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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?
Moderate noise
Divey
Outdoor seating

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Recommended Reviews - Smallest Bar

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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.

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!!!

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!

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

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Don't blink you'll miss it! We have been to Key West 23 times and here probably 20. Always a fun time and great drinks.

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1 year ago

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1 year ago

You must stop by this teeny, tiny bar for Key Lime Pie shots. They are absolutely delicious!

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5 months ago

Honestly this place is cool but the prices are high. It's never ever super packed and the staff is very friendly

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3 years ago

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1 year ago

Cute little stop & photo op! Limited space & drinks but a fun place for a drink while visiting the sites.

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1 year ago

I liked it, very cute. Loved the yellow. Big fan of the yellow. Good drink. Strong. Fast service. Nice people.

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2 years ago

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1 year ago

Key lime pie shot is amazing. And the shot ski is a cool idea for a group. Bartenders are cool as well.

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4 years ago

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2 years ago

Very charismatic bartender, tasty options, and quick but personal service! Great little stop on Duval St

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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

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Captain Tony's Saloon - Pirate punch

Captain Tony's Saloon

(332 reviews)

$$

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.

Green Parrot

Green Parrot

(484 reviews)

$$

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.

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

The Dive Bar Shirt Club

(55 reviews)

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.

As someone visiting from up north, this place instantly felt like one of those spots you wish you…read morehad back home. The Dive Bar Shirt Club has the kind of laid-back, no-frills vibe that feels like hanging out in your best friend's backyard--the one who somehow has all the toys, great music, and everyone ends up there without planning it. The ambience is pure Florida Keys: relaxed, fun, and welcoming, like you're part of the crew the second you walk in. Then there are the tacos... easily some of the best tacos in the Keys. Fresh, flavorful, and exactly what you want with a cold drink in hand. On top of that, the prices are more than fair, and the selection--drinks, merch, food, all of it--is absolutely top tier. It's the kind of place that makes you understand why people never leave the Keys... and why visitors like me keep coming back. Here's my breakdown Food 5/5 Location 5/5 Price 5/5 The foodie ninja shall return

Smallest Bar - divebars - Updated May 2026

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