If you are looking for a dive bar in the Loch Haven area, look no further. We came here for a drink before the Fringe Festival on a Saturday night. They have cheap drinks, great bartenders and a pool table. What more could you ask for. The one thing I don't love, and therefore only earning 5 stars is that their is smoking both inside and out. Also, I was a bit disappointed to find out that they stopped serving food a few weeks ago..bummmer! Looking forward to coming back on other themed nights. #Yelp100 read more

The Caboose Bar - Dive Bars Near Me - Orlando, Florida

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I have video footage showing your locals approaching and threatening us. The time frames in your report are completely inaccurate, and at no point did anyone offer drugs. How could that even be possible when we were on vacation and preparing to head to the airport? This was completely unacceptable service -- the least you could do is issue a refund. read more

The Caboose Bar - This is the bartender and those men are all regulars. - Dive Bars Near Me - Orlando, Florida

We stopped in here for a drink not expecting to get food. By the time we played some darts and had a few, we decided to try the food. We were pleasantly surprised as it is a dive bar. We got the wings, steak sandwich, Mac n cheese, boiled peanuts and have no complaints on anything. It was all great, our bartender was amazing and kind and helpful with suggestions. They have plenty of games to play and entertain including a stripper pole ;p They do smoke inside so that's something to keep in mind but it didn't really bother us. Everything was reasonably priced and we will be back :) read more

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This place was the perfect come as you are and enjoy yourself without judgment! Very quiet on a Sunday night and me and my group of girls came in to celebrate my birthday. We were loud and silly and welcomed into the place. Had great drinks, great service and enjoyed ourselves on their "self service pole"! Thanks Caboose for letting us have such a great time. read more

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Went for a test run on Sunday afternoon. It's certainly not an overly popular joint. It's a neighborhood type of joint. We could call it a dive bar but it really is a step above. It clean. Has nice staff and patrons. But it is the food. Much better than expected. I tried the recommended mozzarella sticks and fish n chips. I'm leaving pleasantly surprised. Control you expectations and I'm sure you will be pleased. read more

My husband I decided to stop in last night and ordered their margaritas on special. These were the WORST margaritas we've ever had. They were salty. The bartender never checked in on us. The vibe was very odd here. We of course left a good tip and nearly full drinks. read more

The Caboose Bar - Worst margarita ever lol - Dive Bars Near Me - Orlando, Florida

The spot for drinks and food in the neighborhood! Awesome bartenders fun atmosphere!!!!!!!

Great service expected bar food not damn good food. Fish and chips was amazing. Ordered chips and salsa and was warned it's not made fresh. Sure the hell tricked me cause I ate all of em read more

The food and service is better than expected and mind blowing. 10/10 recommend. Experience it for yourself. You won't be disappointed :)

We stopped in to see some friends. The service was good the place was mostly clean. We would stop by again.

In town for conference and had dinner at the Caboose in the restaurant side and food was great. I had the flatbread pizza- damn good. Wife had the wings and they were cooked crispy. Other couple had the burger- cooked to order- his wife had Chefs Salad and said it was amazing because they use Boars Head meat/cheese. We went next door and bartender was cool- mostly locals - and drank. Drinks reasonably priced and good atmosphere. Heads up: it is a smoking bar (but we didn't find it smoky) read more

For awesome Fish & Chips, this is the joint! They rival Willee's Tavern in Pgh PA.... Frank can make that Carp Yummy! read more

This place seems like it might usually be okay. Just a standard divey place. Nothing super special about it except decently priced alcohol. But there's something wrong with the music. I was in last night and Two Princes by The Spin Doctors came on the jukebox three times in a row and then again 20 minutes later. No one wants to hear that song. Not ever. Certainly not four times a night. Wish I could rate this place higher, but ONE STAR PER PRINCE. read more

