Cancel

    Open app

    Search

    Smallest Bar

    3.9 (174 reviews)
    ModerateDive Bars
    Open 11:00 am - 11:00 pm

    Smallest Bar Photos

    Business Info

    SMALLEST BAR ATMOSPHERE

    What's the vibe?
    Divey
    Moderate noise
    Outdoor seating

    You might also consider

    Recommended Reviews - Smallest Bar

    Your trust is our priority, so businesses can't pay to alter or remove their reviews. Learn more about reviews.
    Yelp app icon
    Browse more easily on the app
    Review Feed Illustration

    Reviews With Photos

    Jazmin T.

    This was such a cute little spot, and if you're not looking, you'll pass right by it! The bartender was super awesome, very easy going, and very personable with every guest that came through. I love the idea of a small bar that you can pop into to grab a bevvy and keep walking along Duval. I asked him for a recommendation for a virgin pina colada or daquiri and he gave me two great recommendations. If you're in the area, which you will be if you're in Key West, swing by and grab a drank!

    Nancy W.

    This bar is a icon in Key West. Fits 4 people. A perfect spot for a photo. They serve beer and drinks. Friendly staff. Located on the Duval street. Cute place.

    Tiny!
    Jenifer M.

    They did not lie! It's about the size of a small storage unit in the middle of Key West in between two bars with enough room for about five people! They do have some tasty drinks, which is what everybody wants when you go into a bar.

    Laura R.

    My Key West trips multiple times a year would not be the same without stopping at the Smallest Bar. The name Small really does not give it justice. Literally ten people can fit into this room with a tiny liquor bar and one bartender. It's so tight that you feel the sweat from other people - ewe. I always get a bartenders choice shot here. To find it look for the yellow awning on Duval Street.

    Smallest Bar in Key West
    Kathy Hyatt Realtor ®.

    A Tiny Bar with a Big Personality - The Smallest Bar in Key West, FL Tucked between two buildings on Duval Street, The Smallest Bar in Key West lives up to its name -- and yet, it delivers a full-sized experience packed with charm, character, and good times. It's not just a quirky novelty; it's a genuinely fun place to stop for a drink and a laugh while exploring Old Town. There's barely room for more than a few people inside (literally, it's about the size of a walk-in closet), but that's part of the fun. The bartender is usually just steps away from everyone, and the atmosphere is light, friendly, and inviting -- the kind of place where you'll end up chatting with strangers and maybe even making a few new friends. The drink menu is simple but solid. They've got all the essentials -- ice-cold beers, margaritas, mojitos, and classic tropical cocktails served with a smile. It's a great place for a quick refreshment while bar hopping down Duval or waiting for sunset at Mallory Square. There's also something undeniably Key West about this place. It's laid-back, a little offbeat, and full of character -- a perfect reflection of the island's quirky charm. It may be small in size, but it's huge in personality.

    Heidi M.

    This is just a place you have to stop at when in key west, even if it's just for one visit. Service is good, drinks are cold, and it's a great spot for a photo op.

    Manuel C.

    One of the coolest smallest bars ever !! Fast service too..! lol When on Duval this a must stop and see sight. Cool vibes and good atmosphere.

    Smallest Bar
    Steve S.

    Who is giving this place less than 5 stars? Must've not wanted the smallest bar ;) nice quick spot to stop by for a quick drink on a hot day.

    Miriam C.

    Super fun spot!!!!! You must get the key lime pie shot! The bartender helped us find our next drink at a hidden hole in the wall on the way to our dinner Res. We enjoyed it so much, we went two days in a row!

    Entrance
    Ryan G.

    Keylime Shot....no other words!!! Stupid up and take the shot....this place is a fast shot and move on...quick fast and dirty if you want too. Don't miss this in Key West...walk down for the sunset than take a shot!!!

    DRINK SHOT SKIS
    Daren R.

    THERAGINGFORK.com Ok. This one was interesting. While in Key West FL on the legendary duval Street, I entered The Smallest Bar. We were able to squeeze in several customers. The drinks were average but the atmosphere was worth it. Always a fun stop if visiting the Keys. Lots of great pictures and laughs. So, go for the fun and do not expect an expert bartender, although she was very fun and inviting, or high end drinks. Did not see any food so unsure about that. Will surely return.

