Rolling Loud 2026 taps Playboi Carti, YoungBoy Never Broke Again and Don Toliver to headline Orlando Debut

Rolling Loud is betting big on momentum as it unveiled the lineup for its 2026 festival, returning to Orlando for a three-day run at Camping World Stadium on May 8–10. The hip-hop juggernaut, now more than a decade into its rise from regional upstart to global brand, will anchor its only U.S. festival of the year around Playboi Carti, YoungBoy Never Broke Again and Don Toliver — three artists occupying very different but equally influential corners of the genre’s current landscape.

Carti’s return comes amid one of the most polarizing and talked-about stretches of his career, fueled by recent marathon performances and a sound that continues to test the boundaries of mainstream rap. YoungBoy Never Broke Again, meanwhile, is set to headline Rolling Loud for the first time, a milestone that reflects both his commercial power and his enduring connection to a fanbase that has propelled him from internet phenomenon to arena-level draw. Don Toliver rounds out the top line, continuing a steady ascent marked by high-concept live shows and a growing presence beyond traditional trap circles.

Beyond the headliners, Rolling Loud’s strength once again lies in its depth. The undercard blends established names like Chief Keef and Sexyy Red with artists shaping rap’s next wave, including Skrilla, YKNiece, Nettspend, OsamaSon, TiaCorine and more. The result is a lineup that mirrors the genre’s current fragmentation — rage rap, Southern street rap, internet-driven experimentation — while still funneling it into a single, massive cultural gathering.

The Orlando edition also signals a subtle reset for Rolling Loud. With a redesigned format, adjusted pricing and a renewed focus on accessibility, the festival appears intent on recalibrating after years of scale and spectacle. As hip-hop continues to evolve in real time, Rolling Loud 2026 positions itself less as a victory lap and more as a snapshot — capturing where the culture is now, and where it may be headed next.

Stay tuned for updates on Rolling Loud 2026, follow @rollingloud on all platforms for all official announcements.  

Find more information at RollingLoud.com 

Watch clips and full performances on Rolling Loud’s YouTube channel

Buy Rolling Loud Merch: shoprollingloud.com

© 2026, alanna. All rights reserved.