The Caboose is exactly what Antique Row needed! A cheap place to drink, without gay or yuppie overtones. Of course, everyone's welcome to come in. And I saw a great mix of all types of people during happy hour* yesterday. Even the staff from Retro City Bicycles came by for a spell. It's the kind of place that feels like cozy beer hall, with a dive bar feel. Small, though there are plenty of places to gather around with some friends and begin (or end) your night. Kitschy, yet stark decor... and that's a welcome change to places that overdo it with clutter and sh*t that doesn't make any sense. There's also a satellite jukebox and a couple video games. The Caboose is practically designed for you to meet people, with it's tight layout and amicable staff. The owner and his star bartender are eager to make you feel welcome. Metal parlor puzzles are strewn about the bar too, to keep you occupied and to possibly facilitate bar bets on who can solve one the fastest. (Picture two weirdly shaped hooks linked together, that require finesse and skill to pull apart...) In case you can't picture where this location, it's situated on N. Orange Avenue, between White Wolf Cafe and Deja Vu Vintage Clothing---or across the street from Rock n Roll Heaven. Highly recommended, but please don't tell any douche-y people about this place. Let's try to keep the clientele as awesome as possible. *Happy hour on Friday's from 5-7. Nickel beer! I think it's Bud or Bud Light. read more

They've got karaoke every Wednesday at 9pm night now, as well as Trivia every 1st and 3rd Tuesday of the month. Come see Britt, Leanne, and Shannon, the best bartenders in Orlando. Don't forget to try the hot garlic wings and the cheesesteak! read more

Wow this place is a dive. But ladies night on Thursday - free beer and wine. The cheaper stuff but how can you beat that? Make sure you go to the bathroom beforehand there's is a little iffy. And apparently dogs are welcome in the bar. We sat outside because it was nice night. I probably won't be frequenting here except for free drinks but I think that's worth it. read more

Fun divey joint filled with interesting locals and cheap drinks.....and a hella cool bartender named Hayley who took good care of our crew. There was also a Stella Artois rep serving up free Stellas. Sure, why not? There is a dog who hangs out there. He is the owners dog and unless I a missing something, he was not at all emaciated. In fact, he was fairly sturdy since I gave him a big hug and a smooch. Another dude brought his dog in and the two seemed to have a good time. read more

It is what it is, a dive bar and a good one. Cheap PBR, cool crowd. Ask for the bar games at the side of the bar read more

The Caboose Bar - Dive Bars Near Me - Orlando, Florida

Cute little dive bar on Ivanhoe row, drinks are well priced and well made. Bartenders are always cool, they check up on you in a timely manner and don't ignore you. They usually always have a cool attitude also. Pretty cool music comes through, I like the reggae nights on Wednesdays. You can smoke cigarettes in there still, which I'm not sure if that is a good or bad thing depending on who you are. I personally don't care if I'm going to decide to go there. So yeah check it out! read more

One of my favorite places. I go to see Gunner, the German shepherd that runs the place, he is the sweetest. The bartenders rock and they have good food. read more

The Caboose Bar - Dive Bars Near Me - Orlando, Florida

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Was out browsing the antique stores with my mom and brother last week and spotted the sign outside Caboose advertising $2 Sangria. How can you pass up Sangria on a hot, sunny afternoon?! Needless to say, we decided to go in. It's a quaint little dive bar. The owner's dog was loose inside and greeted us at the door. I'm a huge animal lover, so I enjoyed that. The bartender was friendly...she asked how our day was going and offered to take a picture of us when she saw us messing with our phone cameras. We stayed for a couple rounds of Sangria and went on our merry way. Looking around I noticed that they offer different drink specials every day, so I would definitely come back if in the area. read more

Perfect location, cheap drinks, friendly bartenders, and a wide selection of patrons coming in and out all night. If you want a cheesey bar, go downtown. The Caboose is a REAL bar. read more

Cool place! I stumbled in on my way home and was impressed by how relaxed it was. The bartender was super cool, friendly and easy going. The few people in the bar were low key. I really enjoyed this place; it was just the right atmosphere. I only wish they had a full service bar as I enjoy my vodka. But the jukebox makes up for it. read more

I went there with a group and my standards were set very low walking in and seeing people smoking inside. Visually looks a bit outdated and dirty. I'm not saying that it isn't- but they did defy my expectations. The drinks were cheap and strong and the food was genuinely pretty good. I had wings and split a cheesesteak sandwich. Probably the best tasting bar food I've had in a while. This place is okay! read more

