The best bars & nightlife in Clearwater

82 bars & nightlife we’ve checked and stand behind — with the story on each one. Not a ranking; a record.

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Pinned in Clearwater today

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Two pinned places a day in Clearwater — $10 here, $25 adds the newsletter. List your business →

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Nightlife · 82 places · showing the latest additions first

BigCee Exotic BarLuxe is a licensed luxury mobile bartending service that rolls up across Tampa Bay with the full setup, premium mixers,…

None (Tampa)

BigCee Exotic BarLuxe is a licensed luxury mobile bartending service that rolls up across Tampa Bay with the full setup, premium mixers, ice, garnishes and custom menus, while you just bring the liquor. Perfect for weddings, backyard birthdays or office parties, with 48-Hour Booking and signature exotic cocktails.

From the Tampa Bay newsletter, September 19, 2026

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Gaspar's Liquor Shoppe is that rare combo of deep selection and zero guesswork, with a Tasting Bar so you can try before you take home.…

8448 N 56th St (Tampa)

Gaspar's Liquor Shoppe is that rare combo of deep selection and zero guesswork, with a Tasting Bar so you can try before you take home. Known for private barrel picks, rare and limited bourbons, a serious tequila wall, plus a legit wine lineup, and easy online pickup.

From the Tampa Bay newsletter, September 15, 2026

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With 40+ big screens, cold beer, and all the bar-and-grill standbys, North 30th Sports Pub & Grille USF brings the watch-party energy to…

11402 N 30th St (Tampa)

With 40+ big screens, cold beer, and all the bar-and-grill standbys, North 30th Sports Pub & Grille USF brings the watch-party energy to University Square. Think wings, burgers, pizzas, and trivia nights, plus pool tables, hookah, and easy party bookings or catering when the group chat gets ambitious.

From the Tampa Bay newsletter, September 20, 2026

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Patrons smoke flavored tobacco & sip coffee & other nonalcoholic drinks in this moodily lit lounge.

4812 E Busch Blvd A (Tampa)

Patrons smoke flavored tobacco & sip coffee & other nonalcoholic drinks in this moodily lit lounge.

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World of Beer

Nightlife

Hangout featuring 500+ global beers, lots of craft drafts & tavern food in pub digs with TVs.

2815 E Fowler Ave (Tampa)

Hangout featuring 500+ global beers, lots of craft drafts & tavern food in pub digs with TVs.

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Rude Bwoy Spirits, LLC bottles the soul of Jamaica with ultra-premium rums (coconut, white, gold) and a 6x distilled sugar cane vodka from…

1717 E Busch Blvd (Tampa)

Rude Bwoy Spirits, LLC bottles the soul of Jamaica with ultra-premium rums (coconut, white, gold) and a 6x distilled sugar cane vodka from its New Port Richey distillery, perfect for dialing up mojitos, piña coladas, rum punches, or a mule when your week needs a little Caribbean soundtrack.

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When the wing mood hits, Buffalo Charlie's Bar & Grill brings Buffalo NY to Dunedin with crispy tenders, roast beef on a kimmelweck roll,…

1269 Bayshore Blvd (Dunedin)

When the wing mood hits, Buffalo Charlie's Bar & Grill brings Buffalo NY to Dunedin with crispy tenders, roast beef on a kimmelweck roll, pizza logs, and chicken finger subs on Costanzo’s. Signature handmade sauces from mild to suicide, plus live music Thu to Sat, make it a no plane ticket needed local go-to.

From the Dunedin newsletter, September 14, 2026

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The Alley Lounge at Dunedin Lanes is the laid-back, locals-only corner where a cold drink pairs perfectly with the sound of strikes. Good…

405 Patricia Ave (Dunedin)

The Alley Lounge at Dunedin Lanes is the laid-back, locals-only corner where a cold drink pairs perfectly with the sound of strikes. Good for catching up between league frames, celebrating a spare, or just claiming a comfy perch while the party crowd does their thing.

From the Dunedin newsletter, September 20, 2026

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If your ideal night is crisp craft beer, bluegrass jams in the beer garden, and good eats from The Duneatery, Woodwright Brewing Company…

987 Howard Ave (Dunedin)

If your ideal night is crisp craft beer, bluegrass jams in the beer garden, and good eats from The Duneatery, Woodwright Brewing Company Parking Lot delivers the laid-back Dunedin vibe Clearwater locals love. Plan on staying for one more.

