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    Bobby's Monkey Bar

    4.0 (78 reviews)
    InexpensiveDive Bars, Gay Bars
    Closed • 12:00 pm - 4:00 am (Next day)

    Bobby's Monkey Bar Photos

    BOBBY'S MONKEY BAR ATMOSPHERE

    What's the vibe?
    Divey
    Casual
    Loud
    Happy hour specials

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    Recommended Reviews - Bobby's Monkey Bar

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    Pamela S.

    So this began as an awesome karaoke night . My husband and I were visiting Key West for a long weekend. We stopped in on ga Thursday night to find karaoke DJ Jeff setting up for the evening. Deborah was behind the bar. Both did an excellent job and both were pleasant and easy going. We had such a great time that we decided we were going to come back each night of our stay. We went back on Friday to find Deborah behind the bar and a new DJ named Aramis. He had a big personality but did not run the karaoke rotation well. I went up to ask him a simple question and that resulted in an evening of disappointment. He skipped our turns in the rotation and told us that we should not sing a duet to wasgether and then have a single turn even though the duet was only on one turn. We've been doing karaoke long enough to understand that everyone has different rules. This guy makes them up as he goes along. So we went back to our hotel and decided we would give it another try on Valentine's Day. We go back in time for karaoke to start and find a new x Vicky who is very nice and Aramis again. I was nothing but nice to him I said hello put in our song slips. This time started off well but as the night went on he started favoring his friends favoring people who slipped him money to bump themselves ahead and totally ran a rotation and skipped us entirely. We mentioned something to the bar tender and she said don't argue with him. I wasn't arguing I was trying to ask a question simply because an entire turn had gone by and we were skipped. So first my husband went up to talk to him and was greeted with a very rude response. Then I we cannt to speak with him and he said I don't follow a rotation You're not guaranteed another turn we make our money by getting tips so people that pay us to overhead go first! This was Valentine's Day and there was a huge crowd and I was just so upset that we paid the bill and walked out . We WILL NOT go back because of this rude and very obnoxious DJ. It's really sad that he chose to treat us that way. I suggest that if you choose to visit, you plan to go on a night that DJ Amaris is not hosting!

    Bar area
    Danielle V.

    Stopped here while on vacation in Key West and had a blast. We were there pretty early 9pm, they didn't start karaoke till 9:30 and it didn't get busy till 10:30. We still had fun even though it was dead. They had an old school book to pick a song and it was super dive bar. The bartender was very nice, and we had a great time. It's CASH only but they have an atm on side. Drinks were also cheap!

    Jacob T.

    If you would like to go to a nice little gay dive bar in Key West, then look no further than this place. It is an absolute dive filled with locals and some curious tourist. Every night at 9:30. They have karaoke night again it's a dive bar, but nothing to be afraid of. The bar old, excepts cash and if you didn't bring any they've got an ATM for your convenience. Drinks are strong and cheap. There's no smoking allowed inside the bar so you'll see everyone congregate in the front of the bar where the Astros sit. The staff was relatively friendly. The more you drink, and the later it gets, the better everyone's voices sounded. be sure to have a few drinks before you arrive so you can truly appreciate the karaoke.

    Gin and Tonic
    Sky T.

    A divy bar that is cash only and has nightly karaoke around 9:30-ish. The service is friendly and welcoming. Definitely come as you are and have fun. Really chill and good for a more relaxed night. Outside of that not a bad place to start off before embarking on Duval.

    My partner enjoyed singing is favorite toons. I enjoyed my favorite cocktail.
    Jason S.

    My husband enjoyed singing his favorite tunes. I enjoyed my favorite cocktail. We stayed in Keywest for four nights and made sure we stopped in for a good time. Bartender was awesome and we love the Karaoke host. Can't wait for our next visit in March

    Matt H.

    I never write reviews but this place was so great that I had to drop a quick note. We went here with my wife and her family on Tuesday of this week and had an amazing time! A very friendly bar that seems to have more locals than tourists. We made an effort to talk with the guy running the karaoke night because he was one of the best singers we've ever heard! Go see him soon before he is on Broadway, no joke.

    Matthew S.

    Love this little gay dive bar!!! Typical Key West, very laid back and very chilled. You won't find any pretentious wannabe twinks running around here. Just a solid group of locals singing karaoke with a few out of towners. Everyone is welcome. The bartender was amazing. NO CREDIT CARDS ACCEPTED CASH ONLY SMOKING IS NOW OUTSIDE If you want a chilled place to hang with the locals, have a few stiff drinks and sing a few songs, be sure to stop here.

