This IS the best Pian colada spot EVER!! I've never had such a frothy flavored so rich like I have here! I make a point every time I'm in Key West to go here!! They also have other amazing infused vodkas, but you can't go wrong with the Pina! read more

Tipsy Rooster Liquor Store and Bar - Bars Near Me - Key West, Florida

Coolest place ever. Bar and liquor store all in one. Open till 2am Friday and sat. Live music Drinks made fresh. Cool atmosphere. Sand floors read more

Tipsy Rooster Liquor Store and Bar - Bars Near Me - Key West, Florida

Bartender upstairs was super slow but our waiter Ray was the best. We were there for 2-3 hours and he was attentive and helpful the whole time. read more

Walk up window to solo bartender serving quick and delicious drinks. The Pain Killer I had was soooo good. Nothing fancy, but they had a live performer a bit after we arrived. Cool island vibes here read more

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A hidden gem which isn't really hidden. Right on the street next to Southwinds Hotel and just 2 blocks north of the Southernmost Point. Liquor store bar with a guitarist playing music pretty much all day. Good music at that. Any drink that you'd like at decent prices including draft beer. Plenty of room at hightop tables (in sand) with a few couches and chairs. Bartender every night we went there was very nice and friendly. No food but right next door is a very good donut/ice cream food truck. Check it out! read more

Tipsy Rooster Liquor Store and Bar - Bars Near Me - Key West, Florida

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Absolutely love this place! We've been coming to Tipsy Rooster every year for the past three years, and it never disappoints. The vibe is unbeatable, laid-back, fun, and full of character. Our favorite drink is the strawberry lemonade, perfectly balanced with tons of flavor, not too strong, just right. Kristin is hands-down our favorite bartender, she's down to earth, hilarious, and always nails our drinks. This time we also had Erika, who was awesome too, she even shared her mango and created a new concoction on the spot: mango lemonade (which was delicious, by the way). We finally bought shirts this trip since we talk about it every time we visit. Whether we're people watching from a stool, playing cards in front of the fans, or just soaking in the great music, it's always a highlight of our trip. Can't wait to come back again! read more

Tipsy Rooster Liquor Store and Bar - Strawberry mango lemonade - Bars Near Me - Key West, Florida

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An excellent spot to stop for drinks on the other end of Duval. Good pours, cold drinks, and you can also buy liquor bottles to go. Live music in the evenings - usually one man guitar singers. Nice folks serving. Not a lot of outside seating but it's in keeping with its intimate fun flavor. If you want to avoid the crazy, this is a great spot to hit. read more

Great vibe and great drinks. Their infused liquors definitely set their drinks above. The price was very reasonable and we took food from across the street and had a great lunch with amazing drinks! My husband loved his painkiller and I had a great bloody Mary with Horseradish infused vodka. read more

Tipsy Rooster Liquor Store and Bar - Horseradish Infused Vodka Bloody Mary - Bars Near Me - Key West, Florida

Visited the Rooster early afternoon last week. Outstanding bartender (female) making wonderful drinks and the personality to match. Returned a couple days later and found a different bartender (male) who was rude, unaccomidating and barely able to handle the bar and the store. Refused to allow examination of T-shirts stating that piles were all marked correctly. Got home to find woman large shirt much to small for my 12 y o niece Looks like the Rooster needs some attention from management read more

This is a cute little spot, right in the middle of all the "Southernmost" things you could imagine! It was within steps from my hotel, and we had a coupon for a free cocktail from the Santa Maria, so we swung by. The infused liquor jars are a great idea... didn't seem too strong, but they were flavorful. Take a moment to relax at a picnic table... they're one of the few places that seem to stay open later down at this end of the island. read more

Tipsy Rooster Liquor Store and Bar - Tipsy Rooster. - Bars Near Me - Key West, Florida

Nice spot to pick up a six pack or bottle of your choice. Also a nice spot listened to music at night

The Live music was nice, small place with walk up service n some outside seating. The stirred Pina colada was delicious. read more

Tipsy Rooster Liquor Store and Bar - Delicious creamy stirred Pina colada - Bars Near Me - Key West, Florida

Fun place with a cafe vibe. Not a lot of seating, and you get your drinks from the bar - no table service. Great people-watching spot.

