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    Willie T's

    3.7 (611 reviews)
    ModerateBars, American, Seafood
    Open 10:00 am - 2:00 AM (Next day)
    Updated 3 months ago

    Willie T's Photos

    Business Info

    WILLIE T'S ATMOSPHERE

    What's the vibe?
    Loud
    Live music
    Casual
    Touristy

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    A land shark to go
    Dave Q.

    A fun night at Willy T's, good live music, priced right beers and a very cool and never dull atmosphere. Read some of the dollar bills plastered everywhere. Fun place

    Alli C.

    Willie T's had a great social atmosphere and we kept being told it was the place to 'meet friends.'.... I'll let yall experience your own adventure here, but I recommend the strong drinks and fairly reasonable prices!

    Fantasy fest 2025
    Ashley S.

    We came here during fantasy fest and the DJ they had was on fire! To the point people would stop and dance in the street. I had a great time here and lots of great memories! They had a lot of tables and chairs too.

    Hotwings
    Carey H.

    This is the first place we ate in Key West. My hubs doesn't do heat well so I was looking for an indoor restaurant but not high end. This place has a couple red patio woth large fans that helped a lot as many places to eat are open air and patios. Service was great. We had a very pregnant, pleasant gal. Live music was nice to listen to also. We enjoyed a few Surfsides while munching on Buffalo Hot Wings, massive size Caprese Salad, and a full order of Peel n Eat Shrimp. All was very good, and ended up being too much food. We packed the leftovers for later.

    Menu
    Gina A.

    Great place along the main drag of Key West. They have a bar area and a restaurant area. There was live music which was very good and there are literally dollar bills over every single square inch of this place. The music talent was awesome and really played a variety of different kinds of songs to get people singing along. The food and drinks were good. Margaritas were good and 2/$15 (Friday special). They have specials for food and beverages. The conch fritters were great and so were the grouper bites. They also have very good sweet potato fries. The hostess was very nice and our server was amazing! She was so nice, friendly, and attentive (thanks Stephanie). We didn't wait long for our food and she continually checked in on us throughout our visit. Great place to swing in to listen to great live music or have a good meal.

    Kristi S.

    Yummmm!! Nachos are HUGE and delicious! Our server was great, food came out fast and tasted amazing. Coconut shrimp was some of the best I've had. I recommend sitting close to the street so you can people watch

    Daren R.

    REAL CASH HERE...Always great local classic rock and roll playing outside this restaurant - bar. The restaurant is the whole left side and bar consists of a huge U-shaped wooden bar top with several side tables in front of the band stage. Most people come the this bar for the bands as I do but the real eye candy is the money stapled to every open space on the walls and ceiling. The bathrooms needed attention but it is an old venue.

    Nick Brownell everyone needs to listen to him
    Debbie T.

    Great fun place, awesome live entertainment. Great food Don't let this place fool you great service great drinks.

    a man holding a bottle of beer
    Debi R.

    We were walking past this place and we heard this guy singing "What I Got" by Sublime. We stopped, started singing along and headed in. I we already ate, so I can't comment on the food. But the party vibe, great music and friendly people were worth the stop.

    Bar area
    Maria B.

    Love , love the ambiance! Seeing all the money on the wall was such a cool touch. The food is classic beach-style fare--good and satisfying. The music and drinks were amazing, and the bartenders were extremely friendly, which made the experience even better.

    Nalla R.

    This place is really cool, reminds me of a bar in Spain I used to go to. They have dollars all over the walls that you can write on and staple on to leave. What I didn't like is how pricey this place is, $60 for 2 shots, 2 beers and a virgin mojito. I couldn't believe it, it's not even a high scale place. I would not recommend for there are other bars that you can get cheaper drinks at. Service was good and the ambient was good as well. Just too pricey for a dive bar. Cups are funny too.

    a tray of nachos on a table

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    7 months ago

    Great place! Bryan will take good care of you. Make sure you order the onion rings!!! good

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    1 year ago

    Waitress was rude and food was mid tier. Way better places around and would not recommend.

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    9 months ago

    Food was amazing, especially the pretzel! Best bartenders in the world!! John LaMere was awesome! Best times ever!!

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    2 years ago

    Decent dive bar with live music. Slower service. Grabbed a drink, added our dollar bill on the wall, and we were on our way.