    The Smallest Bar

    See all

    Photo of Janexis R.
    47
    116
    187

    5 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0

    8 years ago

    Helpful 9
    Thanks 0
    Love this 11
    Oh no 0

    4 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Matthew S.
    672
    682
    4319

    5 years ago

    Helpful 1
    Thanks 0
    Love this 2
    Oh no 0

    5 years ago

    Helpful 2
    Thanks 0
    Love this 0
    Oh no 0

    11 years ago

    Helpful 6
    Thanks 0
    Love this 2
    Oh no 0
    Photo of Jeff C.
    497
    1231
    1290

    8 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    8 years ago

    Helpful 5
    Thanks 0
    Love this 3
    Oh no 0

    8 years ago

    Helpful 4
    Thanks 0
    Love this 1
    Oh no 0

    3 years ago

    Fun bartenders. Worth the cocktail! Long menu of yummy drinks. Worth a stop at southernmost point.

    Helpful 0
    Thanks 0
    Love this 1
    Oh no 0
    Photo of Sydney B.
    34
    19
    10

    4 years ago

    Visited during the week -- the bartender was super pleasant. His drinks were good and STRONG! Highly recommend the key lime pie shot!!

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    7 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    8 years ago

    Helpful 3
    Thanks 0
    Love this 2
    Oh no 0

    7 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    7 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    8 years ago

    Helpful 3
    Thanks 0
    Love this 0
    Oh no 0

    14 years ago

    Helpful 5
    Thanks 0
    Love this 5
    Oh no 0
    Photo of Glenn G.
    661
    762
    22869

    14 years ago

    Helpful 4
    Thanks 1
    Love this 7
    Oh no 1

    17 years ago

    Helpful 3
    Thanks 0
    Love this 4
    Oh no 0

    13 years ago

    Helpful 1
    Thanks 0
    Love this 2
    Oh no 0

    11 years ago

    Helpful 1
    Thanks 0
    Love this 1
    Oh no 0
    Photo of Tom B.
    3844
    3489
    17942

    8 years ago

    Helpful 1
    Thanks 0
    Love this 1
    Oh no 0

    10 years ago

    Helpful 1
    Thanks 0
    Love this 1
    Oh no 0

    8 years ago

    Helpful 3
    Thanks 0
    Love this 3
    Oh no 0

    15 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    4 years ago

    What a fun stop! We fit our group of 10 in the bar and has the best key lime shots. It tasted just like pie.

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of C Z.
    12
    172
    100

    9 years ago

    Helpful 1
    Thanks 0
    Love this 1
    Oh no 0

    9 years ago

    Helpful 2
    Thanks 0
    Love this 0
    Oh no 0

    4 years ago

    Been here before. Made a yelp just to say fuck the bartender that sold me a rum and coke with no rum in it because I wasn't looking.

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of T S.
    3
    86
    237

    6 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    9 years ago

    Helpful 2
    Thanks 0
    Love this 2
    Oh no 0

    9 years ago

    Helpful 1
    Thanks 0
    Love this 1
    Oh no 0

    8 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Clo K.
    0
    109
    363

    9 years ago

    Helpful 1
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Jen V.
    2
    8
    30

    6 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    7 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Katrina M.
    38
    112
    28

    9 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0
    Photo of Helen A.
    155
    13
    3

    4 years ago

    The key lime pie shots were good. They young male bartender was super funny. He had jokes! Fun little place to pop in.

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    5 years ago

    Helpful 2
    Thanks 0
    Love this 0
    Oh no 0

    9 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    Page 2 of 5

    Ask the Community - Smallest Bar

    Review Highlights - Smallest Bar

    I Ordered a drink to walk around with and the bartender recommended the key lime pie shot which was DELICIOUS!

    Mentioned in 6 reviews

    Read more highlights

    You might also consider

    Verify this business for free

    People searched for Dive Bars 3,072 times last month within 10 miles of this business.

    Verify this business

    Captain Tony's Saloon - Pirate punch

    Captain Tony's Saloon

    3.9(332 reviews)
    0.0 mi
    $$

    I stopped by Captain Tony's Saloon and it was such a fun, classic Key West experience…read more The vibe is exactly what you'd want, laid-back, a little quirky, and full of character. There was live music playing, pool tables, and even some video games, so there's plenty to keep you and the family entertained while you hang out. Kids are allowed in, but they aren't allowed to sit at the bar. It definitely feels like one of those places where you can lose track of time in the best way. They also have a merch area with hoodies, stickers, and other souvenirs if you want to take a little piece of the experience home. And knowing it's one of the oldest bars in the Keys just adds to the charm and history of the place. The service was quick, you walk up to the bar and order then find a place to sit. Super chill and laid back. One fun thing you have to try is tossing a quarter into the fish's mouth outside... test your luck and see if you can land it! Can't forget the drinks! The rum punch is to die for... super refreshing and perfect for the Key West heat. Overall, such a fun stop if you're in town. Definitely worth checking out! Fun fact: - it used to be a morgue and ice house back in the day. it also used to be the original home of Sloppy Joes, before they moved to Duvall St.

