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Live music, food, art, and free things to do across Tampa, St. Pete, Clearwater, Brandon, and Bradenton.
Curation-ranked highlights for any time.
The Tampa Bay Rays host the Milwaukee Brewers for World Series Game 5 at Tropicana Field in St. Petersburg. Game time is Wed, Oct 28, 2026 at 8:00 PM America/New_York. Expect a best-of-seven postseason matchup with cheering and cowbells.
The Dillinger Escape Plan brings their “Final Calculating Infinity Shows” to Jannus Live in St. Petersburg on Thu, Oct 29, 2026. Doors open at 7:00 PM, with the show starting at 8:00 PM; it’s an all-ages event and rain or shine.
Sonic Live in Concert celebrates 35 years of Sonic the Hedgehog with iconic music performed live on stage, featuring rock musicians, electronics, and vocalists. Expect defining songs from throughout the games, instrumental renditions from the Genesis era to now, and special “Easter eggs” woven into the arrangements at Duke Energy Center for the Arts – Mahaffey Theater.
Lost & Found hosts a Red Eye Mahjong “Point Night” for players who know the basics and want to play Hong Kong Mahjong for points. A “How to Play with Points” lecture runs at 6:30 PM before tables open at 7:00 PM, with results tracked live on Table Flip.
Halloween Plant Bingo lands at Grand Central Brewhouse in St. Petersburg on Wed, Oct 28, 2026 at 7:00 PM. Enjoy 20 rounds of plant bingo, plant prizes, a costume contest with an extra plant prize, a raffle, and a take-home plant included with your $30 ticket.
“Game Night: St. Pete” is an interactive improv comedy adventure where performers turn board games into a live, choose-your-own-adventure experience. Doors open at 7:00 PM and the show runs 1 hour on Thu, Oct 29, 2026 at Spitfire Comedy House in St. Petersburg. Tickets are $8 + taxes and fees.
Art After Dark: Halloween Edition brings a Halloween twist to the Museum of Fine Arts St. Petersburg on Thu, Oct 29, from 5 pm–8 pm. Enjoy live music by Hot Tonic Orchestra, docent-led tours of New African Masquerades, and the Masquerade Mystery Hunt, plus L’Apéro with wine tasting, Green Bench beer, and sweet and savory treats.
Make a petite witch’s broom (besom) in a cozy one-hour workshop at Gypsea Blooms. Choose dried flowers, ribbons, crystals, charms, and other details, and set an intention for cleansing, protection, or new beginnings. Takes place Thu, Oct 29, 2026 at 6:00 PM (America/New_York).
Chelsea Gallo leads The Florida Orchestra in “Monumental Sounds” at Duke Energy Center for the Arts – Mahaffey Theater. The program features A Salute to the Big Apple, Hans Zimmer music from Gladiator, Mussorgsky’s “The Great Gate of Kiev” (from Pictures at an Exhibition), and Schubert’s “Rondo in A Major,” with TFO violinist Eugeniu Cheremoush.
Stroll through the Historic Old Northeast neighborhood in St. Petersburg to see Halloween house decorations from family-friendly displays to nightmarish scenes. Decor goes up starting in early October, with the most notable stretch between 17th and 18th Avenues Northeast (between Locust Street and Beach Drive).
USF St. Petersburg, Orlando Health Bayfront Hospital, and the Tampa Bay Rays host the 5th Annual Halloween Fest on Oct 30, 2026, 5:30 PM–8:30 PM. The free, all-ages event includes trunk-or-treat, touch-a-truck, a haunted petting zoo, spooky STEM activities, and special performances at the USF St. Petersburg Campus.
St. Pete’s 10th Annual Halloween Bar Crawl turns Downtown into a costume-filled night with welcome shots/treats, drink specials, free cover at participating bars, and a wristband that covers up to 5 venues. Check in is mandatory 5–8 PM at The One Night Stand (149 1st Ave N).
Halloween Weekend at TradeWinds Resort in St. Petersburg brings family-friendly spooktacular fun plus Halloween food and drink specials. Highlights include spooktacular crafts, a Haunted Waterway paddleboat journey, a Monster Mash silent disco, costume contests (including a dog contest), a trick-or-treat trail, and evening parties like a Cabana Bar boo-zy party and a glow party.
4th Annual Farm-O-Ween returns to St. Pete Youth Farm with Halloween weekend fun. Costume-ready guests can check out a tunnel of terror plus free food and candy, games, and activities for all ages. Fri, Oct 30, 2026 at 5:30 PM (America/New_York).
Strange Petersburg returns to ArtsXchange in St. Petersburg for a costume contest with prizes and a slate of locally produced horror, sci-fi, and experimental short films. Now in its second year, the festival features all-new horror shorts from Florida local creators.
Beer 101: From Hops to Glass is an interactive beer education session at Savoir On Central with Certified Cicerone® Joanne Mumbey. The guided tasting includes five beers, light paired bites, and a walkthrough of ingredients, brewing, tasting basics, serving, and beer-and-food pairing.
Haunted Fest at St. Pete Pier brings a Halloween weekend electronic music lineup across a dual-stage festival footprint. Expect high-energy crowd curation with premium VIP lounges, an immersive silent disco, and a dark, festival atmosphere.
Sip & Stroll on Corey Avenue runs on the last Friday of every month, with a 5:00 PM start. Stroll the avenue, visit local shops and businesses, and enjoy specials, tastings, and rotating monthly experiences with a drink in hand.
PsyOps Productions presents Halloween Dreams at Coastal Creative in St. Petersburg with underground music and immersive art. The night features two stages (house/techno/psytrance and a bass stage with dubstep, drum & bass, downtempo) plus a special 2-hour headlining performance by Treavor Moontribe of Desert Dwellers, a 45ft LED wall, vendor village, food trucks, and a Bliss Lounge for breaks. Costumes encouraged.
