DeRay Davis LIVE at The Wilbur

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About the Performer

DeRay Davis is a Chicago-born comedian, actor, and entertainer who has built a reputation as one of the most electrifying performers on the stand-up circuit today. Known for his sharp wit, street-smart humor, and high-energy delivery, DeRay has been making audiences roar with laughter for over two decades.

He first gained national attention at Atlanta's Laffapalooza Festival and went on to win the Comedy Central Laugh Riots Competition. His Showtime special DeRay Davis: Power Play cemented his status as a top-tier stand-up comedian. On the big screen, he has appeared in blockbusters including 21 Jump Street, Barbershop, Barbershop 2, Scary Movie 4, and Johnson Family Vacation.

Beyond film, DeRay has appeared on HBO's Entourage, Comedy Central's Reno 911, and BET's ComicView. He even wrote and performed comedy skits on two Kanye West albums and performed at the 2006 Grammy Awards alongside Kanye West and Jamie Foxx. His comedy blends personal storytelling with sharp social commentary, making every show an unforgettable experience.

Event Details

Date: Sunday, November 8, 2026

Time: 7:00 PM (Doors open at 6:00 PM)

Venue: The Wilbur, 246 Tremont St., Boston, MA 02116

Age Restriction: All Ages (parental discretion advised)

Ticket Limit: 8 tickets per order

About the Venue

The Wilbur is one of Boston's most beloved and iconic comedy venues, located in the heart of the Theater District at 246 Tremont Street. With a capacity of approximately 1,000 guests, The Wilbur offers an intimate yet vibrant atmosphere that makes every comedy show feel like a special event.

The venue features a beautifully restored interior with excellent sightlines from virtually every seat in the house. Whether you're in the orchestra, mezzanine, or balcony, you'll have a great view of the stage. The Wilbur serves alcoholic beverages, soda, water, and light snacks, making it easy to settle in for a great night of comedy.

Parking is available at the 660 Washington St. Garage with validated discounted parking when you enter after 5:00 PM and exit before 5:00 AM on weekdays, and all day on weekends. The box office is open Monday through Saturday from 12:00 PM to 6:00 PM, and on event days it remains open until one hour after the show starts.

What to Expect

DeRay Davis delivers a full-length headline stand-up performance packed with his signature high-energy style, sharp observational humor, and personal storytelling. His shows are known for their electric atmosphere — DeRay has a rare ability to command a room and keep audiences laughing from the first joke to the last.

Expect approximately 75–90 minutes of non-stop comedy. DeRay's material draws on his Chicago roots, his Hollywood experiences, and his unfiltered take on everyday life. He's equally comfortable riffing on current events, personal anecdotes, and crowd interactions, making each show feel fresh and spontaneous.

This is a solo headline show at one of Boston's premier comedy venues — a perfect night out for comedy fans of all backgrounds. Arrive early to grab a drink and secure your seat before the show begins.

Ticket Information

Price Range: $40 – $75 (plus fees)

Official tickets are available through Ticketmaster. Resale tickets can be found on VividSeats. There is an overall 8-ticket limit per order.

This post contains affiliate links. We may earn a commission at no extra cost to you.