Cocktail Bars Downtown St. Petersburg FL: My Night Out at Crafty Squirrel

Cocktail Bars Downtown St. Petersburg FL: My Night Out at Crafty Squirrel

August 03, 2026
When I finally carved out a Friday night this August 2026 to explore the cocktail bars downtown St. Petersburg FL keeps buzzing about, I had a few questions rattling around in my head — the same ones I hear from friends all the time. Where do you go for a good drink that isn't stuffy? Can you actually get a solid cocktail AND dance AND eat real food in one spot? And is the vibe worth the trip down Central Avenue? So let me answer those the way I found them: by living it, one round at a time, at Crafty Squirrel at 259 Central Ave.

IS IT ACTUALLY A COCKTAIL BAR, OR JUST A LOUD DANCE SPOT?

This was my first question, honestly, because the place has a reputation for high energy. And yes — the energy is real. But the second I walked in, I realized it's both. The bartenders were shaking and stirring cocktails with the kind of focus you'd expect from a dedicated craft bar, while a live DJ kept the room moving behind them. My friend went straight for a margarita, I grabbed a cocktail, and within about fifteen minutes we'd talked ourselves into ordering a fishbowl to split because, well, we were feeling celebratory. You can browse the full lineup of cocktails, margaritas, pitchers, and fishbowls before you go, but half the fun was just asking what looked good that night.

What struck me is how the space itself makes it feel like more than a typical cocktail lounge. Those big industrial garage doors were rolled all the way up, so our little corner of the bar opened right onto Central Avenue. We had one foot in the buzzing indoor scene and one foot in that warm St. Pete night air. That indoor-outdoor thing is honestly my favorite part of downtown drinking here, and Crafty Squirrel nails it.

CAN YOU GET GOOD FOOD WHILE YOU DRINK?

Second question, answered emphatically: yes. I'm a firm believer that cocktails go down better with something on the table, and we did not hold back. We ordered tacos to start, then talked ourselves into a round of wings and a loaded app to share across our little communal-seating setup. The tacos were exactly what I wanted — flavorful, handheld, easy to eat while people-watching. By the time our second drink arrived, we'd made friends with the group next to us, which is kind of the magic of that shared seating. If you're the type who likes to plan, the full food menu has tacos, sandwiches, wraps, wings, and loaded apps, so there's something whether you want a snack or a full spread.

I'll say this too — the kitchen keeps going late, which matters when you're deep into a night out. Crafty Squirrel runs until 3AM Monday through Friday and Saturday–Sunday, so we never felt rushed or worried about the kitchen closing on us mid-conversation. That late-night stamina is a big reason it stands out among cocktail bars downtown St. Petersburg FL locals actually keep coming back to.

WHEN'S THE BEST TIME TO GO?

My honest answer: it depends on what mood you're in. We started earlier in the evening to catch some of the calmer energy, and I'd genuinely recommend timing part of your visit around Happy Hour, which runs Mon–Fri from 3PM to 7PM and Sat–Sun from 3PM to 6PM. Since specials rotate, I always tell people to check the current Specials page before heading out rather than assuming — that way you know exactly what deals are live that day.

As the night rolled on, the DJ got louder, the dance floor filled up, and the whole room shifted into that high-energy gear the place is known for. There's a rhythm to the week here too — Taco Tuesday, midweek karaoke and bar games, Saturday bottomless mimosas, and Sunday brunch — so no matter which night you pick, there's a reason to show up. I peeked at their events lineup earlier in the week and it made planning easy. Downtown St. Pete has genuinely earned its spot on the map; according to Visit St. Pete Clearwater, the area's dining and nightlife scene has become one of the region's biggest draws, and standing in that garage-door doorway watching Central Avenue buzz, I completely understood why.

THE LITTLE MOMENTS THAT MADE THE NIGHT

What I'll actually remember isn't just the drinks — though the cocktail I nursed while leaning against the open-air rail was excellent. It's the small stuff. The DJ dropping a song our whole section knew. Passing the fishbowl around and laughing at how ambitious we'd been. Watching the game flicker across a few of the 16 TVs while a totally different crowd got lost on the dance floor. That's the thing about Crafty Squirrel — it lets a bunch of different vibes coexist without any of them feeling forced. You can be there for the cocktails, the sports, the dancing, or the tacos, and somehow it all works together.

By the end of the night, I'd answered every question I walked in with. Is it a real cocktail bar? Yes. Is the food worth ordering? Absolutely. Is it worth the trip downtown? One hundred percent. If you're mapping out your own night across the wider downtown St. Pete nightlife scene, this is the kind of anchor spot you build the evening around.

KEY TAKEAWAY: Crafty Squirrel proves you don't have to choose between a great cocktail, real food, live DJs, and an open-air Central Avenue vibe — it delivers all of it in one high-energy spot in the heart of downtown St. Pete.

Come get squirrely with us at Crafty Squirrel on Central Ave — grab a fishbowl, snag some tacos, and let the DJ do the rest. Check out the drink menu before you roll in and we'll see you on the dance floor.

FAQ

Q: Where is Crafty Squirrel located in downtown St. Petersburg?
A: Crafty Squirrel is at 259 Central Ave, St. Petersburg, FL 33701, right in the heart of downtown St. Pete. Its industrial garage doors open directly onto Central Avenue for that signature indoor-outdoor feel.

Q: What are Crafty Squirrel's hours and happy hour times?
A: The bar is open Monday–Friday from 12PM to 3AM and Saturday–Sunday from 11AM to 3AM. Happy Hour runs Mon–Fri 3PM–7PM and Sat–Sun 3PM–6PM, and since specials change, it's best to check the live Specials page for current details.

Q: Does Crafty Squirrel have food along with its cocktails?
A: Yes — you can pair your cocktails, margaritas, or fishbowls with tacos, sandwiches, wraps, wings, and loaded apps. The kitchen keeps going late alongside the bar, so you can eat well throughout the night.
Dana Reyes

Dana Reyes

Dana Reyes writes about events, community, and everything happening around downtown St. Petersburg. From live music nights and trivia to seasonal celebrations, she keeps a finger on the pulse of the local scene so you never miss a good time. She believes the best nights out start with knowing where to go.

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