Beer, Wine & Spirits in Winter Garden

Select Local Merchants

In 1948, Charles McMillan opened the doors to the home he had built of wood and stone, offering visitors plates of fine, country-style cooking under the name Red Wing Restaurant. Today, this one-time rural residence retains its quaint charm with taxidermied décor—a plethora of birds and animals striking eternal poses against a backdrop of vertical wood paneling. Behind this façade, skilled chefs country-fry steaks they've cut by hand or prepare meals from whatever wild game their favorite hunter might have brought them

12500 State Road 33
Groveland,
FL
US

A German and a Puerto Rican walk into a tapas bar. It's the setup not for a joke but for an intensely multicultural cafe: Vineyards of the World. Owner Sascha has a working knowledge of more than 300 beers, to which co-owner Yellymary adds a Latin love of tapas. And then there are the wines—more than 30 by the glass. At least one of the partners is always behind the bar if guests need a little guidance sorting through the tapas menu, perhaps in order to decide which flavor of goat cheese goes with a glass of chardonnay or what kind of dip works best if you accidentally spill a doppelbock into it.

Diners appreciate the pairings in a space designed to be maximally welcoming. Live music is featured every Wednesday-Saturday starting at 8 p.m., and the hand-painted sign hanging from the stucco facade presages an eclectic spirit that continues through the rustic murals and fancy-but-cushy armchairs leaning together under the chandelier inside.

712 W Montrose St
Clermont,
FL
US

Every day until at least midnight, the floor of Bananas Diner is bustling. Often, it's for the bounties of reinvented diner food. Stuffed french toast coated in rice crispies, chicken 'n' waffles, and unusual benedicts—such as the eatery's signature Funky Monkey topped with fried goat cheese, sun-dried tomato jam, and hollandaise—add an element of novelty to the morning. Lunch and dinner bring surprises as well. Take the Garbage Plate, for instance, which smothers burger patties, hot dogs, or grilled chicken breasts with a tower of hash browns, macaroni salad, cheese, onions, and salsa. Nine burger varieties grant the option of an Angus beef, turkey, chicken, or veggie patty, while an array of classic sandwiches pay homage to deli tradition better than a bagel stuffed with take-a-number tickets.

But sometimes, the crowd is there for something else entirely. On weekends, when the diner stays open 24 hours a day, servers dressed in drag ferry eclectic breakfast dishes to customers while female impersonators hold court on stage for the Sunday Gospel Brunch. Other past events have included Queengo (the diner's own take on bingo), Broadway-themed drag shows, and the competition known as Bananas Got Talent. No wonder Bananas Diner has won multiple best-of awards from OpenTable diners.

9101 International Dr
Orlando,
FL
US

Amid brick walkways and burnt-red walls, leaves rustle softly. Steam rises in the distance, then quietly disappears. One moment, this place emits smoky hints of cedar; the next, it teems with notes of ginger and cinnamon bark. This isn’t an idyllic college campus on a brisk autumn night. It’s Infusion Tea, a charming café on the balmy streets of Orlando. Sun streams through oversized windows, warming chilly scoops of gelato and triple-decker cream-cheese sandwiches. More than 70 types of tea—including blacks, greens, oolongs, and herbals—can be ordered hot or cool, like most jazz saxophone solos. Though they hail from faraway lands such as China, Japan, and South Africa, many of these teas are organic and fair-trade certified, reflecting values owner Christina Cowherd cultivated while traveling the world in the Peace Corps. Rare, premium teas such as gyokuro transport taste buds to new frontiers as well, whether nestled in a takeaway tin or steeped in a pot made for sharing in house.

1600 Edgewater Dr
Orlando,
FL
US

A self-described “gastrolounge,” Hammerheads Beer & Wine Bar serves up creative, satisfying pub dishes alongside craft beers and frozen cocktails. Its dishes add a subtle, upscale twist to pub mainstays: croissant sliders are filled with bourbon pulled pork, and corn dog balls are wrapped in applewood-smoked bacon before meeting their fate in the deep fryer. Boneless chicken wings and their cousins, tempura-battered chicken nuggets, are carried to tables atop beds of savory waffle fries or sweet potato fries.

Alternating red and yellow walls create a cheery atmosphere, as does the collection of framed paintings and pictures scattered throughout the pub. Regular karaoke nights challenge patrons to lock vocal cords with their buddies and demonstrate their crowd-pleasing prowess by making up choreography to accompany each song. Hammerheads also offers a variety of entertainment options each week, including movie nights and live music.

8526 Palm Pkwy
Orlando,
FL
US

At Juliana’s Orlando, head chef Carl Cherkaoui adds a dash of detail to his Italian cuisine with his thorough mind for sauces, spices, and herbs—a passion he developed while studying the culinary arts in Morocco, France, and Germany. His globally informed flavors grace house specialties such as the crabmeat-crusted grouper fillet and the pan-roasted pork loin in a balsamic glaze. And in the eatery’s main dining room, he and his waitstaff encourage diners to sip Italian and Californian wines amid the glow of a fireplace that someday hopes to be promoted to oven.

2306 Edgewater Dr
Orlando,
FL
US