Tipsy Rooster Liquor Store & Bar

Tipsy Rooster Liquor Store & Bar

Tipsy Rooster Liquor Store & Bar
5
10:00 AM - 1:00 AM
Monday
10:00 AM - 1:00 AM
Tuesday
10:00 AM - 1:00 AM
Wednesday
10:00 AM - 1:00 AM
Thursday
10:00 AM - 1:00 AM
Friday
10:00 AM - 2:00 AM
Saturday
10:00 AM - 2:00 AM
Sunday
10:00 AM - 1:00 AM
About
Tipsy Rooster is a local bar and liquor store that features live music and specialty drinks! Its cocktail time all the time in Key West! Have a drink at our bar on your way downtown, meet up with friends to start your Key West adventure or just chill with a specialty drink while relaxing in the sand. We make some of the best specialty cocktails on the island featuring house-infused liquors. We also have a great selection of Beer, Wine, Champagne and all the liquors you need to stock your own bar at home! We feature live music 7 days a week from local artists.
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  • Nathan P
    1 contribution
    Great little spot if you like interesting people, personable bartenders, and great drinks
    We stayed very near this little bar and it was the first place we hit up when we arrived in Key West. We are so happy we did. We grabbed a spot at the bar window (the best place to grab a cocktail). Aiken (sp) was the bartender and was our bartender most of the weekend. He was very personable, in a way that appealed to us (lots of quick wit and banter). He had great recommendations for other restaurants and bars and was very inclusive of the other patrons that came by. As a former bartender and bar owner, Aiken was excellent at getting a good vibe going across the bar and pulling multiple groups into conversations. Every day that we walked by the bar and saw Aiken and other "regulars" or people we met, they would say hello and there would generally be a fun exchange of banter from the night before. We will make this our home base again the next time we come to Key West.
    Dear Barkeep1277, Thanks for taking the time to write this five star review of our new Bar and Liquor Store here in Key West, FL. Eakin is just one of the many great bartenders on our team that can describe, create and make you one of the best drinks you have ever had. We look forward to seeing you again! All the best, Jim Heineman VP Operations
    Written January 29, 2020
    This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
    Visited January 2020
    Written January 28, 2020
  • Kasey C
    2 contributions
    The tipsy roosters Zuzana!
    Zuzana was the reason we continued coming in while we were in key west. The location obviously helped to seeing as you are attached to our motel but she was above and beyond the call of duty. Being in the service industry myself I know how important customer satisfaction is. She was not only kind but extremely helpful with the many questions my husband and I had. She knows her job and does it flawlessly with a smile on her face the entire time. She was also very efficient in handling multiple customers at once and keeping us all satisfied. She really makes this establishment shine!
    Dear 99kaseyc, Thanks for taking the time to write this Five Star review of our new Bar and Liquor Store here in Key West, FL. Zuzana is one of the many great bartenders on our team that can describe, create and make you one of the best drinks you have ever had. We look forward to seeing you again! All the best, Jim Heineman VP Operations
    Written October 2, 2020
    This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
    Visited September 2020
    Traveled as a couple
    Written October 1, 2020
  • TammieTravel
    Tulsa, Oklahoma133 contributions
    Surprise Off the Beaten Path
    The Tipsy Rooster is an absolute delight off the beaten path. We were walking back to our hotel and heard live steel drum music playing and we had to come in. Sitting outside we enjoyed amazing drinks sitting on barstools and later sat in the hull of a boat that was turned into a sofa. We ended up visiting The Tipsy Rooster several more evenings because of a special bartender named Jenn. Jenn was friendly and efficient plus she recommended some great local places to eat. If you’re near the south end of Duval you must visit The Tipsy Rooster.
    Dear Tammie Travel, Thanks for taking the time to write this Five Star review of our new Bar and Liquor Store here in Key West, FL. Jenn is one of the many great bartenders on our team that can describe, create and make you one of the best drinks you have ever had. We look forward to seeing you again! All the best, Jim Heineman VP Operations
    Written August 31, 2020
    This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
    Visited August 2020
    Traveled as a couple
    Written August 29, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Detailed Reviews: Reviews order informed by descriptiveness of user-identified themes such as cleanliness, atmosphere, general tips and location information.
Popular mentions

