Events

Two-time National Calypso Monarch Helon Francis is inviting audiences to reconnect through music at “The Reconnection”, his concert at NAPA on 8th November 2026, beginning at 6:30 p.m. Francis claimed his first National Calypso Monarch title in 2018 and returned to the winner’s circle in 2025 with “To Whom It May Be”. The upcoming concert offers supporters an opportunity to experience the calypsonian beyond the competition stage. For calypso lovers, it is a chance to make an

Stacey Sobers is preparing to bring a little theatrical glamour to the calypso stage as Crackers and Cheese returns for its ninth edition with Moulin Rouge: A Calypso Cabaret. Set for 10th October at 7 p.m. at the Central Bank Auditorium, the production is being presented as an all-female celebration of music, theatre and dance, bringing together some familiar and respected voices from Trinidad and Tobago’s entertainment landscape. Sobers will lead a cast featuring Terry Lyon

TUCO East Zone is preparing to celebrate five respected figures in Trinidad and Tobago's calypso tradition with “A Tribute to Kaiso Legends: Honouring Their Legacy, Celebrating Their Voices.” Presented in collaboration with the BATCE Form 4 Year Group, the October 24 event will honour Asha Kamachee, Pink Panther, Karega Mandela, Brother Valentino and Poser. The programme will also feature performances from Cardinal, Johnny King, Bally, Tiny, Ninja and other artistes, creating

Former Calypso Monarch Ta’Zyah O’Connor is set to headline a special concert experience this October with The Rubicon: “Nostalgia,” presented by Ta’Zyah Productions. Scheduled for Saturday, October 17th, 2026, at the BATCE Auditorium in Trincity, the production places O’Connor at the centre of an evening celebrating music, memory and storytelling. The concert’s nostalgic theme draws on the enduring relationship between calypso, culture and the moments that define different ge

The music of one of Trinidad and Tobago’s most recognizable voices returns to the stage this November as Baron’s Infinity Concert III – Christmas Edition brings together an impressive mix of calypso, soca, parang and emerging talent. The concert takes place on Sunday, November 8, 2026, from 6:00 p.m. at the Bishops and Trinity East College Hall in Trincity, with tickets priced at $300. The lineup crosses several generations of local music. Sugar Aloes, Shurwayne Winchester, D

On Friday, 2nd October 2026, calypso lovers will gather at Cafe Blue, 1D Wrightson Road, Port of Spain, for a special evening celebrating one of Trinidad and Tobago’s true cultural icons. The People’s Calypsonian, Brother Valentino, will present “Legacy Concert: Passing on the Baton” from 8:00 p.m. The concert is being positioned as more than just another performance. It is a moment of reflection, celebration and transition, one that honours Brother Valentino’s enormous contr

Trinidad and Tobago soca legend Austin “Superblue” Lyons will be honoured this Saturday, September 12, 2026, with The River Runway 2026: Icons of Influence Lifetime Achievement Award in New York City. The event, being held at the Brooklyn Army Terminal, will celebrate Superblue's extraordinary contribution to Caribbean music and culture. The honour arrives during Trinidad and Tobago’s commemoration of 50 years as a Republic, making the recognition especially significant for a

Photo by Carver Thompson Trinidad and Tobago calypsonian Tameika Darius will add some Trini flavour to the Leeward Islands Calypso Monarch tonight, making a special guest appearance at one of the region’s major calypso events. The competition takes place at the Landsome Bowl Cultural Centre in Anguilla and brings together leading calypso performers from across the Leeward Islands as part of the 2026 Anguilla Summer Festival. For Darius, the appearance provides another opportu

The Eastern Queens are set to deliver a strong evening of calypso, commentary and live entertainment with “Messages in Calypso” on Sunday July 5th, 2026, at Kafe Blue, Wrightson Road, Port of Spain. The show runs from 6PM to 10PM and features a packed cast of performers including Brother Valentino, Terri Lyons, Cardinal, Tameika Darius, Tiny, The Messenger, Ife Alleyne, Banjela, Kinte, Niko Ash, Sweet Estalita and Marilyn Edwards. Patrons can expect a night rooted in the trad

