Instagram/Don Toliver & Playboi Car TV Don't miss Rolling Loud 2026 live from Orlando! Stream Don Toliver, Playboi Carti & more on Prime Video May 8-10. May 10, 2026 AceShowbiz - Rolling Loud 2026, known as the world's largest hip-hop music festival, is set to take place at Camping World Stadium in Orlando, Florida. For three nights, starting Friday, May 8, through Sunday, May 10, fans worldwide will have the opportunity to watch the event live online, thanks to a partnership with Amazon Music and Prime Video.