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Best Wine Bars in Orlando, Winter Park & Kissimmee: A Local's Guide

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Whether you're after a cozy date night, a self-serve tasting flight, or a glass on a sunny patio, Central Florida's wine bars deliver. Here are the best wine bars around Orlando, Winter Park, and Kissimmee to swirl, sip, and savor — with great bottle...
 
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A Park Avenue institution where self-serve dispensers let you sample 150+ wines by the ounce. Grab a charcuterie board and make an afternoon of it — perfect for groups who can't settle on one bottle.
The Wine Room on Park Avenue
 
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A relaxed Thornton Park favorite with an approachable list and a patio made for people-watching. Easygoing, unpretentious, and my go-to for a casual glass before dinner downtown.
Eola Wine Company
 
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A warm SoDo spot that doubles as a tasting room and retail shop, with a sommelier on the floor and wine classes if you want to learn. Great for both curious beginners and seasoned sippers.
Swirlery Wine Bar
 
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An urban winery near the Milk District making its own organic wines on site, with a sleek tasting room and frequent live music. A unique, local-first pick to drink something made right here.
Quantum Leap Winery
 
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A husband-and-wife boutique wine bar in Winter Park blending Italian and Brazilian heritage on the list and menu. Intimate, personal, and ideal for a quiet date night with thoughtful pours.
VINIA Wine & Kitchen
 
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Sip wine surrounded by furniture that's all for sale — this Ivanhoe Village spot is a bar inside a vintage import store. Quirky, fun, and a true Orlando original with a great patio.
The Imperial at Washburn Imports
 
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A polished winery-restaurant on I-Drive with its own label and a wildly popular Wine Club. Great for a full dinner-and-tasting outing, and the by-the-glass list makes it easy to explore.
Cooper's Hawk Winery & Restaurant
 
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A hidden Kissimmee gem near the 192 attractions with a curated wine list, local craft beer, and a charming outdoor patio. The closest, coziest pick for Poinciana and Kissimmee locals.
Formosa Winery Tasting House
 
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A comfortable wine bar and shop in historic downtown Kissimmee with a solid selection and a genuinely knowledgeable owner. Frequent tastings and events make it a friendly local hangout.
Vintage Vino
 
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A chic, sunlit wine bar and bottle shop in Baldwin Park with a thoughtful, natural-leaning list. Perfect for an aperitivo on the patio or grabbing an interesting bottle to take home.
Golden Hour Wine
 
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A moody, hidden-gem lounge in Winter Park pairing superb wines with creative small plates. Dim lighting and a vibrant buzz make it a standout for a special night out.
Morse Code Lounge
 
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A hip natural-wine bar with an ever-changing list of low-intervention bottles and a cool, casual vibe. The spot for adventurous drinkers who want to discover something off the beaten path.
Quicksand Wine
 
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Run by one of only a few hundred Master Sommeliers in the world, this Disney Springs spot pours an incredible range by the bottle, glass, and ounce. A must for serious wine lovers and visitors alike.
Wine Bar George
 
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A beloved Park Avenue wine bar and cafe with a deep by-the-glass list and a buzzy sidewalk patio. Equally good for morning coffee, a quick lunch, or lingering over wine into the evening.
The Parkview