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Astra
Photograph: Courtesy Astra

The best bars in Wynwood, from dive bars to rooftop lounges

Find serious cocktails, stunning rooftops, live music and more at the best bars in Wynwood

Falyn Wood
Written by
Ryan Pfeffer
&
Falyn Wood
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August 2021: Our list of Wynwood’s best bars was overdue for an overhaul—a slightly overwhelming task considering the break-neck pace at which the neighborhood continues to morph. We’ve updated all our old favorites and introduced a line-up of buzzy newcomers including NYC import Freehold and the Oasis, a sprawling venue already home to major events like Wynwood Pride and Daybreaker, not to mention some of the best food stalls around. If these are signs that Wynwood’s growing up, we’re totally down for the ride.

Wynwood has reached a new tipping point in its evolution. Over the last decade, the Miami arts district has succeeded at drawing back locals and visitors again and again, thanks to its dizzying array of technicolor facades, shopping and dining. But it’s the best bars in Wynwood—the ones that have emerged and triumphed in this experimental hotbed of Miami nightlife and tourists—that really make the neighborhood what it is.

Whether you’re seeking a proper cocktail bar, a day party with a lit playlist or a shady retreat from the city heat, Wynwood has that in spades. It might not be the place to find one of Miami’s best waterfront bars—but Wynwood ranks high on almost every other drinking list. The best craft beer bars in Miami? Wynwood makes the list. The best bars in Miami? That’s a no-brainer. See what else Wynwood has to offer its thirsty patrons.

RECOMMENDED: Full guide to Wynwood and the Miami Design District

Best bars in Wynwood

  • Bars
  • Dive bars
  • Wynwood
  • price 2 of 4

The sign out front says it all: air conditioning, beer and cocktails. This longstanding, laidback haven in perpetually hot Miami hosts weekly karaoke and eclectic live music, DJs and comedy shows (Hannibal Buress and Eric Andre have stopped by for surprise sets), along with one of the city’s most stalwart drag nights. Plus, it’s home to a variety of local brews and boasts the best Moscow mule in the city.

  • Nightlife
  • Late-night bars
  • Wynwood
  • price 2 of 4

The closest thing to a South Beach club in Wynwood is Rácket. Its large, industrial layout fits three stylish bars, an upstairs lounge and covered open-air seating. When it comes to nightlife, Rácket covers all the bases: Shoot pool, have a bite and enjoy a cocktail while the sun’s still out, or pop in after midnight for bottle service, a DJ and a jam-packed dance floor.

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  • Things to do
  • Midtown

A new center of gravity on North Miami Avenue, the Oasis swung for the fences when it opened as a hybrid indoor/outdoor bar, lounge, music venue and food hall. If that sounds like it couldn’t possibly all work at the same time, you’d be wrong. Grab cocktails from the outdoor Tower Bar: Plenty of shade and foliage make the courtyard a comfy place to kick back any time. Check the events schedule for weekends and late nights, when the Oasis can get swarmed. DJs like Tiesto and Honey Dijon have already graced the stage, and Travis Scott hosted his Rolling Loud after-party here.

  • Bars
  • Cocktail bars
  • Midtown
  • price 2 of 4

This homey cocktail bar from the folks behind Beaker & Gray serves small bites, craft cocktails and major looks—the tropical wallpaper, vintage accents and old-school board games add to the Sylvester’s charming aesthetic. Not one to stand around at a bar? This place won’t relegate you to an uncomfortable stool, instead providing plenty of low-slung couches and plush armchairs to sink into while you sip your Blue Majik-infused rum and coconut.

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  • Things to do
  • Event spaces
  • Wynwood

An impeccably styled hotel lobby minus the baggage or rooms; a coworking space with great coffee, sans most forms of work; a vibey pool party scene without the pool. In some ways, it’s easier to define the 4,000 square-foot Freehold by what it’s not than what it is. Luckily, the hip Brooklyn import pulls off its many looks thanks to its solid cocktail program, standout pizza (Anthony Falco of Roberta’s fame is behind the menu, so you know it’s good), disco-heavy DJ-spun tunes and regular events like trivia, live comedy, happy hours and more.

