KAISO Showkase Judges Night: Calypso Monarch 2026

Are you ready for Calypso? We mean Calypso judging! Bush‑judges, get your score sheets ready, because when the dust settles there will be tears of joy—and the familiar agony of defeat. And of course, we’ll be keeping an ear out for all the rumshop commentary about who gets cheated and who “ent deserve” to reach the next round of competition.

So leh we go.

The road to Calypso Monarch heats up tonight as the KAISO Showkase Judges Night takes over the Naparima Bowl, San Fernando. The nation’s finest calypsonians step forward to prove their mettle, sharpen their messages, and secure their place in the Monarch race.

KAISO Showkase Cast List 2026: Name of Artists/Sobriquets and Song

1. Durango—What Would I Do?  
2. Daniella Singh aka Roxy Singh—Enough Is Enough 
3. Jenelle Ross aka Ms. Ross—Green Grass Grows
4. Anthony Charles aka De Juba—Boundary Bacchanal 
5. Francelia-Adams-Jackson, aka Lady Tallish—Ah Good Mother
6. Kerice Pascall—No Conscience
7. Lisa Roberts aka Empress—Chop In The Water
8. Curlissa Charles-Mapp—Identity Crisis 
9. Ainsley Mayers aka El Drago—Wood Business Dream 
10. Catherine Chandler aka Kassy—Crisis Of Truth 
11. Nicholas Lucas—The Tree That Never Forgets
12. Vivkieve Harrington aka Vaya Reign—Leh We Pray 
13. Darwren Greenidge aka Pharaoh—B Sharpe 
14. Alicia Richards—Change 
15. Rivaldo London—Water Thicker 
16. Ricardo Melville aka Daddy Chinee—De Goodness
17. Victoria Cooper Rahim aka Queen Victoria—Big Sale
18. Joanne Gibson aka Queen Voice—Last Birthday Party 
19. Peter Jaimungal aka Greg—Education Is The Key 
20. Victor McDonald aka Mr. Mack—Bucket List 
21. Eunice Peters—De Code
22. Addelon Braveboy aka Banjela—Staying Power (Guest Performance)
23. Marsha Clifton aka Lady Adana
24. Ephrim Ramkissoon aka Brother Ramkee—Long Long Name
25. Selvon Noel aka Mistah Shak—De Code (F.A.F.O)
26. Devon Harris aka Dev—Duck De Wuk 
27. Tyo Matthews aka Mr. Lee—Jockey Shorts
28. Edson de Bourgh aka Mr. Medic—Work It Out

Production Notes/Music Credits:

Event: Judges Night

Tent: KAISOSHOWKASE

Venue: Naparima Bowl, San Fernando, Trinidad.

Origin: Trinidad, Republic of Trinidad & Tobago.

Genre: Calypso 🎶

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