Tampa Riverfest
May 5 – 6
Tampa Riverwalk
Riverfest spans the entire length of the Riverwalk, including several parks, and features family-friendly activities and events showcasing Tampa’s cultural institutions, local musicians, and restaurants. The festival includes Taste of Riverwalk on Friday night and TacoFest on Saturday. Plus, a full concert series of local bands on the main stage in Curtis Hixon Waterfront Park and a balloon glow at sunset on both nights.
FREE

13 Ugly Men Derby at the St. Pete Pier
Saturday, May 6, 3 – 9pm
The St. Pete Pier
Derby hats, sundresses, seersucker suits, bow ties, high-end bourbon, specialty craft cocktails, cigars, and of course, the traditional mint julep – all while enjoying the beautiful Sunshine City weather. Beach Park provides a serene, picture-perfect waterfront venue with views of the St. Petersburg city skyline and the beautiful bay. Benefiting The Phoenix House Florida.
Tickets start at $25

Hippie Dash 2023: For Peace, Love & Goodwill
Saturday, May 13, 6:30am
Safety Harbor Marina
Come together for the grooviest race in St. Pete/Clearwater! This event include a 10K and 5K Run, a 1-mile Walk, Woof & Roll pet run, and even a Flower Child Fun Run – all held along Safety Harbor’s fun and funky waterfront. Enjoy free food and a post-race party, the grooviest 1960s music, and Vintage VW’s on display.
Registration starts at $32

St. Pete Tacos & Tequila Festival
May 13 – 14
Vinoy Park
Enjoy cocktails, domestic/craft beers, tacos, and other delicious local Mexican dishes from 25+ food vendors, live music, and much more.
Tickets start at $12

SunSips by the Bay
Friday, May 19, 6:30pm – 9:30pm
Clearwater Marine Aquarium
Presenting Clearwater Marine Aquarium’s new and exclusive after-hours 21+ event series. Come enjoy tasty signature eats and sips from local vendors while spending an evening with our rescued dolphins in a more intimate setting. Immerse yourself in our conservation mission through educational programs and presentations while enjoying top DJs and entertainers, overlooking the beauty of Clearwater Bay.
$40 / $65

Straight Jokes! No Chaser Comedy Tour
Sunday, May 21, 7pm
Amalie Arena
In partnership with Urban Vibe Entertainment, The Black Promoters Collective is happy to announce their first comedy tour, "Straight Jokes, No Chaser Comedy Tour". The event hosted by Mike Epps features standup comedy greats Cedric The Entertainer, Earthquake and D.L. Hughley. Selling out arenas with their R&B tours this past year, the collective is now expanding its promotion into the comedy industry with this 23-city tour.
Tickets start at $69.50

Tampa Bay Rays-Star Wars Night
May 20 4:10 pm
Tropicana Field
Feel the force during STAR WARS Day at Tropicana Field on Saturday, May 20 when the Rays take on the Milwaukee Brewers. Fans can purchase a special STAR WARS package that includes a seat in the Lower Level and a limited edition STAR WARS Jedi jersey
Tickets start at $34