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    1 year ago

    Rude staff. Never come back or suggest anyone else do as well. Everyone acting like they're too good to wait on us. Really disappointed.

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    3 years ago

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    1 year ago

    Good and cheapish food. Our waiter's vibes were immaculate. We had a bucket of rum runner for $15. Overall it was a great experience.

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    1 year ago

    Great service entertainment was great and they played nascar and was very happy about that

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    Page 2 of 16

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    Green Parrot

    Green Parrot

    4.1(484 reviews)
    0.1 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

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    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!

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    Drink like a local!

    The Rum Bar - Inside the bar

    The Rum Bar

    4.5(441 reviews)
    0.5 mi
    $$

    The rum bar is everything you need after a journey into Key West!…read more This quaint establishment sits on Duval street and offers inside and outside seating. Perfectly placed for people watching in the evening and away from the louder bars on duval. The service is exceptional and the mai Thai cocktail I ordered was delicious. A great mix of seating on their patio makes this a must-stop for anyone who enjoys a strong rum themed cocktail!

    The Rum? But why the Rum? 'Cause it be DELICIOUS!!!! This place is friggin AWESOME!!!…read more The wife and I are out exploring the Keys for our anniversary, and we happened upon this bar while walking around Key West. First off, nothing says tropics like Rum! The name is all that needs to be said. Nothing more... nothing less. It's a small and it was packed. Elbow to elbow, which says nothing other than you know this place will be good. My wife is especially cuckoo for Cocoa Puffs when it comes to anything Chesney and Blue Chair rums! You had us at Kenny Chesney Island Girl, and we just had to find a spot and enjoy. And we Most certainly did! It was sublime and refreshing. I was even able to walk out with a souvenir Rum Bar hat (purple). Without a doubt, we will be back and we're telling all of our familia and friends of this place! Thank you for the local experience and as always, Enjoy & Happy Drinking!

    Photos
    The Rum Bar - The other end of an amazing bar.

    The other end of an amazing bar.

    The Rum Bar - Kenny Chesney Island Girls!! Nothing like these island girls to enjoy with the wife!

    Kenny Chesney Island Girls!! Nothing like these island girls to enjoy with the wife!

    The Rum Bar - Christmas 2025

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    Christmas 2025

    Captain Tony's Saloon - Pirate punch

    Captain Tony's Saloon

    3.9(332 reviews)
    0.3 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

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    Better Than Sex - Seating and lighting

    Better Than Sex

    4.5(1.7k reviews)
    0.3 mi
    $$

    The concept here is executed so well - it is one of best finds we have found in years…read more First, the decor and atmosphere is incredible. The decor is seductive in such a tasteful and classy way, everything is so romantic. It's beautiful. Cozy, intimate booths. Sparkling chandeliers flickering in candlelight. Ambient lighting. It is a perfect place to end your evening with your partner. We made reservations the morning of, on a Wednesday evening for our anniversary, and were seated promptly. Service was incredible from start to finish. I appreciate their ipad menus with questions to ask your partner, peruse the menu, and read about the origins. There are plenty of drinks and deserts with double entendre names, they're so fun. Huge positive that they have virgin drinks, and several to choose from. Both deserts we tried were out of the world delicious. The missionary crisp ice cream and flavor was 10/10, no notes to improve. Key lime from behind was the best key lime I've had in my life and quickly became the best we have tried on Key West. Incredible and what a lovely place!!

    Well, no it isn't…read more But our party of five enjoyed having drinks and dessert here. It's really more aimed at a young couple in love, but we had fun. Romantic lighting and private booths made for some good ambiance. The iPad menus were great and very useful in selecting desserts and drinks. Everything on order is accompanied by a double entendre title, which makes it fun to pick. Candy rimmed beer was good; and the berry crisp and ice cream offerings were tasty. Honestly too big, even for two. But they were trying to do something different. To know: they do not have a license for hard liquor. A fun spot to have a sweet treat. Maybe don't bring the kids.

    Photos
    Better Than Sex - Cream in my coffee

    Cream in my coffee

    Better Than Sex - Red velvet cheesecake

    Red velvet cheesecake

    Better Than Sex - Moscato, white chocolate rimmed glass

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    Moscato, white chocolate rimmed glass

    Willie T's - bars - Updated May 2026

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