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Things To Do in Tampa Bay This Weekend: April 25-April 27

Florida’s Clearwater and Tampa are hosting a variety of unique events this weekend, ranging from vintage-themed nightlife and gourmet tastings to tattoo artistry and live performances. Whether you’re in the…

Florida's Clearwater and Tampa are hosting a variety of unique events this weekend, ranging from vintage-themed nightlife and gourmet tastings to tattoo artistry and live performances. Whether you're in the mood for cocktails by the beach, an upscale wine experience, or a celebration of street culture and creativity, there's something for every interest across the region.

Hanky Panky Speakeasy Pop-Up at The Deep End

  • What: Hanky Panky Speakeasy Pop-Up at The Deep End
  • When: Saturday, April 26, 2025, from 5 to 10 p.m.
  • Where: The Deep End, JW Marriott Clearwater Beach Resort & Spa, 691 S. Gulfview Blvd., Clearwater
  • Cost: Free

Step back in time for an unforgettable evening at the Hanky Panky Speakeasy Pop-Up, a 1920s-themed experience hosted at The Deep End inside the JW Marriott Clearwater Beach Resort & Spa. This one-night-only event captures the elegance and intrigue of the Prohibition era, complete with expertly crafted cocktails and the potential for live jazz music or vintage entertainment. Guests are encouraged to don flapper dresses, feathered headbands, fedoras, and suspenders to embrace the Roaring Twenties vibe fully.

Grand Tasting Experience by Bern's Steak House, Haven, and the Epicurean Hotel

  • What: Grand Tasting Experience by Bern's Steak House, Haven, and the Epicurean Hotel
  • When: Sunday, April 27, 2025, from noon to 4 p.m.
  • Where: Haven, 2208 W. Morrison Ave., Tampa
  • Cost: $550 per person

The Bern's Winefest Grand Tasting Experience is the signature finale of Tampa's most celebrated culinary event, offering an exclusive evening of world-class wine, gourmet pairings, and live entertainment. Guests will enjoy a curated selection of global wines and craft libations handpicked by Bern's General Manager and Wine Director, Chris Belk. Complementing the extensive wine list are regional small plates, handcrafted desserts, and an artisanal cheese display. Live music by Manhattan, courtesy of the Jordan Kahn Music Company, adds to the sophisticated ambiance. Attendees must be 21 years of age or older and are encouraged to dress in a casual, chic style.

Ink Mania Fest

  • What: Ink Mania Fest
  • When: Friday, April 25, Saturday, April 26, and Sunday, April 27, 2025, from 10 a.m. to 10 p.m.
  • Where: Florida State Fairgrounds, 4800 U.S. Highway 301, Tampa
  • Cost: Three-Day Pass $60

Ink Mania Fest is a high-energy celebration of tattoo artistry, custom rides, live entertainment, and street culture. Attendees can explore an array of food trucks, admire graffiti by renowned artists, and enjoy outdoor concerts and live DJ sets by DJ Casper Doom. Entertainment at the multiday event includes street performers, the USO's Poly Dance, the Rocky Bike Show, a Custom Cruiser Show, tattoo contests, and a thrilling MMA Fight Doom.

Other Events

This weekend, Tampa offers a mix of entertainment, sports, and lifestyle events. From live music festivals and minor league baseball to home improvement showcases, there are activities for a variety of interests:

  • Breakaway Music Festival Tampa 2025: Friday, April 25, and Saturday, April 26, 2025, from 5 p.m. to midnight at Raymond James North Stadium Grounds, 4201 N. Dale Mabry Highway, Tampa
  • Dunedin Blue Jays vs. Tampa Tarpons: Sunday, April 27, 2025, at 7:59 p.m. at George M. Steinbrenner Field, 1 Steinbrenner Drive, Tampa

Jen was born and raised in the Tampa Bay area. She’s been with Beasley Media Group since 2022. In her spare time, you can find her at Tampa Bay Lightning games, Tampa Bay breweries, or the beach. Catch up on Jen’s content about the highest-rated restaurants/bars in Tampa, things-to-do around the area, and upcoming concerts.