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Tipsy Rooster Liquor Store & Bar
1325 Simonton St, Key West, FL 33040, United States
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Tipsy Rooster Liquor Store & Bar
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Br
Review №1

Prices are some of the best in Key West and they have great daiquiris to go. There area outside has sand so you can feel and hear the beach without actually being on the beach. They have live music at night - a one man band we were told. Didnt check it out but a couple of locals said it was usually a good time.

Ch
Review №2

This place has unique infusions of liquor with fruits/vegetables. It is a cool little spot with drinks and a package store. Pricey but convenient to hotels in the area. Cameron is a great bartender. Tell him what you want and hell make it happen.

Jo
Review №3

Bartender was great at making drink and also was able to point out good places to eat. She was very respectful and professional. Definitely would recommend going. The live music is locals trying to make a buck. Not bad but not the best for live entertainment.

Bi
Review №4

I was in town in August. Stopped at the Tipsy Rooster a couple evenings. Enjoyed the music and the location. The bartender, Z, was awesome!!! Will stop back in next time I am in town.

Je
Review №5

GREAT place where a tourist feels like a local...great drinks, bartender was phenomenal! Going back tomorrow night!

Ed
Review №6

Easy walk up window or an Air conditioning store. Super friendly server if u wanna sit outside

Ro
Review №7

Small Selection is the limit here. Good little place nice staff. Outside bar with live music adds to the places appeal.

Ly
Review №8

Glad I found it! Really cool walk up bar w nice liquor and beer selection. Ducked in during a rain shower and had a Dark n Stormy in the dry. Cool little place!

Br
Review №9

Make sure you count your money back. Got ripped of $10!! Will never spend my money here again! Its sad people that own businesses feel like they have to rip off hard working people! What has this country come to 😶

Ta
Review №10

This place is just a cool little bar to pop in and say hi to the locals

Le
Review №11

One of my favorite spots. Drinks are almost as fantastic as the bartenders!

Ve
Review №12

Good drinks. Fast service. Limited seating. Sand onsite! Fans and umbrellas so cool in summer heat. Wish served food.

Le
Review №13

Tasty drinks, amazing service, Jessica is the best!!! Their infused liquor is delicious and unusual! Stop by to try!

Em
Review №14

We had a great time here in July, and got my first bottle of Dos Hombres.

Ry
Review №15

Im trying to sell you mixed drinks that are just God awful they just make him up on the fly if you get Bud lights or a normal drink youll be just fine

Cl
Review №16

Such a great location at the top of Duval and close to out resort. I think we visited 4 our of our 7 days!

Ge
Review №17

A liquor store thats also a bar?!?The best Pina Colada on Key West! Its on the rocks, made with infused rum, and theres an optional floater.The sand front yard and seating options are perfect for enjoying your drink.Theres live music Thursday thru the weekend. It was great.Oh! It IS also a good liquor store with good selection and pricing that seems okay for a touristy island.

Ch
Review №18

Great place, great staff! Fun people!

jo
Review №19

Being from the west coast, Ive never seen a bar/liquor store before. Super fun! The lady behind the counter...I think her name was Beth? ...SUPER awesome! Gave us great advice on places to check out while in Key West.

ho
Review №20

Great local spot…. Great place to watch the world pass by!Thanks Jessica!!!

Ma
Review №21

Nice. Outside bar. Barmaid real friendly.

La
Review №22

Favorite spot! Roosterita was fabulous! Well be back!

An
Review №23

This was a stop on our vaction list while in Key West and did not disappoint! Drinks were delicious and bar atmosphere had a fun vibe.We actually came in the morning while sight seeing and then stopped again at night while bar hopping. Both times we had the same bartender who was a doll. I didnt catch his name but he is a Benjamin Bratt look alike, and I am assuming under his mask had great teeth😁. He was super friendly to our group.I loved that the venue offered music! Very different than other liquor stores.

Ma
Review №24

My wife and I visited this liquor store thinking it was bigger. Turned out it was a small liquor store with a small outdoor bar, pleasantly surprised. The bartender was a little rough when we got there since I didn’t know what beers they had but after I saw the Landsharks, I got over the gruffness pretty quick. They have some outdoor seating and its in pretty close proximity to the Southern most point. Stop in and have a drink, or two or three, your on vacation, who cares?

Sh
Review №25

Small, quaint bar/liquor store with great service! Delicious mixed drinks! Will definitely go back!

Ke
Review №26

Nice live band. Cocktails strong and good.

Ke
Review №27

Great place to go for a drink or 3. 😎 Zuzana is awesome!

Da
Review №28

Pretty cool. There is a liquor store and a bar all in the same place! Highly recommended. There is a convenient location and a really good experience. If youre in Key West, this is the liquor store of choice!

Mi
Review №29

Best in town. Love this little place. Staff is top notch, and very friendly.

br
Review №30

The Tipsy Rooster is attached to the Southwinds Motel from which my wife and I recently stayed. Really convenient having a cool little bar/liquor store literally steps away from my room. Small walk up bar with a few tables and seating. Sandy ground as if you were at a beach bar. Never had an opportunity to see any live music. Drinks are bit pricy for what they are.