From the Clearwater newsletter, September 2, 2026

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Woodwright Brewing Company keeps things easygoing with a breezy biergarten and bierhalle setup, on-site bites from The Duneatery, and…

985 Douglas Ave (Dunedin)

Woodwright Brewing Company keeps things easygoing with a breezy biergarten and bierhalle setup, on-site bites from The Duneatery, and plenty of Oktoberfest energy right now. It’s a solid local hang for fresh pours, live tunes, and even private events, plus they welcome guests 18+.

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Flanagan's Irish Pub nails the Dunedin sweet spot with Guinness on tap, award-winning fish and chips, and hearty made-in-house plates that…

465 Main St (Dunedin)

Flanagan's Irish Pub nails the Dunedin sweet spot with Guinness on tap, award-winning fish and chips, and hearty made-in-house plates that feel like a hug. Live music every weekend keeps Main Street buzzing, and that three-peat Creative Loafing Best Irish Pub nod says the locals already know.

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Part bar, part off-leash playground, Dog Pub Social is Dunedin’s first dog park bar where your four-legged roommate can romp while you…

1260 Main St (Dunedin)

Part bar, part off-leash playground, Dog Pub Social is Dunedin’s first dog park bar where your four-legged roommate can romp while you catch a local brew. No pup required to join the fun, and Rufferees keep the vibes friendly so you can actually relax.

From the Dunedin newsletter, September 5, 2026

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Craft-cocktail bar with a bookcase concealing the bathrooms, plus live music.

966 Douglas Ave Unit 101 (Dunedin)

Craft-cocktail bar with a bookcase concealing the bathrooms, plus live music.

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When happy hour feels more like self-care, Dunedin MockFusion has wellness mocktails, coffee, matcha, and smoothies built with functional…

1299 Bayshore Blvd (Dunedin)

When happy hour feels more like self-care, Dunedin MockFusion has wellness mocktails, coffee, matcha, and smoothies built with functional add-ins and clean, in-house standards. Settle into the low-tox, reset-ready space, browse the little apothecary, and leave feeling like you actually treated yourself.

From the Clearwater newsletter, September 12, 2026

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Now in Dunedin, Unrefined Brewing is pouring personality-packed beers with names you’ll remember, from Vanilla Gourdalicious to Stripper…

306 Monroe St (Dunedin)

Now in Dunedin, Unrefined Brewing is pouring personality-packed beers with names you’ll remember, from Vanilla Gourdalicious to Stripper Names and Frank Dancey’s Beach Country Blonde. If you crave creativity in your pint, their taplist swings from candy-kissed to rum barrel-aged without losing balance.

From the Dunedin newsletter, September 8, 2026

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Casual eatery and bar for burgers and nachos along with chicken dishes and sports programming.

1824 Main St (Dunedin)

Casual eatery and bar for burgers and nachos along with chicken dishes and sports programming.

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A half block off the Pinellas Trail, 7venth Sun Brewing Company is a woman owned, art-filled hangout known for tart sours, bright hop…

1012 Broadway (Dunedin)

A half block off the Pinellas Trail, 7venth Sun Brewing Company is a woman owned, art-filled hangout known for tart sours, bright hop bombs, and a rotating cast of lagers, saisons, stouts, even gluten free sours; try the creamsicle-leaning Graffiti Orange if you want a sunny local classic.

From the Dunedin newsletter, September 18, 2026

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Caledonia Brewing keeps it local with small batch, hand crafted beers plus a few easy sippers for your wine friends. Set in Downtown…

587 Main St (Dunedin)

Caledonia Brewing keeps it local with small batch, hand crafted beers plus a few easy sippers for your wine friends. Set in Downtown Dunedin, it’s the kind of spot where events fill the calendar and the Caledonia Drinking Society regulars make new folks feel like regulars too.

From the Dunedin newsletter, August 31, 2026

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Creative cocktails and local craft beers served in a trendy rooftop venue with harbor views.

453 Edgewater Dr (Dunedin)

Creative cocktails and local craft beers served in a trendy rooftop venue with harbor views.

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Easygoing local bar featuring pool tables, dart boards and arcade games as well as friendly staff.

1780 Main St E (Dunedin)

Easygoing local bar featuring pool tables, dart boards and arcade games as well as friendly staff.

