DJ Envy Brings Car Culture and Community Back to Virginia
Drive Your Dreams Car Show hits Hampton Coliseum with nostalgia, celebrity guests and a whole lot of horsepower
Photos by Brasi Porter (@bossmanee_)
DJ Envy, one of hip-hop radio’s most recognized voices and co-host of The Breakfast Club, returned to his roots this past weekend—bringing his Drive Your Dreams Car Show to Hampton, Virginia. Held at the Hampton Coliseum in collaboration with the Black Business Society (BBS) boys, the event drew hundreds of families, car lovers, and fans for a full-day experience packed with music, food and rare rides.
Though Envy is a New York native, he’s no stranger to Virginia. A Hampton University graduate who spent many holidays in Virginia Beach growing up, the trip back was personal—a return to a place that shaped his early life and career.
Now in its eighth year, the Drive Your Dreams series was inspired by his kids. Envy set out to create an event that could excite entire families, not just car fanatics. The Hampton show delivered, with bounce houses, food trucks, video game stations, live music and special guests that kept the energy high and multigenerational.
The car lineup was just as impressive. From classic American muscle to foreign exotics and tricked-out donks, every corner of the Coliseum was filled with bold, custom designs. Car clubs from across Virginia and beyond showed up to represent, creating a space where creativity and culture met.
Photos by Brasi Porter (@bossmanee_)
Celebrity guests also made appearances, including Virginia’s own Pusha-T, adding to the homegrown energy. The crowd was diverse and fully engaged—from kids snapping photos to OGs talking engines and paint jobs.
For Hampton Roads, this was a cultural reset. It called back to a time when the region was a regular stop for artists and major events. It echoed the Virginia Beach of the early 2000s—a hotspot for Black culture before increased policing and political shifts changed the dynamic.
Having someone like DJ Envy—someone successful and intentional about giving back—bring an event of this scale to Hampton means something. It reminds the region that Virginia is still a place where culture can thrive. Events like this show the 757’s potential to be a creative hub again, with the right support and energy behind it.
Virginia is still worth showing up for.
Photos by Brasi Porter (@bossmanee_)
As the Drive Your Dreams tour heads to New Jersey next, one thing is clear—this is more than just a car show. It’s a traveling reminder that culture and community still matter, especially when people with platform and purpose bring it home.
