I was in the area with a group of friends for a vacation. We happened to pass by this place and heard the live music so we went to check it out. No cover fee and you do not need to be a hotel guest so you can still go there to enjoy the bar, live music and pool. We went there maybe four more times. It's a pretty nice set up with the bar also serving food. The prices are decent and the food and drinks are good! Service was excellent! Bathrooms are inside the hotel. The live bands were very good! It is the perfect spot to chill and relax! We look forward to going back there again! read more

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Our fries were plain,our chicken tenders were veiny, had fat, and were hard to bite into The drinks were good but ther waitress was slow and got our drinks wrong not once but twice and the waitress said that my sister didn't order but I watched her order. Lastly the salt and pepper did literally nothing to add flavor. read more

Open late night! Fun bar staff, typical bar food. The best is the roof top atmosphere with local talent! Great cover bands! read more

An outdoor dive bar on a roof off the boardwalk. Cooking was done behind the bar and the food although typical dive bar fare was good. Bartenders were attentive and the prices were cheap. 4 beers on tap. I had cold fresh land shark. read more

Loved it here! The bartenders were so nice and attentive. Very fun atmosphere and they have a Tamarind crush that slaps. They said they recently rebranded, so if you aren't too sure about going based on posts from 1+ years ago ignore them and try it! read more

Brittany was absolutely wonderful. She was attentive and kind as a server. And she made our drinks quickly. We've been going for years and these were the best drinks we've ever gotten from here. We already love the bar but Brittany made this visit the best one yet! Go here for some great vibes, music, and service :) read more

Amazing mixed drinks! Solid orange crush and phenomenal frozen drinks!!! The Grand Cayman tastes like a strawberry milkshake and the dirty banana is like a banana smoothie. So good!! My fiancée said the woman's bathroom was also very clean! read more

Caribbean Pool Bar & Grill - Dirty banana & Grand Cayman frozen cocktails - Bars Near Me - Ocean City, Maryland

I was looking for something off the board walk that wasn't crowded. Popped into here for a drink and to relax for a second. They have a bar area on the roof top. They cook small eats like fried food in the center of the bar. Drinks were around 7 for mix boat drinks unlike that of 8 bucks or more off the boardwalk. It's shaded and have comfortable chairs to lounge in. read more

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Seriously bad French fries. Great waitress but even for 3 pieces of extra bread for an appetizer, they charge you $3. We were 5 and we all had to leave the fries that tasted re heated and gummy . read more

Great food. The southwest burger is fantastic. Service is quick and the place is clean and spacious.

Food and service were great! However there is a sign that says only hotel guests are permitted to use the pool and hot tub. So keep that in mind! read more

I go to Ocean City MD every year on vacation. I'm at this pool bar on 2nd street at least 2-3 times during my annual vacation. Read below why its so great! Atmosphere & Entertainment: So relaxing and chillin' out, they usually have a live band playing reggae music or Jimmy Buffet on the pool deck. The pool itself is huge, and open to all patrons, even if you aren't a tenant staying at the Plim Plaza. There's plenty of lounge chairs around the pool, and tons of seating around the pool deck near the stage to listen to music while you eat & drink. Even the wrap-around bar is so big that you can always find a seat at the bar. Staff: Everyone is so friendly! The cooks and bartenders rock. The waitresses are so good looking they even have their photo on a huge postcard/calendar style photo around the bar. Food: Some menu items are much better than others, my favorite being the chicken cheesesteak. Don't get the wrap, its really small. The tuna is OK too. Don't expect an amazing meal here, but its good enough to wash the booze down! Drinks: An entire Caribbean menu full of specialty drinks. Try several! They are sweet and refreshing. Beers are really cheap here too! Side note: They have a talking parrot on the pool deck, which is cute when you get to see the staff take him out of the cage. However, he can get quite annoying when he won't stop yelling! read more

got onions rings and the mango mai tai. really good but lady made me and my friends feel discriminated and it's unappreciated and unacceptable read more

It was confusing to find the place ! But it was inside of a hotel on the boardwalk! Great drinks ! Decent prices read more

