The Caboose Bar

    $ Dive Bars, American, Burgers
    Open11:00 AM - 2:00 AM (Next day)

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    Location & Hours

    Map

    1827 North Orange Ave

    Orlando, FL 32804

    United States

    Ivanhoe, Health Village, North Orange

    Mon

    • 11:00 AM - 2:00 AM (Next day)

    Open now

    Tue

    • 11:00 AM - 2:00 AM (Next day)

    Wed

    • 11:00 AM - 2:00 AM (Next day)

    Thu

    • 11:00 AM - 2:00 AM (Next day)

    Fri

    • 11:00 AM - 2:00 AM (Next day)

    Sat

    • 11:00 AM - 2:00 AM (Next day)

    Sun

    • 11:00 AM - 2:00 AM (Next day)

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    Overall rating

    40 reviews

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    • Photo of Xvirad V.
      Xvirad V.
      Orlando, United States
      0
      1
      1
      16 Oct 2025
      Updated review

      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.

      The Caboose Bar - This is the bartender and those men are all regulars. - Orlando, FL
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      Business owner information

      Photo of Timothy S.

      Timothy S.

      11 Sept 2025Previous review
    • Photo of Kenz M.
      Kenz M.
      Orlando, United States
      4
      51
      103
      20 Sept 2024

      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 :)

      The Caboose Bar - Orlando, FL
      The Caboose Bar - Orlando, FL
      The Caboose Bar - Steak sandwich, wings, boiled peanuts, Mac n cheese - Orlando, FL
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    • Photo of Beth L.
      Beth L.
      Fort Lauderdale, United States
      291
      20
      14
      2 Jun 2025

      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.

      The Caboose Bar - Orlando, FL
      The Caboose Bar - Orlando, FL
      The Caboose Bar - Orlando, FL
      The Caboose Bar - Orlando, FL
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    • Photo of Andrew M.
      Andrew M.
      Fort Myers, United States
      29 Dec 2024

      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.

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    • Photo of Fran F.
      Fran F.
      Orlando, United States
      23 Feb 2024

      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.

      The Caboose Bar - Orlando, FL
      The Caboose Bar - Worst margarita ever lol - Orlando, FL
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    • Photo of Kash 1.
      Kash 1.
      SoMa, San Francisco, United States
      0
      1
      0
      21 May 2025

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

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    • Photo of Matthew J.
      Matthew J.
      Chicago, United States
      22 Apr 2023

      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

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    • Photo of Darius J.
      Darius J.
      Ocoee, United States
      0
      5
      12
      14 May 2024

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

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    • Photo of MD M.
      MD M.
      Longwood, United States
      0
      11
      0
      26 Aug 2023

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

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    • Photo of Brian S.
      Brian S.
      Estero, United States
      1
      23
      3
      7 Feb 2022

      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)

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    11 other reviews that are not currently recommended

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