Top 5 Weekend Events February 20-21

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?…

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