We stopped in for their Happy Hour. Jeffrey greeted us and asked what kind of cocktails we enjoyed. He offered to surprise us. Both cocktails he made us were outstanding. We ordered a few small plates to share. Everything was absolutely delicious. The bar is situated on the 3rd floor above the Square Grouper restaurant. Lots of windows and spacious enough so you don't feel like you're too close to other people. read more

What a hidden gem! We spent two nights in a row here during our visit because it was just that good! We had the pleasure of having Natalie as our server both nights who went above and beyond her knowledge on the raw bar helped guide us to loving everything we had & she found us one of the last slices of tiramisu from the night before because we loved it so much! This place is a Foodie's dream!! The specials change daily to keep a vibrant and fresh menu. This is a perfect date night for you & your loved ones or girls night the vibe is a dim but warmly lit atmosphere which makes it easy to spend hours here. This will 100% be on our list to always come back to when we are in the Keys. read more

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This place is on top of square grouper and has smaller shareable dishes and has a different chef than the bottom restaurant. It was probably our best overall meal while down in the keys. We ordered some ceviche, pork gyoza, oysters, crème brulee and drinks. The seafood tasted amazing and fresh. The gyoza was also good. The crème brulee and we could've eaten a few more servings of it. The drinks were also good, especially the white sangria. Service was also good. Great prices, but you have to get there early for prime seating. 21 and up. read more

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Excellent staff, facility and location. The food is excellent as well, and for those that enjoy Craft cocktails, you will not be disappointed. read more

I love this spot! Great vibe and happy hour. Adults only ( Square Grouper-downstairs-full service restaurant) Happy hour starts at 4:20-6 Stone crab-medium claws $5 Oysters We also had the wedge and the tuna tartare and some amazing seafood soup. All amazing It was already packed when we arrived, but we sat on the couches and dined, a nice change from the norm. read more

Sunset Lounge - Tapas Bars Near Me - Islamorada, Florida

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We came for happy hour and got $2 oysters, shrimp, tuna nachos, and wings. Everything was so good! I can't believe the oysters were only $2 during happy hour given how big of blue points they were. Best oysters I've ever had and biggest oysters I've ever eaten. Hands down the best meal I had while in the keys. A lot of restaurants disappointed me in the keys but not this place. read more

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This place was amazing!! We were a large group, so we got here early since they do not take reservations. We got there around five and we could tell it was already starting to get busy parking. Our cars underneath two or three levels of boat lifts was an interesting experience lol, but definitely secure. Luckily, when we got upstairs, there was room for us to sit down right away. The views from this restaurant were spectacular. And the theme of this place is really cool. This lounge opens at 4:20 and is a nod to all the drug busts that happened at the spot (or locally). Our server brought over menus and the specials as well. I ordered a bourbon and ginger, which came out great. I also ordered 6 oysters which were delicious. We got a ton of appetizers to share. The pretzel was delicious. The burrata was good, but I I was hoping it would be mostly burrata, the amount of sides was good, but I was left wanting more cheese. The tuna tartare was by far my favorite and the most filling. Our server warned us that it was a large portion, but we were starving so three of us ordered this. We probably could've been fine with just two, maybe even one order because wow this was a hefty portion. We had to ask for more bread and chips (heads up, they're extra). Highly recommend, if you're coming with a big group get there early because by the time we left tables we're full! Plenty of room for grabbing drinks though. read more

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Great happy hour. Stone crab claws were $5 each and nice selection of oysters on the half shell. Very friendly staff!

An amazing spot for the perfect combination of sights, cocktails and excellent food. The highly motivated bartenders and staff are eager to ensure you have a memorable experience. Been here a few times over the last year and it wont disappoint. Whether you are waiting upstairs and having a cocktail before dinner downstairs at the amazing Square Grouper or staying upstairs for the Lounge you wont be disappointed. The cocktails are masterfully prepared and some of the best I have had anywhere in the world. The food is perfectly executed amazing oysters, sashimi and the conch buns are to die for. Hot Flash, Mezcal Negroni and a tequila espresso martini made the meal memorable. Key lime pie and apple pie donuts rounded out a memorable and outstanding meal. If you are in Islamorada this is a must try! read more

