Fresh off his standout role on the hit series Loudermilk, comedy veteran Jackie Flynn headlines an unforgettable night of big-city stand-up—Four Nationally Recognized Headliners — One Night Only!

Quick update: we’ve moved the event from the Maria Center to the Catherine Hickman Theater at 5501 27th Ave S Gulfport. Same date, same time — just a new (and fantastic!) location.

Make sure to head to the Catherine Hickman Theater on show night. Everything else about your ticket remains the same.

Saturday, February 21, 2026
The Catherine Hickman Theater
5501 27th Avenue South, Gulfport, FL 33707

Four nationally recognized comedians return to the Maria Center stage for a night packed with big laughs, sharp wit, and unforgettable performances.

Headlining the evening is Jackie Flynn, best known for his standout role on the hit series Loudermilk, joined by three audience favorites who brought the house down last year:

Kevin Flynn, Kerry McNally, and DC Benny

This is a one-night-only comedy event in an intimate theater setting—perfect for date night, group outings, or anyone who loves smart, grown-up comedy.

Event Web Page:
https://gulfportseniorfoundation.org/gulfport-comedy-show/
VIP: $45 | General Admission: $30
VIP includes one free drink, hors d’ouevres, preferred seating, and meet n’ greet after party
Early Bird Tickets for VIP or GA are $ 5 off until Feb 8th

VIP: $45 | General Admission: $30 (early bird prices end Feb 8th)
VIP includes one free drink, hors d’ouevres, preferred seating, and meet n’ greet after party
After Feb 8th, VIP $50 | $30

Ticketing Link:
https://Flynnandfriends2026.eventbrite.com

Foundation Contact Amy Oatley: mpscfoundation@tampabay.rr.com    727-893-1244

This event supports the Foundation’s fundraising efforts to support the Gulfport Senior Center and its renovation and expansion projects.