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JULEPS & JOCKEYS KENTUCKY DERBY PARTY at River City Roll

  • River City Roll 939 Myers Street Richmond, VA, 23230 United States (map)

Juleps & Jockeys: Kentucky Derby Party at River City Roll
Saturday, May 3rd | 3–9 PM

Break out your biggest hats and boldest bow ties — it’s time to party, Derby-style!
Join us for Juleps & Jockeys, an afternoon full of mint juleps, music, and just the right amount of friendly competition. We’ll have:

  • Live music on the patio - The Cary Wimbish Band (3:30-6:30PM)

  • Pony Hop Races (yes, we’re talking inflatable horse racing — saddle up!)

  • A Derby Day scavenger hunt with prizes

  • Lawn games and bar games to keep the good times rolling

  • Derby-inspired drink specials all day

Come dressed to the 9’s and ready to sip, race, and celebrate the most exciting day in horse racing — River City Roll style.

No cover. No reservations. Just a whole lot of Derby day fun.

Meet the Band:

Hailing from Richmond, VA, Cary Wimbish has been winning over local audiences since his debut in 2018—and now he’s bringing his talents to River City Roll for the very first time! Known for his powerful vocals and skill on both acoustic and electric guitar, Cary’s setlist spans traditional country, bluegrass, classic rock, and blues, plus original songs that fans can’t get enough of. Whether you're here for the classics or something new, Cary promises an interactive, down-home experience that'll have you coming back for more.