    J at Bobbys Monkey Bar Key West Fl
    Jj P.

    I have been to this cute little bar many times over the last 8 years. Love the karaoke and the people are soooooo friendly. My next trip to Key West I will be sitting at the bar having a drink.....love the fun and smiles.

    the outside of the restaurant
    Adam C.

    Key West has a chill vibe and the Monkey Bar a great place to find it. Low key may be an understatement but the drinks are stiff and the bartender is nice. It feels like that perfect neighborhood bar where everyone would know your name. My sense was that it was more populated with locals than tourists so it is a chance to meet the real Key West. The only frustration is that they do not take cash. Come on boys this is almost 2021 (because I am so done with 2020) that you cannot expect us to actually carry cash especially in skinny jeans.

    Jeffrey M.

    Just awesome. Go here. Watch old movies. Look at monkeys. Even the monkeys from the wizard. You'll like it. A lot.

    Tess W.

    One of the best bars Key west!! We love this locals joint! Looking for a heavy pour? Look no more

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    4 months ago

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    2 years ago

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    8 months ago

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    3 months ago

    Fun place to hang and get some required day drinking in....met some locals and chilled for a while....

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    7 months ago

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    6 years ago

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    2 years ago

    We had a blast doing karaoke here during our trip to the Keys. A fun place with good service and drinks.

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    4 years ago

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    2 years ago

    Had an absolute blast!! karaoke was on point! Everyone so very friendly! I highly recommend!!

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    3 years ago

    Karaoke bar at its finest! And the bartenders will shock you with their choices of amazing songs to sing all genres. I love this bar!

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    4 years ago

    Fun times and great drink prices! Love having a place that kinda caters to locals. We loved being just "back up" singers!

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    3 years ago

    Looking forward to karaoke tonight at Bobby's monkey bar, right atmosphere great drinks and great service

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    6 years ago

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    3 years ago

    Great spot for karaoke! Staff was extremely friendly and Dj was awesome! Will come back in the future!

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    Page 1 of 2

    Ask the Community - Bobby's Monkey Bar

    Review Highlights - Bobby's Monkey Bar

    “If you would like to go to a nice little gay dive bar in Key West, then look no further than this place.”

    Mentioned in 2 reviews

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    Island House - Grouper sandwich

    Island House

    4.0(106 reviews)
    0.6 mi
    •$$$

    Island House used to be the vacation destination for us. This was our first stay since the remodel…read moreso it's been a few years. OK, where do I start? I'll start with the positives and then get to the negatives and rank them in order. Positives: 1. The palm trees and lush vegetation. 2. The decorations for pride and their 50th anniversary. 3. The food is still reasonably good, although the prime rib came out cold. 4. The rooms have been generally remodeled to be more modern. Negatives: 1. The room is cool in the morning, warms up by late afternoon, is hot by 9 PM, and doesn't start to cool back off until 2:30 AM. 2. The bar staff plays Spanish music only all day until you ask the front desk to have it switched to English to which the bar staff takes offense. 3. The bar staff is more interested in watching the FIFA soccer tournament than actually waiting on any guests. 4. The further you went back into the room away from the front door the weaker the Wi-Fi signal got until there was no signal. 5. The soap dispenser leaked onto the towels hanging on the towel bar below it. Instead of having it fixed, the towels were put on the floor. 6. The gang shower between the gym, indoor Jacuzzi, and steam room area smells like sewage. 7. The sitting area above the stairway and at the end of the hall next to room 210 is covered in and reeks of pigeon feces. See attached pic. Although the front desk and management are responsive, it used to be that these things were taken care of without guests needing to point them out or request they be fixed. Not sure if it's due to staff turnover and/or management turnover but hopefully this review will be taken seriously and help future guests as we will not be coming back anytime soon. My overall rating is a 1 because the negatives far outweigh the positives in importance for the price you pay. And when prices are raised, you would expect the service level would raise as well or at least stay the same, which, in this case has not. Please remember that you're in the HOSPITALITY SERVICE industry. This is basically lipstick on a pig.

