Warehouse Arts District

Leigh and Mike Harting opened the brewery in December 2013 with head brewer Ty Weaver ... the name comes from the question of how to put their three daughters through college. It started in a 1,600 square foot tasting room and now fills a large warehouse the brewery says serves over 250,000 guests a year. I Love the Burg calls it the biggest brewery in St. Pete, with more than 40 taps of beer, cider, hard seltzer and sangria. This is the original location; a Clearwater Beach taproom and an airport bar came in 2022.

Bacchus Wine Bistro

Beach Drive · french bistro, charcuterie, french

A French wine bistro a block off Beach Drive with a menu that changes by season, from French onion soup and foie gras torchon to tuna carpaccio and beef tartare. It pours nearly 100 wines chosen by sommeliers and builds charcuterie boards to order.

Bayboro Brewing Co.

Warehouse Arts District · bbq

A family-owned brewery in the Warehouse Arts District that opened in 2020 and added a barbecue kitchen and cocktails. Its concerts have moved into a dedicated event space called Bayboro Live. I Love the Burg points to the big beer garden.

Caddy's Treasure Island

Treasure Island · american, seafood

Caddy's calls this one 'The Original', the beach bar on Sunset Beach that the Madeira Beach and Indian Shores rooms grew from. Helene's surge in September 2024 buried it in sand and debris and Milton tore the roof days later; owner Marcus Winters told Tampa Bay 28 'It was like a warzone.' The building was gutted, lifted and rebuilt to current code while the bar ran out of a big tent under a Treasure Island emergency measure Winters credits with saving the business. It reopened in the rebuilt building with a ribbon cutting about 18 months after the storms, around 1 April 2026, with roughly 135 staff back at work.

What these spots are known for

The same bars spots, sorted by the reasons people actually pick them.

Rooftops and Patios Can we sit outside? Live Music Where can I eat and hear a real band? Craft Cocktail Programs Who is taking the bar seriously? Origin Stories Who built this and why? Seafood and Oysters Who is getting good product in? Late-Night Food What is still open? Private Dining and Buyouts Can we take a room? Vegan and Plant-Based Where can I eat with no asterisks?

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6 spots

Ka'Tiki

Treasure Island · bar food

A locals' beach bar across the street from Caddy's, open since 1982, with live bands seven days a week across rock, blues, reggae and R&B. The kitchen turns out pub food ... sandwiches, wings and a $3 cheeseburger. It is 21 and over, and it was back in business well ahead of its neighbor after the 2024 storms.

O'Maddy's Bar & Grille

Gulfport · seafood, american

The bar Gulfport measures storms by ... after Hurricane Helene The Gabber's publisher wrote a note titled 'The O'Maddy's Index', and during Idalia in 2023 police closed it because the corner was under water. It faces the Gulfport Pier, has live music every day and welcomes dogs at the outside tables. In March 2026 it opened a second floor, a long-planned expansion that The Gabber says came after 20 years in business.

Pinellas Ale Works

Grand Central District

PAW is the dog-themed brewery ... milk bones on the tables, charity nights for animal rescues and a Milk Bone Stout on tap. Brewers Matthew Brown and Dennis Decker started it, its Sweet Stout took silver at the Great American Beer Festival, and it turned 10 in May 2026. The site has a barrel aging room, a tap room and a beer garden with a food truck. On October 1, 2026 it soft-opened a second room, PAW Taps & Tails, in the former Dissent Craft Brewing building at 5518 Haines Rd N, welcoming dogs and cats.

Ruby's Elixir

Downtown

A cocktail and cigar lounge with live music seven nights a week, sets usually starting at 6:30pm, and a Thursday night jazz session hosted by Le Jazz. It is paired with Central Cigars and keeps a temperature-controlled humidor ... smoking is allowed inside. The bar says it has more than 25 years behind it.

The Bends

EDGE District

The self-described classy dive bar opened in 2012 and has been putting on free shows by local and touring bands ever since. I Love the Burg describes the room as tight in the best way, with the crowd spilling onto the sidewalk and into the parking lot on show nights.

The Oyster Bar

Grand Central District · seafood, oysters, steak

The Oyster Bar spent 24 years at 249 Central Avenue downtown, from 1999 until it closed there in 2023. Owner Josh Cameron of Craft Hospitality Group brought it back on 14 October 2025 in a new 3,200 square foot Grand Central room with 120 seats, 22 of them outside. The old signatures came with it ... buffalo shrimp, bacon parmesan-crusted grouper and raw oysters, with a dollar-oyster 'Aphrodisiac Hour' from 4 to 5pm. The site now names Daniel Walter as executive chef.

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