This bar is so incredible, we came three times during our trip! It sounds like a dive bar but it's actually an upscale craft cocktail bar. Loved their porch sipper and the Sazerac. Black manhattan, rosemary gin and tonic, and blowing smoke up your glass were great too. Service was great and loved the decor. Stumbled upon it walking around and saw the menu, and had to check it out. read more

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The Roost is one of those super cool artsy intimate neighborhood pubs that you feel lucky to wander into. And it's not only the drink menu with its custom crafted cocktails, wines, beers & ciders that will wow you but the accompanying snacks and bites are just as divine. And bonus, it's not only a bar, but also a liquor store with an awesome selection of wines and spirits. This bar definitely has a locals vibe. It's small , dark and cozy and the small tables with velvet chairs are very welcoming. We loved it so much. We came back for a second night. We tried the Maria Rita, which was a reposado tequila with fresh lemon, lime, hibiscus, and habanero, perfect version of a margarita. We also tried blowing smoke up your glass, this was made with Papa Pilar, dark rum, pineapple, fresh lime, house made basil syrup & tiki bitters. Absolutely fabulous. We also tried their deviled eggs each topped with unique toppings like trout row, bacon, and scallions. They were absolutely fabulous. They also have a great selection of charcuterie, Key nuts which you can order with different flavor, profiles, caviar, olives & peppers. Also, the most generous happy hour I've ever heard of from 12 to 6 PM every day. Don't miss out on this little jewel when in Key West. read more

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So refreshing to find a craft cocktail spot in a sea of super sweet island drinks! The Great: Selection of top shelf cocktails prepared correctly The Good: Daily Specials The Bad: Tiny Place The Ugly: NA We enjoyed a drink here at the Roost. They were very busy, but efficient. Would grab a drink here again! read more

The Roost - Mango Old Fashion (daily special) - Cocktail Bars Near Me - Key West, Florida

ChatGPT told us where we would find the best espresso martini and we did!! Jake and Paul were the best ever! Instantly felt like family! Hidden gem for sure!!!! Happy hour is a ridiculous good deal!!!! Thanks for a fun day! read more

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The Roost was truly the highlight of my Key West trip! The only place we returned to three times. This cocktail bar would easily work in any town USA. expertly executed craft cocktails and great customer service. Thanks to Katie for whipping up some top notch libations during our stay. Cheers. ENJOY!!! read more

The Roost - Cocktail Bars Near Me - Key West, Florida

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Brief statement, but this place is a super-charming space right on Duvall and we really enjoyed a round of drinks while ashore during the cruise. read more

Craft cocktails. Pricey of course. Nice service. Crowded, which means it's good, just takes a few to get a drink!

The Roost was definitely the highlight of our trip to Key West. This bar rivals any cocktail establishment in New York City! What I appreciated the most was the presence of locals, which only added to its charm. Katie, the bartender, was outstanding; she crafted the most incredible drinks while managing the bar solo, with just a little help. You could describe your drink preferences to her, and she would turn your ideas into a delicious reality! I adore Key West and have compiled a list of my favorite spots, with this cocktail bar sitting at the very top! Enjoy and save me a seat by the bar! read more

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OMG! I loved this place! We happened upon it on a scavenger hunt in Key West. This was the true treasure. It's a local haunt and it made me want to move to Key West ASAP. Paul was very friendly and entertaining. He tried to help with our scavenger hunt too. He even tried to recruit some of the locals to help answer some of the questions. The spirits and local beers/wines that are provided is quite impressive, along with the actual ambience of the establishment. I can't wait to visit Key West again so I can go back!! read more

The Roost - Cocktail Bars Near Me - Key West, Florida

Only having a drink here I debated as to whether or not to post a review at all. The place is small. It is mostly a bar. Being part of a large group the CHARCUTERIE & CHEESE BOARD never made it to the (two?) tables in front, but that was okay. The five stars goes to the margarita which was wonderfull here. Yes, the margarita alone gives this place five stars. read more

