#1 Tampa Bay Barbeque Festival
Follow the smoke to Vinoy Park for the Tampa Bay BBQ Festival & Competition this Saturday & Sunday May 23–24. This mouthwatering weekend brings together Florida’s top pitmasters serving up brisket, ribs, chicken, and more—plus craft beer, cocktails, live music, and even live mural artists. With 100+ BBQ dishes to sample, it’s a full-on celebration of bold flavors, smoky goodness, and good times by the bay.
Learn more at https://tampabaybarbecue.com/.
#2 Ferg’s 1st Summer Concert
Ferg’s kicks off their summer concert series this weekend with a special benefit show by The Wilson Vanat Ferg’s Pavilion this Sunday, May 24th. Featuring Patrick Wilson, Paul Wilson, and Mark Wilson, the concert supports local charities including Gold Star Fathers of Tampa Bay and Tampa Homeless Outreach. The night also includes special guests, a silent auction, and opening entertainment—making it one of St. Pete’s most fun & meaningful music events of the season.
Learn more about Ferg’s summer concerts at https://www.paradisenewsfl.com/fergs-summer-concerts/.
#3 Sunset Music in Dunedin
Unwind by the water this Friday, May 22 7–9pm at Weaver Park in Dunedin as they continue their Wendy Barmore Sunset Music Series. This free, family-friendly concert features live music from Decades (Alternative) alongside beautiful Gulf views—just bring a blanket or lawn chair and enjoy the evening. Food and concessions will be available, with beer and wine sales benefiting the Wendy Barmore Music Scholarship Fund. A perfect way to kick off the holiday weekend with community & sunset vibes.
Learn more at https://www.dunedin.gov/Events-directory/2026-Events-Meetings/2026-Special-Events/Wendy-Barmore-Sunset-Music-Series.
#4 Mystic Night Bazaar
Step into something a little magical this Friday, May 23rd 5–10pm at Handmade Mystic Healing Crystals and Jewelry in Gulfport. The Mystic Night Bazaar is a free, immersive evening featuring intuitive readings, aura photography, DIY stations, and a curated mix of handmade goods and unique finds. Come wander, explore, and see what the night has in store—you just might find something meant for you.
Learn more at https://www.facebook.com/events/5226-gulfport-blvd-s-gulfport-fl/mystic-night-bazaar-handmade-mystic/1010350561328674/.
#5 Being Piaf in Gulfport
Step into the world of a music legend this Saturday, May 23 6pm at Catherine A. Hickman Theater in Gulfport. Being Piaf brings the spirit of Edith Piaf to life as Eleanora Owen delivers a heartfelt, intimate performance filled with passion and charm. Directed by Tim Owen, this one-night show offers a cozy, emotional evening of music and storytelling—all while supporting the Gulfport Senior Foundation and its local programs. $25.
Learn more at https://gulfportseniorfoundation.org/being-piaf-gulfportfl/