5.0
261 reviews
Excellent
248
Very good
10
Average
1
Poor
1
Terrible
1

S H
1 contribution
Nov 2020
We met one of a kind on this trip to the Keys. My gf and I walked to this quaint liquor store / bar from our boutique hotel, H20 on our final evening for some liquor and beer. Not only were we surprised by the warm friendly outdoor area and variety of alcohol choices; the bartender Zuzana made us the ultimate Bloody Mary was made with horseradish infused vodka. Her beautiful soulful smile could be realized even under her mask. Her kindness goes unmatched after she invited us back to the Tipsy Rooster surprising us with a special request made earlier in the day. A special thanks to Zuzana and the owner/operator. Priceless and greatly appreciated. A must visit for ALL visiting Key West!
Written December 4, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Dear shZ8384RG, Thanks for taking the time to write this Perfect review of our new Bar and Liquor Store here in Key West, FL. Zuzana is one of the many great bartenders on our team that can describe, create and make you one of the best drinks you have ever had. We look forward to seeing you again! All the best, Jim Heineman VP Operations
Written December 5, 2020
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

mew0359
Maryland74 contributions
Nov 2021
Sorry I took so long to write this review. I visited the Tipsy Rooster not once but twice during a 4 night stay in late November 2021. The Gentleman that was playing the Guitar both nights was very entertaining and funny. (He had interaction with the audience in between songs) The fact that this is a bar with live entertainment AND a Liquor Store is unbelievable! I will definitely come back next time I get too Key West!!
Written August 30, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Dear mew0359, Thanks for taking the time to write this Five Star review of our Bar and Liquor Store here in Key West, FL. We have many great bartenders on our team that can describe, create and make you one of the best drinks you have ever had. We look forward to seeing you again! All the best, Jim Heineman VP Operations
Written August 31, 2022
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Gunnar R
1 contribution
Jul 2022 • Friends
It was my first time in Key West. I wasn’t sure what to expect location wise but I was so surprised to find that the South Winds motel is directly across from Ana’s Cuban cafe and grocery store so it made morning breakfast and daily beer runs easy. As well as having great air conditioned rooms they also have the Tipsy Rooster bar on location with great live music and even better drinks. It was a simple 10 dollar Uber up to the main shopping and restaurants area around Mallory Square. I will absolutely be coming back to stay here.
Written July 5, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Dear 457gunnarr, Thanks for taking the time to write this Perfect review of our Bar and Liquor Store here in Key West, FL. We have many great bartenders on our team that can describe, create and make you one of the best drinks you have ever had. We look forward to seeing you again! All the best, Jim Heineman VP Operations
Written July 6, 2022
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

ST23
Meridian, ID461 contributions
Mar 2020 • Couples
COVID was shutting down Key West restaurants and bars, and we were looking for a couple bottles of wine to finish out our vacation week and carry out dinners. Happened upon this place as we were walking back to our hotel from Southernmost Point. What a gem! Lots of options, decent prices, friendly staff. We didn’t have a corkscrew, they didn’t have one, and we didn’t feel like finding a store with one (only to leave it in the hotel three days later, as we travel with carry one only), so we were relegated to screw tops. Good news! Many decent options. Actually stopped back in a second time just for the heck of it. Go! Support the local economy, especially now.
Written April 19, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Dear ST23, Thanks for taking the time to write this fun review of our new Bar and Liquor Store here in Key West, FL. We have many great bartenders on our team that can describe, create and make you one of the best drinks you have ever had. We look forward to seeing you again! All the best, Jim Heineman VP Operations
Written April 20, 2020
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

nancy s
4 contributions
Feb 2020 • Couples
We were Key West 1st timers and this little gem was up the block from Southernmost point on South St. This combo liquor store / bar is a great concept! Then there's Jenn! Ha! She's the best... hands down. Get her amazing One Eyed Willy or the Spicy Margarita made with their housemade pineapple jalapeno infused tequila. Yum!! Easy going crowd, fun conversation and good music. This place is definitely worth a visit!!
Written February 26, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Dear nancysS4815SW, Thanks for taking the time to write this five star review of our new Bar and Liquor Store here in Key West, FL. Jenn is just one of the many great bartenders on our team that can describe, create and make you one of the best drinks you have ever had. We look forward to seeing you again! All the best, Jim Heineman VP Operations
Written February 27, 2020
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Garrison G
Fort Lauderdale, FL1 contribution
Sep 2020 • Friends
Great little place to grab a few drinks or even a whole bottle (at a very reasonable price). You won't find a bad bartender here but you will likely find a few chickens running around between your feet. Open and breezy, with the water a half-block to the south and Duval Street just a block to the west. Easy 5 star review for this great little spot. Thanks Will for the awesome tequila recommendation!
Written September 24, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Dear garrisong512, Thanks for taking the time to write this friendly review of our new Bar and Liquor Store here in Key West, FL. Will is just one of the many great bartenders on our team that can describe, create and make you one of the best drinks you have ever had. We look forward to seeing you again! All the best, Jim Heineman VP Operations
Written September 25, 2020
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