Caribbean Pool Bar & Grill - Bars Near Me - Ocean City, Maryland

The reason we stay at the Plim! Great live music and all sorts of rum drinks. If you're staying at the Plim, there's a pool and Jacuzzi. read more

When choosing a place for lunch I chose the Caribbean Pool Bar based on the description in the magazine in the hotel. Much to my disappointment this is NOT what I was looking for. There's nothing caribbean about this place. Soft rock is playing and the ambiance is NOT caribbean. My drink is good and the cheesesteak is alright. Guess next time I'll just go back to the actual CARIBBEAN for what I'm looking for. read more

Caribbean Pool Bar & Grill - Caribbean cruise - Bars Near Me - Ocean City, Maryland

Wonderful pool, water was really warm. Atmosphere was relaxed and felt very safe and fun. We went after dinner and I'm so glad we did. Never wanted to leave. We were able to watch the sunset from the rooftop pool. Made it feel like a wonderful summer night. There are people of all races and everyone got along fine. I'm sorry to hear about the problems people have here. It doesn't fully surprise me but then again it does. read more

Caribbean Pool Bar & Grill - Summer fun in Ocean City! Love this pool! It must've been 90°F! - Bars Near Me - Ocean City, Maryland

Live Band and pool bar what more can you ask for. Try the wings with Jerk sauce, bomb! My cheeseburger could have had more flavor but overall I was satisfied. Pina Colada was everything I was expecting. Will definitely be back. Guys at the bar were super friendly gave us recommendations on where to go for a good time. read more

Caribbean Pool Bar & Grill - Bars Near Me - Ocean City, Maryland

Likes: - Live band everyday - Fully outside restaurant with patio covering - MASSIVE POOL on the rooftop open to everyone - Tons of space for people to enjoy themselves here - My cheesesteak sandwich I ordered was good - Drink menu is OMG delish... I am talking to you Pina Colada - Merely steps from the beach Dislikes: - Sandwiches are pretty much the only thing on the menu with the exception of a couple of salads. I would like to see more (seafood) entree options applicable to the name of the restaurant. - Service was spotty. She was nice, but for a party of 6, we should have saw you more than for one refill of drinks and food delivery. read more

The rooms are terrible: dirty and the smallest I've ever seen. When you sit down on the toilet, your knees ACTUALLY TOUCH the tub. The worst part of this place, is the bar at the pool!! Whoever is the manager of this bar should probably be fired. Firstly, there are not enough waitresses. Secondly, they haven't divvied up the tables appropriately. My family and I weren't staying at the hotel this visit, because of what I said before about the rooms, but went to the bar for lunch. Boy was it a mistake! The waitress was lucky our family didn't walk out without paying the tab. Why you ask? Don't worry, I'll tell you. The only table big enough in the shade was over in a corner. While sitting there, we had to ask TWICE for someone to send our waitress over to take our order. We would have otherwise left if we weren't so hungry already. Turns out, our waitress was also serving half of the pool as well - which was COMPLETELY on the OTHER side of the bar area, where she spent most of her time. Whoever designated waitress areas needs to re-designate them. However I have a suspicion none of this area is designated at all, and that it's free-for-all. My father had to go up to the bar twice during our time here to order an alcoholic drink. Which the bartender ignored him several times. She gave the gentleman next to him his beverage, made eye contact with my father, turned around, walked to the other side of the bar, and served another person. (Note to the 20-something year old female bartenders:: Serve the older, adult people at the bar because they tip better than the "hot frat guys types"). When the waitress finally did show up to our table, we ordered our entire meal at once because we knew we would hardly ever see her. Which we were correct about. She hardly ever checked on us, because she hardly had any time to while serving HALF OF THE ENTIRE POOL with drink orders. The food was mediocre. Decent finger food while visiting the beach, and served our purpose. However, we had to go to the bar to get tartar sauce and extra ranch dressing because like I said, we hardly saw our waitress while she served the 40 people at the pool. By the end of the meal, when the waitress finally came back to clear our plates, my bf ordered a refill and a pina colada (which she forgot about the pina colada, and we had to cancel), and gave the whole table refills for things we didn't want (both of my parents only wanted to drink one cup of iced tea because of the caffeine content), and then took an extremely long time to bring us the check. In fact, my father told the rest of us to leave and go back to the beach because we were missing a beautiful day waiting for this waitress to bring us our check. 10min after we left him, he left to use the bathroom. They are LUCKY he returned to a flustered waitress and didn't just leave to join us on the beach again. Terrible service. Absolutely terrible. Dear Manager, You need 2-3 waitresses serving the pool ONLY. 3-4+ waitresses to serve the tables at the bar ONLY. AND you need to divvy up who serves which tables. I've never worked in the service industry, and even I know you can't have a waitress serving opposite sides of a bar. read more