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Bauser's

Nightlife

Creative Loafing’s Best Dive Bar 2023 and 2024, Bauser's in Dunedin keeps it easygoing with dim lights, quirky décor, a trusty jukebox, and…

520 Douglas Ave (Dunedin)

Creative Loafing’s Best Dive Bar 2023 and 2024, Bauser's in Dunedin keeps it easygoing with dim lights, quirky décor, a trusty jukebox, and live music six nights plus karaoke. Grab a pint, catch some blues, then snag pig wings from The Fix out back.

From the Dunedin newsletter, September 11, 2026

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Rapp Brewing Company keeps the lineup fresh, with a laid-back tasting room perfect for catching up and talking beer. Build a flight of four…

10930 Endeavour Way C (Seminole)

Rapp Brewing Company keeps the lineup fresh, with a laid-back tasting room perfect for catching up and talking beer. Build a flight of four or six 5 oz pours to explore what’s new this week, then snag growlers or crowlers to go while rotating food trucks handle dinner.

From the Pinellas Park newsletter, September 16, 2026

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Family-friendly chain serving classic Tex-Mex & American fare in a Southwestern-style setting.

13359 Seminole Blvd (Largo)

Family-friendly chain serving classic Tex-Mex & American fare in a Southwestern-style setting.

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Country Club Lounge has been Largo's home for sports since 1983, with billiards, a friendly crowd, and holiday golf tournaments regulars…

1555 E Bay Dr E (Largo)

Country Club Lounge has been Largo's home for sports since 1983, with billiards, a friendly crowd, and holiday golf tournaments regulars plan around. For a laid-back 19th hole vibe plus the only bar in Pinellas where you can grab Florida Lottery tickets, this is it.

From the Largo newsletter, September 19, 2026

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Cozy Cigar Lounge keeps a walk-in humidor right here in Largo loaded with Arturo Fuente, Padron, OpusX, Davidoff and more, plus its own…

198 W Bay Dr (Largo)

Cozy Cigar Lounge keeps a walk-in humidor right here in Largo loaded with Arturo Fuente, Padron, OpusX, Davidoff and more, plus its own Cozy Connecticut, Habano, Maduro and Broadleaf line.

From the Largo newsletter, August 30, 2026

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Commerce Brewing keeps it simple with a taproom built for local hangs, fresh pours, and, if you’re curious, real-deal brewery services to…

521 Commerce Dr S (Largo)

Commerce Brewing keeps it simple with a taproom built for local hangs, fresh pours, and, if you’re curious, real-deal brewery services to geek out on. Swing by this week to sample something local, talk shop with people who love beer, and leave feeling like you found your new regular.

From the Largo newsletter, August 24, 2026

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Mandarin Heights treats cocktails like a craft and a little bit of theatre, mixing timeless classics with inventive sips in a mid-century…

5901 N Florida Ave #6603 (Tampa)

Mandarin Heights treats cocktails like a craft and a little bit of theatre, mixing timeless classics with inventive sips in a mid-century modern lounge with upbeat music and a unique vibe. They even roll out a fresh menu every Tuesday, so your go-to could change weekly.

From the Wesley Chapel newsletter, August 4, 2026

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Bad Monkey

Nightlife

Bad Monkey is the military-tinged sports bar locals claim as home base, with 20 TVs blasting every matchup, a laid-back patio, and a menu…

1717 E 7th Ave (Tampa) · ✓ checked Jul 31

Bad Monkey is the military-tinged sports bar locals claim as home base, with 20 TVs blasting every matchup, a laid-back patio, and a menu built for impulse orders like burgers, tenders, and mozz sticks. Bring the crew this week, grab a cold one, and actually watch the game.

From the St. Petersburg newsletter, September 9, 2026

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French-owned and right in Downtown St. Pete, Exquisite Bistro pours a handpicked lineup of 75+ bottles from around the world alongside…

397 5th St S (St. Petersburg) · ✓ checked Jul 28

French-owned and right in Downtown St. Pete, Exquisite Bistro pours a handpicked lineup of 75+ bottles from around the world alongside gourmet charcuterie boards, elevated small plates, and artisanal flatbreads made for sharing. Keep an eye on their weekly tastings and pairings...

