May 2025 Events in St. Pete–Clearwater: Tacos, Chalk Art, and Rowdy Nights Await!

Sunshine, sea breezes, and a jam-packed calendar — May in the St. Pete–Clearwater area is all about getting outside and soaking up everything this vibrant region has to offer. From taco feasts and tequila tastings to family-friendly chalk art and action-packed sports, here’s your ultimate guide to what’s happening around town this month.

🌮 St. Pete Tacos & Tequila Festival

📍 Vinoy Park, St. Petersburg
📅 May 9th & 10th, 2025

Get ready for a weekend of bold flavors and high-energy fun as the 4th Annual St. Pete Tacos & Tequila Festivalrolls into Vinoy Park! Overlooking the sparkling bayfront, this two-day fiesta is a paradise for foodies and margarita lovers alike.

Indulge in 100+ taco creations from 25+ local and regional vendors, sip on handcrafted cocktails (hello, palomas!), and jam out to live music and mariachi bands. Don’t miss the lucha libre wrestling, live mural painting, and the always-entertaining taco-eating contest. Cap it all off by casting your vote in the People’s Choice Taco Competition!

Whether you come for the tacos, tequila, or just the unbeatable vibes, this is one St. Pete event you don’t want to miss.


🎨 Tampa Bay Chalk Festival

📍 Deuces Live District, 22nd Street South, St. Pete
📅 May 3rd, 2025

Something magical is hitting the streets on May 3rd. The Tampa Bay Chalk Festival is making its debut—and you’re invited! Watch 22nd Street South transform into a living canvas as professional chalk artists and community creatives come together to bring bold, colorful masterpieces to life.

Set in the heart of the historic Deuces Live District, this free, family-friendly event is all about art, culture, and connection. With hands-on activities, local vendors, and plenty of Instagram-worthy moments, it’s the perfect way to spend a spring Saturday.


Dunedin Blue Jays Baseball

📍 TD Ballpark, Dunedin

Feel the crack of the bat and the roar of the crowd with the Dunedin Blue Jays, the Single-A affiliate of the Toronto Blue Jays. Whether you’re a die-hard baseball fan or just love a night out under the lights, a game at TD Ballpark is a home run.

Located in charming downtown Dunedin, the stadium offers a relaxed, intimate setting to watch future MLB stars take the field. Family-friendly vibes, ballpark snacks, and that good old-fashioned baseball magic—what’s not to love?

Be sure to check out the 2025 home game schedule and grab your seats!


Tampa Bay Rowdies Home Games

📍 Al Lang Stadium, St. Petersburg

Soccer fans, unite! The Tampa Bay Rowdies are lighting up the USL Championship, and every home game is a can’t-miss event. Set against the stunning backdrop of downtown St. Pete at Al Lang Stadium, it’s more than just a match—it’s a full-on experience.

From themed nights and firework shows to die-hard supporter chants and waterfront views, Rowdies games are pure energy from whistle to whistle. Whether you’re a lifelong fan or a newcomer to the pitch, there’s a place for you in the stands.


🎉 Make May Unforgettable

From tacos to chalk art, home runs to goal kicks, there’s no shortage of excitement this May in the St. Pete–Clearwater area. Mark your calendar, gather your crew, and get ready to experience the sunshine, community spirit, and unbeatable fun that make this region so special.

See you out there!