

ROAD TO ITALY
REIMAGINE TWELFTH NIGHT
BOLD.
INTERNATIONAL.
CARIBBEAN EXCELLENCE.
WHAT IS MALVOLIO'S MASQUERADE?
This production reimagines Twelfth Night through the living ritual of Trinidad Carnival, where mas, music, and movement transform Shakespeare’s world into a band in motion. Here, Illyria unfolds across Carnival Monday and Tuesday — a space where identity is fluid, love is reckless, and order dissolves before it is restored.
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Carnival is not decoration in this production; it is the engine of the story. Mas allows characters to conceal who they are while revealing who they truly desire.
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Orsino appears as a flamboyant Fancy Sailor Captain, opening the play like a showtime performance, delivering “If music be the food of love” to the pulse of pan and brass. His excess sets the tone for a world ruled by emotion, spectacle, and performance. A stylised storm interrupts the band, separating twins Viola and Sebastian and launching the narrative into disguise.
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Viola survives through transformation, entering Orsino’s court as the junior Fancy Sailor Cesario. Her masquerade fuels the central love triangle: Olivia, envisioned as a regal Dame Lorraine, falls for Cesario, while Orsino confides in the very person he does not yet recognise as his equal — their connection expressed through playful extempo battles.
Within Olivia’s household, Carnival chaos reigns. Sir Toby emerges as a drunken Jab Molassie, Sir Andrew as a foolish Fancy Sailor, and Maria, sharp and unmasked, orchestrates events from the margins as the Jammette.
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Malvolio, dressed as a Midnight Robber, resists Carnival’s joy. His transformation into a boastful Robber — inseparable from his whistle of authority — is both hilarious and unsettling, revealing the fragility of order. Feste appears as a Pierrot Grenade, Carnival’s conscience, observing and unsettling the world with wit, song, and riddles. He reminds us that wisdom often wears foolish clothes.
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The production culminates in Carnival Tuesday’s Last Lap. The band returns. Masks fall. Twins stand mirrored. Viola reveals herself. Music surges — then stops — when Malvolio re-enters to confront the cruelty done to him. Only then can reconciliation begin.
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The play ends not in silence, but in motion: a final Last Lap celebrating love, identity, survival, and revelation.
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This adaptation honours Shakespeare’s comic structure while grounding it in Caribbean performance traditions, making Twelfth Night immediate, culturally resonant, and theatrically explosive.
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It leaves us with a timeless question, carried on a familiar rhythm:
Who are we when the mask comes off — and who do we become when we are finally seen?
TOUR
Milwaz Productions will be attending the World Shakespeare Congress – International Shakespeare Association 50th Anniversary Conference (July 10–26, 2026). This prestigious invitation marks a significant milestone for our company and for the wider Caribbean theatre community, as it provides a global platform to present Shakespeare through a distinct Caribbean lens while promoting cross-cultural artistic exchange.
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As part of this journey, our group will travel through the United Kingdom from 9th July, 2026 to 28th July, 2026 for educational, cultural, and logistical purposes, including theatre visits, workshops, and historical study connected to Shakespearean performance traditions. The UK stop forms an important academic extension of the project before our participation in the Italian festival.
Purpose and Significance of Travel
Our participation in the World Shakespeare Congress – International Shakespeare Association 50th Anniversary Conference would account for:
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Cultural diplomacy by showcasing Trinidad and Tobago’s artistic voice on an international stage;
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Professional development and knowledge transfer for educators, students, and theatre practitioners;
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Strengthening of educational links between Caribbean and European performance traditions;
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Promotion of cultural industries and creative exchange.
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Support the Journey
Taking this production beyond our shores requires significant financial resources. Your support helps cover travel, accommodation, production logistics, and the educational opportunities that make this tour meaningful.
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By contributing, you are not only supporting a theatre company — you are investing in Caribbean storytelling, artistic growth, and the chance for our performers and students to represent Trinidad and Tobago on an international stage.
Every contribution brings this journey closer to reality.
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