From the Land O' Lakes newsletter, September 2, 2026

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The Wine Vault is a family-owned neighborhood spot pouring curated flights, premium bottles, and craft beers alongside artisanal bites.…

10112 Montague St (Tampa)

The Wine Vault is a family-owned neighborhood spot pouring curated flights, premium bottles, and craft beers alongside artisanal bites. Low-key vibe, friendly owners, and community events make it an easy weeknight treat or a quick Tampa escape when you want better-than-average grapes.

From the Homosassa Springs newsletter, August 30, 2026

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Soggy Bottom Brewery in Dunedin pours handcrafted beers worth talking about, from refreshing favorites to bold seasonals, and even slings…

660 Main St (Dunedin)

Soggy Bottom Brewery in Dunedin pours handcrafted beers worth talking about, from refreshing favorites to bold seasonals, and even slings pizza. Keep them in mind for live events or your next party, they take reservations and will happily turn a get-together into a memory.

From the Clearwater newsletter, September 13, 2026

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When you want a no-nonsense classic done right, The Burg Bar & Grill brings a cozy, Cheers-like vibe, juicy burgers, and cold draft beers…

1752 Central Ave (St. Petersburg)

When you want a no-nonsense classic done right, The Burg Bar & Grill brings a cozy, Cheers-like vibe, juicy burgers, and cold draft beers to match. Grab the feta fries this week, settle in with a pint, and remember why St. Pete loves its staples.

From the St. Petersburg newsletter, August 25, 2026

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Equal parts wine bar and American trattoria, Sauvignon Wine Locker & American Trattoria channels its grape-inspired name into fine-dining…

241 Central Ave (St. Petersburg)

Equal parts wine bar and American trattoria, Sauvignon Wine Locker & American Trattoria channels its grape-inspired name into fine-dining polish and a menu built for lingering. Use it for date nights, small celebrations, or let their team handle your private event without the headache.

From the St. Petersburg newsletter, September 3, 2026

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Carrollwood folks, Cepas Wine & Tapas Bar nails Spanish-inspired tapas, paellas, and gambas alongside a curated wine list and a full liquor…

12904 N Dale Mabry Hwy (Tampa)

Carrollwood folks, Cepas Wine & Tapas Bar nails Spanish-inspired tapas, paellas, and gambas alongside a curated wine list and a full liquor bar. Open since 2012 and now with a second spot, it’s an easy go-to for lingering chats that somehow turn into dessert.

From the Tampa Bay newsletter, September 1, 2026

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If your week needs a grown-up timeout, Holy Smoke Cigar Cafe lines up premium hand-rolled sticks from Arturo Fuente, Padron, Opus X and…

1470 Palm Harbor Blvd (Palm Harbor)

If your week needs a grown-up timeout, Holy Smoke Cigar Cafe lines up premium hand-rolled sticks from Arturo Fuente, Padron, Opus X and more, plus smart pairings like rotating craft beers, curated wines, and proper espresso. Friendly staff will steer you to the perfect match.

From the Palm Harbor newsletter, August 28, 2026

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Think burgers that hit the spot, tacos with personality, and a wide beer lineup you can actually explore while a stack of board games…

7220 Central Ave (St. Petersburg) · ✓ checked Sep 3

Think burgers that hit the spot, tacos with personality, and a wide beer lineup you can actually explore while a stack of board games stares you down. The Wheelhouse keeps it low-key and local, so rally the group chat and make it your default hang when you need easy fun.

From the St. Petersburg newsletter, September 8, 2026

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When you need a breezy change of scenery, Bar Tiki Clearwater Beach pairs Hawaiian-inspired fare with signature and classic tiki cocktails,…

25 Causeway Blvd

When you need a breezy change of scenery, Bar Tiki Clearwater Beach pairs Hawaiian-inspired fare with signature and classic tiki cocktails, plus nightly marina sunsets from the rooftop.

From the Clearwater newsletter, September 21, 2026

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The Nash Keys Dueling Piano Bar & Restaurant turns Downtown Clearwater into your playlist, with twin grand pianos taking live requests and…

520 Cleveland St

The Nash Keys Dueling Piano Bar & Restaurant turns Downtown Clearwater into your playlist, with twin grand pianos taking live requests and a crowd that refuses to stay quiet. Go for the show, stay for Nashville Hot Chicken Sliders, Uptown Fries, and a dinner menu far beyond basic bar bites.