Ek
Review №31

Delicious pina colada and very friendly personnel☺️☺️

Pa
Review №32

Fun place, especially when they have live music. Reasonably priced drinks. They need a better craft beer to go selection.

Ed
Review №33

Great customer service and drinks...a little pricey on the drinks though

ja
Review №34

Grab your to go and your to stay.

St
Review №35

Great place to hear live music

Mi
Review №36

They had a great band and Jess the bartender rocks

Cr
Review №37

Best margarita...very convenient!

Ma
Review №38

This liquor store has tablets out front it .

Re
Review №39

This place has it all: it’s a outdoor bar, liquor store, and is right next to a motel. The best Rum Runners and Bloody Mary I’ve ever had.

Ka
Review №40

A really unique bar set back off Duvall St! The bartenders were very friendly and the seating area was very relaxing. A great find in a quiet part of town!

Da
Review №41

This has been one of our favorite places to hang out in Key West when we visit. With Covid-19 closing so many places in Key West, the Tipsy Rooster has become our go to place to hang out and be safe with social distancing. Plenty of outdoor seating, clean and spaced according to guidelines. This is a great place to hang out and get away from the Key West madness. Staff are friendly and the vibe here is perfect.

Ly
Review №42

The bar tender is awesome and so are the drinks!

To
Review №43

Jenn is awesome!! She makes some great drinks ask for the One Eyed Willy. Oh and congratulations to Jenn for recently winning the monthly Key West Iron Bartender!!

Bi
Review №44

Fun little spot with great cocktails.

Mo
Review №45

Wonderful place!! Drinks and service was fantastic!!

Jo
Review №46

Great spot away from the Duval commotion. Plenty of seating and sand, its like a mini beach. Good music at night when we went.

NA
Review №47

Nice place great drinks

Li
Review №48

Interesting cool little roadside liquor store and bar.

Ja
Review №49

Favorite on the way bar. We live in midtown and stop here on our bikes sometimes on the way if the music is good and, lately, on the way home for our last call. Love the outdoor sandy lounge, live music, orphan mascot chicken (recently), and ample seating. Mixed drinks and liquor selection are good, decent canned beer selection, only one beer on tap (but its local... Crazy Lady).Great liquor store to stop in if you want to continue the party at home.

Th
Review №50

Key west. you can get a beer or cocktail then purchase wine and liquors to go

An
Review №51

Great place !! Makes great Key lime Martins!! Great music !! Give it a try you want regret it!!

TI
Review №52

Awesome live music had a great time

Jo
Review №53

Stopped in for a cooling beverage. Luci was great. Had a couple of cold beverages. Stop in for a drink or for your package liquor needs.

Ju
Review №54

Good pour and a good price.

Ju
Review №55

This place could be perfect. Great wine and liquors. But service was unwelcoming. I came here for a drink on a rainy day, I ask if they have something to swipe the wet chairs, bartender answers there are paper towels in the bathroom. Normally I would have left, but we really were thirsty. Im sure the person who told me that wasnt interested in selling. Second of all I understand it is mandatory by law to put alcohol in a bag, but does it really need to be a plastic bag? so not eco friendly... maybe paper bags?

Ju
Review №56

Great spot away from the crowd. We loved our stop!

Pa
Review №57

Nice place to have a drink

Al
Review №58

This place is a hidden gem. I think it should be at the top of the list for best bloody Marys in key West, but its not even on the list. The bartenders were very knowledgeable, friendly and helpful. You can also buy bottles of liquor here, and it has a great outdoor patio. We got a round of 3 drinks for only $17! We bought all of the ingredients to make bloody Marys later, and the bartenders showed us how to make them for later. The sauces they add are delicious. The best part is they play good music, and have awesome rooster bar stools. This is a must stop for sure.

Th
Review №59

Awesome experience! Ill be back tomorrow

Je
Review №60

Cool little bar with outdoor seating area designed as a beach. Great stop for a cold drink and smiling faces. Dave is awesome!

Ma
Review №61

Can’t speak to the bartending but the booze is a little over priced. What do you want from a local and convenient liquor store??!!

St
Review №62

Great little bar down near southernmost point. Robbie the owner knows his stuff and his enthusiasm is captivating!Open into the early hours of the morning, so a great place to both start the night and finish it!If you’re in the area, stop by and give yourself a treat!

Je
Review №63

This is a must stop if you are in Key West! Zuzana is top-notch, when it comes to bartending! All of our drinks were poured the same time & again! She was very attentive and made us feel like we were the only ones there!! Thanks for a great time!!

De
Review №64

Jenn makes some pretty good drinks.

Ve
Review №65

Great little spot... Gave Robbie a favorite spirit..in this case vodka... and he came up with two phenomenal drinks... and showed us how to make them as well... just a really great atmosphere

Ka
Review №66

We absolutely loved Tipsy Rooster! The bartenders are the best and friendliest of all the establishments we visited during our vacation.

H
Review №67

The woman working was EXTREMELY rude and nasty to us. So much so to the point we decided to leave and bike to another liquor store a mile away, instead of giving her our business.

