Don Toliver, Playboi Carti, NBA YoungBoy anchor Rolling Loud Orlando debut
Rolling Loud Orlando is set for May 8 to May 10 at Camping World Stadium, marking the festival’s first trip to the city for its 2026 edition. The three-day run shifts the largest hip-hop festival in the world out of Miami and gives Orlando a new major festival date on the calendar.
Don Toliver at Camping World Stadium
Don Toliver, Playboi Carti and NBA YoungBoy are the headliners for the three-day affair downtown. The bill also includes Esdeekid, Chief Keef, Pooh Sheisty and Sexyy Red, giving the Orlando debut a lineup built for a crowd that wants names with current draw, not nostalgia.
Speedy Morman will host Amazon’s stream and interview artists backstage throughout the weekend, alongside Lola Clark and Sadprt. That makes the livestream more than a static broadcast: the artists will be on camera before and after sets, with the backstage pieces running across Amazon Music, Twitch and Prime Video.
Amazon Music and Twitch
The streaming setup is unusually wide for a festival this size. Prime Video costs $14.99 a month and includes a free trial, while Amazon Music costs $10.99/mo; fans can also watch free on Amazon Music’s Twitch channel with or without a Twitch account. For a first Orlando edition, that kind of access matters as much as the lineup because it widens the audience beyond the people inside Camping World Stadium.
Rolling Loud spent nearly a decade in Miami before moving to Orlando, and the festival also spent the last three years at Hollywood Park Grounds in Inglewood after earlier runs in Los Angeles and the Bay Area. It has two iterations on the books this year: Orlando and India, while the Australia festival was abruptly pulled from a March slot and no California edition is on the schedule.
NBA YoungBoy and Playboi Carti
NBA YoungBoy and Playboi Carti are the only U.S. stop this year for the Orlando bill, which gives the festival a sharper market pitch than a routine regional booking. Rolling Loud India arrived in 2025 with Central Cee, Wiz Khalifa, Karan Aujla and Don Toliver, and the India edition for this year is slated for November without a lineup announcement yet. Orlando is the bet that now carries the U.S. side of the brand.
