Wine Tasting in Winter Springs

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

The dark-wood accents that permeate the dimly lit dining room at Romansa Restaurant, Wine Bar & Lounge project a refined, yet casual ambiance. Behind the bar, an upscale collection of international wines reaches toward the ceiling—though few of the bottles are load-bearing.

Throughout this space, servers carry dishes spanning the cuisines of Europe. They might ferry examples of Italian, Greek, and German cuisine alongside American staples, such as burgers and sandwiches. Giving visitors a beat to sip and chew to, the lounge sometimes features live music from DJs late into the night.

851 E State Road 434
Longwood,
FL
US

With its exposed bricks, arched doorways, and dim lighting, The Wine Room on Park Avenue evokes a medieval monastery. That may be why the sleek, Italian-made Enomatic wine dispenser, which controls bottle temperature and prevents oxidation, looks so much like a Star Trek?era gadget within the pleasantly rustic walls. With the push of a button, the metallic nozzles pour out precise 1-ounce sample-size, half-glass, or full-glass portions. To ensure spouts remain untainted from customer to customer, it cleans itself after every pour.

The Enomatic is one reason The Wine Room earned the title of Orlando's best wine bar from Orlando Magazine. The recently remodeled space now boasts additional seating, a new menu, and a new lineup of machines. Though the technology is impressive, the shop backs up their gadgetry with a staff of actual human wine connoisseurs. These friendly staffers help customers navigate the selection of 156 wines, and offer wine classes throughout the year. They can also recommend bottles to pair with The Wine Room's selection of cheeses, flatbreads, and yachts in need of christening.

270 S Park Ave.
Winter Park,
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

A self-proclaimed “T-shirt democracy,” Mother Falcon opens up the floodgates of fashion design, digitally printing t-shirts with customized art, graphics, and text. The staffers invite clients to create their own statements with a process that begins with a blank canvas. Customers can bring their own tops, or browse the shop’s selection of blank T-shirts, many of which hail from brands such as Anvil, Bella, and Next Level. Customers then bring in digital files of their own artwork, photos, haiku, or official SAT score reports. Finished pieces emerge hot from the printer in as little as 24 hours.

819 E Washington St, Ste 1
Orlando,
FL
US