Tipsy Rooster Liquor Store & Bar

I previously left a 4 star rating by mistake. I amended it but felt I should emphasize how awesome this place is. The 2 bartenders I see the most are Katie and Erica. They are amazing. Both ladies are always pleasant and impossible to forget. IMPOSSIBLE

This was a great place to cool off after walking to the Southernmost Point. We could rest our feet in the sand with a couple of Piña Coladas, while a talented musician played his unique version of everyone's favorite songs.

Had an awesome time at this little bar. Excellent choice of cocktails, live music. Bartender Katie was great with her advice on what were the best drinks!

Associated with H20 hotel this is a cracking little bar which became our local while in Key West. Good music great service super cocktails:-)

The Pain Killer drink is the move!

I got a Canadian whisky 750ml for under 20 with tax. Worth the half mile walk. Very very friendly person working there. It’s a bar and sells liquor at fair prices.

Nice little outside bar with live music. Inside is a liquor store. Perfect spot to end the day if you are staying at the South Winds Motel.

Well I will give the 5 star because I have been going to this spot for years. The bartenders have always been wonderful except for tonight. On 6/9 there was a new bartender. I asked for a Tito’s and cranberry. She immediately asked me if I wanted a double and I agreed. I gave her cash and she did not appear to put all the money in the register. When I received my drink there was barely a shot in it. When I politely brought this to her attention she screamed at me and berated me in front of the other customers and told me to get out. I had also observed her asking others if they wanted doubles (I guess that’s her scam) . I was simply shocked as I have never experienced anything like this at the Tipsy. It’s a shame because in the past I have always received excellent drinks and service! I hope this lady is stopped before she scams anyone else and verbally abuses them.

Cool little spot, didn't have what I was looking for (to be fair it was a very specific pear liqueur) but they were super helpful in trying to help me find it.

Exactly what I was looking for in Key West - sand under my feet, live music, funky setting, laid-back atmosphere.

Great little spot for drinks we went everyday on our 5-day vacation just a quick walk from wherever you're at drinks were amazing the atmosphere is just relaxing watching the busy people walk by

Really lovely bar & off license - went a couple of times whilst in the keys. Loveliest barman I think we've been served by since we've been away. Good range of beers & love music in the evenings.

Fair prices, great service!!!! Thank you very much... See you soon 😉✌🏻

Cheers! A great spot for drinks. Our bartender is super nice very friendly and the drinks are great.

Atmosphere, staff and live music were great. They have a sand patio so it's great to kick you flip flops off and put your toes in the sand.