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    Flaglers Restaurant

    3.6 (11 reviews)
    Closed 7:00 am - 10:00 AM

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    Conch fritters! Very good!!!
    Scott M.

    This was a huge disappointment for dinner tonight. While the conch fritters were a good choice to start, I should have ended there. The skirt steak was way too tough to eat and then the key lime cream brûlée tasted like it was a month old and ice cold.... The service was lacking and my waiter had an odor like he had bathed in clorox- extremely strong to the point that it kinda burned my eyes! The outside venue is nice although people walking from the pool to the hotel take shortcuts through the tables, which is very disruptive. You would think that resort with $800* a night rooms would get it right whenever it comes to a restaurant. Especially one named Flagler after the original owner. I gave it 2 stars because breakfast was okay a couple days ago. I would suggest that anyone staying here make reservations offsite!

    Goat Cheese Quesadilla & Skirt Steak
    Anne L.

    For the price, the food was very average. I enjoyed the quesadillas but they were just missing that WOW factor. Husband said the steak was tender but lacking in flavor. The service was not good, the waitress would leave for long periods, and seem to forget about us. They had live music playing and it was way too loud. The view and layout is nice and relaxing. Was convenient if you are staying there but I wouldn't go out of my way to go there.

    Toasted Almond

    Great outdoor seating with water and sunset views. Small menu, but all on point. Ceviche was delicious. Homemade pasta and lobster special was not heavy. Delicious. Service great. Live music-not loud. Really all set for a very romantic and intimate dinner.

    Chicken & catch of the day. Delicious but pricey.

    Service was slow considering we were the only table occupied (we ate late). Live music was great & not too loud. Food was delicious but pricey.

    Flagler's Breakfast

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    Old Town Tavern and Beer Garden

    Old Town Tavern and Beer Garden

    4.3
    (373 reviews)
    0.7 mi
    $$

    I liked the idea of a place based off an English pub. Needed some eats for lunch, so ordered a…read moreburger. Seated quickly in a quaint restaurant and immediately ordered above mentioned burger. Big, stupid mistake! I was expecting something lunch sized but got a fantastic burger and fries that could have held me until the next day! Unfortunately, my wife had seen the fish and chips plates coming out and actually told me, "Your order is stupid, you'll never finish!" She was so right, but damn was it good!!!

    St Patrick's day happy hour 3 people…read more Sat immediately inside Ordered: Corned beef & cabbage (special) With potatoes and carrots Mustard sauce on top Shepards pie Looks small but very filling Tuna poke I wish they wouldn't put the chips in the bowl because it was so saucy that the chips got soggy Tuna and fruit good on top but the bottom of the bowl was too saturated Wings - naked with mango habanero on side Wings are brined so they are very salty I like salt so I enjoyed it but if you sensitive to salt taste, do not order the wings I love spicy foods and sauces but the mango habanero was unimpressive It honesty tasted like a weird vinaigrette Beer & tequila Our server was great With it being st pats day, it was busy and he kept the pacing of our drinks just right Very nice guy

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    High tops
    High tops
    Burgers, beer, football and soccer make for a great day in Key West.
    Burgers, beer, football and soccer make for a great day in Key West.
    Clown Shoes 
 Hazy Juicy Ziggy Cryo Hoptimo Double IPA
 Hazy IPA | ABV: 9.5%

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    Clown Shoes Hazy Juicy Ziggy Cryo Hoptimo Double IPA Hazy IPA | ABV: 9.5%
    Mary Ellen's Bar & Kitchen

    Mary Ellen's Bar & Kitchen

    4.2
    (211 reviews)
    0.9 mi
    $$

    Fantastic Service !! Great food ! We come here every time we come to Key West!! My Wife and…read moreFriend's Love the Jamison Frozen Irish Coffie with crushed Oreos on top !!!