The Roost - Cocktail Bars Near Me - Key West, Florida

Friendly, efficient staff and flawless traditional cocktails. Our "must visit" spot on every Key West vacation. read more

We are Cosmopolitan snobs, and rarely try them out. The female bartender made one that even my wife loved! Small but nice place, clearly locals/quasi-locals/regulars clientele. Nice music and not loud. We came during happy hour and the cheese and nuts plate was good too. Recommend! read more

Really enjoyed this intimate, dark, and chill cocktail spot. They do happy hour specials until 6 with a nice menu of specialty cocktails. The bartender was friendly as was the clientele. I will be back next time I'm in town. read more

The Roost - Pink Panther (special for the day) and dirty martini - Cocktail Bars Near Me - Key West, Florida

Our absolute FAVORITE bar in Key West! Stopped in one night at a friends recommendation; we actually came back twice during the holiday weekend because we enjoyed it so much. The staff was beyond wonderful and the drinks just as good. They have a wide array of cocktails, wine and beer options to choose from. I also loved that they had games we could play. We partook in several games of UNO on our visits and have a new appreciation for the term "house rules"! If you're looking for a great local spot near Duval but also off the beaten path, The Roost is your place. It's small and doesn't have a ton of seating but the ambiance and vibe is worth a few bumped elbows. 10/10 recommend! read more

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Such an amazing little bar. Really fun and exciting atmosphere paired with a fantastic staff. Jess the bartender was electric behind the bar, very knowledgeable on craft drinks and super friendly to engage with! Will be returning in the future. read more

Love their caviar happy hour with dry or dirty martini! Love ambience and service is always excellent.

So glad we finally made it here -stunning interiors and lovely staff -Caviar cocktail is not worth the $50 dollars , tasteless caviar overpowered by the olives-glad I tried it but only a one time deal. It's gets really busy and setting is very limited as place is tiny but that is part of its charm read more

The Roost is one of the rare gems in key west to actually get a delicious, well crafted cocktail that takes a true mixologist to make their drinks stand out. It's small, no live music as far as I can tell, but the drinks are so delicious it's worth a visit. Kaitlyn was our bartender and she made our visit one of our favorites ever! She custom designed drinks to our palate. She made my husband the best bourbon banana fire-flamed drink ever, and she made me the best Negroni I ever had. We were so impressed that we stayed for a second round of drinks, and tried something new! Then, when new people came into the bar, we were bragging to them and telling them what to order lol! They don't really serve food here , just popcorn and snacks , so eat elsewhere. I can't wait to go back and try more sophisticated drinks here. I hope all the other bartenders are as good as Kait! read more

I convinced my husband to go down this little street solely based off of some business having bistro lights! As we were walking back to Duval we spotted this little bar, the Rooster and walked in when we saw their Wednesday specials were old fashioneds Best decision for our night. It is a quote little bar with a few tables and not really much to eat but the bartender ( wish I got her name) was really nice and quickly took our orders. Old fashioneds were delicious! we will definitely be coming back here. It was the perfect ending to our VERY hot day in Key West! read more

The Roost - Old Fashioned - Cocktail Bars Near Me - Key West, Florida

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Stephanie and Sofia were wonderful hosts at The Roost!! Champagne and caviar were outstanding and Stephanie had vast knowledge on the different varieties that were offered. read more

Great bartender. Very welcoming, will return next time in Key West. Very cute place

After a couple of days of drinking nothing but mojitos and sugary frozen drinks while vaguely tropical music played in the background, muffed by the loud screams of drunk middle-aged people, this place was like finding an oasis in the desert. The drinks were absolutely fantastic -- their espresso martini with ancho reyes chili liqueur may just be the best coffee cocktail I've tasted anywhere. The bartender was helpful and as fast as one could expect on a busy Saturday night. read more

We stopped in after dinner for some cocktails... the place is beautifully decorated, with wood and tile and the style of barstool that's bolted to the floor. They offer wine and spirits for sale by the bottle on the wall opposite the bar. They have a fun, interesting cocktail list and Robyn the bartender is excellent! Lots of locals hangout here, which tells me it's got to be good and it was! read more