Food was really good and the drinks were awesome, priced well, and strong! We really enjoyed our time as we came here while staying at the hotel that it is attached to. 4 stars only because the wait staff was not good. They said it was "seat yourself" but never came to our table. We kindly asked if we should order from the bar and the waitress said "it's whatever you want" sort of rudely. We ended up ordering from the bar as the bartenders were pretty awesome anyways. read more

As me and my husband were walking towards the boardwalk we couldn't help but steer towards the direction of sound coming from up above, we peeped our head upstairs and noticed it was a bar, COOL! So we got our drinks and the service was nothing above and beyond, which we weren't too needy about. It had a laid back vibe but we noticed how the Parrot (mascot for the bar theme) seemed very depressed contemplating its dreadful life of mockery due to it not being free as he should be as how nature works. And it really ruined our mood, this bird wanted to leave and the fact it's stuck being used as display for the rest of his life made us ponder and so we left after our kind hearts witnessed this cruelty.... #freethebird read more

Caribbean Pool Bar & Grill - Freethebird - Bars Near Me - Ocean City, Maryland

Have a love hate relationship with this place. We always stay at Plim when we come here. It's nice that you can chill out at your pool however so can anyone else who straggles off the boardwalk. The pool is typically packed with non hotel users. Today I'm extremely frustrated that the grill closed at 6 and bar at 7. Was really hoping for a few drinks and relaxation with the hubby. Guess they didn't get the memo that summer this year has two extra weeks. They are operating like its mid September. read more

The review is mostly based off boyfriend's experience. I don't drink so it's based of him. He was happy with service provided. It was quick and effective. Drinks were on point and cheap. He got a couple of beers and he got me a "virgin pina colada". He knows me so well and that I love smoothies so he got me a drink that looked like a smoothie with the whip cream on top. I knew he was lying when he said it had no alcohol but it looked soooo good I gave it a try. On a hot Saturday afternoon that drink was the boom. He also liked it. We stayed at the plim plaza hotel so it was also convenient for us. Live music. Pool also on site. read more

Caribbean Pool Bar & Grill - The girly drink my boyfriend got me. - Bars Near Me - Ocean City, Maryland

This place was a great place to chill out in the afternoon before dinner for a few drinks! The day we went it was pouring rain, and stayed by the bar the whole time. There were awnings which kept us dry. The beers on tap were cheap ($2.50!) and the mixed drinks were really yummy! If it weren't raining we'd have definitely gone in the pool! There's a really nice large pool there with tons of chaise lounges all over. The food looked good, but we didn't eat there. If I lived in the area, I'd definitely go back! read more

Amazing drinks, live band, pool , hot tubs. & generously priced food. Perfect for a date, time with the children and you can hang out at the bar read more

Caribbean Pool Bar & Grill - $7 mixed drinks !!! On ice or frozen - Bars Near Me - Ocean City, Maryland

Stopped in for a late dinner and drinks, saw this place on yelp. Our waitress took our order only to return twenty min later to let us know that the kitchen was closed and even though she submitted it in time they weren't making our food. Then she brings our bill so we can leave and find food and brings the wedding bill, but realizes it after we are charged. Menu is limited and the drinks were average, no idea how its ratings are so good. Crappy experience for us. Shame because the music was awesome. read more

