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    Sunset Lounge

    4.4 (23 reviews)
    InexpensiveBars
    Closed 3:00 pm - 10:00 PM

    Sunset Lounge Photos

    SUNSET LOUNGE ATMOSPHERE

    What's the vibe?
    Quiet
    Live music
    Casual
    Outdoor seating

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    Recommended Reviews - Sunset Lounge

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    Stefan Q.

    Great little hole in the wall. Awesome views and friendly service. Must go if you have base access and want some cheap drinks. HOURS ARE NOT ACCURATE*

    Patio seating.
    Ashley K.

    Great little spot on the water. The food has been great so far. The bartender is very friendly and remembers your name which is a plus to great service. This is an awesome spot to have a drink and watch the sun set without too much of a crowd. You can get food to go. Also, they have the good fries here. Will return!

    Great place for food and drinks on Digby Naval Base.
    Karen W.

    Great place on water, beautiful view and food is very good. Hamburger to cioppino is very good. Will definitely be back.

    Stephanie J.

    This is a neat little bar at the end by the marina. Friendly bartender and fried foods, doesn't get more American than this my friends.

    Sunset burger with everything on it...soooo good
    Nicole F.

    First time at sunset lounge today with my husband and we will definitely be returning! The bartender made me a margarita on the rocks that was sooo good. Me and my husband shared two appetizers, I had the peel and eat shrimp with old bay and he had the fully loaded fries. The shrimp were so big, juicy, and fresh I almost ordered another serving lol. I didn't care for the fully loaded fries but my husband demolished them. We both had the sunset burgers with everything on them and a order of funnel cake fries. Everything was delicious but the best part was definitely the view! This will probably be our new Friday date night spot. So glad we live on base and can eat here on the regular.

    Grilled Grouper
    Jose S.

    Great place to watch the sunset. Better than Mallory Square. Nice quiet environment to bring the family. Not to mention that while you are waiting for the sunset you can look at the Iguanas that are in the mangrove trees.

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    2 years ago

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    16 years ago

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    7 years ago

    It's one of our favorite places to go and eat, and enjoy the scenery. Food is always served hot, and service is always great!

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    14 years ago

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    Ask the Community - Sunset Lounge

    Is this open to the public?

    So yea wish this was stated somewhere more obvious. Drove all the way over just to find out you need to be military or with someone in military to go here. Looks like a fun spot tho

    Don’t See Your Question? Ask Away!

    Review Highlights - Sunset Lounge

    Skip the crowds at Mallory Square -- this is the place for people with military ID's to relax, have a drink or snack, and enjoy the sunset right on the water.

    Mentioned in 2 reviews

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    The Dive Bar Shirt Club

    The Dive Bar Shirt Club

    4.0
    (59 reviews)
    2.2 mi

    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.

    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.

    Photos
    A Key West Legend.
    A Key West Legend.
    The Dive Bar Shirt Club
    Open daily 11am - 11pm
Kitchen 11am - 9pm

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    Open daily 11am - 11pm Kitchen 11am - 9pm
    Green Parrot

    Green Parrot

    4.1
    (487 reviews)
    2.8 mi
    $$

    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...

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

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    Outside
    Captain Tony's Saloon

    Captain Tony's Saloon

    3.9
    (334 reviews)
    2.7 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
    Inside
    Inside
    Captain Tony's Saloon

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    Better Than Sex

    Better Than Sex

    4.5
    (1.7k reviews)
    2.7 mi
    $$

    We went to Better Than Sex after eating a full meal at Duffy's right in front, so there wasn't much…read moreroom left in us. But oh man was it amazing. An extremely unique ambience and decoration. But it's not too much or too little. The seating is comfortable and private. Our server was very nice, he checked in at all the right times and was sweet. We only ordered one dessert and it got there promptly. Everything on the menu looked excellent and delicious. We settled on the cookie nookie cake, it was super fresh with many contrasting flavors that made every bite a pleasure. Overall had an amazing time and recommend this place for anything from a late night dessert or a full dessert meal. If we're ever around again, we are definitely going back and trying a lot more than just one dessert.

    OMG! My friend and I thought we were walking into a bakery…read moretype store. We didn't expect an "intimate" and "sensual" experience with dessert. We went on Sunday evening around 6pm and were able to be seated right away. (We weren't sure if we were dressed appropriately.) They gave us an intro of their menu and shared favorites. We ordered the fourgasm and French kiss cocktails. It was so so so delicious. Our favorite was the red velvet cheesecake. We also got the key lime dessert. I don't like pie so this was the perfect way to experience the key lime desserts. 10/10 I'll be back.

    Photos
    Cream in my coffee
    Cream in my coffee
    Red velvet cheesecake
    Red velvet cheesecake
    Moscato, white chocolate rimmed glass

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    Moscato, white chocolate rimmed glass

    Sunset Lounge - bars - Updated August 2026

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