D R
2 contributions
Apr 2023 • Solo
I visited here for my first time today. Not only is the seating in the sand pits colorful and inviting but the service was STELLAR!

Alex was hospitable, friendly, inviting and helpful. She made great cocktails and amazing recommendations for food which she invited me to bring back to the bar to enjoy which kept my business. I’ve been here over 3 hours and I love the Tipsiest Rooster!

I met so many cool people here during my visit and a couple of us are now friends. The music (live music) was amazing and the fan on the patio is comforting on this hot day. 5 stars all the way!
Written April 3, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Dear BeachBumDude69, Thanks for taking the time to write this STELLAR Five Star review of our Bar and Liquor Store here in Key West, FL. Alex is just one of the many great bartenders on our team that can describe, create and make you one of the best drinks you have ever had. We look forward to seeing you again! All the best, Jim Heineman VP Operations
Written April 4, 2023
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

422kathyp
Carmel, IN10 contributions
Jan 2020 • Couples
Stopped at this excellent little bar/ liquor store after a day of sightseeing. Some of our group had their jalapeño infused margaritas (just right) and the rest had their hand shaken Pina Coladas....mmmmm good. Walking distance to the Southernmost Point and to Duval St. Friendly staff, good service, & excellent drinks.
Written January 16, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Dear 422kathyp, Thanks for taking the time to write this five star review of our new Bar and Liquor Store here in Key West, FL. We have many great bartenders on our team that can describe, create and make you one of the best drinks you have ever had. We look forward to seeing you again! All the best, Jim Heineman VP Operations
Written January 17, 2020
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Wiginn
Kenosha, WI181 contributions
Jan 2021
Loved the Tipsy Rooster! We first stopped in to stock up for drinks in the room and it quickly became our nightly meeting point with the other couples we were with. Great selection in the store and great drinks at the bar. The infused tequila made an awesome paloma! Friendly bartenders, too.

Highly recommend!
Written February 28, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Dear Ginny E, Thanks for taking the time to write this Great review of our new Bar and Liquor Store here in Key West, FL. We have many great bartenders on our team that can describe, create and make you one of the best drinks you have ever had. We look forward to seeing you again! All the best, Jim Heineman VP Operations
Written March 1, 2021
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Nicolette W
1 contribution
Aug 2021 • Couples
I stayed st the Southwinds hotel which is on the same property as Tipsy Rooster. It was a great little bar to listen to local music nightly and meet locals. The bar tender there was spot on! Jessica was on top of things and very friendly. She was always smiling and seemed to be enjoying her job! Would definitely go back and would definitely recommend Tipsy Rooster to who ever is visiting Key West!
Written August 27, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Dear nicolettew508, Thanks you so much for taking the time to leave this 5 Star review of our Liquor Store and Bar! Jessica is just one of the many superstars we have on our team that strives to give our guests the best experience possible in a very comfortable and Key West relaxed style. We look forward to serving you again on your next visit! All the best, Jim Heineman VP Operations
Written August 28, 2021
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

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Tipsy Rooster Liquor Store & Bar - All You Need to Know BEFORE You Go (with Photos)

Frequently Asked Questions about Tipsy Rooster Liquor Store & Bar

Tipsy Rooster Liquor Store & Bar is open:
  • Sun - Thu 10:00 AM - 1:00 AM
  • Fri - Sat 10:00 AM - 2:00 AM



Tipsy Rooster Liquor Store & Bar Information

Excellent Reviews

248

Very Good Reviews

10

Tipsy Rooster Liquor Store & Bar Photos

152