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Hanson's Shoe Repair

Speakeasy Rooftop Bar in Orlando

For cocktails in Downtown, Hanson's Shoe Repair is about as unique a place as you’re ever going to find. Intimate might be an understatement for this former cobbler’s shop-turned-speakeasy rooftop bar, with only a dozen or so seats and standing space for perhaps 20 more.

Take your spot at the dilapidated main bar to chew the fat with the bartender, or head outside to the slightly more modern (but just as compact) rooftop terrace to catch the live band or a movie screening. And we should tell you now, the whole prohibition/speakeasy vibe isn’t only created by the décor and classic drinks menu; you even need to get a secret password in advance by calling or messaging the management. You’ll find the number below.

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Located in the top floor of a building on Pine Street dating all the way back to the 1800s, Hanson’s Shoe Repair still retains that olde-worlde charm perfectly. There’s a nice collection of rustic wooden bar stools and solid metal patio chairs, while the bare brickwork behind the main bar and memorabilia hanging from the walls completes the vintage look.

Things are brought up to date a little as you head outside onto the patio, which is technically a rooftop (just don’t expect any towering views or anything). This lovely little garden space looks into the main bar through a huge glass window, and evening entertainment comes in the form of a live band playing jazz, blues and acoustic stuff, as well as their excellent alfresco movie nights (reservation needed in advance for these). Best to check their Facebook to stay in-the-know with their latest events.

One word on the drinks: be sure to indulge in Hanson’s Shoe Repair’s small but exciting cocktail menu as much as you can – it’s rated as one of the best in the city. Emphasis is on the rare whiskeys and bourbons, with our drink of choice of course being an Old Fashioned. Bottles and other spirits are available, too.

Hanson's Shoe Repair

  • Opening Hours: Monday–Thursday and Saturdays from 8pm to 2am, Fridays from 5pm to 2am, Sundays from 3pm to 2am
  • Location: 27 E Pine St, Orlando, FL 32801, USA
  • Tel: +1 407-476-9446
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