Tipsy Rooster Liquor Store and Bar

Tipsy Rooster Liquor Store and Bar Funky Liquor Store and Bar is located in Old Town Key West. Stop by for live music & our selection of spirits, fine wines, and local beers!
(831)

HOURS:
Sunday - Thursday: 10 AM - 1 AM
Friday - Saturday: 10 AM - 2 AM

October live music schedule coming in hot! 🥵🎶
10/01/2026

October live music schedule coming in hot! 🥵🎶

Good drinks, great music, and even better nights 🥃🎶Grab a drink from the bar, and let the live music set the mood.
10/01/2026

Good drinks, great music, and even better nights 🥃🎶

Grab a drink from the bar, and let the live music set the mood.

The drinks are good, but the company is even better. ❤️🍹🎶Behind every good night at the Tipsy Rooster is a crew that kno...
09/15/2026

The drinks are good, but the company is even better. ❤️🍹🎶

Behind every good night at the Tipsy Rooster is a crew that knows how to work hard, laugh harder, and have a dang good time doing it.

Which house-made infusion are you drinking? 🍓🍍🥭🍋‍🟩
09/10/2026

Which house-made infusion are you drinking? 🍓🍍🥭🍋‍🟩

09/04/2026

Hey, Z! 🍹
Stip by and enjoy tasty drinks & good music - 7 days a week 😎

LABOR DAY WEEKEND IN KEY WEST! 🇺🇸🌴🍹We’re keeping the party going at Tipsy Rooster all weekend long! 🐓🔥🎶 Just a Few Frien...
09/02/2026

LABOR DAY WEEKEND IN KEY WEST! 🇺🇸🌴🍹

We’re keeping the party going at Tipsy Rooster all weekend long! 🐓🔥

🎶 Just a Few Friends Festival
🍹 Jimmy Buffett-inspired drink specials
🎸 LIVE MUSIC Friday–Sunday | 1PM–12AM
🌴 Cold drinks, island vibes & good times all weekend!

Grab a Changes in Latitudes or Fins Up!, find yourself a spot, put your feet 👣 in the sand & enjoy the long weekend the Key West way! 🌅🍹

Come say hi to Teo! 👋🌴 Grab an ice-cold, refreshing cocktail to-go and take it with you for a stroll down Duval St. 🍹☀️🎶...
08/26/2026

Come say hi to Teo! 👋🌴 Grab an ice-cold, refreshing cocktail to-go and take it with you for a stroll down Duval St. 🍹☀️

🎶 Live music DAILY
2–5 PM & 8–11 PM

Cold drinks, live music & Key West vibes — what more do you need? 🐓🌴🍹

08/22/2026

Celebrating at Tipsy Rooster is the only way to celebrate, if you ask us!

08/20/2026

A little shake, a little pour, and a whole lot of fun. All that’s missing is YOU!

08/19/2026

🎶 It’s not just live music… it’s a whole vibe. 🍹🌴✨

Yummy drinks, good tunes & Key West energy — exactly how we like it. 😎🎸

Come grab a drink, find your spot & stay awhile
The vibes are vibing at Tipsy Rooster. 🐓🎶🌴

Address

1325 Simonton Street
Key West, FL
33040

Opening Hours

Monday 10am - 1am
Tuesday 10am - 1am
Wednesday 10am - 1am
Thursday 10am - 1am
Friday 10am - 2am
Saturday 10am - 2am
Sunday 10am - 1am

Telephone

(305) 295-5287

Website

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