The Roost - Cocktail Bars Near Me - Key West, Florida

Something like a three or four. It's a quiet upscale-ish locals bar, I'm guessing, with tasty libations "in the spirit" of master craft cocktails especially whenever you order one of their cheater pre-mixed cocktails or specials of the day; otherwise, all bets are off. Package store's particularly convenient. I've had some terrible drinks here and put up with some scruffy guff for ordering something simple but not on the menu as well as watched them be fairly rude to other patrons on several occasions. Maybe it's part of the charm like the hipsterish service you sometimes get stuck with at coffee shops, I don't know. read more

The Roost - Hmn - Cocktail Bars Near Me - Key West, Florida

If you are looking for a respite from the typical tourist spots, The Roost is a must while you are in Key West. The bar is made of a beautiful oak and makes you feel like you are in Europe. They serve incredible cocktails and one of the best happy hours I've ever had. They offer half priced caviar during happy hour which was unreal. We ordered 3 of them and the caviar was delicious and fresh served with accoutrements. The fresh lemon was a perfect touch. Their happy hour stoli martinis were fabulous and served with my favorite blue cheese stuffed olives. I loved this bar so much I came back later in the week and it was just as good. The bartenders are skilled and friendly. I'll be back one day! read more

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Great little cocktail joint just off Duval, with the nicest hardest working bartenders you can find! It's a small place but cool vibe and nice bar to sit at. A nice change of pace from all of the dive bars in the area read more

The Roost is the Cheers of KW. Though I think there are a lot of bars that can be said about. Now to the good part, how I got out of my comfort zone. All I have to say is caviar! All I kept hearing over the years was how expensive it can be for the "good stuff". Luckily, it's 1/2 off during happy hour at The Roost. I was intrigued by all the hype and besides the fact my wife thinks I'm too conservative when it comes to eating certain things. First, I tasted a little on the bread stick. It didn't really taste like anything, then I found love in those little delicious pancakes! The saltiness of the caviar and the smoothness of the creme fraiche sitting on the pillowy goodness...took my breath away in that moment. I will say it could have been the strong lemon drop that made it taste like love, guess I'll have to have another try. read more

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You want a GREAT cocktail in Key West without all of the knuckleheads...go here An upscale and friendly group of people. They have a fantastic selection of spirits, beer and wine. They make one of the best Sazerac cocktails I have ever had anywhere. I also had an old fashioned and it was letter perfect. They also offer a few "local" cocktails that I did not get a chance to try. Annette can be a bit RIGID but it is part of the atmosphere. I asked her to make me a martini from a famous Newport, RI hotel since she had all of the ingredients. She made it and it was great. You won't be sorry read more

Espresso martini was so good! Cute little cocktail bar with a nice ambience and vibe inside. 2 round tables for outdoor seating if that's what you prefer. The little apps were delicious as well! We ordered deviled eggs and the caviar during happy hour :) read more

The Roost - Espresso martini was delicious! - Cocktail Bars Near Me - Key West, Florida

Stopped by to grab some Crazy Lady beer and was so impressed with Gino that we came back for happy hour. Maria-Rita was superb! We sat outside at a comfortable table for 4. Can't wait to come back! read more

The Roost - Cocktail Bars Near Me - Key West, Florida

We were out wandering around town and stopped into another establishment and had THE WORST Bourbon Old Fashioned -- EVER! So we had passed by The Roost which looked really nice -- small (probably seats 20), tucked away on Fleming Street, cozy with dark wood and had an AMAZING time. The bartender, Robyn, was a riot -- great personality, sense of humor and knows how to make a drink. Any drink! There were a few regulars who seemed to know one another and also enjoyed the place! We'll be back for sure! read more

What a fun little place. Great cocktails. Had a Maria-Rita. If you love spicy margaritas than this is the drink for you

amazing service and drinks! cute ambiance and decor as well. the bartender was super sweet and gave us great local recommendations!