I just have to start off by saying I am a huge fan of the Square Grouper restaurants. The OG one in cudjoe key is amazing but obviously far down so the fact that they opened one up here in Islamorada is just perfect when you're coming to the keys for a day trip from miami and want quality and flavorful food. They just opened up the Sunset Lounge which is the upstairs area of the restaurant and, wow, no detail was missed. The spot is absolutely gorgeous and the way it was decorated really makes it feel trendy and really inviting, whether it's for a date night or a group hangout. Check out the oyster tub it's such a beautiful sight I just wanted to jump right in and eat em all! I ALWAYS get a Key Lime Martini when I come to this joint because there's no place that makes it better. They have perfected the recipe so I recommend that drink. My bf got the one with the popsicle in it, I can't remember the name unfortunately but it's the only one on the menu with a popsicle in it so you'll know the one. I really enjoyed that one it's a close second to my key lime martini. The popsicle flavor was really good too (lol). A pretty and refreshing drink. To eat we got the patatas bravas, the conch steamed buns, the conch salad, the artichoke dip, the brussel sprouts and we got oysters. We tried all the different types of oysters and I have to say the bigger ones were my favorite. After the oysters I would say the artichoke dip was my next favorite. If you mix it with the pico it's such a delicious blend of hot and cold, ugh -- heaven! The patatas and conch buns would come next. They were both tasty, the patatas had a really rich and flavorful sauce, while the conch buns (came with 2) were small but satisfying. I personally would have wanted more sauce on it but hey, I'm Italian, I want more sauce on everything. The Brussel sprouts were a mixed reaction. I personally loved the way they were served, they were like shredded and nutty with kind of an Asian inspired taste? I liked them, but my bf I think was expecting more classic balsamic-y type so I would recommend but they're not like traditional I would say. My least favorite dish was the conch salad. It was just a little too bland for me. I would have wanted to add some hot sauce and maybe had the conch sitting in the mixture for longer so it could soak up the flavors? I don't know it just wasn't there for a memorable factor. Overall, this is a great place for like tapas since it is a limited menu. I left so full and so happy with what we ordered. 10/10 would recommend this place and will definitely be back! read more

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We love both locations of square grouper and moved out of the keys before they opened sunset lounge. Now we're are back, you know we had to try it! It was a Friday in season, so it was packed. It's open seating everywhere which is awesome, but all the tables were taken and the bar was full. No worries though because they had a lounge/couch area with tables that they said we could get served at. Started off with Mary Jane's cooler which was delicious and the watermelon ice cubes were great. We ordered the white conch chowder, which you don't see at all in the keys. I have only ever seen it at Havana Jack's on KCB. I am not a fan of the Bahamian red conch chowder so when I see white conch chowder I get it. I was not disappointed one bit! Good amount of conch, it was smokey with bacon, potato's and the consistency was perfect. It came with house made chips that had old bay seasoning which is my favorite. It also came with crushed up buttered crackers in the middle and those were awesome as well. When in FL and in season Stone crabs are a must! They are my favorite thing to eat... EVER! Stone crabs were great. We love oysters and they were on happy hour for $2 a piece for the blue points. Blue points for me have been hit or miss and these were a miss for my taste. I like briny oysters and these weren't so much, but they were still plump as juicy. We have friends coming in next week and we will be bringing them back for sure! read more

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We visit Sunset Lounge whenever we are in Islamorada. It is our favorite place for tapas and drinks. The bartenders, especially James, are very accommodating and always make sure you are enjoying your time there. James wants to always ensure that your drink meets every expectation. I specifically like when he makes me something special for me to try. I highly recommend the Sunset Lounge and Square Grouper. Be sure to ask for James upstairs. read more

Sunset Lounge - Tapas Bars Near Me - Islamorada, Florida

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This is the companion rooftop bar to the Square Grouper, Upsides: Great food! The only real craft cocktail bar in the middle Keys, since Pierre's was tanked by new owners Cheeca Lodge. Hospitality is the problem here. Bartender was much happier serving the locals. Like those giant ice cubes in the drinks, he opened up a bit, in his chill, as warmed up to the idea that we weren't sh*theads. They have a great inventory of craft cocktail liquors and toys to play with. In Miami Beach, he would be about a C+ on the knowledge and creativity side, but for Islamorada? He was cocktail Einstein. They have great fresh oysters, not your toxic exposed Gulf garbage, but awesome picks that are flown in. Next hospitality problem. It closes food down waaaay too early. 9:00p for a bar? On the weekend? No last call for food or drinks? Not so cool. Costs them a star. Parking is ample, but Square Grouper and this are one of the few good solid picks for eateries these days, so it fills up FAST! read more

