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    Rams Head Southernmost

    4.1 (586 reviews)
    Closed 8:00 am - 10:00 pm

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    RAMS HEAD SOUTHERNMOST ATMOSPHERE

    What's the vibe?
    Loud
    Casual
    Touristy
    Dogs allowed

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    Crab dip
    Aurora G.

    Incredible. I'm sad we only had a bite here and not a full breakfast. The Bloody Mary was PERFECT and the crab dip was insanely good. Easily the best bite and drink we had in Key West. The service was fast and the waiters were kind, even though they were slammed. If I ever come back to this island, this place is making top of the list to return to.

    Fish tacos
    Nicky S.

    We were out on a bike ride and stopped in here where we had the loveliest lunch. We were seated immediately and had the nicest waiter take care of us. He answered our menu questions and told us about the chicken repellent on the table (water is a squeeze bottle). We had no chicken issues as they just meandered around keeping to themselves. Our food was delivered to our table quickly and was very good! I opted for the fish tacos and it was a great choice. They were plentiful and flavorful. There was live music which we also enjoyed while dining.

    Not done not done. Not done. Not done. Not done.
    Mike T.

    Had an awesome build your own Bloody Mary one day and the House Bloody the next. Both were excellent. Service at the bar was super friendly and both times we had live music. We had this salad with very fresh ingredients including perfectly ripened avocado. Very nice breakfast/brunch offerings. Check it out.

    Daveed T.

    This place gets the Key West thing right. It is set back off the main drag in Bahama Village, so you get the shade trees, the live music, and an actual laid-back island vibe instead of a packed tourist trap. The Bloody Mary bar is a whole event and honestly a reason to come by itself. Food was fresh and did not skimp, frozen drinks were perfect for the weather, and the staff kept it easy and friendly the whole time. A little walk off Duval but that is exactly why it is better. Easy recommend, would come back.

    Ashley S.

    We came here for brunch on the last Sunday of Fantasy fest. It was busy, but we were able to get seats quickly. I got their crabby Bloody Mary and I highly recommend that!! It was a small seafood dinner on top of that drink. We also got the crab dip and I got their wings. Huge portions!! We even got a chicken show. The chickens were jumping on the tables taking the leftovers people had.

    Damn fine breakfast sandwich, served til 1 pm!
    Chris R.

    Thanksgiving Day in Key West, walking around to the sites that were open, killing time til our 4:15 dinner reservation, we got hungry. We happened to be within sight of Rams Head. So we popped in for a snack, 8 of us. They have a patio that was crowded and hot. Thankfully they sat us inside with AC. Our server, Costa, was a hoot. Great sense of humor, attentive, apologetic for being shorthanded, but we didn't notice. We ordered beers, cocktails, etc... then food. These were no snacks. Full scale breakfasts in the afternoon, nachos, burgers, etc. it was all really good. And we were stuffed. Called from the table to push our dinner back to 6:30 cuz there was no way we'd be hungry in 3 hours. Eat here.

    Menu
    Carey H.

    This place was a great way to cool off and gran a bite, while listening to good music. Service was great and excellent food. Wr had a Vodka watermelon drink butbot was a bit sweet so we cha get to Sunsides. The nachos are a large portion and was all we ate. PS this place had a lot of chickens. Doesn't bother us but fyi. Highly recommend!

    Cornycado salad with grilled chicken. I loved this salad so much, I had to get it again the next day!
    Noreen C.

    I've been coming here for a few years now, during my twice yearly trips. I always sit at the bar, enjoy some food and drinks. Live music is great. Delicious salads and flatbreads, and Michelle behind the bar is awesome! See you in February!

    Wendy N.

    No exaggeration. We go here every day during our annual key West visit. Get a couple grapefruit crush drinks, sometimes breakfast. Constantin and Morgan and Gretchen... the entire team is so fabulous!!!

    Paul P.

    Came here with a bunch of fellas on a group Key West trip. Seated in our own room, the service was quick, efficient and friendly. Nice waitstaff. The food was terrific. I had the tom a to watermelon salad with basilica, and a guacamole dish that was excellent! Everyone was satisfied with both the taste and quantity of servings. Well done!

    Chicken Repellent
    Ginger S.

    Always a good spot and you get chicken repellent at the table!!! Service is fast and the local singers are great. They have half price appetizers and 2.00 of drinks for happy hour. We ordered the Brussel (blue cheese and bacon) sprouts and Mahi Mahi tacos! Both were very good.

    Fish Street Tacos -  blackened, pineapple slaw, queso fresco, chipotle aioli
    John R.