From the Clearwater newsletter, September 15, 2026

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Between gothic-chic decor, Romanian lore, and an impressively deep wine list, Dracula's Legacy Wine Bar & Bistro nails cozy with a twist.…

111 2nd Ave NE Ste 102 (St. Petersburg)

Between gothic-chic decor, Romanian lore, and an impressively deep wine list, Dracula's Legacy Wine Bar & Bistro nails cozy with a twist. Slide in for flights, tastings, and pairings, hang for events or a game on TV, and leave plotting your next St. Pete night.

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Smugglers Island Pub nails that laid-back, shack-style Keys vibe with cold beer and wine, live tunes, and bar food that actually hits...…

1101 Nebraska Ave (Palm Harbor)

Smugglers Island Pub nails that laid-back, shack-style Keys vibe with cold beer and wine, live tunes, and bar food that actually hits... juicy burgers, shrimp tacos, and mahi bites. Slide in this week for a backyard feel, cornhole bragging rights, and weekend brunch worthy of a victory lap.

From the Tarpon Springs newsletter, August 21, 2026

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Set sail without leaving town at Gasparilla Distillery & Cocktail Bar, a relaxed rum bar where the spirits are made in-house and the…

2102 E 4th Ave (Tampa) · ✓ checked Sep 2

Set sail without leaving town at Gasparilla Distillery & Cocktail Bar, a relaxed rum bar where the spirits are made in-house and the pirate-themed tasting areas make every pour feel like treasure, whether you're grabbing a bottle for the home bar or hanging for cocktails with friends.

From the Tampa Bay newsletter, September 12, 2026

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Feeling like nerding out on indie bottles or just finding a crushable pour? Delicious: An Interactive Taste Experience in the Warehouse…

420 22nd St S (St. Petersburg) · ✓ checked Aug 6

Feeling like nerding out on indie bottles or just finding a crushable pour?

From the St. Petersburg newsletter, August 11, 2026

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Part wine bar, part classroom, Savoir On Central pours thoughtful glasses, light bites, and sommelier-led classes open to everyone. Want…

2531 Central Ave (St. Petersburg)

Part wine bar, part classroom, Savoir On Central pours thoughtful glasses, light bites, and sommelier-led classes open to everyone. Want more depth? Memberships curated by Sommelier Sharon Mahoney bring exclusive selections, VIP perks, and tastings...

From the Wesley Chapel newsletter, September 12, 2026

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MacDinton's Irish Pub blends old-school hospitality with pub grub done right, from Shepherd's Pie to Sausage Rolls and Bangers & Mash.…

405 S Howard Ave (Tampa) · ✓ checked Sep 4

MacDinton's Irish Pub blends old-school hospitality with pub grub done right, from Shepherd's Pie to Sausage Rolls and Bangers & Mash. Expect live music, plenty of soccer on, and a laid back patio scene that's ideal for a casual night with the crew.

From the Homosassa Springs newsletter, September 12, 2026

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Trendy bar with disco balls and a dance floor, specializing in 1970s-1980s hits.

16 2nd St N (St. Petersburg)

Trendy bar with disco balls and a dance floor, specializing in 1970s-1980s hits.

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Skip waiting for January to feel the Gasparilla spirit and slip into Morgan’s Cove, a swashbuckler’s den with an expansive cocktail list…

210 N Morgan St (Tampa)

Skip waiting for January to feel the Gasparilla spirit and slip into Morgan’s Cove, a swashbuckler’s den with an expansive cocktail list built around rum, whiskey, and other spirits. Expect a seaside pirate tavern vibe, tall tales, and cocktails that turn even a random Tuesday into a mini adventure.

From the Tampa Bay newsletter, August 24, 2026

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Wine on Water - Bar & Shop is a modern neighborhood spot with over 150 selections, a rotating by-the-glass list, and a soft spot for…

1057 Water St (Tampa)

Wine on Water - Bar & Shop is a modern neighborhood spot with over 150 selections, a rotating by-the-glass list, and a soft spot for small-production, sustainable wines. Drop in for weekly events like Layover In or sign up for classes and tastings to level up your palate.

From the Tampa Bay newsletter, August 19, 2026

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When you want a laid-back hang on Island Estates, Windward Bar & Grille delivers fresh seafood, burgers, and craft cocktails that actually…

282 Windward Passage

When you want a laid-back hang on Island Estates, Windward Bar & Grille delivers fresh seafood, burgers, and craft cocktails that actually hit the spot. Daily chef-driven specials and a weekend brunch keep things interesting... the perfect neighborhood reset after work or a sun-soaked Saturday.