Great place to go in the afternoon before sunset sit back people watch .. great alcohol prices and good food

Tori is AWESOME!!! She's the owner and makes the infusions. I'll come here against & again & again!!! read more

Tipsy Rooster Liquor Store and Bar - outside - Bars Near Me - Key West, Florida

Came here for a couple of drinks. Out door seating on sand so you feel like you're at the beach. I had a mule. It was okay. Service was perfunctory. read more

Tipsy Rooster Liquor Store and Bar - Signature cocktails - Bars Near Me - Key West, Florida

Our friends were staying at the hotel next door so we went here to meet for drinks on a couple of occasions. Nothing fancy. They have a few outdoor seats on the sand and offer great drinks that are reasonably priced! You order drinks from a window at the front. The two bartenders that I met were both friendly and made great drinks. The place is also a liquor store but their prices were kind of skewed to the high side. You can get food across the street and bring it back. Music was mostly folk-based and was hit or miss but generally enjoyable. read more

Amazing singer doing live music. Casual and comfortable atmosphere. Open late even on a Monday!

They have everything Staff is friendly and helpful Enjoyed Will definitely return Nothing else to say read more

No photo but had the runner and it was tasty! Easy place to buy a cocktail with friends! Love the little beach vibe and live music too! read more

Tipsy Rooster Liquor Store and Bar - bar - Bars Near Me - Key West, Florida

SHHHHHH... Don't tell anyone about this place. No, for real. This is one of the best-kept secrets in Key West. Live music, relaxed atmosphere, no crowds, and drinks from an amazing selection of alcohols? Yes please. It's tiny but mighty: Sand and palm trees. Songs and drinks. Don't miss this. You will be back. read more

Tipsy Rooster Liquor Store and Bar - people at a bar - Bars Near Me - Key West, Florida

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Adorable little patio bar. Bartenders are kind and drinks are strong ! Had some live music as well

We loved this place- it was such a chill vibe and great cocktails - so if the weather is nice stop in for a drink or two and enjoy the atmosphere read more

Tipsy Rooster Liquor Store and Bar - Tipsy Rooster - Bars Near Me - Key West, Florida

The Piña Colada ruined all other Piña Coladas for me. So good. Live music! Sunshine! Sand under the tables! Amazing bartender! All good vibes read more

Who dreamed this up? A liquor store-slash-bar with a deck? Heaven! Lol. They had a variety of outdoor seating including a boat on its side turned into a sofa. Lots of shade or sunny spots if that's your preference. Inside they have a bathroom and a wide liquor, beer and wine selection. read more

Tipsy Rooster Liquor Store and Bar - What to look for, but if you can't find this place, you are too wasted to go there! - Bars Near Me - Key West, Florida

My daughter lives down the street from the Tipsy Rooster and we decided to close the night out by listening to Marjorylee...one of KW best kept secret. She has the voice of Lauryn Hill (Fugees Lauryn), Adele and Amy Winehouse in one 30 something body. She embodies everything that is KW. I digress... Before you even get to the faux sandy beach area you smell the hot mini donuts which reminded me of funnel cake at a carnival or fair. I'll be honest, I wasn't moved by the house drink of the week. I'm not sure what I even had to drink except it tasted a lot like bananas. But the little nuggets of fried dough with powered sugar and soft serve custard was the melatonin I didn't know I needed. I can't wait to go back when Marjorylee is playing and the donuts are hot like Krispy Kreme...yum read more

Tipsy Rooster Liquor Store and Bar - Marjorylee -- phenomenal singer - Bars Near Me - Key West, Florida

