Most holiday shows come wrapped in glitter. They are loud, polished, and packed with lights that feel bigger than the music itself. That is why Chris Stapleton stands out this season. His voice cuts through all the noise. It is raw, warm, and steady, and it feels like something real to hold on to when everything else around you is busy trying to sparkle.
While Florida fills up with blockbuster entertainment in December, his January dates arrive like a quiet reset. On January 10 and 11, he brings the All-American Road Show to Hard Rock Live in Hollywood.
You know what to expect when he walks onstage. Tennessee Whiskey. Broken Halos. You Should Probably Leave. Starting Over. White Horse. Maybe even that Free Bird blend that sends crowds into a roar. It is the opposite of a holiday overload.
Florida has plenty of big shows this season. Brandy and Monica bring a historic reunion to Tampa in December with a lineup that reads like R&B royalty. Trans-Siberian Orchestra lights up arenas across the state with lasers and massive storytelling.
Chris Stapleton Live Tonight at Hard Rock Live Hollywood FL – All-American Road Show 2025
The other side of Florida’s holiday calendar could not feel more different. Where Stapleton strips things back, Brandy and Monica lean into the drama and shine that made 90s R&B so big in the first place. Their Tampa date on December 12 exists because of one song that changed everything for both of them. The Boy Is Mine is the reason this co-headlining tour is called “historic.”
Brandy & Monica – The Boy Is Mine (Official Video)
In the end, that is what makes these Florida dates feel different. It is about a slow burn, a single voice, and a room that goes quiet to listen. If you want to know what that actually sounds like, start with Tennessee Whiskey, the live version that turned Chris Stapleton into a superstar.