From the Clearwater newsletter, August 26, 2026

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Rooftop bar at Pier House 60 hotel offering cocktails, casual American fare & panoramic water views.

101 Coronado Dr (Clearwater Beach)

Rooftop bar at Pier House 60 hotel offering cocktails, casual American fare & panoramic water views.

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Clearwater’s The Little Lamb Gastropub leans into bold, worldly plates from Chef James Renew, plus craft drinks in a sleek, lively room.…

2475 McMullen Booth Rd J

Clearwater’s The Little Lamb Gastropub leans into bold, worldly plates from Chef James Renew, plus craft drinks in a sleek, lively room. It’s a local go-to when you want adventurous flavors, ambitious desserts, and a place recognized among Tampa Bay’s Top 50.

From the Clearwater newsletter, September 7, 2026

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Dunedin Brewery, in Downtown Dunedin, is Florida's oldest microbrewery, brewing since 1996 with award-winning ales and lagers plus fresh…

937 Douglas Ave (Dunedin)

Dunedin Brewery, in Downtown Dunedin, is Florida's oldest microbrewery, brewing since 1996 with award-winning ales and lagers plus fresh releases dropping this week.

From the Palm Harbor newsletter, August 29, 2026

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If your week needs a little elegance without the fuss, Velvet Coupe Wine Lounge is pouring sustainable, organic wines, plus beer and…

25 Dr. M.L.K. Jr St S (St. Petersburg)

If your week needs a little elegance without the fuss, Velvet Coupe Wine Lounge is pouring sustainable, organic wines, plus beer and sparkling wine cocktails, with that just-right sophisticated ambiance.

From the St. Petersburg newsletter, August 19, 2026

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Aspirations Winery is a veteran-owned boutique spot crafting low-sulfite wines on-site since 2010, from crisp whites and bold reds to…

22041 US Hwy 19 N

Aspirations Winery is a veteran-owned boutique spot crafting low-sulfite wines on-site since 2010, from crisp whites and bold reds to award-winning fruit-infused bottles and kegged sangrias.

From the Clearwater newsletter, September 19, 2026

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Wines, craft beers, small plates & desserts are served at this classy spot with outdoor tables.

1600 E 7th Ave (Tampa)

Wines, craft beers, small plates & desserts are served at this classy spot with outdoor tables.

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Slide into Old Florida vibes at Ozona Brewing Company, where cold craft beer, fresh food, and live music meet under the shaded oaks. A…

315 Orange St (Palm Harbor)

Slide into Old Florida vibes at Ozona Brewing Company, where cold craft beer, fresh food, and live music meet under the shaded oaks. A laid-back spot locals swear by, this craft taproom keeps Tampa Bay spirits high with beer, sunshine, and the occasional singalong.

From the Palm Harbor newsletter, August 23, 2026

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La Vid Wine Bar is all about Spanish and Portuguese bottles you can pop open on-site or take home, paired with charcuterie that actually…

14610 N Dale Mabry Hwy (Tampa)

La Vid Wine Bar is all about Spanish and Portuguese bottles you can pop open on-site or take home, paired with charcuterie that actually keeps up. First Friday tastings, live music nights, and hands-on classes make it a low-key spot to learn, sip, and discover new favorites.

From the Wesley Chapel newsletter, September 5, 2026

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Whether you need a low-key pint after work or a weekend hang, de Bine Brewing Company keeps things easy with full-flavor ales, lagers and…

993 Florida Ave (Palm Harbor)

Whether you need a low-key pint after work or a weekend hang, de Bine Brewing Company keeps things easy with full-flavor ales, lagers and specialty brews, a chill taproom that opens into the production area, food trucks, live entertainment, plus wine, cider and variety 4-packs to bring home.

From the Tarpon Springs newsletter, August 18, 2026

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Hotel Bar

Nightlife

Watering hole with an old-school, cosmopolitan feel offering craft cocktails & artful bar bites.

200 N Tampa St (Tampa)

Watering hole with an old-school, cosmopolitan feel offering craft cocktails & artful bar bites.

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Trendy venue with cozy atmosphere featuring self-serve wine taps and charcuterie boards.