    Mary Ellen's Bar and Kitchen…read more From the outside, it's just a plain white building sittin' in the sun nothing flashy, nothing pulling you in. Real easy to walk right past it without a second thought. But step inside... and now you're in a whole different story. The walls, the ceiling, the corners every inch feels like it's been collected over time, layered with memorabilia and personality. And the wild part? It doesn't stay the same. The décor can shift with the mood, like the place is alive and just decides to reinvent itself whenever it feels like it. You go in thinking it's just a quick stop. Then the drinks start flowing, the room starts buzzing, and next thing you know you're laughing louder than you planned, talking longer than you expected. Sure, maybe there was a little drinking involved but truth be told, it's the atmosphere doing most of the heavy lifting. They've got events, music, off-the-wall fun mixed in with a laid-back crowd, and it all just works without trying too hard. The food holds its own too solid comfort stuff that hits right when you need it and the service keeps things moving smooth without missing a beat. It's one of those spots... looks like nothing on the outside, but inside it's a whole experience. Another one of those "hidden gems," yeah but this one earns it the hard way. Mary Ellen's Bar and Kitchen From the outside, it's just a plain white building sittin' in the sun nothing flashy, nothing pulling you in. Real easy to walk right past it without a second thought. But step inside... and now you're in a whole different story. The walls, the ceiling, the corners every inch feels like it's been collected over time, layered with memorabilia and personality. And the wild part? It doesn't stay the same. The décor can shift with the mood, like the place is alive and just decides to reinvent itself whenever it feels like it. You go in thinking it's just a quick stop. Then the drinks start flowing, the room starts buzzing, and next thing you know you're laughing louder than you planned, talking longer than you expected. Sure, maybe there was a little drinking involved but truth be told, it's the atmosphere doing most of the heavy lifting. They've got events, music, off-the-wall fun mixed in with a laid-back crowd, and it all just works without trying too hard. The food holds its own too solid comfort stuff that hits right when you need it and the service keeps things moving smooth without missing a beat. It's one of those spots... looks like nothing on the outside, but inside it's a whole experience. Another one of those "hidden gems," yeah but this one earns it the hard way.

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    Mary Ellen's Bar & Kitchen
    Half Cheeseburger
    Half Cheeseburger
    Vibrator races!!

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    Vibrator races!!
    The Jerk

    The Jerk

    4.6
    (93 reviews)
    0.9 mi
    $$

    I stumbled across this spot earlier in the day after breakfast nearby and was intrigued by the sign…read moreadvertising Caribbean food and jerk chicken, one of my favorites. While I was checking it out, the bouncer at the bar next door told me it was worth a visit, which sealed the deal. Later that evening, I convinced my friends to go with me. They were expecting a full sit-down dinner, but this is more of a counter-service spot with 6-7 bar stools inside. The setup is simple: place your order at the counter, then either grab a stool or head to the bar next door, where they'll bring your food when it's ready. We chose the bar's patio, which gave us a clear view of the restaurant. It was reassuring to see other groups having their meals delivered over too--it felt like we had discovered the right local gem. The wait was about 25-30 minutes, but that only confirmed everything was being made fresh. And let me tell you, it was absolutely worth it. Our group ordered two jerk chicken plates with plantains, mac n' cheese, and slaw; one oxtail with black beans, rice, and mac n' cheese; and one jerk burger with fries. Every single dish was a hit. The jerk chicken had that perfect smoky spice and heat from the scotch bonnet peppers, balanced with bold Caribbean flavors. The oxtail was tender and flavorful, and even the sides like mac n' cheese and plantains stood out. All in all, this was easily one of the best Caribbean meals I've had anywhere. A true must try when in Key West.

    I was told by one of the locals to try the jerk. I was off and decided to try the jerk. I decided…read moreto try the jerk chicken wings with rice the service was awesome and I would definitely return. The ambiance was nice and the music was very eclectic and the live band was great. When you're in Key West, FL make your way to The Jerk. To all my Yelpers let's continue to eat our way through the world #foodie4life.

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    The Jerk
    Oxtail with plantains, beans & rice.
    Oxtail with plantains, beans & rice.
    View of The Jerk from the Hero's bar next door.

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    View of The Jerk from the Hero's bar next door.

    Flaglers Restaurant - tradamerican - Updated July 2026

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