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Amazing margarita and such! Finally a place in Key west with real margaritas, fresh lime juice and amazing infused spirits. And for a Bonus, Torie the bar tender was amazing!! Super friendly and helpful and makes an awesome drink! Oh, and great location to catch a great breeze even in the hottest months!!! read more

Tipsy Rooster Liquor Store and Bar - Margarita with jalapeño infused tequila!!! - Bars Near Me - Key West, Florida

Excellent bar music every night. Awesome drinks highly recommend it when you're in Key West :-) read more

Tipsy Rooster Liquor Store and Bar - Great music every night. - Bars Near Me - Key West, Florida

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First time trying the bloody Mary's at Tipsy Rooster. This is a nice little tucked away gem in KW read more

Tipsy Rooster Liquor Store and Bar - Very good Famous Bloody Mary - the famous has horseradish vodka - yummy - Bars Near Me - Key West, Florida

Ok, so we've stayed at the Santa Maria Suites two years in a row now, and you get free drink coupons to the tipsy rooster as it's next door. This place is great- last year we bought a bottle of rum and tried a specialty drink; this year I used my drink coupon to try another specialty drink(pina colada) as well as bought a holiday drink (a peppermint drink that was amaaaazing) The service was friendly and efficient, as I wasn't sure what I wanted and the bartender gave me a great suggestion for the holiday drink because it was SO good! I also love the little food truck that's right next to them for some late night sweet munchies if you get hungry and their live music is great! read more

Hidden place in plain sight at the southern end of the island. You can a myriad of items there, including walk up beers, cocktails, and even fried donuts. Best part is when your time is up there you can go inside and there's a full-blown liquor store plenty of seating, including tables to eat a cheeseburger that you might've brought with you. Good music good times will definitely be back! read more

Great drinks from a mixology bartender who can satisfy any whim, and interesting package liquor inside. She made us great drinks sith Pineapple Flavoring on request, and we also scored some Key West Vodka made from local sugar canes! The virus is the only thing cheating them out of that 5th star. If we could sit inside in the A/C, I would've gone 5 stars! read more

Tipsy Rooster Liquor Store and Bar - Bartender creates our potions! - Bars Near Me - Key West, Florida

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We stopped here for a cocktail before dinner and the place is adorable. It's a walk up bar with outdoor seating, but also a liquor store inside. We tried the Road Rummer cocktail, which tasted similar to a sex on the beach. read more

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The afternoon we were there it had a jam up guitar solo that was very entertaining They're pina colada's were fab and seating amazingly Great place for a cocktail pit stop lol!! read more

Tipsy Rooster Liquor Store and Bar - Logo on side walk at night so cool - Bars Near Me - Key West, Florida

The place is unique, the Food is delicious , presentation . Each dish is Art ! Staff is sweet , friendly and so accommodating ! Keep coming back year after year ! read more

It's a liquor store. What could go wrong? This liquor store has everything you want. Make sure you walk in and check out every space all kinds of liquor. I don't have any food so I can't give it a food rating but I can give the service rating a five because I asked a couple of questions about some unique liquors that I needed for making a drink in within a second they were able to help me out. read more

Chill, sand in my toes, reasonable drink prices, and great live music. The cross breeze is awesome. Great place to stop on the way to your next bar. Highly recommend read more

This place is great -- a liquor store combined with a bar. The liquor store is inside, but all the seating is outside, including 4 bar stools. If you sit on the bar stools you are looking into the liquor store. The only thing I didn't like was the cigarette smoke. You can smoke outside, and everyone took advantage of this opportunity. read more

Tipsy Rooster Liquor Store and Bar - Bars Near Me - Key West, Florida

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Great service from Zuzanna and Alex. Fun live music and it's nice to sit with feet in the sand. No food, but you can go across the street to Ana's for a sandwich and bring it back. read more

I sadly do not have any pictures of Tipsy Rooster, but we had a great time while we waited for our room at the Southernmost Hotel. Jenn was a great bartender and there was also a fun musician playing in the early afternoon. I loved sitting outside under the umbrella in the sand. It was just so different. read more