    The best fish taco I've ever had. Not breaded pan fried. See below. Fleshy meat large piecesread more

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    Island House - Pool area

    Pool area

    Island House - Fish taco

    Fish taco

    Island House - Fish taco

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    Better Than Sex - Seating and lighting

    Better Than Sex

    4.5(1.7k reviews)
    0.1 mi
    •$$

    I have a sweet tooth, a tremendous sweet tooth indeed, For…read moreice cream and desserts are the things that I need. I've had dessert in the desert near Area 51, And underground in Antarctica, far from the sun. I've had it in graveyards, beneath moonlight so fair, And even in a dessert restaurant, yes, I've had dessert there! At Better Than Sex, the Fever was mine, And it tasted so splendid, so luscious, divine. I tried one of their special coffees as well, And it was so delicious, I nearly swooned under its spell. But the night's grandest moment, the finest display, Was when our waiter arrived with the desserts on a tray. He looked straight in my eyes as he named each delight, With a confidence both curious and wonderfully bright. My dessert was a huge phallus, impressive and grand, With two giant balls resting beneath it in hand. It was covered in "splooge sauce," a curious sweet stream, A dessert of such drama it belonged in a dream! I truly enjoyed this place and would gladly return If I lived nearby, where the sweet candles burn. They are masters of dessert, of flavor and flair-- A deliciously mischievous treasure tucked away there.

    We went to Better Than Sex after eating a full meal at Duffy's right in front, so there wasn't much…read moreroom left in us. But oh man was it amazing. An extremely unique ambience and decoration. But it's not too much or too little. The seating is comfortable and private. Our server was very nice, he checked in at all the right times and was sweet. We only ordered one dessert and it got there promptly. Everything on the menu looked excellent and delicious. We settled on the cookie nookie cake, it was super fresh with many contrasting flavors that made every bite a pleasure. Overall had an amazing time and recommend this place for anything from a late night dessert or a full dessert meal. If we're ever around again, we are definitely going back and trying a lot more than just one dessert.

    Photos
    Better Than Sex - Cream in my coffee

    Cream in my coffee

    Better Than Sex - Red velvet cheesecake

    Red velvet cheesecake

    Better Than Sex - Moscato, white chocolate rimmed glass

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    Moscato, white chocolate rimmed glass

    Blue Heaven - Key Lime Pie

    Blue Heaven

    4.3(5.5k reviews)
    0.3 mi
    •$$

    Blue Heaven is one of those rare places that feels less like a restaurant and more like a second…read morehome you somehow never knew you'd been missing. The food is excellent--flavorful, thoughtfully prepared, and consistently satisfying--but what truly sets this place apart is the service, especially when you're seated at the bar. As a bar guest, I experienced something far above exceptional. It felt like walking into a place I already loved and being shown the very best of it by people who genuinely care. To the bartenders and staff who made every visit feel that way: Dairy-ah (I'm almost certainly butchering the spelling, but the pronunciation stuck with me), thank you for the warmth, the skill, and the way you made the bar feel welcoming every time. Lucy--always with the hat on backwards--you became my spirit animal the moment I realized how perfectly that energy matched the whole vibe of the place. Thank you for being exactly who you are behind that bar. Brittney, the chillest of them all: your calm, easy presence made everything feel lighter and better. Chelsea, I only got to have you serve me once, but that one time was enough to know how good you are at this. And to the Servers, Paul and Lola: even in our brief interactions while I was at the bar, both of you brought such strong, genuine personalities that it elevated the whole experience. Thank you for that. Blue Heaven is an amazing restaurant with great food and even greater service. But more than that, it's the people who make it feel like coming home and being shown the best time in a place you love the most. Thank you--truly--to all of you for making it feel that way. And to Henry, a longtime regular at the bar, who passed away during my visit. "His" presence was clearly part of the fabric of this place, and I'm grateful I got to share that space, however briefly, with the people who knew and cared for him. Thank You All, and sorry if I didn't list your name in this review because there were far more of you than I've mentioned, just Know my early mornings sitting at the Blue Heavens Bar, was the highlight of everyday I spent in Key West. Sincerely, Brian.. (or as my friends call me, "Jonesie")...

    The lobster anything was excellent. I has the shrimp benedict, but everyone else had lobster. The…read morechickens and roosters running around provided entertainment and the atmosphere with the trees and flowers flowing over top make it an experience.

    Photos
    Blue Heaven - Bar inside

    Bar inside

    Blue Heaven - Lobster Grits

    Lobster Grits

    Blue Heaven - Key Lime pie with super tall meringue

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    Key Lime pie with super tall meringue

    Bobby's Monkey Bar - divebars - Updated September 2026

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