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.
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.
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 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.
St. Pete Beer, Wine & Booze
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7 spots
El Cap is the 4th Street burger bar with the red neon baseball sign. St. Pete Catalyst traces it to 1958, when Louis Joseph Svabek opened it in a 1948 building as one of his 'Cap' beer joints; Steve and Rose Bonfili of Pennsylvania took it over in 1963, and their son Frank turned it into what many call the city's first sports bar. Johnny Johnson has hand-formed the patties since 1992 and once made 2,300 in a day. Mary Jean Bonfili left the place to two longtime servers when she died in 2019, and in January 2023 Seed & Feed Hospitality, run by St. Pete natives, bought half while Cindy Nally kept the other half. The order is the World Champ cheeseburger.
St. Pete's oldest brewery marked its 13th anniversary in September 2026. The beer garden and tasting room on Baum Avenue stay family friendly, while Webb's City Cellar, its second room, pours sours, cider, mead and wine for adults only. On September 25, 2026 it opened Upstairs at Webb's, an adults-only second-floor bar with Japanese-style side-pull pours and English cask ale. I Love the Burg says honey for the mead comes from bees kept on the roof.
The Falkenstein family from Baltimore bought the site in 1977 and built the restaurant out of what was left of an old hotel. The spot had held Page's Pavilion bathhouse, built in 1912, and later the Casa Bonita Hotel. The family added the first floor in 1986 and the upper floors, a banquet room and the rooftop bar in 1990. The roof deck, the Hurricane Watch, has two bars and a full-circle view of Pass-a-Grille. The grouper sandwich is the dish the restaurant puts forward.
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.
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.
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.
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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