A performer with long dreadlocks and face tattoos walks through a crowd at night, wearing a leopard-print coat and layered necklaces, while people around them hold up phones with camera lights on.
Trippie Redd at Cuban Club in Ybor City, Florida on Jan. 17, 2026. Credit: Dorvell Ferguson / Creative Loafing Tampa Bay

It’s a short drive to Tampa from Broward, and Ybor City’s Cuban Club welcomed one of that county’s most famous residents, Trippie Redd, for a Saturday show alongside Waka Flocka Flame and Riff Raff (who actually stopped into St. Petersburg’s Redwood Vintage Guitars ahead of the show).

Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay
Credit: Dorvell Ferguson / Creative Loafing Tampa Bay

This article appears in Jan. 15 – 21, 2026.

Read his 2016 intro letter and disclosures from 2022 and 2021. Ray Roa started freelancing for Creative Loafing Tampa in January 2011 and was hired as music editor in August 2016. He became Editor-In-Chief...