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Ultimate Guide to the Best Happy Hours in Orlando

Best Happy Hours in Winter Garden 🍸

Photo credit Todays Orlando

Urban on Plant Kitchen & Bar

Urban on Plant Kitchen & Bar is a creative and inspired American restaurant that is mixing the old with the new! They only use the freshest ingredients that are sourced locally and prepared fresh daily. They are happy to serve you up some of their amazing craft cocktails, beer, and wine from their extensive collection.

Monday through Friday, enjoy happy hour deals from 3:30 to 6:30. But happy hour isn’t just for weekdays. They also offer an all-day happy hour on the weekends! Saturday and Sunday enjoy $3 off specialty cocktails or enjoy $2 wine and $1 off beer.

📍132 W Plant St, Winter Garden, FL 34787

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Photo credit Pilars Martini

Pilars Martini & Loft

Martinis, mixology, music, and more. That’s what you’ll find at Pilars Martini & Loft located in Winter Garden! This hidden joint is a great place to sip on a hand-crafted cocktail or martini and munch on food from Market to Table right next door, all while enjoying live music Thursday through Sunday.

Pilars features house-made bitters, simple syrups, and shrubs, and offers options like their cucumber cosmo, key lime martini, or tequila weekend. They also have an extensive wine and beer list for those craving something a little more classic.

Business Details

  • Pilars Martini, 146 W Plant St, Winter Garden, FL 34787, United States

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The MoonCricket Grille

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The Whole Enchilada

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The Attic Door

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RusTeak Ocoee

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Mangoni

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The Hangry Bison

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The Best Happy Hours in Lake Nona 🍹

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Graffiti Junktion

Two is better than one, and Graffiti Junktion agrees. That’s why they have Happy hour twice a day. Whether you’re an early or late-night happy hour goer, there’s guaranteed to be a time that works for you. Can’t make it from 4 PM—7 PM You also have 10 PM-2 AM to take advantage of their incredible drink and appetizer deals.

📍700 E Washington St, Orlando, FL 32801

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Canvas Lake Nona

Picture sitting lakeside, sipping on a discounted cocktail, at a table covered in award-winning appetizers. Does this sound like a dream Then Canvas Lake Nona is calling your name. Their daily happy hour deals include wine, draft beer, select liquor, and bar bites.

📍13615 Sachs Avenue, Orlando, FL 32827

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Chroma Modern Bar + Kitchen

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Don Julio Mexican Kitchen & Tequila

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Nona Blue

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Bosphorous Turkish Cuisine

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Best Happy Hours in Winter Park 🍻

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Cocina 214

Nobody does Tex-Mex better than Cocina 214. They’re bringing the flavors of Dallas straight to Orlando! Now you can enjoy high-quality enchiladas, fajitas, burritos, and more without leaving Central Florida. Plus, you can enjoy their happy hour specials, running every weekday from 4PM-6:30PM. Their daily deals include $3 cervezas, $5 house margaritas and wine, as well as snacks like the $5 Cocina trio or $6 avocado bites. Salud!

Business Details

  • Cocina 214, 151 E Welbourne Ave, Winter Park, FL 32789, United States

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Photo credit Prato

Prato

There is always a group of people gathered around Prato, waiting to get inside, and for good reason. Prato features hand-crafted Italian cuisine like flatbreads and pasta, as well as a vibrant bar with an extensive wine list. But, if you’re looking to beat the crowds, stop in for happy hour. On weekdays from 4PM-6PM, you can enjoy $8 cocktails, $5 glasses of wine, and apps for under $10! With options like these, you can’t pass up these happy hour options.

📍124 N Park Ave, Winter Park, FL 32789

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Tommy Bahama Marlin Bar

This spot in Winter Park is the perfect tropical paradise! And what screams tropical more than frozen drinks Head to Tommy Bahama’s Marlin Bar for their signature Frozen Mai Tai, or stick with a classic Pina Colada. Either way, you’ll be sure to feel like you’re on vacation!

Our recommendation: Don’t forget to try the pulled pork sliders, which are also on the happy hour menu!