    We were with friends from CO who were visiting Key West for the first time. After walking around…read moreMallory Square and down Duval Street, we decided to have a drink at Captain Tony's before going out to a different restaurant for dinner. Of course it is an attraction because it is supposedly the original Sloppy Joes where Ernest Hemingway hung out. It is dark inside with low ceilings. People have hung paper currency all over and you will also see lots of bras hanging from the ceiling. There is live music and lots of people watching. We enjoyed our drinks and the fun atmosphere.

    Photos
    Captain Tony's Saloon
    Captain Tony's Saloon - Inside

    Inside

    Captain Tony's Saloon

    See all

    Green Parrot

    Green Parrot

    4.1(484 reviews)
    0.4 mi
    $$

    While roaming around Old Town we stopped in here on a recommendation from a local. He said it's his…read morefavorite spot on the island. It's a dive bar through and through but I happen to be a big fan of dive bars! However, this one fell flat on it's face with the service. I wouldn't say the place was packed but there were not any open seats at the bar. I posted up the best I could but for the better part of 15 minutes both bartenders didn't even come to my side of the bar. I then moved to the other side and waited another 10 minutes to be served (at which point the bartender said "Didn't I just serve you?" Um, no, you most definitely did not. This place has two saving graces: 1) A water jug full of cold water for the taking, off in the corner. Love that. 2) A popcorn machine that had DELICIOUS popcorn! YES. If you can manage to get a beverage then I think you won't mind Green Parrot's (very) relaxed atmosphere and delightful little perks. My takeaway is for the staff to mix in some work to go along with their chatting with the regulars...

    I found this to be a great classic place to hang out. Good live music, a lively crowd with a mix of…read morelocals and tourists. They have a great beer selection (including Lagunitas IPA from California, WTF?), good service...what's not to like? The location is a reasonable walk from the cruise ships too. Plus, there are pool tables and a dart board and free popcorn. This will be a definite stop the next time I'm down there.

    Photos
    Green Parrot
    Green Parrot - Rum Runners: On the rocks or blended

    Rum Runners: On the rocks or blended

    Green Parrot - Outside

    See all

    Outside

    The Dive Bar Shirt Club - Girls night out overtaking the Dive Bar Shirt Club.

    The Dive Bar Shirt Club

    4.1(55 reviews)
    0.5 mi
    Happy hour specials
    Casual dining

    Limited food, tacos are the specialty. Beer and wine only. Two for one happy hour. Service is…read moreexcellent. They use logo aluminum cups, ask nice they might give you one. Nice place, lots of old vinyl covers for decorations. Very comfortable setting. Puzzles, games for fun. Ladies, beware the restroom temptation. Enjoyed my time there, will return

    A night at Shirt Club is less about going out for drinks and more about embracing whatever strange,…read moremagical chaos the island decides to throw your way. This is a true dive bar in the best sense--dark, loud, unapologetically weird, and absolutely unforgettable. The drinks flow, the stories blur, and at some point you realize you're no longer entirely sure how you ended up where you are... but you're fine with it. Now. The ladies' room. If you know, you know. Let's just say there was a handsome fellow, a conch shell, and an air of mystery that felt very on-brand for Key West. Details are intentionally vague--some things are better left unexplained--but whatever was happening worked. Worked very well. My nieces? They fell for it hook, line, and sinker. Completely enchanted. Equal parts confused and delighted. A core memory was made, whether they asked for it or not. Shirt Club is the kind of place where stories are born, logic is optional, and you leave with inside jokes you can't fully explain to anyone who wasn't there. It's chaotic, hilarious, and 100% Key West. Would we go back? Absolutely. Would we ever expect to understand everything that happens there? Not a chance -- and that's exactly the point.

    Photos
    The Dive Bar Shirt Club - A Key West Legend.

    A Key West Legend.

    The Dive Bar Shirt Club - Perfectly homemade Dive Bar Tacos!

    Perfectly homemade Dive Bar Tacos!

    The Dive Bar Shirt Club - Drink like a local!

    See all

    Drink like a local!

    Smallest Bar - divebars - Updated May 2026

    Loading...
    Loading...
    Loading...