Digress Wine (College Park)
Wine bar and retail shop with a friendly, knowledgeable owner and an eclectic, exciting selection (including beers). Frequent tastings, by-the-glass offerings, and a selection of bottles to take home or drink on the large, leafy patio, plus restaurant-quality cuisine from Duck & Drake food truck several nights a week.

Digress Sign

Swirlery Wine Bar (SoDo)
Cozy spot with a diverse selection of by the glass selections and bottles to take home or drink onsite. Lots of tastings, classes, and fun events. Friendly, knowledgeable owners. They have craft beer too!

Swirlery Sign
Rainbow over Swirlery Wine Bar

Tim’s Wine Market (Multiple Locations)
An Orlando wine institution, this welcoming wine shop has regular tastings and classes at its flagship location on Orange Avenue and at its locations in Sanford-Lake Mary and Windermere. Well-curated selection; friendly, knowledgeable staff.

Owner Tim Varan teaches a class at Tim’s Wine Market-Orlando

Golden Hour Wine (Baldwin Park)
Tiny but beautifully appointed boutique wine store specializing in natural wines, with a rotating selection of 2-3 options by the glass to enjoy at a handful of outdoor tables or a communal tasting bar inside. The friendly and passionate owner is a recent arrival from Upstate New York and is happy to demystify the elusive concept of “natural wine” for her customers.

Golden Hour Wine
Inside Golden Hour Wine

Curate Natural Wines (Lake Eola Heights)
This shop focused on natural wines and hard ciders is located inside Eola General, a counter service deli specializing in tasty bagel sandwiches and cheese boards, among other yummy things. Grab a bottle to enjoy at the picnic tables outside or at counter seating indoors. Curate’s owner is passionate about low-intervention wine and holds occasional tasting events, often as fundraisers for local causes.

Curate Natural Wines inside Eola General

The Imperial (Orlando, Sanford, Winter Park)
At the Orlando location, wine and craft beer are served in a funky, high-end import furniture store with a small but inviting outdoor patio. Small bites are offered, food trucks often park outside, and there’s sometimes live music.

Imperial Patio
The Imperial’s patio

Eola Wine Company
Ample indoor & outdoor seating not far from Lake Eola. Extensive glass and flight offerings, as well as beer and small and larger plates.

Quantum Leap Winery
This winery in Orlando’s Mills 50 District makes creative wines using grapes from the US West Coast and Italy. They make a range of ciders too. Spacious, comfy tasting room with a stand-up bar and plenty of table and couch seating, plus an industrial-style outdoor patio. Knowledgeable winemaker and staff offer tastings, wines by the glass, and tours of the winery. Frequent special events.

Quantum Leap’s tasting bar


Wine Bar George
Two-story airy wine bar and restaurant in Disney Springs led by Master Sommelier George Miliotes, who is usually onsite. Choose from 130+ wine selections, all available by the glass and by the ounce. Comfortable table or bar seating, indoor or outdoor. Occasional tastings and events.

Master Sommelier George Miliotes at Wine Bar George’s upstairs bar

Wine & spirits store in the I-Drive area with a small bar inside and periodic tastings. Focus is on New World wines, but there are some good Old World finds too.


The Vineyard Orlando
Attractive wine bar tucked into a Windermere shopping center. New World-heavy list including some high-end selections, with some Old World options; limited but interesting food menu. Knowledgeable staff, patio seating, frequent tastings and live music.

The Vineyard Orlando
Inside The Vineyard Orlando

Tim’s Wine Market – Windermere
See description for Orlando location.


The Parkview
Ample indoor & outdoor seating on Park Avenue across from Central Park. Well-chosen glass and flight offerings, bottles to take home or drink onsite. Beer and great food too. Knowledgeable and enthusiastic owner.

Parkview sign

Wine Room on Park Avenue
Enomatic machines provide tastings and glasses of over 150 wines. Extensive bottle selection to take home or drink onsite. There’s plenty of indoor and limited outdoor seating, and food is offered too. Frequent tasting events.

Vines & Forks at The Wine Barn
Wine shop on Fairbanks with excellent pizza and other food offerings. Extensive bottle offerings to take home or drink onsite; usually a few by-the-glass selections too. Occasional tastings.

The Imperial – Winter Park
Nice wine list, a selection of small plates, and a moody lounge setting, and a small back patio.


Vintage Vino
Comfortable wine bar/shop in quaint downtown Kissimmee with a good selection and knowledgeable owner. Frequent tastings and other events.


Luisa’s Cellar
Inviting wine bar/shop with enomatic machines, comfy patio seating, upstairs event room housing a selection of books and records for sale, plus a speakeasy offering craft cocktails on select evenings. Frequent tastings, live music, and other events. Beer, coffee, and small plates also offered. Friendly and passionate owners.

Luisa's Bar
The bar at Luisa’s Cellar

Ellen’s Wine Room
Cozy wine shop/bar with couches and tables. Occasional tastings. Passionate and friendly owner.

Tim’s Wine Market – Sanford/Lake Mary
See description for Orlando location.

The Imperial – Sanford
This location has a full liquor bar.


Mount Dora

Maggie’s Attic
Fun and eclectic wine shop/bar with indoor and outdoor seating. Regular tastings, bottles to go or to drink onsite, and by-the-glass selections.

Flagler Beach

Flagler Beachfront Winery
Seaside winery makes wines from grapes grown all over the U.S., including the winemaker’s Ohio vineyards. Beautiful patio overlooking the Atlantic and A-1-A, plus indoor seating. Tasting bar, wines by the glass and bottle, small plates. Friendly and knowledgeable winemaker and owners.

Flagler Winery
Oceanside wine at Flagler Beachfront Winery