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

Vino Del Grotto harbors wines for sipping by the glass or carting home. Like homesick stomach butterflies, more than 20 wines by the glass flutter down tongues during tasting flights, tantalizing each guest with three 3-ounce portions of grapey goodness in customized selections such as Yosemite View chardonnay or German-imported Valckenberg dornfelder. Peach-apricot chardonnay and green-apple riesling sate fruit-partial palates, and sips of sparkling Belle Jardin brut bubble upon taste buds, giving them the effervescent feeling of flight that ostriches only dream of.

35 Hypolita St
Saint Augustine,
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

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