    Coming here with a large group, we had to wait about 45 minutes to be seated. The bar, the area in the back, and cornhole kept us entertained while waiting. Though there is an upper deck, at least for when we were there, the space down below was cooler and certainly more inviting. Sitting down for the food, I had the Fish Street Tacos - blackened, pineapple slaw, queso fresco, chipotle aioli. They were good. Good enough to make the overall experience worthwhile.

    Entry to restaurant

    Salads were very fresh. Peppadew peppers were great. Wait staff was friendly. Bathrooms weren't the best. Chickens everywhere.

    Seafood omelette

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    3 years ago

    Great value! Festive and charming patio, killer live performer, and food was great. Will be a repeat patron when back to the keys.

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    1 year ago

    The food was definitely above average. Wait staff was great and our food arrived quickly. We went during Happy Hour enjoying half price.

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    1 year ago

    Drinks and entertainment were spot on. Although the star of the show was the crab tots! Highly recommend!

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    1 year ago

    Great food & Bloody Mary bar was a bonus. Service was good & another bonus was the frozen drink stand right outside to grab on the way out.

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    Big portions at reasonable prices of above average food, pleasant service in rustic outdoor setting.

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    Page 3 of 15

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    Caroline's - Bruschetta

    Caroline's

    4.1(1.7k reviews)
    0.4 mi
    $$

    At the recommendation of my daughter, my wife and I had lunch at Caroline's during our recent Key…read moreWest cruise stop. Caroline's it not fancy - it's pure Key West. And the food is decent. But, for my wife who is Gluten Free, they scored big points by going above and beyond. She ordered a dish that had plantains, and was disappointed to hear the plantains weren't gluten free. She has been GF for years, and has become accustomed to being disappointed with what she can't have. Imagine her delight (joy!) when they brought over plantains prepared GF - just for her!!! That made her so happy - service like that isn't common these days. VERY well done, Caroline's !!!! And thank you!!!

    Really wanted to like this place! Honestly it's a cute set up and the food was decent…read more... Right after I sat down a waiter came around the corner, almost tripped over my chair, which startled me. Not to mention there was a huge tray of food in his hand that almost fell on me, so again I was startled! It was totally fine though, accidents happen!!! Instead of acting professional and apologizing/laughing it off, the waiter throws our utensils on the table and runs away. Then 5 min later we get a new waiter who seemed annoyed with us because his coworker accidentally tripped on my chair???? What bothered us was how short our waiter was with us, yet so kind to all the other tables around us. We ate quickly and left but our original plan was to stay a bit longer and order drinks with dinner... Weird and unprofessional!

    Photos
    Caroline's - Outdoor seating

    Outdoor seating

    Caroline's - Shrimp Poboy

    Shrimp Poboy

    Caroline's - Mojitos

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    Mojitos

    Mary Ellen's Bar & Kitchen - Irish coffee, the best one you'll ever have

    Mary Ellen's Bar & Kitchen

    4.2(214 reviews)
    0.2 mi
    $$

    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.

    Mary Ellen's Bar & Kitchen is exactly the kind of place a weary traveler wants to discover in Key…read moreWest: a lively bar, cheap beer, and delicious Mexican food. The prices were friendly, the atmosphere was fun, and the combination of cold drinks and spicy food gave me enough courage to face whatever horrors waited outside. Unfortunately, after ordering my second beer, the lights began flickering and a mysterious voice whispered, "One more round." I assumed it was a ghost until I realized it was just someone at the bar making a recommendation. Then the salsa started moving on its own. I bravely consumed it anyway. By the end of the night, I had defeated the haunted salsa, secured another inexpensive beer, and escaped with my soul mostly intact. Mary Ellen's is a great stop for cheap drinks, Mexican food, and the possibility of being spiritually possessed by a particularly aggressive jalapeño. Five stars, though I recommend keeping an eye on the chips.

    Photos
    Mary Ellen's Bar & Kitchen
    Mary Ellen's Bar & Kitchen - Half Cheeseburger

    Half Cheeseburger

    Mary Ellen's Bar & Kitchen - Vibrator races!!

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    Vibrator races!!

    The Jerk - Jerk pork with jasmine rice & steamed cabbage and sweet plantain.

    The Jerk

    4.6(93 reviews)
    0.2 mi
    $$

    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.

    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.

    Photos
    The Jerk
    The Jerk - Oxtail with plantains, beans & rice.

    Oxtail with plantains, beans & rice.

    The Jerk - 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.

    Rams Head Southernmost - tradamerican - Updated September 2026

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