The Roost is a small bar just off Duval St that sells liquor to-go. With a bar scene as big as Key West, it's essential to stand out, and there is one distinct aspect that allows The Roost to be one of the best bars in Key West, and her name is Annette. Annette is a true mixologist that makes some of the best drinks in Key West, but it's her personality that makes this bar famous. She is a fiery woman that moves around the bar with an efficiency that makes you know you're in the right place. Annette is assertive and commands the room. She makes fun of everyone in the bar, cracks jokes, and tells great stories. She is the authentic experience at The Roost. She makes everyone feel like they're just hanging out in a living room with old friends, enjoying drinks. I have a group of friends that come to Key West every year; we always make our way to The Roost to say hello and have a few drinks with Annette. She is a wonderful person, and you will undoubtedly leave that place happier than when you arrived. If you plan to enjoy the sites and sounds of Key West, you have to grab a seat at the bar, order a drink you have never had, and enjoy a great experience with Annette. read more

The Roost - Our group with Anette. - Cocktail Bars Near Me - Key West, Florida

Came here on my last night with friends who live in Key West. Two of them had been here but it was the first for one of them. What an awesome find. One thing I have to say about KW is there are some wonderful craft cocktail bars around. What I enjoyed about this place is it was almost like a hidden gem I feel like maybe more locals cone here than tourists. The bartender seem to be familiar with many of the customers I love that. Three of us had the cocktail on tap that evening which happen to be one of my favorites a Moscow Mule and with in house made ginger beer. Probably one of the beat moscow mules I've had. Love the low light in this bar. Also a bonus, if you like a particular liquor there are bottles to buy to take home. Service was fun and informative would definitely hit this place next time I'm in town read more

The Roost - best moscow mule - Cocktail Bars Near Me - Key West, Florida

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I happened upon this place while killing time for my shuttle back to my hotel. I looked it up on Yelp and had to do a walk by to make sure it was there. The place is small and narrow off of Duval St. It's across from the Thirsty Mermaid... If you haven't eaten at the Mermaid, you need to try it ( look at my pics of that place)! This place was completely empty when I walked in.. Had to ask the bartender if they were still serving (it's 11 pm on a Tuesday, but she said it's open until 2am every day?) Normally I felt weird walking into an enjoy place late on a Tuesday, but the bartend-ress was super welcoming and we both had no clue why no one was there! Maybe 11pm on a Tuesday lol but we had a laugh and I knew immediately she was hilarious. I ordered a drink and she delivered as we made fun of each other lol. There was a sketchy crew out front sitting on a bench.. but it is the busy season so, you take it with a grain of salt. The bar stools were the coolest I may have ever seen? Starfish bases that were orange/pink and studded with rivets in them. Custom made and insane.. I need to buy some of these-seriously. Go for a cocktail before or after dinner across the street at the Mermaid. I will go back. Looking forward to it. It's what makes Key West... Key West. Eclectic, fun and unexpected. read more

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Absolutely adore this place! Very classy, jazzy and mellow type vibe with Exquisite cocktails! The service is amazing and the local art on the walls really gives life to this cocktail lounge. 10/10 read more

The Roost - Katie's Key Lime Pie cocktail. - Cocktail Bars Near Me - Key West, Florida

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The Roost is just off Duval Street, about 4 or 5 block south of Mallory Square. It is a calm refuge from the Key West craziness. The bar serves true craft cocktails. The classic rock music does not intrude in the relaxing experience. Apparently it is favorite of locals, enough said. The Old Fashion & Manhattan we ordered were excellent, and the bartender, Katie (?), gave me a master class on how to make a Manhattan at home. Highly recommended! read more

For post-dinner craft cocktails, we head to The Roost, a bar and liquor store, a block from Cafe Marquesa. The drinks are strong and the setting is perfect. Never been to a bar with its own liquor store. Sit at the bar for the best service. We felt like we were drinking on the Cheers set. But where was Norm? read more

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The Roost is a great find, Robyn is awesome. Great atmosphere and even better drinks. read more

The Roost - Cocktail Bars Near Me - Key West, Florida