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!
(832)

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

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. 🐓🎶🌴

Is this drink prettier than your ex?
08/18/2026

Is this drink prettier than your ex?

🌴🥃 IN HONOR OF RUM FEST… LET’S TALK RUM! Don’t forget about our HOUSE-INFUSED RUMS🍓🍍 Strawberry Pineapple Infused RumMad...
08/12/2026

🌴🥃 IN HONOR OF RUM FEST… LET’S TALK RUM!

Don’t forget about our HOUSE-INFUSED RUMS

🍓🍍 Strawberry Pineapple Infused Rum
Made in-house and poured into our Piña Coladas & Rum Runners 🌺

🍊🔥 Cinnamon Orange Infused Rum
The secret behind our delicious Painkillers 😏

It’s Rum Fest… so basically, drinking rum is part of the celebration. 😉🏝️

Come see us, grab something tropical, and taste what we’ve been infusing! 🍹☀️

Paradise called… it wants you to have a drink. 🌴🍹Meet our Paradise Pineapple Crush — tropical, refreshing, and dangerous...
08/09/2026

Paradise called… it wants you to have a drink. 🌴🍹
Meet our Paradise Pineapple Crush — tropical, refreshing, and dangerously easy to sip. 😏🍍 Made with Jim Beam Pineapple and a whole lotta Key West attitude.

Come get CRUSHED at the Tipsy Rooster! 🐓🌴

Spontaneous trips always make the best memories. 🌴🍹Sarah from Deerfield Beach, Florida and Camdon from Baltimore, Maryla...
08/03/2026

Spontaneous trips always make the best memories. 🌴🍹

Sarah from Deerfield Beach, Florida and Camdon from Baltimore, Maryland made Key West their cousins’ getaway—and their very first stop turned into an unforgettable one. Intrigued by our famous infused drinks, they wandered in to see what all the buzz was about… and let’s just say, they weren’t disappointed.

Here’s to first visits, family adventures, and discovering your new favorite spot in Key West. Cheers! 🍍✨

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

Alerts

Be the first to know and let us send you an email when Tipsy Rooster Liquor Store and Bar posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Contact The Business

Send a message to Tipsy Rooster Liquor Store and Bar:

Shortcuts

Share

Category