Loudermilk’s Jackie Flynn Headlines an All-Star Comedy Night

Friday, February 21 | Show starts at 7:00 PM
📍 The Maria Center
1500 58th Street South, Gulfport

Last year, they brought the house down.
This year, they’re coming back louder, sharper, and absolutely unfiltered.

Get ready for a night of non-stop laughs as four nationally recognized headliners return to the Maria Center stage for one of Gulfport’s most popular comedy events of the year:

• Kerry McNally – Razor-sharp observations, fearless delivery, and a crowd favorite who never pulls a punch.
• Kevin Flynn – A master storyteller with rapid-fire wit and relatable, laugh-out-loud life commentary.
• Jackie Flynn – Boston comedy legend, Loudermilk fan favorite, and scene-stealer known for his unmistakable presence and perfectly timed punchlines.
• DC Benny – High-energy, edgy, and hilariously honest—DC’s comedy keeps audiences laughing long after the show ends.

👉 Yes, that Jackie Flynn.
From stand-up stages across the country to his standout role on the hit show Loudermilk, Jackie brings TV-level comedy straight to Gulfport.

Make it a full night out with our VIP Comedy Experience, starting before the show even begins:

VIP Reception Begins Early

• One complimentary drink
• Upfront cabaret seating & round tables (2–8 guests)
• Hot & cold hors d’oeuvres
• Meet & greet with the comedians
• Extended after-party following the show

Perfect for date night, groups, birthdays, or anyone who likes their comedy served with cocktails and exclusivity.

• Doors open before showtime
• Two full bars serving cocktails throughout the evening
• Great sightlines and a lively, laughing crowd

✔ Four proven headliners—no open mic fillers
✔ Last year’s audience favorite returns by popular demand
✔ Intimate venue, big-city comedy
✔ Supports the mission of the Gulfport Senior Center Foundation

Last year’s show sold out, and this one is expected to do the same.

Remember these comedians?
You will after this night.

Grab your tickets early and come ready to laugh—a lot.

Event Venue & Nearby Stays

Maria Center, 1500 58th Street South, Gulfport, United States

Concerts, fests, parties, meetups - all the happenings, one place.

Get App