Jack Harlow, Country-Soul, and Orlando's Best September Ever

Jack Harlow arrived from Louisville with "WHATS POPPIN" and turned it into a career that most rappers sketch out in notebooks for years. He followed up with "Industry Baby" alongside Lil Nas X, "First Class," and a string of moves that proved he wasn't a one-feature wonder. His 2026 album Monica doubled down on his instinct for maximalist pop-rap with emotional hooks underneath, and the Monica Tour is what follows a confident record — a bigger show, a sharper set. House of Blues general admission, standing, all ages, loud enough to feel it properly. Doors at 6:30, show at 7:30.

Hulvey is one of the most genuinely interesting artists in Christian hip-hop right now — a rapper, singer, songwriter, and producer with 2.2 million monthly Spotify listeners and the kind of creative range that doesn't fit cleanly into one lane. His third full-length, Could Be Tonight, announced in January 2026, is also his final work with Reach Records — which means this tour has a particular weight to it. It's both a celebration and a closing chapter, and those kinds of shows tend to be the ones people remember.

Zack Fox is doing a DJ set at The Vanguard. The Atlanta comedian, rapper, and internet provocateur — best known for the chaotic viral energy of "Boy Who Cried Wolf" with Kenny Beats, and for being one of the funnier accounts on the internet — steps behind the decks for what promises to be an experience that exists somewhere between a set and a performance. Don't expect a through-the-motions club night. Expect a room full of people who are already in on the joke and a DJ set that probably goes somewhere unexpected. The Vanguard run is two nights.

Charley Crockett released sixteen studio albums before he was a household name — that's not a knock, that's the résumé of someone who was building something real before the world caught up. Age of the Ram, released April 2026 through Island Records, is the third and final chapter of his Sagebrush Trilogy, a 20-song closing statement that pulls together country, soul, blues, and the road-worn Americana he's been perfecting for years. The Walt Disney Theater at Dr. Phillips Center is the right spacefor this: proper acoustics, real seats, and an audience who came to listen.

Black Veil Brides built their following on the theatrical edge of hard rock — cinematic production, anthemic guitar, and a visual identity that commits fully to the theatrics. The Vindicatour US 2026, presented by WJRR, is the band in full comeback swing. BVB has always been a live band at heart — these are songs built for big sounds in medium rooms, and House of Blues Orlando is exactly that. Doors at 5:30, show at 6:35. All ages. If you have someone in your life who was into this band in high school and hasn't heard them lately, bring them to the show!