A beautiful restaurant upstairs from the square grouper. Great view and amazing vibe, the food is tapas style and usually meant to be shared plates. I will warm you that most items were on the spicy side, even the lobster roll was spicy so if you are not a fan of spice I would stick with the burrata salad. Otherwise, if heat is your thing... you will be in heaven. Service was a solid 10 as well, a very attentive staff. read more

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Great upstairs, took our pups up there too without any issue. Had a round of blue point oysters, great view, good apps and very relaxing. Dress code a bit upper, no flip flops or tanks and you're good. Worthy of a return repeat when back in islamorada. Recommend oysters here! read more

Knowing how amazing Square Grouper is, I only expected the same from their Sunset Lounge. As I thought, the food, service and views did not disappoint! They serve small plates/tapas and have a full bar. The decor is coastal chic. I'm in love with the hallway to the restrooms! We had the brie served warm in a flaky pastry drizzled with honey and side of slice strawberries and green apples. My most happiest moment was to find out that stone crab claws are $5 each during hh. Wt?? Service was on point! Thank you for adding another great experience to my weekend getaway. read more

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Located on the 3rd floor above the wonderful Square Grouper is the new Sunset Lounge. A great view that accompanies you with an extensive drink menu and delectable delights. Open 4:20 pm till 11 pm. read more

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Sunset Sunset Sunset In the air conditioning! Sunset Lounge is the perfect place to go to see the sunset from three story's up. Sunset lounge is a upstairs lounge owned by the Square Grouper. Read the reviews on Square Grouper, and then put a raw bar and a view over the bay and you have a incredible place to enjoy the evening. read more

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We've been going to the keys since the 80's and decided that this trip we were going to try new places. Happened upon by accident as we were waiting for our table at the Square Grouper but so happy we did. We enjoyed all of our choices- fish dip, selection of oysters, shrimp creole dip and some potato dish. Drinks were yummy. Mine was served in a glass fish-so fun! Loved the vibe and will definitely be back. read more

This was such a cute and hidden lounge. I was amazed when I walked in. Wandered up from the square grouper & so glad we did! The atmosphere is such a vibe, very relaxing and comfortable but at the same time very clean and nice. The food was delicious! James our bartender gave us great recommendations! Everything had amazing flavor. Tapas style. Drinks were so cute and yummy! The decor was so beautiful and comfortable! Definitely check this place out! The views were very nice, watched the sunset right from the bar thru the big windows facing the coast! read more

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If you like tapa style/sharing dishes, I highly recommended eating here. Not only are the dishes delicious but drinks were also extremely well made. We ordered the conch buns, ceviche, fish dip, tuna tartare and beef carpaccio and not one disappointed. Thanks and shout out to Josh who gave us all the recommendations. He really went above and beyond with his service and i am definitely coming back. read more

Four words: try the Brussels sprouts!! They are lightly fried and dipped in a Korean sauce. This was hands down our favorite dish! We also tried the conch buns but they were just ok, the potato bravas which were good, and a special hot dog which was delicious. Keep in mind that there are daily specials to try as well. The decor is fun and the drinks are on point. It's so much more than just a casual island place. It really stands out in the keys. read more

Had 5 appetizers Raw oyster selection of 8 different oysters Lobster cocktail with drawn butter House smoked mahi dip Lobster roll seasoned with tarragon Crispy conch steamed buns And cider doughnuts for dessert All excellent Attentive staff Great views Super cocktails Very sought after seating Get there early Ellie and Christopher and assistant server were wonderful read more

Lovely ambiance, food prices are a little expensive but the quality is very good. Love coming here to watch the sunset

This is a super cool spot above square grouper. We popped in here for a drink (or two) at 420 and was able to quickly get into square grouper at 5pm. We had an awesome bartender who was very knowledgeable. They have a neat little menu which you could make a meal of but it's more tapas. We had some oysters and a scotch egg. Yum! The view and atmosphere are amazing. Will definitely be back! read more

The food was OK but very overpriced. Our waitress was not that good and charged us for a meal we never had but they did correct it over the phone when we called them back the next day it was very clean and it was in a nice area. read more

Went to the Wahoo and had a terrible experience and walked out. Checked Yelp and saw that this place had good reviews. Went to Square Grouper downstairs and was told there would be a 30 minute wait. Asked if there was a bar we could wait at, and there was one upstairs. We went up and sat at the bar. Wonderful, very attentive bartender took excellent care of us. Variety of very fresh raw oysters were beyond compare. Tuna Poke bowl and ceviche were awesome. Key lime dessert was absolutely delicious. This restaurant brought back my faith in Islamorada!!! read more