3100 3rd Ave N (St. Petersburg)

Trendy venue with cozy atmosphere featuring self-serve wine taps and charcuterie boards.

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Clearwater Beach’s largest rooftop bar brings panoramic Gulf and Intracoastal views, island-inspired plates, and cocktails that taste like…

505 S Gulfview Blvd Rooftop

Clearwater Beach’s largest rooftop bar brings panoramic Gulf and Intracoastal views, island-inspired plates, and cocktails that taste like PTO. Jimmy's On The Edge amps up your night with live bands, DJs, salsa and country line dancing, plus a jumbo screen for sports or music videos.

From the Clearwater newsletter, August 11, 2026

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Clearwater Comedy Club keeps the week stacked with rotating headliners, crowd-packed showcases like Sunset Sunday Showcase and Bay Area All…

483 Mandalay Ave #210

Clearwater Comedy Club keeps the week stacked with rotating headliners, crowd-packed showcases like Sunset Sunday Showcase and Bay Area All Stars, plus the gloriously rowdy The Dirty at 10:30. No drink minimum, open mics for the brave, and a drink menu that pairs nicely with belly laughs.

From the Clearwater newsletter, September 20, 2026

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Stand-up venue featuring local comics and guest appearances.

1745 1st Ave S (St. Petersburg)

Stand-up venue featuring local comics and guest appearances.

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Flashy eatery & bar offering tapas, flatbreads & elaborate burgers amid mood lighting & TV screens.

610 S Armenia Ave (Tampa)

Flashy eatery & bar offering tapas, flatbreads & elaborate burgers amid mood lighting & TV screens.

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Wine bar with charcuterie, flatbread, and other snacks, plus cocktails.

811 N Tampa St (Tampa)

Wine bar with charcuterie, flatbread, and other snacks, plus cocktails.

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Engine No. 9

Nightlife

Chill American haunt featuring creative burgers, hot dogs & lots of craft beer, plus sports on TV.

56 Dr M.L.K. Jr St N (St. Petersburg)

Chill American haunt featuring creative burgers, hot dogs & lots of craft beer, plus sports on TV.

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The Hub Bar

Nightlife

Laid-back 1940s-vintage bar attracts a diverse clientele with strong drinks & an acclaimed jukebox.

719 N Franklin St (Tampa)

Laid-back 1940s-vintage bar attracts a diverse clientele with strong drinks & an acclaimed jukebox.

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Break out of the weeknight rut with Hip Twist Dance Studio, where welcoming instructors teach ballroom, salsa, tango and more in group…

2221 N Hercules Ave

Break out of the weeknight rut with Hip Twist Dance Studio, where welcoming instructors teach ballroom, salsa, tango and more in group classes or private lessons. Whether you’re polishing a wedding first dance or just want a new hobby, their showcases keep Palm Harbor locals motivated and the smiles contagious.

From the Clearwater newsletter, August 17, 2026

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Wine-focused bistro & store with eclectic fare in a basic wood & granite space with outdoor seats.

482 Poinsettia Ave (Clearwater Beach)

Wine-focused bistro & store with eclectic fare in a basic wood & granite space with outdoor seats.

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Sips Wine Bar

Nightlife

Laid-back wine bar with a selection of self-serve wines, plus charcuterie boards and other snacks.

327 Main St (Safety Harbor)

Laid-back wine bar with a selection of self-serve wines, plus charcuterie boards and other snacks.

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Edge Rooftop Cocktail Lounge shakes up crafted cocktails with the freshest fruits, herbs and spices, plus a concise wine list and beers…

1207 S Howard Ave (Tampa)

Edge Rooftop Cocktail Lounge shakes up crafted cocktails with the freshest fruits, herbs and spices, plus a concise wine list and beers from craft microbreweries with four rotating taps. Add popular small plates with an Epicurean flourish and a vibrant mood under the night sky, then call it your midweek upgrade.

From the Tampa Bay newsletter, August 14, 2026

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If your week needs an easy upgrade, Tampa Wine Room nails that laid back meets polished vibe with wines by the glass or bottle, plus…

11724 N Dale Mabry Hwy (Tampa)

If your week needs an easy upgrade, Tampa Wine Room nails that laid back meets polished vibe with wines by the glass or bottle, plus curated flights for exploring without commitment. Pair it with shareable small plates and call your midweek reset handled this week.

