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Tipsy Music Festival Learns Hard Lessons; Kees and Shaggy Team Up!

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Grammy-Award Winning, Diamond-selling, Jamaican superstar, “Shaggy” made a special guest appearance and brought out Soca star, Kees Dieffenthaller to premiere their new collaboration during the first-ever Tipsy Music Festival last weekend.

The highly anticipated event was held at the Bayfront Park in Miami, Florida. Headlined by Afrobeats megastar, Burna Boy, the Tipsy Music Festival attracted thousands to downtown Miami and included performances by Skinny Fabulous from St. Vincent, Hypasounds from Barbados, as well as Trinidad and Tobago’s own, Machel Montano, whose high-energy, nostalgic set included many of his Soca classics, as well as appearances from Voice, Farmer Nappy and Vincentian singer/songwriter, Problem Child. 

The ever-popular A Team Band held their own on the big stage and backed many of the guest acts. Caribbean DJs such as Tony Mix, Deejay Puffy, Jus Jay and Travis World filled the interludes with a healthy Caribbean mix of music.

Over 10,000 patrons assembled at the location from as early as 4 pm to enjoy the acts, however it wasn’t until 10:55pm that Burna Boy made his appearance on stage. A huge ape appeared on the main screens to start a visual intro sequence and moments later, Burna came out rapping to “Science” from his impactful 2022 ‘Love Damani’ album. Fans were treated to a full hour from the African Giant as he surfed across his extensive hit catalogue and gave the assembly exactly what they came for and more. 

Challenged to effectively organise all of the infrastructure necessary for such a prestigious event at the Bayfront Park venue in only 2 days time, the Tipsy Music Festival organising committee was subsequently honest and forthcoming in stating that they learnt some hard lessons.

Spokesperson, Crystal Cunningham released a statement from the Festival as follows:

REPORTING BY: Overtime Media

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Squeezy Rankin’s Pivot. Artiste Goes Hard into Calypso to Change Mindsets.

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From dancehall music with rough lyrical content to social commentary that aims at changing mindsets, East Trinidad native, Squeezy Rankin says he has found his true calling in Calypso music. The entertainer is on the road to the preliminary round of the Calypso Monarch Competition later this month, with a single called ‘Rat Race’ – this, one year after ‘Justice’ influenced younger audiences to take a stronger look at the Calypso genre, something that he hopes he can continue to do as his journey in music continues.

Squeezy Rankin has been an artiste on the ground for many years. He has pivoted from dancehall into Calypso music.

In a recent radio interview, the reigning Young King, whose real name is Anthony La Fleur, said prior to 2025, he had not done music professionally in 13 years. Jumping back into the spotlight, he said, was a bit intimidating, but the exposure last year has prepared him for 2026 and the artiste is expected to confidently claim his space in the Calypso Monarch competition this year.

As real as it gets, Squeezy Rankin- a man on the ground, has always fought for his place in the music industry locally. Now, as Calypso music embraces him even more, he says he believes he’s found his place. “I plan on releasing two songs during the year because I want to change the narrative that Calypso music is old people music,” he said, adding that his hope is that urban radio stations see the value in sharing topics of social commentary, such as ‘Justice’ and ‘Rat Race’- songs deep in meaning and valuable beyond measure, in the greater scheme of things.

Determined to change mindsets one song at a time, Squeezy Rankin says his strong suit is certainly social commentary and he will not, at any time, delve into political commentary. “I was advised by someone who is deep in politics to stay out of it and I literally listened. You know sometimes we hear people, but we aren’t listening. I thought about what he said, and it made sense. I literally listened, even though they say I don’t listen,” he said with a laugh.

‘Rat Race’ was written by Squeezy and Angelo Pantin with production by Q-Ban Production.

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Patrice Roberts: “I Love Everything I Release.”

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Patrice Roberts is set to give fans a free, full LIVE show- “A Night With Patrice” complete with full band, on Thursday night. She recently spoke on the upcoming event, telling radio personalities at 961.WEFM that she’ll be giving back to fans in this way at FLAVA Village, at the Queen’s Park Savannah. Asked which of her songs are her favorite this season, she started with ‘Capital’ with Mical Teja, and followed with ‘Sweet Spot,’ but subsequently said, “I love everything I release.”

Patrice is a crowd favorite. This year, she released ‘Rock So’ – an anthem that many are singing along to. She said the song is not personal, but rather, relatable – something she appreciated when she received it.

The free event on January 22nd is described as something for all of her faithful fans. It starts at 9pm and Patrice will be backed by the A Team Band.

On Sunday, she is set to take the stage at the A Class Experience – an event hosted by the A Team Band at the Cipriani Labour College. That event will feature a number of soca stars and is expected to be a blockbuster Carnival experience for real fans of soca.

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