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.
Caitlin R.
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.
Jim Matt
Jeff and Chris did a great job convincing us to eat upstairs and the food was great! Highly recommend!
Atmosphere: 5
Food: 5
Service: 5
Recommended dishes: Crispy Conch Steamed Buns
Garret B.
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!
Josie B
Loved this spot for a date night - so refreshing to have a kid free space in the area. The space felt new and had a modern and clean feel. Drinks were delicious and the seafood was amazing. We ended up doing a dozen oysters to try all their options then got another dozen of our favorites. We also got the caviar service which was lovely and the buttered toast it was served with was so over the top delicious. Also, the disco fries with filet mignon are a must order. Service was amazing as well.
Atmosphere: 5
Food: 5
Service: 5
Recommended dishes: Disco Fries, Wedge Salad
T S
pretty good in the keys. the lobster roll was pretty delicious. really liked the disco
Atmosphere: 4
Food: 5
Service: 4
Recommended dishes: Lobster Roll, Disco Fries
Stephanie Price
The first night we went to Sunset Lounge was to have drinks after having dinner at Square Grouper. We sat at the bar and Chris was such a fun bartender. The drinks were great as was the conversation. We returned the next night for dinner and sat at the bar with Chris again. We had delicious empanadas, ginormous pretzel and grouper bao buns. The oysters are clean and delicious. The view is beautiful and a great place to watch the sunset over the gulf. We will be back.
Atmosphere: 5
Food: 5
Service: 5
Daniel Lavan
Great food and atmosphere
Atmosphere: 5
Food: 5
Service: 5
Recommended dishes: House Smoked Fish Dip
Tara Davis
Sunset, service and BEST ahi tuna nachos in town!! Yes!
Atmosphere: 5
Food: 5
Service: 5
Suzanne B.
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.
Easily one of the best happy hours in Islamorada. The food, attention to detail, service and staff and fantastic.
Brian R.
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!
Erika R.
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.
Erikka Corbett
Our bartenders was James and he met us with a friendly hand shake. I order oysters and they were amazing! All of the food looked great the we injoyed sitting at the bar relaxing. If you like oysters, this is the place to go.
Atmosphere: 5
Food: 5
Service: 5
Curtis David Williams
Food: A+Location: BService: A+Atmosphere: A+We were planning on having dinner at the Square Grouper, but there was a wait (got there a little before they opened). While in line, a nice lady informed us that there was a lounge on the third floor that was already open with no wait, and they served tapas style food, plus they were 21+ and up. Since we were two adults, we thought sure, why try it out… boy am I glad we made that choice. The food was exceptional and on our trip down to the keys it was barely second place to Santiago‘s in Key West (which is high praise). Everything we had was excellent, but the highlight of the meal was the baked brie. The cocktails are also top notch. Would surely come back for round two.
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.
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.
Jeff and Chris did a great job convincing us to eat upstairs and the food was great! Highly recommend!
Atmosphere: 5
Food: 5
Service: 5
Recommended dishes: Crispy Conch Steamed Buns
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!
Loved this spot for a date night - so refreshing to have a kid free space in the area. The space felt new and had a modern and clean feel. Drinks were delicious and the seafood was amazing. We ended up doing a dozen oysters to try all their options then got another dozen of our favorites. We also got the caviar service which was lovely and the buttered toast it was served with was so over the top delicious. Also, the disco fries with filet mignon are a must order. Service was amazing as well.
Atmosphere: 5
Food: 5
Service: 5
Recommended dishes: Disco Fries, Wedge Salad
pretty good in the keys. the lobster roll was pretty delicious. really liked the disco
Atmosphere: 4
Food: 5
Service: 4
Recommended dishes: Lobster Roll, Disco Fries
The first night we went to Sunset Lounge was to have drinks after having dinner at Square Grouper. We sat at the bar and Chris was such a fun bartender. The drinks were great as was the conversation. We returned the next night for dinner and sat at the bar with Chris again. We had delicious empanadas, ginormous pretzel and grouper bao buns. The oysters are clean and delicious. The view is beautiful and a great place to watch the sunset over the gulf. We will be back.
Atmosphere: 5
Food: 5
Service: 5
Great food and atmosphere
Atmosphere: 5
Food: 5
Service: 5
Recommended dishes: House Smoked Fish Dip
Sunset, service and BEST ahi tuna nachos in town!! Yes!
Atmosphere: 5
Food: 5
Service: 5
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.
Restaurantji Recommends
Easily one of the best happy hours in Islamorada. The food, attention to detail, service and staff and fantastic.
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!
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.
Our bartenders was James and he met us with a friendly hand shake. I order oysters and they were amazing! All of the food looked great the we injoyed sitting at the bar relaxing. If you like oysters, this is the place to go.
Atmosphere: 5
Food: 5
Service: 5
Food: A+Location: BService: A+Atmosphere: A+We were planning on having dinner at the Square Grouper, but there was a wait (got there a little before they opened). While in line, a nice lady informed us that there was a lounge on the third floor that was already open with no wait, and they served tapas style food, plus they were 21+ and up. Since we were two adults, we thought sure, why try it out… boy am I glad we made that choice. The food was exceptional and on our trip down to the keys it was barely second place to Santiago‘s in Key West (which is high praise). Everything we had was excellent, but the highlight of the meal was the baked brie. The cocktails are also top notch. Would surely come back for round two.