Captain Tony's is my favorite place in Key West. I'm not kidding when I say I can end up here…read moremultiple times in one day. Every trip, every time. The music is always good, the service is great, and I just love being here. It's the kind of place where you walk in for one drink and suddenly you have been there for two hours. You also have to try to get a quarter in the fish's mouth. DYING TO GO BACK.

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.

So mad that i have never visited this bar in key west on my many trips. Came off the cruise ship…read moreand looked to my right and saw a very old two story bldg that spoke to me to come inside. Weary at first but the bartender was so much fun and the inside looked like key west in one glance. Only two other couples inside but it was early in the day. The bloody mary was delish and knocked over my first and the bartender did not blink an eye to refill me another. Cant wait to return.

Like that old song by Jimmy Buffett said, I enjoyed a cheeseburger in this paradise when my cruise…read morestopped in Key West. I missed a chance to reserve at the ship's steakhouse and I was definitely craving burgers. The fact that I could enjoy it with a Mojito? Even better! Surly Siren is a cool little dive bar located on the second floor with views of Duval Street and Mallory Square. My friend and I walked in literally what I had just opened on Friday and sat by the bar. Our bartender was funny & helpful starting me with their Metallica martini, mixed with Cruzan Rum. As far as food, my fries had a nice crisp to them. The burger, served with caramelized onions and even ordering it medium (I usually order medium well , oops) was juicy and tasty especially supplemented with the bacon and the fried egg #proteinloading. My friend also approved of the chicken wings she ordered.

One of go to spots in KW! Cold beer, good peeps, and live music! Close to Duval and Hemingway area.read more

Always a great time at the Green Parrot. A little off the beat and path and more local than…read moretouristy. Live music great priced drinks and strong pours. Friendly staff. Oh and don't forget the popcorn. Had a fun time there this past Friday night with some friends that live in Key West. If you love good music and a lively atmosphere. This is the place to be.

An iconic classic Key West bar! It's cool that they have a huge thing of roasted peanuts, popcorn,…read moreand hotdog complementary. The drinks were great. The bartender was awesome! This isn't an easy place to find, but when you do, it's well worth it.

This place is a hidden gem. The oldest bar with character. Free popcorn peanuts and hot dogs ( if…read moreyou dare). ) lots of items adorn the dark walls we even met a friendly pooch. A fun find that we know as our secret bar has been revealed

They pride themselves on being a dive bar but this is a good one. Such a great ambiance. Both times…read moreI have been here it's a local vibe feel. People were super friendly and it's just a fun place to hang out. The sign says dogs welcome humans tolerable, lol. I got to see the Hemingway lookalike winner being photographed along with some of the runner ups. The brisket tacos and burrito were delicious and the tacos were served with au jus for dipping. This is 5 star in a dive bar category.

Third time and the food did not a disappoint. Wonderful tacos and atmosphere. Bar tender / server…read more"seemed" nice until she came to pick-up the cups and trays. I said I was going to keep the Aluminum cup as i kept mine from last year. She then changed her attitude and said you are only allowed one per person per day. I handed my wife the 2nd cup which she purchased separately after the meal and the lady stormed off visibly upset. I walked up and told her I did not want to upset her a gave her one of the 2 cups back. Now a 5 star review becomes a 2 star. We will have to see how we feel next year when we come back to Key West. "Post the rule"

Cool fans at the outside bar and Coldest beer on Front Street. I'd stop here anytime I'm in Key…read moreWest.

First I want to thank all the wonderful employees that helped get my dog cooled down. You guys…read morewere the bomb! They sat us immediately near the fan and brought ice cold water. The water never stopped coming. Even tho I am a Floridian and I know better to walk around during the heat of the day , we decided to go out. Thank you so much again. The local fish dip was wonderful too. lol. Great southern hospitality. Thanks again.

The Bull and Whistle Pub is one of the places that must be checked off your list when visiting Key…read moreWest.  There are three floors, with live music regularly on the first floor. The second floor was our preferred spot as it was less crowded and you could sit out on the large narrow balcony and people watch over Duval St.  The bartender we had was amazing! My wife's standard bourbon and diet coke was spot on and way better than some of the watered down drinks served at other places. Good selection of draft beer. The happy hour "well-drink" special was one of the best around.  Laid back with an everyone welcomed vibe.

One of the local watering holes to experience at least once just to say "been there, done that" and…read morethen move on to the next fun spot. Can be pricey -- try to pay with cash. Great landing area to people watch for a bit. Building is quaint and has the usual ambience of a bar located in a prime vacation location.

Tiki House - A Must Stop KW Vibe We stumbled into Tiki House…read moreright at opening, lured in by their "street talker" promising 2 for 1 beers and wells from 12-3 PM. Who's walking past that? Not us. Inside, it's pure island charm -- rustic tiki décor, laid back energy, and a munchie menu that's perfect for a quick bite. Football season meant TVs everywhere, plus a solo musician on stage (I don't need to hear the game to watch it; music soothes the beast). Enter Mira -- The Tiki Oracle. Bartender, manager, Key West historian, and all around gem. She switched a TV to our game without hesitation and put up with me talking her ear off like a true bartender therapist. We liked it so much we came back the next day, and the vibe was just as good -- friendly, accommodating, and exactly what you hope for in a KW spot. We even dragged the rest of our group over, and they immediately asked why we didn't start there. Tiki House is so Conch Republic vibed it just makes you feel good. I highly recommend it... even though I hate giving away a place this good.

We had a few birthday celebrations in our group, so we decided to stop into Tiki House for drinks…read moreand a little dancing. The vibe for an early Friday afternoon was really good. The DJ was playing some great music that kept the dance floor going, and the bartender did a solid job keeping up with orders and taking care of everyone quickly. No complaints from our group at all. Everyone had a great time, and we'll definitely be back next time we're in the area.

I stopped by for a quick bite and cold beverage. Got em! As usual the service was top notch with M…read moreMorgan (first M is silent) was serving up the suds at the back bar and roasting customers with glee. Two thumbs up! Well worth the walk from Duval St. You won't be disappointed.

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 cute little spot! We heard about the mermaid margarita so we stopped for that and it was…read moredelicious! Very refreshing on the hot day. Inside there are several rooms, all adorable. The outside area is cute too but had no shade at the time of day we were there so that wasn't happening for us. The bartender was very friendly and welcoming. Added bonus- they have a little dog bar with treats and toys for your pup!

Never again. The bartender was more interested in hitting on a guy than acknowledging us. Her…read moreenergy was heavy and clearly annoyed we were interrupting. Once we patiently waited for her to finish flirting and trying to make plans (guy trying to leave as it was that obvious ) she finally asked if we wanted something (umm are you kidding?) we had one shot because we really wanted to give this place a try but after the shot we left . Bad service, whatever shots, and just not the vibe.