From the Winter Haven newsletter, August 22, 2026

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pour decision

Nightlife

Pour Decision pairs legit craft cocktails with mixology classes that actually teach you something, so your at-home creations stop tasting…

1811 N 15th St B (Tampa)

Pour Decision pairs legit craft cocktails with mixology classes that actually teach you something, so your at-home creations stop tasting like regret. It’s also a solid call for birthdays or group nights since they handle private parties and reservations, letting you focus on the important stuff...

From the Tampa Bay newsletter, September 21, 2026

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Cru Cellars is Tampa’s go-to for small‑production bottles with real-deal food to match. Slide in for a glass or snag a new favorite from…

2506 S MacDill Ave (Tampa)

Cru Cellars is Tampa’s go-to for small‑production bottles with real-deal food to match. Slide in for a glass or snag a new favorite from the retail shelves, maybe join their Wine Buying Club, then bask in the glow of your suddenly excellent taste.

From the Tampa Bay newsletter, August 29, 2026

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Semi-upscale chain for classic Italian fare served family-style in a relaxed, polished space.

203 Westshore Plaza (Tampa)

Semi-upscale chain for classic Italian fare served family-style in a relaxed, polished space.

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Jekyll

Nightlife

Jekyll turns mixology into molecular, table-side theater, brewing and smoking drinks like the Lost in Translation while nostalgic hip hop…

705 S Oregon Ave (Tampa)

Jekyll turns mixology into molecular, table-side theater, brewing and smoking drinks like the Lost in Translation while nostalgic hip hop hums in the background. Tucked in Hyde Park, this speakeasy-feel lounge even runs themed high tea, so your weekend can swing from scones to smoky sips.

From the Tampa Bay newsletter, September 7, 2026

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Hattricks

Nightlife

Downtown Tampa’s Hattricks blends hockey-obsessed sports bar energy with Irish pub vibes, delivering big-screen action, cold drafts, and…

107 S Franklin St (Tampa)

Downtown Tampa’s Hattricks blends hockey-obsessed sports bar energy with Irish pub vibes, delivering big-screen action, cold drafts, and signature wings you can order Dave’s Way. Worth the drive when the Bolts, Bucs, or Rays are on and you want legit pub fare with volume-up atmosphere.

From the Land O' Lakes newsletter, September 4, 2026

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L.F.G. Wine Bar is your South Tampa go-to when you want a serious selection without the snobbery, with 2,500+ bottles to explore, 120+…

3225 S MacDill Ave #125 (Tampa)

G. Wine Bar is your South Tampa go-to when you want a serious selection without the snobbery, with 2,500+ bottles to explore, 120+ half-bottles, and a crew packing 150+ years of wine wisdom. Pull up with a buddy and find your new favorite this week.

From the Tampa Bay newsletter, August 13, 2026

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Casual, family-friendly place for burgers, cocktails and sports watching, plus live music.

483 Mandalay Ave Ste 118 (Clearwater Beach)

Casual, family-friendly place for burgers, cocktails and sports watching, plus live music.

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Easygoing brewery featuring a variety of beers brewed on site.

670 Main St (Safety Harbor)

Easygoing brewery featuring a variety of beers brewed on site.

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Breezy outdoor tiki bar serving bar grub, frozen drinks & beers, with live music & games.

317 Coronado Dr (Clearwater Beach)

Breezy outdoor tiki bar serving bar grub, frozen drinks & beers, with live music & games.

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Christiane's

Nightlife

Christiane's is a relaxed neighborhood wine bar where you can explore global varietals via self‑serve tasting machines, then settle into a…

442 2nd St N (St. Petersburg)

Christiane's is a relaxed neighborhood wine bar where you can explore global varietals via self‑serve tasting machines, then settle into a full pour with charcuterie, flatbreads, and other shareable bites. Expect friendly guidance, rotating tastings, themed pairings, and community nights that make St.

From the St. Petersburg newsletter, September 15, 2026

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Truck & Ladder Brewing Company keeps it simple with small-batch, true-to-style beers that change often, served with that local "Cheers"…

2058 Bayshore Blvd Ste 5 (Dunedin)

Truck & Ladder Brewing Company keeps it simple with small-batch, true-to-style beers that change often, served with that local "Cheers" energy. Grab a pint with friends, or mix it up with cider, seltzer, wine, plus THC and CBD drink options.

From the Tarpon Springs newsletter, August 11, 2026

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