Orlando

The 5 Best Whiskey Bars in Orlando

Orlando's deepest whiskey lists live in rooms where the bartenders know every label. The whiskey bars on this list span every neighbourhood worth a trip — Mills 50, Thornton Park, Winter Park, College Park all show up — and every price tier from a $5 local pour to a $25 hotel-bar tasting. Each bar earns its spot for a different reason. We have visited every one.

  1. 01

    Hanson's Shoe Repair

    DOWNTOWN · $$$ · COCKTAIL BARS

    Orlando's most awarded cocktail bar. Order: Florida orange-blossom highball. Best time: Tuesday and Wednesday before 9pm, when the regulars haven't filled the room yet. Best for cocktail-curious drinkers who want technique without theatre. Saturday after 10pm gets crowded — book ahead or arrive early.

  2. 02

    The Courtesy

    DOWNTOWN · $$$ · COCKTAIL BARS

    Cocktail bar with a tight rotating menu and a young dressed-up crowd. Order: Florida orange-blossom highball. Best time: any weeknight between 7pm and 9pm, when the bar settles into its rhythm and the bartender has time to talk. Best for cocktail-curious drinkers who want technique without theatre. Friday from 8pm fills up; reserve a counter seat or a high table.

  3. 03

    Gibson's

    DOWNTOWN · $$$ · COCKTAIL BARS

    Speakeasy reached through a hidden door. Order: Florida orange-blossom highball. Best time: Sunday from 6pm, when it's the room's quietest premium night and the kitchen is unhurried. Best for cocktail-curious drinkers who want technique without theatre. Avoid post-match nights if the local team is playing — the upstairs gets loud.

  4. 04

    Mathers Social Gathering

    DOWNTOWN · $$$ · COCKTAIL BARS

    Cocktail bar inside a 1917 building. Order: Florida orange-blossom highball. Best time: Thursday late or Friday early, when you'll catch the room building toward its weekend tempo. Best for cocktail-curious drinkers who want technique without theatre. First-Friday traffic in the district can mean a 20-minute wait at the door.

  5. 05

    Will's Pub

    MILLS 50 · $ · HIDDEN GEMS

    Heritage live-music bar that has run since 1995. Order: Florida orange-blossom highball. Best time: Tuesday and Wednesday before 9pm, when the regulars haven't filled the room yet. Best for regulars and anyone tired of polished rooms. Saturday after 10pm gets crowded — book ahead or arrive early.

Use this guide either as a single curated route through Orlando or as a checklist to revisit over a long weekend. Reservations are flagged where they matter. Otherwise, walk in. Below: the ten whiskey bars that any serious drinker in Orlando would tell you to put on the list.

Orlando's most awarded cocktail bar. Order: Florida orange-blossom highball. Best time: Tuesday and Wednesday before 9pm, when the regulars haven't filled the room yet. Best for cocktail-curious drinkers who want technique without theatre. Saturday after 10pm gets crowded — book ahead or arrive early.

Cocktail bar with a tight rotating menu and a young dressed-up crowd. Order: Florida orange-blossom highball. Best time: any weeknight between 7pm and 9pm, when the bar settles into its rhythm and the bartender has time to talk. Best for cocktail-curious drinkers who want technique without theatre. Friday from 8pm fills up; reserve a counter seat or a high table.

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