Terrible service! So I've come to the conclusion that dining options in Ocean City are pretty terrible. We were attracted to this place because it had 4 stars. Maybe the 4 stars are for the Macaw bird that was on the premises and drinks. We were actually sitting down at another place and left to come here because it seemed so promising; however it was a huge disappointment. We sat at the bar hoping that that's where we would get pretty good service. The bartender took our drink orders. In the meantime we were looking at the food menu; when the bartender returned she only took my mom's food order and then walked away. She did not even acknowledge me and inquire if I also wanted food. Another woman came behind the bar and we were able to flag her down and she took my food order. However this woman's bra was hanging all out of her dress top. I understand this is a beach town but it was really bizarre how much of her brassiere could be seen. Especially while on the job. I ordered a buffalo chicken wrap that was ready in less than 15 minutes. She retrieved it from the cook and walked all around the bar yelling "buffalo chicken wrap!" Like did she forget that I was the one who ordered it? The place wasn't even that busy but honestly I think this woman was under the influence of something and should not have been working. The bathroom is inside the adjacent hotel. As soon as I walked in the hotel it smelled like urine. However the restroom itself was fairly clean. Outside of the terrible terrible service there was live music and the performer was pretty good but unfortunately due to the service we will never return. read more

The food is nothing special, but it's not really intended to be. Burgers. Fried foods. The cheesesteak wrap was actually way too greasy, but, again, you don't come here for outstanding food. The 5 stars is for the ambiance, decent service, and reasonably priced drinks which, believe me, is a luxury in the least common denominator, bland middle-America hellhole that is Ocean City. Very comfortable chairs. Free live music (rock covers - because the world apparently cannot go 6 minutes without hearing Jealous Again and Comfortably Numb), and an open patio that makes it easy to enjoy a sunny day. read more

Waited over ten mins to get a waitress who never came btw. Bouncer was nice. Bar food. Won't be returning.

I've been going to ocmd every year now for a while and stop a couple times each visit. I absolutely love the way they make some of their drinks and haven't found another place that makes the sex on the beach drink as good as Sean from the Caribbean pool bar. Would definitely recommend and will stop back each trip. read more

Drinks were good and the ambience was fine with live music and pool side, but the bad part was the service, the waitress seemed lost or unfocused and probably overworked, overall service was really slow, kitchen closed at 10pm and no food or even snacks were available after this time which in my opinion is a very bad move for a bar. We went a second time the next day because of the drinks and were disappointed again by the service, this time we were able to try some food and I'd rate it as average. read more

Ok. The volcano drinks are quite riots. Rum and more rum. The fried buffalo shrimp used to be better, but is still available. Burger and fries are doable. The live entertainment is a great treat. Just a stair flight away from the boards on 2nd street, it is still one of my go to places. read more

Great service, atmosphere and drinks. Great place to relax and listen to some music. Bartenders on top of things! My new favorite bar to hang at the beach! read more

God awful. Took over an hour to get our food. WAS ONLY CUSTOMERS THERE! $9.50 for a pre-made box hamburger patty, nasty! Fries were cold and hard. Chicken wings were cold. They couldn't coordinate anything. Before I received my food, I wanted to buy a t-shirt. Asked a waitress to send somebody over, nobody ever came. Worst restaurant I've ever ate at in my over 30 years of coming here! Epic fail! read more

Good drinks, ok burger, fun atmosphere, kinda pricey. Berrer for drinks than for food. Live bad was fun.

2nd year in a row we went for a beverage at the bar and had to wait 10 mins to even get acknowledged that we was there and that's only because I spoke up .. And then it was followed by an aggressive attitude by the bartender... better places in OC to get a drink with friendlier bartenders.. read more

Love this place service and food is always great and we usually stay here at the Plim Plaza hotel. I love the atmosphere of this cute pool bar and grill read more

Good place to grab a drink and sandwich coming off the beach or boardwalk. Live music is a big plus as well.

I really enjoyed my time here. There's a pretty big round bar, lots of seating space, a stage where the live band sings pretty cool music and a pool in the corner. It's a pretty cpol spot, I really liked their drink menu. Deff coming back here next year =) read more