What started out as the "Calypso King" competition in 1939 became the "Calypso Monarch" following Calypso Rose's victory in 1978. This annual competition, eagerly anticipated and loved by many, represents the pinnacle of competition in the art form, with many contesting the title through the years and the best rising to the top. Mighty Sparrow, Mighty Duke, Chalkdust, Singing Sandra, Stalin, Cro Cro, Aloes... are just a few names who have won the title multiple times. Duane Ta'Zyah O'Connor, him
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Ge'Eve's winning performance from the 2025 Calypso Monarch Competition #itsavibe #antiguaandbarbuda🇦🇬 #calypso #AntiguaCarnival2025 #antiguacarnival | Wayne Mariette
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Terri Lyons has won the 2026 Calypso Monarch competition with her song 'Blessings', taking home the $1 million prize and a vehicle at the Dimanche Gras show. | CNC3 Television, Trinidad and Tobago
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CALYPSO FIESTA 2023 Here are some highlights from the Calypso Fiesta semi-final of the National Calypso Monarch competition that returned to Skinner Park, San Fernando on Saturday after four years. Video by Elexzine Bissoo | Trinidad and Tobago Newsday
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⏳🔥 COUNTDOWN TO THE SEMI-FINALS 🔥⏳ NATIONAL CALYPSO MONARCH – CALYPSO FIESTA 2026 🎤🇹🇹 The stage is set. The stakes are higher. The best are ready to battle. Calypso Fiesta is almost HERE and the Semi-Final Round of the National Calypso Monarch Competition promises lyrical warfare, masterful storytelling and pure calypso excellence 🔥🎶 📍 Skinner Park, San Fernando 🗓 Saturday 7th February ⏰ 2:00 PM 🎟 Tickets are NOW $400 (No early bird — this is the final price!) 🎫 Ticket Outlets • TUCO
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