Top 5 Weekend Events August 21-23, 2026

Madeira Beach Burger Week Kicks Off

Burger lovers have 10 days to eat their way through Madeira Beach during Burger Week, August 21–30, with 18 local restaurants creating exclusive burgers and burger-inspired dishes just for the occasion. From a Bang Bang Shrimp Burger and Birria Burger to a Surf & Turf Burger and French Onion Burger, there’s plenty to tempt you into trying something new. Pick up a Burger Week passport, visit at least four participating restaurants to collect stamps, then vote for your favorites and enter the raffle. The fun kicks off this Friday, August 21st at John’s Pass Village with live music from Crownz. Learn more at https://www.madeirabeachburgerweek.com/.

Monte Carlo Casino Night

Paradise News is proud to be a sponsor of the Pinellas Beaches Chamber’s Monte Carlo Casino Night this Saturday, August 22nd 6–10pm at Treasure Island City Hall. The evening features casino games, an open bar, food stations, live entertainment, dancing, casino showgirls and a silent auction. Try your luck at blackjack, poker, roulette, craps and more while supporting the Chamber’s work to strengthen local businesses and beach communities. Pete and Renee will see you there! Pete and Renee will see you there! Make sure to congratulate them on 55 years of marriage & wish Renee a happy birthday! Tickets are $150.

Get tickets at https://pinellasbeacheschamber.org/monte-carlo-casino-night/

FloridaRAMA LitFest

If you’re a fan of books, local writers or independent publishing, check out FloridaRAMA’s first LitFest on Saturday, August 22, starting at noon. The immersive art space will become a day-long literary marketplace where you can meet local authors, browse independent presses & catch hourly panels. $22–40.

Learn more at https://www.floridarama.art/events/litfest.

Fear Circus Unleashed

If you’re looking for something a little darker than your typical night out, Fear Circus Unleashed comes to The Coliseum this Saturday, August 22 8:30pm. This adults-only horror circus combines twisted clowns, fearless acrobats and immersive nightmare scenes for a live, up-close experience. $30; ages 16+ only. Be aware that the show includes horror imagery, simulated violence, strobe and haze, loud sound and extended periods of darkness. Get tickets at https://fearcircus.com/#top

St. Pete Dance Showcase

If you love Broadway, you’ll want to catch “On Broadway” this Saturday, August 22nd 4–6pm at Gulfport’s Catherine Hickman Theater. St. Pete Dance Showcase brings Broadway classics and modern favorites to life with familiar songs, dazzling choreography & talented local performers in this high-energy ballroom extravaganza. Concessions will be available for purchase. $20/adults.

Get tickets at https://st-pete-dance-showcase.eventcube.io/events/96482/on-broadway.

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