Be
Review №68

Diamond Dave is the best bartender in Key West. He put on Premier League for me on a quiet Saturday late morning/afternoon and it was a great day.

Cl
Review №69

Robbie the Rooster is by far one the best mixologists I have ever met! If youre looking for good vibes and a great soundtrack to your day. This place is a must! One of kind!

Ke
Review №70

Great bar and bartenders. Robbie (AKA Aaron Rodgers), Dave and Lisa were great! Talk to them and try something new. 🙂

Jo
Review №71

Awesome gem that we found thanks to recommendations from random folks. Met a fantastic bartender that hooked us up with some great cocktails

ge
Review №72

Good place to hang out for a drink and music!

Br
Review №73

Great service

Sa
Review №74

Great bar. Staff is awesome and drinks delicious. Really enjoyed hanging out here.

Ba
Review №75

Rob is a Great bartender... Very accommodating.... a true hidden gem for those that seek a getaway off the beaten path.... (yes, Im a local)

St
Review №76

Hands down! Best! Bar! All natural fruit juices. Walk in and give bartender your favorite spirit & they won’t disappoint!!

J.
Review №77

Diamond Dave hooked me up with a Bloody Mary that can only be rivaled by the great Miss Shirleys on Baltimores Inner Harbor. That, combined with some nice morning conversation with Gramps got my day off to a great start.Later that evening, Jenn was friendly and funny as she suggested the Roosterita, a margarita made with pineapple/jalepeno infused tequila. Phenomenal!! Good music and a fun vibe.Tipsy Rooster is truly a hidden gem. Blink and youll miss it, and youll be sorry you did.

da
Review №78

Suzanna is the best

Th
Review №79

Always a great time ar The Tipsy Rooster.. Good drinks and great entertainment..

St
Review №80

Lively little place and close to the hotel so very convenient for a quick drink

Ca
Review №81

Mixologist Robbie was creative in making us drinks. Nice place to stop for a refreshing cocktail.

Jo
Review №82

Love this place. Hidden local gem and Dave is the best!

St
Review №83

It was close to the hotel we were staying at.

Ma
Review №84

Really nice place to grab a quick drink, they made me a key lime colada with their own home made rum that was really great! The service is really nice and you can enjoy a good drink sitting in the outside bar just having a little chat. Totally recommended and dont forget to ask for a key lime colada!

Ke
Review №85

$10 for a draft & a diet coke - really?

Ke
Review №86

Ordered Vodka Cranberry & received a very scant pour, bartender was more interested into mingling with her friends, obviously her Regular’s she was hooking up. Highly disappointed as this place was suggested by “locals”. Charged us twice as much when asked for a “topper”. Very poor customer service skillls with this “bartender” with an attitude & no personality but rude. Won’t be back. Don’t recommend!!

St
Review №87

Great selection, a bit small perhaps on variety, but the bartenders are all great! If you are unsure about what you want they will let you try a sample! Within reason of course..

Gr
Review №88

Cheap drinks and excellent entertainment on Friday nights! Kentucky Tim rides again!

Je
Review №89

Nice little liquor store in a convenient location with decent selection and a nice addition of a bar. Novel idea with a nice bartender too 😄

Ma
Review №90

Neat little bar. Kind of pricey. Bloody Marys were great!! Bartenders that we had were Very good !

Ju
Review №91

Great drinks and awesome staff. Highly recommend!

Je
Review №92

Great place to relax outside and have a drink. Bartender Robbie was extremely friendly and fun.

Ma
Review №93

They had just what I was looking for in a quick nightcap!

Ch
Review №94

Really cool place. Robbie and Jenn are awesome. Being located at the Southwinds Motel is perfect!

Da
Review №95

Awesome bartender!!! Best drinks I ever had! Will always repeat when in town.

Sc
Review №96

Live music - great bar pizza - great bartender.Cant ask for more from a liquor store.

He
Review №97

Love Suze

Me
Review №98

Cool liquor store and bar. Robbie makes a Great Mango Mojito. We will be back for more of his specialities.

me
Review №99

Love this bar/store... and the people are so nice, cant wait to go back❤

Je
Review №100

Sportin’ my newest vaca gear...!

Information
91 Photos
100 Comments
4.6 Rating
  • Address:1325 Simonton St, Key West, FL 33040, United States
  • Site:http://tipsyroosterkw.com/
  • Phone:+1 305-295-5287
Categories
  • Liquor store
  • Bar
Working hours
  • Monday:10AM–1AM
  • Tuesday:10AM–1AM
  • Wednesday:10AM–1AM
  • Thursday:10AM–1AM
  • Friday:10AM–2AM
  • Saturday:10AM–2AM
  • Sunday:10AM–1AM
Service options
  • In-store shopping:Yes
Health & safety
  • Mask required:Yes
  • Staff wear masks:Yes
  • Staff get temperature checks:Yes
  • Staff required to disinfect surfaces between visits:Yes
Accessibility
  • Wheelchair accessible entrance:Yes
Planning
  • Quick visit:Yes
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