📍438 N Orlando Ave, Winter Park, FL 32789

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Pepe's Cantina

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The Ravenous Pig

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Boca Winter Park

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Blu on the Avenue

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Best Happy Hours in Downtown Orlando 🥃

Reyes Mezcaleria

Reyes Mezcaleria, located in Downtown Orlando, serves inspired Mexican cuisine that pairs with a unique bar experience featuring craft cocktails and over 150 agave spirits! They offer incredible happy hour deals every weekday from 4-7pm. Grab a delicious margarita, a glass of wine, or even a yummy app!

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  • Sarah Barkley

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Business Details

  • 821 N Orange Ave, Orlando, FL 32801-1014, United States

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Shakai Sushi

Hey sushi lovers, who’s up for some tasty rolls and a discounted price If you raised your hand, head over to Shakai Sushi for happy hour from 5PM to 7PM. They’ve got $4-$6 rolls, $4 appetizers, and a range of drinks from sake to beer. It’s hands down one of the best happy hour deals in Orlando!

📍43 E Pine St, Orlando, FL 32801

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Photo credit Mathers Social Gathering

Mathers Social Gathering

Do you enjoy sipping your drinks in a vintage speakeasy Head over to Mathers Social Gathering for their vintage-inspired libations. Stop by between 4 PM and 7 PM for half-off their craft cocktails like the bathtub gin and old-fashioned. And while their happy hour may end at 7 PM,  once you’re in this amazing space, we guarantee you’re going to want to stay all night!

Business Details

  • Mathers Social Gathering, 30 S Magnolia Ave, Orlando, FL 32801, United States

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AC Sky Bar

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Shakai Sushi Lounge

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The Wellborn

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The Robinson Cafe

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The Best Happy Hours in Kissimmee 🍷

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3 Sisters Speakeasy

3 Sisters Speakeasy has sushi, tacos, and a whole lot of delicious drinks ranging from cocktails to a pint of beer. Plus, they offer trivia and live music throughout the week and killer happy hour deals from 4–7 PM. So come take advantage of the fun events and top-notch drink deals for a weekday outing.

📍226 Broadway, Kissimmee, FL 34741

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Photo credit The Wharf at Sunset Walk

The Wharf at Sunset Walk

This large warehouse-style eatery is located on Sunset Walk is serving up delicious seafood dishes with a modern twist. We’re talking all your classic seafood favorites and an oyster bar. But beyond the amazing food, they also have weekly events you won’t want to miss. Come enjoy live music and enjoy their Rock the Boat Happy Hour Monday–Friday, 4–6 PM.

📍3274 Margaritaville Blvd, Kissimmee, FL 34747

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Rock & Brews

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El Jefe Tequilas Taco Cantina

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Ford's Garage

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Broadway Pizza Bar

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The Best Happy Hours on I-Drive 🍸

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ICEBAR Orlando

ICEBAR Orlando might be cold, but their happy hour deals are hot. Being I-Drive’s longest happy hour, you can take advantage of their rotating deals Sunday through Thursday, 5PM – 9PM. Bundle up, grab the crew, and head down to this cool escape from that Florida heat.

📍8967 International Dr, Orlando, FL 32819

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Photo credit Blue Martini

Blue Martini

Sometimes, happy hour menus are just way too small.  Well, that’s not the case at Blue Martini. This local hot spot offers incredible discounts on our entire menu. You heard that right. From 6PM to 8PM, Monday through Saturday you can take advantage of their drink deals. Bonus points if you come on a Thursday for live music starting at 7PM.

Venue info

  • Blue Martini, 9101 International Dr, 32819, Orlando, FL, United States

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Cafe Tu Tu Tango

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Cuba Libre

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Kavas Tacos + Tequila

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Mia's Italian Kitchen

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Stay up to date with all things to do in Orlando 🍊

On the hunt for more new things to try out in Orlando Check out our weekend guide for more things to do in Orlando, and make sure you’re following us on Instagram @StuffToDoInOrlando to keep up with all things Orlando.

Curated by

Anna Brescia

Anna Brescia

Raleigh ✈️ Orlando • Constantly sipping an ice coffee and checking out all the new Orlando hotspots! ☕️??

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