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.

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...

This IS the best Pian colada spot EVER!! I've never had such a frothy flavored so rich like I have…read morehere! I make a point every time I'm in Key West to go here!! They also have other amazing infused vodkas, but you can't go wrong with the Pina!

Coolest place ever. Bar and liquor store all in one. Open till 2am Friday and sat. Live music…read moreDrinks made fresh. Cool atmosphere. Sand floors

This place's reputation precedes itself due to the history (I'm sure you already know that it was a…read moreHemingway hangout) so, as you can imagine, it can be busy. We hit it on at the end of the night, for a night-cap beer, and found it to be fun with lots of potential. There wasn't a seat to be hand in the place but we were able to snag an open spot at the bar for one round (very lucky!). The bartender was very inviting and she was FAST with the beers! There was live music on stage, which sounded really good, and the overall vibe of the place was chill (despite the packed house). I could see why people flock here, it's a solid hang out.

This is a classic food joint in Key West and it's hoppin' at all hours of the day. Lots of live…read moremusic and you just seat yourself once you find an open table. I think the food is just ok. I've eaten here twice and have never been blown away and my parents have said that over the years, the food has declined a bit. They usually like the fish tacos and that's what they continue to get but they mentioned they were better years ago. My pulled pork bbq sandwich was satisfying. I don't like that you don't get a side with it and everything is à la carte. Extensive drink menu as well. We had a great server! She definitely was working hard.

We stopped here to take in a live musical performance by talented guitar player and singer, Noah…read more We were semi-covered beneath multiple sailcloth strung above us, but still able to see plenty of stars and an enormous bright moon between the gaps. Beer was cold and the crowd was having a great time. A food truck, Garbo's, is also on site to order fantastic food.

What a great spot - and a nice surprise! We were at the bar across the street and were just about…read moreto call it a night, but came in here on a whim and ended up staying for the night! The music was great - saw 2 acts. The bartenders were friendly and very attentive and the drinks were great! Ended up being the highlight of the trip! We will definitely be back.

Super strong and well portioned (large) espresso martini - it did me in so proceed with caution and…read morehave fun at this cool martini bar!

This was our first stop when we arrived the other night after a delayed flight. Friends of ours…read moreused to live in Key West and one of them bartended here and I can see why! There was an AWESOME band playing and the martinis were unreal. They have a wide variety of sweet and fruity to classic straight up. Each came with a little side car (extra). The bartender, Alex was very friendly. The vibe was super chill. 12/10 would go back here. We ordered the mint chip and Lucifer's.

Had the burnt ends and chips with queso.... AMAZING!! Gotta check this place out. Our bartender,…read moreSandy Land was super. Going back soon

We noticed some live music here while shopping on Duval Street and decided to pop in for a drink…read more Jesse Lee Jr. was the musician playing and he was great. Well drinks were $5, the bartender working was very friendly and poured a nice strong bourbon and ginger, thank you! The craftsmanship of the bar and all of the tables along the wall is gorgeous. A carpenters dream bar, everything made from repurposed wood, sealed and had a nice glossy lacquer, not what you would expect in a dive bar like this. The bar is quite spacious and they have a second bar in the back to accommodate larger crowds. All-in-all, great spot to get a drink on the cheap and see some live music. I recommend stopping in if you're in the area.

Incredible bar in Key West. If this had been our first stop, we would've hung out there all night…read morelong. Great prices for drinks and super sweet, welcoming staff. You could spend hours admiring the decor. My boyfriend ordered an old fashioned and it was mixed perfectly. Honestly I can't say one negative thing. We both remarked that if we lived in the area, we'd be regulars. Be sure to stop in on your next trip!

Came in with a group of girls for a Bachelorette party. We have significant others in military and…read morefirst responders so we were happy to stop in for a drink when we saw hero's. Immediately, because we were a bachelorette party, we were ridiculed and accosted by the live singer. Not the bartenders or patrons. Just the guy on the guitar on 6/18 at like 9pm. We literally just came into town and had dinner. We weren't being obnoxious, didn't have enough yet to drink to even think about being obnoxious. But we were looking for a place to hang out and have a few drinks which we thought was Hero's. But the guy who was playing live music made it impossible to stay and hang out. We did nothing but order drinks and chit chat and he played no music (and the little he did was garbage) and the "singer" just spent the time talking trash to our group specifically. Not poking fun. Just being rude. We tipped our bartenders well ($5 for one drink type of tip) and that guy robbed those employees of probably hundreds of dollars of tips. Feel free to continue to have an empty bar if you prefer to have that blow hole be your live entertainment.

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.