Come for the best drink prices in town! Leave from the smoke. :( The German Shepard hanging around is cool though. read more

Look, this place is as unpretentious and unassuming as a bar can be. It is a dive bar. It is smoky. It is at times rambunctious. The bathrooms look like actually using the bathroom in there is an after-thought. The jukebox can swing from rap to country to Two Princes within the course of 15 minutes. The bartenders (especially Leeann) are efficient, friendly, and personable. The bar definitely has a "Cheers" type vibe where everybody seems to know everybody but it's friendly enough that even if you don't know anybody you're still bound to have a pretty good time. They do have a decent sized bar food menu. Highlights definitely include Gunner's Choice which is one of my favorite sandwiches in Orlando and the wings are pretty decent. Pool tables and dart boards for things that like games like that. You're bound to go home smelling like tater tots, German Shepherd, and 305's smoke, but goddamn did you have a good time and saved a few bucks doing so. Best bar in Orlando. read more

Came here last night after a great day of bar hopping. Bartender was not very personable. The bar is only as good as the bartender and unfortunately this spot missed the mark. Until they put more emphasis on customer service I will not be coming back. I hope the managers understand the importance of having a welcoming spot in this neighborhood. read more

We stopped here for a beer, and to people watch, on a sunny afternoon. We would recommend you try it for the same!

Last time was the first time I went and I really liked it. On some nights I love a loud, fun type of bar...and this was it. The beer selection was good too. read more

Straight up dive bar. Cheap drinks, including the mildly cold pitcher of Bud Light that a friend and I ordered. Pool Table. Golden Tee machine (which is an awesome game to play while downing a few pitchers of brew). A great juke box. Dogs, cannot forget the dogs. You will find 1,2,3 and maybe more pooches. Cute, friendly and will be more than happy to play while you drink. read more

cold beers interesting people loud music a true dive that i am a fan of! read more

Always looking for local spots to stop at on the weekends. Older gentleman on Friday night was VERY rude and didn't represent this welcoming area at all. Definitely a spot I will skip over next time we bar crawl. Unfortunate because there are so many great spots nearby and this could certainly be one of them if service and demeanor was improved. read more

Never been, thought I'd give it a try. I loved the German Shepard walking around, he was really cool. It's a smoking bar so if you're ok with that then you'll be fine. The bartenders were upset that I had one beer and tabbed out, but the smoke was too much. read more

Nice ambient music and the bar tender tendra is funny and special ! The Price of the wines and beers Chipper and live music ! The perfect scapr read more

Caboose is my local watering hole. Never had a problem here. Unless you consider a hand on my inner thigh a problem. Why should you? The staff rocks . No judgments here. Wear your heart on your sleeve. Be real. read more

Cool little bar with fair drinks and decent jukebox. They also do live events; anything from DJs to bands. Pretty clean place and the bartenders are usually cool read more

Good bar great bar tenders if you want a stiff drink and good conversation come to caboose

I used to go to The Caboose a lot in 2009-10 (I believe it opened in '09), but haven't been there much in the past 6 months or so. It's definitely a place I'd like to go to more often, and I recommend it for those who have yet to visit. The last time I was there, the bar was beer (and maybe wine?) only (i.e. no liquor). As one reviewer already pointed out, the bar has begun serving food, which I've yet to try. I'm way overdue for a visit here, so if I go soon and remember to update my review, I definitely will. Be sure to drop by on Friday evenings, if you can; from 6 p.m.-7 p.m., the bar offers beer for a nickel apiece (I believe the beer is Miller Lite or something along those lines - not anything you want!). That's when I've been there the most and I've always had a great time. It may get a little crowded in there, so try and get there a little bit early to ensure your seat close to the bar and bartender! read more

Best wings, burgers, and sandwiches in town! Always my number one choice when I'm in College Park. The bar is pretty sweet too. If you're looking for that Old Orlando feel, this is the perfect spot to go. Another thing that makes this bar super awesome, is that it's dog friendly. Feel free to sit at the bar and have a cold one with your furry friend. Local tip, there's parking in a lot next to Washburn Imports for additional parking. read more

Food is amazing ! And bartender Leeann is my favorite she always makes sure we have a good time ! Love it here