Wine Tasting in Winter Garden

Select Local Merchants

The wine connoisseurs at the independently owned Cork & Olive Lake Mary franchise introduce visitors to international wines, most of which originate from small, family-owned vineyards. In addition to pouring samples at a broad, wooden table, Cork & Olive’s team hosts events that range from in-home tastings to the monthly Sip&Dip, where wines come paired with select appetizers. Besides the many bottles of wines, the shelves also display craft beers, sake, chocolates, and cheeses, as well as gourmet olive oils and spices. Specialty services include custom wine-bottle labels for events, special orders for hard-to-find wines, and gifts such as wine aprons and holders and memoirs from picked-over grapes.

4247 W Lk
Lake Mary,
FL
US

Towering oak trees cast their shade across the 3,600 acres of plantation land that surround Florida Estates Winery, but the precious grapes can be found hanging from trellised vines that sprout in their own sunnier patches of soil. Refreshing and approachable, the wine selection includes the soft-bodied Plantation Red as well as the Plantation Blush, which balances its notes of ripe fruit with a gripping core of zesty acidity.

25241 State Road 52
Land O' Lakes,
FL
US

Booth's Brewing outfits customers with quality beer- and wine-making supplies, from Briess dry malts to brew kettles by Blichmann Engineering. Hops-savvy staffers also guide students through the basics of crafting custom beers at home with beer-brewing classes. The sessions familiarize students with standard brewing equipment and ingredients, arming them with the theoretical and practical knowledge to successfully make beer at home without fitting their bathtub with a blowoff hose.

333 Falkenburg Rd. N
Tampa,
FL
US

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

It's no wonder Vines gives equal weight to "Grille" and "Wine Bar" in its name. The Restaurant Row anchor is hugely popular for its top-quality meats and fresh-caught seafood; a meal could begin with grilled octopus or oysters Rockefeller before transitioning to a cut of Prime filet. But the wine list is at least as impressive, a catalogue of 600-plus bottles from around the world that's been recognized with a Wine Spectator Best Award of Excellence. After dinner on any given night, guests can linger over a fine cigar or a gentlemanly mouthful of chewing gold as they listen to live jazz music from the likes of Tonya Phillips Staples and Barbara Walker.

7533 W Sand Lake Rd.
Orlando,
FL
US