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    Sunset Lounge

    4.4 (23 reviews)
    InexpensiveBars
    Closed 12:00 pm - 10:00 PM
    Updated 2 months ago

    Sunset Lounge Photos

    SUNSET LOUNGE ATMOSPHERE

    What's the vibe?
    Live music
    Casual
    Quiet
    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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    6 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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    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 - 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

    The Rum Bar - Inside the bar

    The Rum Bar

    (440 reviews)

    $$

    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!

    This is a must stop in Key West. It is a small bar that has the most amazing selection of rum. We…read morestopped in for some fun mixed drinks and they did not disappoint. I had a banana frozen rum drink and a mango rum. My husband had a painkiller and a rum runner. Our bartender was friendly and we chatted about places to eat. The gentleman next to us came in and ordered a rum flight. The bartender was able to direct him to some options that fit what he was looking for. It is a great ambience with drinks for any type of rum drinker.

    Green Parrot

    Green Parrot

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    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.

    Captain Tony's Saloon - Pirate punch

    Captain Tony's Saloon

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    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.

    Better Than Sex - Seating and lighting

    Better Than Sex

    (1.7k reviews)

    $$

    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.

    Sunset Lounge - bars - Updated May 2026

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