighty Bomber
  42. Brother Valentino
  43. Lord Kitchener
  44. Mighty Terror
  45. Gypsy
  46. Roaring Lion
  47. Baron
  48. Ras Shorty I
  49. Mighty Dougla
  50. Explainer
  51. Lord Kitchener
  52. Brigo
  53. Duke
  54. Growling Tiger
  55. Chalkdust
  56. Destroyer
  57. Mighty Zandolie
  58. Lord Nelson
  59. Mighty Sparrow
  60. Brother Mudada
  61. Mighty Sparrow
  62. Mighty Spoiler
  63. Mighty Sparrow
  64. Lord Kitchener
  65. Mighty Sparrow
  66. King Fighter
  67. Lord Kitchener
  68. Relator
  69. Blueboy
  70. King Wellington
  71. Merchant
  72. Lord Shorty
  73. Lord Pretender
  74. Duke
  75. Lord Caruso
  76. Roaring Lion
  77. Trinidad Rio
  78. Mighty Composer
  79. Merchant
  80. Maestro
  81. Duke
  82. Singing Sandra
  83. Atilla the Hun
  84. Mighty Fearless
  85. King Solomon
  86. Lord Kitchener
  87. Mighty Sparrow
  88. Mighty Conqueror
  89. King Radio
  90. Singing Sandra
  91. Black Stalin
  92.  Lord Creator
  93. Magic
  94. Lord Cristo
  95. Mighty Terror
  96. Mighty Sparrow
  97. Lord Shortshirt
  98. Funny
  99. The Hawk
  100. Scrunter
Name of Singer
  1. Austin Lewis
  2. Mervyn Hodge
  3. Slinger Francisco
  4. Winston Bailey
  5. McArthur Lewis
  6. David Rudder
  7. Slinger Francisco
  8. Carlton Joseph
  9. Dillary B Scott
  10. Winston Peters
  11. Selwyn Demming
  12. Kent King
  13. Aldwyn Roberts
  14. Carlton Joseph
  15. Aldwyn Roberts
  16. Rupert Grant
  17. Fitzroy Alexander
  18. Clatis Ali
  19. Leroy Caliste
  20. Slinger Francisco
  21. Fred Mitchell
  22. Aldwyn Roberts
  23. Norman Span
  24. Winston Peters
  25. Slinger Francisco
  26. Leroy Caliste
  27. Fitzroy Alexander
  28. Kade Simon
  29. Dennis F. Williams
  30. Robert Nelson
  31. Johnston King
  32. Winston Baily
  33. Owen R. Johnson
  34. Emmanuel McLean
  35. Aldwyn Roberts
  36. Slinger Francisco
  37. Winston Henry
  38. David Rudder
  39. Shurland Wilson
  40. Edwin Ayoung
  41. Clifton Ryan
  42. Emrold Phillips
  43. Aldwyn Roberts
  44. Fitzgerald Henry
  45. Winston Peters
  46. Raphael De Leon
  47. Timothy Watkins
  48. Garfield Blackman
  49. Clatis Ali
  50. Winston Henry
  51. Aldwyn Roberts
  52. Samuel Abraham
  53. Kelvin Pope
  54. Neville Marcano
  55. Hollis Liverpool
  56. Donald Glasgow
  57. Sylvester Anthony
  58. Robert Nelson
  59. Slinger Francisco
  60. Alan Fortune
  61. Slinger Francisco
  62. Theophilus Phillip
  63. Slinger Francisco
  64. Aldwyn Roberts
  65. Slinger Francisco
  66. Shurland Wilson
  67. Aldwyn Roberts
  68. Willard Harris
  69. Austin Lyons
  70. Wellington Quashi
  71. Dennis F. Wallace
  72. Garfield Blackman
  73. Alric Farrell
  74. Kelvin Pope
  75. Emmanuel Pierre
  76. Raphael De Leon
  77. Daniel Brown
  78. Fred Mitchell
  79. Dennis F Williams
  80. Cecil Hume
  81. Kelvin Pope
  82. Sandra De Vignes
  83. Raymond Quevedo
  84. Mikey Hamit
  85. Samuel Ryan
  86. Aldwyn Roberts
  87. Slinger Francisco
  88. Leroy Paul
  89. Norman Span
  90. Sandra De Vignes
  91. Leroy Calliste
  92. Kenrick Patrick
  93. A. Rampersad
  94. Christopher Laidlow
  95. Fitzgerald Henry
  96. Slinger Francisco
  97. Hector Emmanuel
  98. Donric Williamson
  99. Kenneth Haywood
  100. Owen R. Johnson
Year 
  1. 1980
  2. 1965
  3. 1956
  4. 1974
  5. 1967
  6. 1998
  7. 1963
  8. 1962
  9. 1967
  10. 1986
  11. 1996
  12. 1967
  13. 1973
  14. 1954
  15. 1963
  16. 1946
  17. 1956
  18. 1961
  19. 1979
  20. 1963
  21. 1969
  22. 1963
  23. 1938
  24. 1997
  25. 1962
  26. 1987
  27. 1960
  28. 1960
  29. 1978
  30. 1976
  31. 1984
  32. 1994
  33. 1982
  34. 1976
  35. 1954
  36. 1960
  37. 1982
  38. 1999
  39. 1964
  40. 1978
  41. 1964
  42. 1972
  43. 1964
  44. 1965
  45. 1971
  46. 1946
  47. 1971
  48. 1989
  49. 1961
  50. 1981
  51. 1965
  52. 1960
  53. 1969
  54. 1935
  55. 1977
  56. 1941
  57. 1967
  58. 1977
  59. 1966
  60. 1987
  61. 1968
  62. 1953
  63. 1965
  64. 1987
  65. 1967
  66. 1962
  67. 1976
  68. 1972
  69. 1980
  70. 1973
  71. 1978
  72. 1972
  73. 1962
  74. 1987
  75. 1959
  76. 1941
  77. 1978
  78. 1964
  79. 1985
  80. 1977
  81. 1968
  82. 1999
  83. 1934
  84. 1966
  85. 1961
  86. 1968
  87. 1963
  88. 1962
  89. 1933
  90. 1987
  91. 1991
  92. 1965
  93. 1960
  94. 1967
  95. 1950
  96. 1960
  97. 1977
  98. 1973
  99. 1961
  100. 1980
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