This post first appeared on Kaiso Dial, where Caribbean music meets wit, rhythm, and real talk. Island Vybe Radio spins the tunes—we decode the culture.
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
- Victoria Cooper Rahim—Queen Victoria
- Ainsley Mayers—El Drago
- Victor McDonald—Mr. Mack
- Alicia Richards
- Anthony Charles—De Juba
- Curlissa Charles—Mapp
- Daniella Singh—Roxy Singh
- Darwren Greenidge—Pharaoh
- Selvon Noel—Mistah Shak
- Eunice Peters
- Marsha Clifton—Lady Adana
- Joanne Gibson—Queen Voice
- Ricardo Melville—Daddy Chinee
- Kerice Pascall
- Rivaldo London
- Ephraim Ramkissoon—Brother Ramkee
- Francelia-Adams-Jackson - Lady Tallish
- Nicholas Lucas
- Catherine Chandler—Kassy
- Jenelle Ross—Ms. Ross
- Lisa Roberts—Empress
- Edson D Bourgh
- Peter Jaimungal—Greg
- Turo Matthews—Mr. Lee
- Vivkieve Harrington—Vaya Reign
Production Notes/Music Credits:
Event: Judges Night
Tent: KAISOSHOWKASE
Venue: Naparima Bowl, San Fernando, Trinidad.
Origin: Trinidad, Republic of Trinidad & Tobago.
Genre: Calypso ?
Empowering Caribbean Creatives
We present the music here for your listening pleasure and promotional purposes only, adhering to the "Fair Use" Musical Content Copyright Disclaimer under Section 107 of the Copyright Act 1976. Kaiso Dial/Calypso Music Blog © 1990 by Santiwah is licensed under CC BY-SA 4.0. To view a copy of this license, visit https://creativecommons.org/licenses/by-sa/4.0/.
♫Please press the music player button below to listen now (small triangle in the Music player/TV Frame).
