Things To Do in Tampa This Weekend: February 20 – February 22
Tampa has a variety of events this weekend featuring thrilling performances, laughter, and nostalgic rock music. The talented singing voices of Fantasia and Anthony Hamilton join the hilarious comedy of…

Tampa has a variety of events this weekend featuring thrilling performances, laughter, and nostalgic rock music. The talented singing voices of Fantasia and Anthony Hamilton join the hilarious comedy of Joe Dombrowski, and musical hits from The Broken Hearts, to create an atmosphere for a weekend filled with entertainment across different music genres, including oldies and modern, and comedy from old school and new school.
Fantasia With Anthony Hamilton
- What: Soulful R&B powerhouse concert experience
- When: Saturday, Feb. 21, 2026, at 8 p.m.
- Where: Benchmark International Arena, 401 Channelside Drive, Tampa
- Cost: Tickets start at $85
Benchmark International Arena in Tampa, Florida, hosts an R&B concert event featuring acclaimed singer Fantasia alongside GRAMMY-winning artist Anthony Hamilton. After winning American Idol, Fantasia gained popularity and has since built a strong career, with number-one albums and standout performances in music and film, including her acclaimed portrayal of Celie in The Color Purple. Hamilton will bring his collection of soulful songs and decades of experience, creating a performance that blends today's R&B with old-school soul.
Joe Dombrowski
- What: Comedian Joe Dombrowski
- When: Thursday, Feb. 19, 2026, at 6:30 p.m.; Friday, Feb. 20, and Saturday, Feb. 21, 2026, at 6:30 p.m. and 8:45 p.m.
- Where: Side Splitters Comedy Club, 12938 N. Dale Mabry Highway, Tampa
- Cost: Tickets start at $33
Joe Dombrowski brings sharp, relatable stand-up shaped by real life and unexpected viral fame. A Detroit native and one of Variety's Top 10 Comics to Watch, he first gained national attention with a viral spelling test prank that led to multiple appearances on The Ellen DeGeneres Show. Dombrowski tours internationally, drawing laughs from stories about marriage, new parenthood, his endearingly chaotic family, and his years as an elementary school teacher.
The Broken Hearts - Tom Petty Tribute
- What: Celebrating Tom Petty's timeless rock catalog
- When: Friday, Feb. 20, 2026, from 8 p.m. to 10 p.m.
- Where: Wild Rover Brewing Company, 13921 Lynmar Blvd., Tampa
- Cost: Tickets start at $30.66
The Broken Hearts: A Tom Petty Tribute honors the legacy of iconic rock musician Tom Petty and celebrates his music via a live concert experience showcasing his incredible body of work and helping carry on his spirit through the performance of an ensemble of very talented, experienced musicians who strive to recreate the same feel and sound as he did. Patrons will hear classic rock anthems and nostalgic ballads, and will appreciate the unique energy of his many performances, which have made him an international superstar and a household name.
Other Events
Tampa's weekend energy spans from early-morning endurance to late-night music and nostalgia. These events reflect the city's ability to move seamlessly from sunrise momentum to evening rhythm.
- Publix Gasparilla Distance Classic. Saturday, Feb. 21, 2026, at 6:40 a.m., and Sunday, Feb. 22, 2026, at 5:55 a.m., starting at Brorein Street and Franklin Street, Downtown Tampa
- Alex Ubago. Sunday, Feb. 22, 2026, from 9 p.m. to 11 p.m. at Scottish Rite Masonic Center - Tampa, 5500 Memorial Highway, Tampa
- Los Iracundos en Tampa: Noche del Recuerdo. Sunday, Feb. 22, 2026, at 7:30 p.m. at Casa 21 Restaurant Bar & Grill, 4235 W. Waters Ave., Tampa
More To Explore This Week
Weeknights keep the momentum going with a mix of local creativity, big-league excitement, and live entertainment that doesn't wait for the weekend. From grassroots performances to headline comedy and high-energy sports, Tampa evenings offer plenty of reasons to stay out a little later and soak up the city's after-hours buzz.
- Open Mic Night. Tuesday, Feb. 24, 2026, from 7 p.m. to 9 p.m. at Crooked Thumb Brewery, 555 10th Ave. South, Safety Harbor
- Tampa Bay Lightning vs. Toronto Maple Leafs. Wednesday, Feb. 25, 2026, at 7:30 p.m. at Benchmark International Arena, 401 Channelside Drive, Tampa
- Markus Gottschlich & Friends: A Global Jazz Journey. Wednesday, Feb. 25, 2026, from 8 p.m. to 10 p.m. at New Tampa Performing Arts Center, 8550 Hunters Village Road, Tampa
- Tom Arnold. Thursday, Feb. 26, 2026, at 5:30 p.m. and 8 p.m. at Side Splitters Comedy Club, 12




