For such a traumatic time for party going Americans, there is an amazing amount of nostalgia to be odin across the United States for the era pf prohibition. Orlando is no exception.
Some of the most interesting places on Orlando’s diverse bar scene are speakeasies with secret knocks and password. We have compiled a list of some of the best bars in Orlando for 2025, based on their unique vibes, quality drinks, and local popularity, catering to cocktail enthusiasts, beer lovers, and those seeking unique, immersive experiences.
Be prepared to travel, however, it is not unusual in this vastly disperse city to find nightspots 20 miles apart and a ¢40 uber ride.
- Mathers Social Gathering (3 Phoenix Building, 30 S Magnolia Ave, Downtown Orlando) A sophisticated speakeasy in a historic building with a 1920s vibe, featuring vintage decor and craft cocktails made with house-made bitters and small-batch spirits. Known for its Prohibition-era drinks like creamy bathtub gin and burlesque shows, it’s perfect for an elegant night out.
- Hanson’s Shoe Repair (27 E Pine St, Downtown Orlando) A hidden speakeasy requiring a daily password (check social media or text the bar). Housed in one of Orlando’s oldest buildings, it offers meticulously crafted classic cocktails like Old Fashioneds and a cozy rooftop patio for an intimate, nostalgic experience.
- The Courtesy (1288 N Orange Ave, Winter Park) Orlando’s first craft cocktail bar, now in Winter Park, serves seasonal absinthe- and whiskey-based drinks with small-batch ingredients. It offers a relaxed yet refined vibe and cocktail-making classes on Saturdays, paired with an exclusive food menu from Swine and Sons.
- The Guesthouse (1321 N Mills Ave, Mills 50) A laid-back cocktail bar with a great happy hour (4–8 PM, $8 cocktails) and an outdoor patio ideal for warm Florida nights. Its inventive drink menu ranges from classic to creative, complemented by food trucks, making it a social hub for bar hopping.
- Aku Aku Tiki Bar (431 E Central Blvd, Downtown Orlando) A 1960s-inspired tiki bar with vibrant, kitschy decor and strong rum-based cocktails like the 48-ounce Volcano Bowl. Its retro Vegas lounge vibe and tropical drinks create a fun, transportive atmosphere near Lake Eola.
- Flûtes Champagne Bar (220 S Park Ave, Winter Park) A swanky Winter Park spot specializing in sparkling wines, with plush seating and live music like electric violinists or DJs. Ideal for celebrations or a classy night out, it offers a cozy yet upscale vibe with an extensive bubbles menu.
- Crooked Can Brewing Company (426 W Plant St, Winter Garden) Located in Plant Street Market, this brewery offers IPAs, lagers, and seasonal beers alongside daily events like live music or trivia. Its community-focused, casual vibe makes it a great spot for craft beer lovers.
- Wine Bar George (1610 E Buena Vista Dr, Disney Springs) A Disney Springs gem with over 200 wines by the ounce, glass, or bottle, served by knowledgeable staff. It pairs shareable plates and charcuterie with a curated wine list, offering a refined yet approachable experience.
- Otto’s High Dive (2304 E Robinson St, Milk District) A Cuban-inspired bar with over 30 cocktails, including daiquiris and creative drinks like the maduro island (cachaça-based). Its vibrant atmosphere and outdoor patio make it a go-to for lively nights and great Cuban food.
- Sportstown (2414 E Robinson St, Milk District) A dive bar since 1958, known for its pool tables, arcade games, and pinball machines. With a laid-back vibe and affordable drinks, it’s perfect for casual hangouts or bar games with friends.
- ICEBAR Orlando (8967 International Dr, International Drive) A unique bar made entirely of ice, where guests wear thermal coats and sip drinks from ice glasses. Its below-freezing environment and vibrant entertainment make it a novelty spot for a memorable night.
- M Lounge (1700 Fenwick Ave, Ivanhoe Village) A rooftop bar with panoramic views of downtown Orlando, featuring a vintage car museum downstairs. It serves craft cocktails with car-themed names and local brews in a modern-industrial setting, ideal for sunset drinks.