Trinidad and Tobago will celebrate a living calypso legend when Twiggy takes centre stage for a milestone event marking her 70th birthday and 50 years in calypso. The concert takes place on Sunday July 5th, 2026, at the National Academy for the Performing Arts in Port of Spain. Described as “a woman of substance and certainly still relevant,” Twiggy’s celebration will bring together a powerful cast of artistes and the event will also feature the first ever live performance of

Bomber’s Dream: A Calypso Story is coming to Trinidad with a message that reaches beyond music. The documentary explores the life and legacy of Clifton “The Mighty Bomber” Ryan, one of calypso’s important cultural figures, through the eyes of his grandson. At its centre is a simple but powerful question: What does it mean to inherit a legacy? Presented through a special screening series with Heritage Library Division, NALIS and Kaiso Street Society, the film invites audiences

Photo Credit: Edwin Ayoung Trinidad and Tobago’s calypso fraternity showed strong support for Barbadian cultural ambassador Ras Iley last weekend, as several of the country’s most respected performers joined him in Barbados for the 4th Annual Ras Iley & Friends One Caribbean Concert. The event featured a powerful lineup of Caribbean music icons, with T&T represented by Lord Nelson, The Mighty Gypsy, Super Blue, Johnny King, Crazy, Kernal Roberts and other respected voices of

Calypso lovers are in for two nights of live entertainment as “Hammi and Friends Live @ Kafe Blue” takes place on June 30th and July 1st at Kafe Blue, located at 1D Wrightson Road, Port of Spain. The showcase will feature performances from several well-known cultural entertainers including Hamidullah, Twiggy, Ras Kommando, Nerukhi, Kinte, Diana Benskin, Gary Cordner, and Travis, with celebrated comedian and broadcaster Errol Fabien serving as MC. Organizers promise an intimat

“Merchant: The Hidden Gems of Dennis Williams Franklyn” prepares to deliver a powerful tribute at the National Academy for the Performing Arts (NAPA) on Saturday 9th May 2026. This feature concert shines a spotlight on the work of Dennis “Merchant” Franklyn, a respected contributor to the development of calypso music in Trinidad and Tobago. Known for his musical depth and composition, Merchant’s work has quietly influenced generations of performers and the sound of the artfor

Calypso legend “Contender” is set to mark an incredible milestone, 60 years in the business and his 75th birthday with a grand live concert at the City Hall Auditorium in Port of Spain on Friday 24th April 2026. Known for his powerful storytelling, social commentary, and commanding stage presence, Contender has long been a respected voice in the calypso arena. This concert is a tribute to a lifetime of contribution to Trinidad and Tobago’s cultural identity. The cast reflects

The Kultural Stew Roadshow is shaping up to be a vibrant platform for live entertainment, bringing together a diverse group of artistes under one banner. Built around the idea of “All Genres, Live, All Year,” the initiative focuses on keeping local music active beyond the traditional season. With performers like Neruki The Messenger, Trini Saw, Kevin Navarro, Hamidullah, Devica, Travys ArtySt, Kinte, Lady Lystra, Greg, St. Nick, and De Guru, the roadshow blends different styl

Some events are built around entertainment. Others are built around a feeling. That is what stands out about Girls Just Wanna Have Fun , the women’s event hosted by Maria Bhola , now heading into its 8th edition on May 2, 2026 . On the surface, it is a ladies’ event. But the language around it, and the way women have responded to it publicly, suggests something more personal is happening here. Bhola herself has described it as “an intentionally curated evening for women to c

Families in South Trinidad can look forward to an afternoon of talent, creativity, and youth expression as Demi Melville Entertainment prepares to host its Annual Children’s Concert on April 19th, 2026. Led by Damion Melville, the event continues to build a space where young performers can step onto the stage and showcase their abilities in music, performance, and entertainment. Set to take place at the Mon Repos Regional Complex from 2PM, the concert is designed as a family-

Ninja is marking his birthday this year with a bus ride event to Toco, bringing together music, food, and a full day experience outside of the usual party setting. The event takes place on Sunday 21st June , with the bus scheduled to leave Carib Brewery at 9:00 AM sharp . From there, patrons will head to Toco, with music and entertainment continuing throughout the trip. The concept is simple, people on the move, good music playing, and a relaxed environment for socialising. T