#1 St. Pete Pride Closing Weekend
This weekend, June 27–28th, St. Pete Pride wraps up its month-long celebration with a high-energy weekend of signature events. Saturday brings the Trans March & Festival at Vinoy Park from 2–7pm, with vendors, food trucks, and live entertainment across North and South Straub Parks. The Trans March steps off at 5:15pm, followed by the Pride Parade at 6pm along Bayshore Drive from Albert Whitted Park to Vinoy Park. Then on Sunday Noon–5pm, the celebration continues with the Pride Street Fair in the Grand Central District, featuring local vendors, community groups, and live performances. Both events are free to attend.
Learn more at https://www.stpetepride.org/.
#2 Sip & Stroll on Corey
Make June 26th a night to unwind at Corey Avenue’s monthly Sip & Stroll, happening every last Friday from 5–8pm. Stroll this charming St. Pete Beach strip, pop into local shops, and enjoy rotating specials, tastings, & unique experiences from participating businesses—no two months are ever the same. Whether you’re discovering a new favorite spot or revisiting a go-to, it’s an easy, social way to ease into the weekend. Free to attend.
Learn more at https://coreyave.com/sip-stroll-corey-avenue/.
#3 The Hot Wing King
Turn up the heat while at the closing weekend for The Hot Wing King- a flavorful, funny, and heartfelt production at American Stage. Set during Memphis’s annual “Hot Wang Festival,” the story follows Cordell Crutchfield and his team, The New Wing Order, as they chase culinary glory—until family tensions raise the stakes beyond the competition. Written by Katori Hall and directed by Kenny Moten, this sizzling show blends humor, heart, and high-stakes drama.
Get tickets at https://www.americanstage.org/shows/hot-wing-king.
#4 Mad Beach Sunset 5K
Lace up for the 12th Annual Madeira Beach Sunset 5K on Friday, June 26th, and race along the shoreline as the sun dips over the Gulf. Starting and ending at John’s Pass Park, this chip-timed beach run welcomes runners, joggers, and walkers for a scenic and fun evening event. Registration is limited to 350 people & includes a race-themed beach towel or socks, finisher medal & access to a post-race party with food and drinks.
Learn more at https://www.facebook.com/MadeiraBeachFLA.
#5 Prelude to the 4th
Ease into Independence Day with a patriotic afternoon of live music as the New Horizons Concert Band of Gulfport performs at 3pm at the Catherine Hickman Theater. Expect a lively mix of Americana favorites, including music inspired by The Beatles and The Beach Boys, in a relaxed, community setting. Free admission; donations appreciated.