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Address: 215 S Orlando Ave, Winter Park, FL 32789 Hours: Open today · AM–10PM Perched on the shores of Lake Killarney, this chic steakhouse features an expansive outdoor lounge where Adirondack chairs dot the grassy knoll and give guests a place to drink in fabulous sunset views.
These highly sought-after seats are serviced by the bar, which means the bar menu plus a slew of cocktails, beers and wines by the glass are yours for the taking. 1 LIMO CYCLE All aboard the Limo Cycle, the “stretch” version of the traditionally two-wheeled favorite. 2 VELVET SESSIONS Billed as Orlando’s only “rock ‘n’ roll cocktail party,” Velvet Sessions is held on the last Thursday of every month at the beautiful Hard Rock Hotel at Universal Orlando. 3 THE ORLANDO EYE Taller than the Statue of Liberty, the Orlando Eye is the new can’t-miss icon of the I-4 corridor. 4 Authentic Italian and improv comedy When going out for dinner and drinks at an authentic Italian restaurant in the North End, there’re Monica’s, Prezza, and dozens of other trattorias worth hitting. 5 MINDQUEST LIVE Instead of seeing an action-adventure flick, live one for an hour from the air-conditioned comfort of Mind Quest Live. 6 THE COURTESY Step back in time inside the Courtesy, a downtown haunt that hearkens back to the era of Prohibition No.
The sweetest way to take in this gem is via a swan paddleboat, available for rent Sundays through Tuesdays from 10 a.m. Lots of great shops and restaurants make it a great place for date night, but to really amp up the romance you’ll want to book a horse-drawn carriage. 6 Eden Bar Outdoor garden bar at Enzian Theater with ancient oak trees, lunch, happy hour & late-night menus.
Address: 1300 S Orlando Ave, Maitland, FL 32751 Hours: Open today · 11AM–11PM An alfresco space shaded by giant live oaks dripping with moss, Eden Bar has an idyllic feel perfect for enjoying a stellar selection of hand-crafted cocktails. 7 Enzo’s on the Lake – Italian Restaurant Antipasti & elegant Italian mains are presented in a warm atmosphere with gardens & water views.
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