  • Bars
  • Cocktail bars
  • Wynwood
  • price 2 of 4

One of two rooftop bars in Wynwood, Astra boasts a coastal feel thanks to rows of oversize cabanas and a down-tempo playlist resonating throughout. Astra offers a welcomed, chilled-out alternative to the high-energy neighborhood, though it switches things up with rotating DJs and the occasional electric violinist performance. When Wynwood’s frenetic pace gets to be too much, slip away to a cabana for delicious Mediterranean fare and refreshing cocktails.

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  • Bars
  • Cocktail bars
  • Wynwood
  • price 2 of 4

The neighborhood’s first rooftop bar literally elevated Wynwood’s nightlife scene. It’s small with limited lounge set-ups, but the breezy third-story space packs plenty of charm. Aside from killer views and better than average bites (its parent restaurant is the acclaimed Three just downstairs), No. 3 offers one of the best happy hour deals in the area, featuring $8 cocktails, $5 beer and $7 wine from Wednesday through Friday, 5 to 7pm; and Saturdays and Sundays from 4 to 7pm. Yes, you can even drink cheap on the weekends.

  • Bars
  • Beer bars
  • Wynwood
  • price 2 of 4

Part market and part taproom, Boxelder is the littlest, liquor-less spot on our list and well worth a stop on your Wynwood bar tour. Mix-and-match a six-pack from 150-plus bottles and stock up on your local favorites (many sourced right in Wynwood)—among them J. Wakefield and M.I.A. Brewing Co. Discover new brews by sampling any of the 20 beers on tap (which rotate frequently). For the wine buffs in your party, Boxelder also stocks a healthy selection of natural varietals by the glass or bottle, from skin-contact whites to light-bodied reds.

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  • Things to do
  • Event spaces
  • Wynwood
  • price 2 of 4

Another hit from the team behind Coyo Taco, 1-800-Lucky is a popular Wynwood destination for delicious Asian eats slung from kiosks in a sprawling 10,000 square-foot complex that somehow manages to still feel cozy and cool. Line your stomachs with sushi and dumplings, head to the bar for cocktails (the yummy frozen Tropical Kiss is served in a Chinese takeout carton) and prepare to vibe out; once the sun sets, tables on the patio are cleared to make way for the dancefloor. Everyone from Walshy Fire and Diplo to Carnage has played here (there’s a vinyl record store and bodega on-site, too).

  • Bars
  • Wineries
  • Midtown
  • price 1 of 4

A night at Lagniappe feels like a backyard bash at a friend’s—if said friend had a spacious yard filled with mismatched lawn furniture, strung-up bistro lights and a rotating cast of ragtag jazz ensembles posted up in the living room. Stop in for a casual vibe that lends itself to intimate date nights as well as big group outings. Upon arrival, select your bottle from the cooler, bring it to the register and then head out to the yard to enjoy. The live music starts every night at 9pm. It’s that simple.

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This honest-to-goodness pub is a Wynwood pioneer. Though it recently shuttered and reopened in a new location a couple of blocks from the OG spot, Wood still doles out cheap drinks in a hip, low-key setting adjacent to owner Cesar Morales’ sprawling Pizza and Beer concept. Miamians aren’t particularly friendly but something about Wynwood’s communal tables makes it easy to strike up a conversation with a stranger here. Maybe it’s time you made new friends?

  • Bars
  • Beer bars
  • Wynwood
  • price 2 of 4

Old-school hip-hop, sexy R&B and bass-laced trap beats can all be heard emanating from Brick, a day-to-night lounge nestled in a 1920s house with an open-air beer garden, bottle service and burgers. Reserve a table in advance or stop by for a more casual night out with your crew. Either way, expect reliably lit tunes and strong cocktails at better than average prices: Uptown Thursdays boast $7 Black Label and Don Julio drinks from 8 to 11pm, and score $5 Modelo and $8 frosé until 5pm on Social Sundays.

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  • Restaurants
  • Allapattah
  • price 2 of 4

A few minutes drive off Wynwood’s beaten path, find Las Rosas, a gritty and beloved rock and roll dive bar that houses the city’s hipster set. Best known for its robust live music offerings spanning everything from local punk and metal to shoegaze and indie-pop, Las Rosas also hosts regular DJ nights, artisan flea markets and more. With multiple rooms and a popping outdoor patio, you can always find a spot to settle in with a cheap drink at this Allapattah watering hole. We’re partial to the front bar, where you can play a round of pool along with your favorite tunes on the jukebox.

Make plans for the morning after

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