St. Petersburg Seafood & Music Festival
Savor a waterfront weekend at the St. Petersburg Seafood & Music Festival, February 20–22, 2026, at Vinoy Park in downtown St. Pete. Hours are Friday 4–10pm, Saturday 11am–10pm, and Sunday 11am–6pm. Enjoy fresh, on-site seafood from local vendors while taking in live music from top regional acts, including featured performer Damon Fowler. Co-hosted by the City of St. Petersburg, it’s the perfect blend of great food, live tunes, and waterfront vibes. $10 (kids under 4 free)
Learn more at https://www.paragonfestivals.com/festival/st-petersburg-seafood-music-festival-2/
Cupid’s Undie Run
Bare it all for a great cause at Cupid’s Undie Run – St. Pete this Saturday, 12–4pm, at Golden Isles Brewing Co. For $40 (21+). Join hundreds of undie runners supporting those affected by NF, a group of genetic conditions that cause tumors to grow on nerves. The party kicks off with drinks and dancing, followed by a mile(ish) run at 1pm, and wraps with an epic dance party. It’s bold, it’s fun and all for a meaningful mission.
Register at https://join.ctf.org/event/2026-cupids-undie-run-st-petersburg/e705245
Tasty Tampa Bay
Dig in at Tasty Tampa Bay this Saturday, 11am–6pm, at Coachman Park in Clearwater! This free, family- and pet-friendly festival features 100+ local vendors and food trucks serving the Bay’s best bites. Watch as favorites are crowned, join the cookie-eating contest, and dare to take the “Stanky Spicy Slice Challenge.” Can you handle the heat?
Learn more at https://www.paradisenewsfl.com/tasty-tampa-bay/
The Sunshine City Soirée
Celebrate the Sunshine City at A Grove of Giving: The Sunshine City Soirée this Saturday, 6–10pm, at the Vinoy Resort & Golf Club (501 Fifth Ave. NE). This $250 fundraiser benefits the St. Petersburg Museum of History and honors past and present civic leaders in celebration of the city’s birthday. Enjoy an elegant evening of dinner, cocktails, live entertainment, and the chance to win exquisite prizes—all supporting the museum’s, education, preservation and expansion efforts.
Get tickets at https://spmoh.com/
Art & Seafood on the Waterfront
Head to the charming waterfront in Safety Harbor for their annual Art & Seafood on the Waterfront Festival this Saturday & Sunday! The Safety Harbor Chamber’s signature event serves up the area’s best seafood, a lively Seafood Showdown contest, and an impressive lineup of fine art and crafts from talented national artists. With interactive art activities, a kids’ zone, and a full music stage, it’s a fun weekend for all packed with flavor, creativity, and coastal fun.
Learn more at https://www.safetyharborchamber.com/art-seafood-on-the-waterfront/