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    The Caboose Bar

    3.9 (40 reviews)
    InexpensiveDive Bars, American, Burgers
    Closed 11:00 am - 2:00 AM (Next day)

    The Caboose Bar Photos

    Business Info

    THE CABOOSE BAR ATMOSPHERE

    What's the vibe?
    Moderate noise
    Divey
    Juke Box
    Live music

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    Beth L.

    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.

    Worst margarita ever lol
    Fran F.

    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.

    Bruce E.

    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

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    13 years ago

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    8 months ago

    Business owner information

    Photo of Timothy S.

    Timothy S.

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    2 years ago

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    1 year ago

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    2 years ago

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    1 year ago

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

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    3 years ago

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    2 years ago

    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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    3 years ago

    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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    4 years ago

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    5 years ago

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    9 years ago

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    7 years ago

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    17 years ago

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    14 years ago

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    11 years ago

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    15 years ago

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    10 years ago

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    7 years ago

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    9 years ago

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    8 years ago

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    10 years ago

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    15 years ago

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    14 years ago

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

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    15 years ago

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    13 years ago

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    15 years ago

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    10 years ago

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

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    15 years ago

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    8 years ago

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    9 years ago

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

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    Ask the Community - The Caboose Bar

    Review Highlights - The Caboose Bar

    Highlights definitely include Gunner's Choice which is one of my favorite sandwiches in Orlando and the wings are pretty decent.

    Mentioned in 2 reviews

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    Ain't Misbehavin - Margarita flight

    Ain't Misbehavin

    3.4(19 reviews)
    5.2 mi
    $

    Had such a fun time here on Super Bowl Sunday!! Our bartender was Shannon and she was amazing…read more Super friendly, remembered our names and made great drinks. The vibes here were awesome. They had a juke box where you could pick your own music so that was great, plus 4 quarter pool tables. The drinks were also so reasonably priced- we couldn't believe the check when it came out. Tons of monthly specials! My friend and I tried the February Margarita flight which was $25 for 4 different flavors and it was amazing!!! We will definitely be back. I also heard they have the best wings in Orlando so have to check that out asap. Highly recommend if you're looking for a chill bar with high vibes. Can't wait to go back for that karaoke 7 nights a week! Also excited for them to reopen the tiki bar area outside!!

    Came here on Sunday with some friends and my dad after failed attempts at some spots we wanted to…read moreplay pool at and we had a great time. The bartender Shannon was very welcoming and nice to us. Great personality and a great little spot to hang out with some friends with. GREAT prices on the drinks too. I would definitely recommend checking out their menu and happy hour options as well. Its a dollar (4 quarters) to play some pool and you can pay a few bucks to play your own music with the built in jukebox they have which to me is a massive plus. Would check this place out soon if I were you!

    Photos
    Ain't Misbehavin - :)

    :)

    Ain't Misbehavin - The pool!!!

    The pool!!!

    Ain't Misbehavin

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    The Porch

    The Porch

    4.0(943 reviews)
    1.9 miNorth Orange
    $$

    Great food, I had the garlic Parmesan wings and would come back for those alone. Super tasty,…read moreclassic wet wings. Next time I want to try mixing two flavors. The service was friendly across the board, and everything came out quickly, both drinks and food. Brunch prices are a great deal, too. The vibe is perfect for a casual but fun weekend outing, more elevated than a dive bar but still laid-back. I'm glad I stopped by because the Yelp photos didn't do it justice, hopefully I can help add some that'll show the vibes better. I'll definitely be back to The Porch.

    It's been a while, but my husband and I were looking to get a chicken Caesar wrap. They had a…read moreCaesar salad on the menu, but our server said we could do the wrap with either grilled or crispy chicken. It was around $4 - $5 to add chicken. We also tried the mimosa double since they had a special for brunch for $5.50. I got the breakfast sandwich which came with smashed potatoes. The server was great and checked in on us several times. The food took a good amount of time to arrive, but it was decent. I had a bite of the wrap and I liked the crunch of the croutons. I felt like it could've used a smidge more dressing, but it was overall good. The sandwich was also good, but I think it could've benefitted from being on sliced and toasted bread instead of potato bun. The egg was also very well done; I prefer it a little jammy or runny. The smashed potatoes were pretty good and it came with a decent amount. The mimosa couldn't used a smudge more orange juice, but it was a double so understandable. A little loud inside, but it's an open area with dart boards and loud conversations. We didn't have to yell and we could carry a conversation well enough. Parking was a bit rough. We parked around the corner on the street.

    Photos
    The Porch
    The Porch - Peanut Butter Pie

    Peanut Butter Pie

    The Porch - This is a double mimosa. Always get the double mimosa.

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    This is a double mimosa. Always get the double mimosa.

    Redlight Redlight Brewpub - Charred Cabbage

    Redlight Redlight Brewpub

    4.3(415 reviews)
    1.5 miAudubon Park
    $$

    Delicious! Love the vibes of this brewery. I always get the halo halo IPA because it's delicious…read moreand purple! The humans working there are always kind and make great recommendations. The food is also yummy and they typically have events throughout the month with different food options! Definitely an Orlando staple. Update - we tried the breakfast burrito today and wow was that so good! Definitely get the curried cauliflower either in your burrito or on the side because it was my favorite part of the meal!

    I find myself here more and more often. The changing menu is both a blessing and a curse. I…read moreappreciate being able to try new things from the chef but sometimes I miss the old items that I may have enjoyed a bit more. The good news is the menu seems to be changing more frequently so more of a chance to get some fantastic food. That said this is a brewery so their beer selection is massive and I find that most all of the servers have a good bit of knowledge on many of the offerings. Not just the tap beer but the bottles and cans as well. I find it challenging to stalk their social media looking for menu updates only to visit and find out something is gone or I missed a special I would have really enjoyed just a few days earlier. I would encourage them since they have so much talent to use their social media for polls on favorite dishes and let people vote on when it's time for something to take a break from the "regular" ish menu

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    Redlight Redlight Brewpub
    Redlight Redlight Brewpub - Carrots

    Carrots

    Redlight Redlight Brewpub - Mac n Cheese w/ Broccolini

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    Mac n Cheese w/ Broccolini

    The Caboose Bar - divebars - Updated June 2026

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