Jazz cocktail loungedowntownThu-Sat 17:00-23:00; Fri-Sat live piano 17:00-21:00
Bosendorfer Lounge in the Grand Bohemian Hotel downtown is the second-floor jazz cocktail lounge with a Bosendorfer grand piano and European cocktails.
Signature drink: Signature European cocktails and Champagne flights
Food: Light bar bites and cheese plates
Tiki speakeasydowntownTue-Sat 17:00-02:00; closed Sun-Mon
Hanson's Shoe Repair on East Pine Street downtown is the rooftop tiki speakeasy with a daily Instagram password, behind a Prohibition-style storefront.
Signature drink: Pearl Diver, Painkiller and rotating tiki classics
Food: Snacks and bar bites
Craft cocktail barwinter-parkTue-Thu 17:00-00:00; Fri-Sat 17:00-02:00; closed Sun-Mon
The Courtesy on North Orange Avenue in Winter Park is the long-running cocktail bar from Orlando, relocated to Winter Park with the same craft program.
Signature drink: Rotating seasonal cocktails, classics with a twist
Food: Snacks, cheese plates
Dive barmills-50Daily 10:00-02:00
Wally's on Mills Avenue is the city's enduring dive bar, family-run since 1954 with vintage wallpaper and a Mills 50 corner-of-Colonial-Drive location.
Signature drink: Cold beer, well drinks and shot specials
Food: No kitchen
Craft cocktail barmills-50Mon-Sat 17:00-02:00; closed Sun
Lil Indies on North Mills Avenue is the cocktail-craft sister bar to Will's Pub, with a moody back-room program and a curated Mills 50 indie crowd.
Signature drink: Technical classic cocktails, low-ABV highballs
Food: Snacks; Will's Pub kitchen next door
Cocktail loungedowntownTue-Sat 17:00-02:00; closed Sun-Mon
Stardust Lounge on East Central Boulevard downtown is the retro Lake Eola cocktail lounge, with vintage drinks, velvet booths and a Tue-Sat calendar.
Signature drink: Classic cocktails, vintage tiki, frozen drinks
Food: Snacks