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    Cherry's On the Bay

    3.1 (82 reviews)
    Closed 10:00 am - 12:00 AM (Next day)

    Cherry's On the Bay Photos

    CHERRY'S ON THE BAY ATMOSPHERE

    What's the vibe?
    DJ
    Live music
    Casual
    Loud

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    Mary Tini
    Sky T.

    One of the highlights in the Cherry Grove neighborhoods. It's right off the dock where the water taxis and ferries drop people off so it's hard to miss. They have simple bar food, but are known for their frozen drinks. Definitely try out the CH-CH-CHHERRY BOMB! I really enjoyed their Bloody Mary too. They have a Wasabi Sesame rim which is unique and really good! Not too spicy either, but enough of a kick to light that fire. They have drag shows on the weekends too! We came on Sunday and got to catch a show. Note: there is a minimum spend to sit at the bar during this time, but standing is free.

    Abriana B.

    Such a fun place to check out on Fire Island. The drinks are supper yummy, staff is friendly, and the performances are over the top. We just grabbed drinks at the bar as walk ins and stayed for about 2 hours watching the drag shows, and let me tell you, they did not disappoint. If you are looking for a fun place to go with friends, Cherry's On The Bay is the place to be!

    Cherry tree
    Justin F.

    For a good time on a Saturday night in Cherry Grove, this is definitively the place to be. Basically what you have is a beach dive bar with an amazing drag queen show that is loads of fun. I did not have food here but we did have a few drinks which weren't that strong and standard NY $15 a drink. The bartenders were okay. By the way, this is a cash bar, so probably best to bring your own cash or use the ATM in the back.

    Christopher P.

    Restauraunt was spacious, and had alot of seating by the water/ferry dock .Server/bartender had a bubbly and friendly personality, but tried to rush us out and did not give a reason why. Drinks (rocket fuel) were really good and pretty strong . My ceaser salad appetizer was great. My burrito bowl was also good, albeit very expensive for the portion size. Had a fun experience and would try once if you can make it to one of the drag shows. Due to prices being too high i would not make it a regular occurance.

    I love this place!! Was just there with a couple of friends last week. #1. Best frozen drinks ever #2. Love the bartenders - real and cool #3. Amazing view #4. Festive - feels like you are in key west or a tropical island. I grew up in New York and remember when I coming to Fire Island in my 20s and having a blast. I live In Los Angeles now but this place reminds me of everything I love about New York and new York and fire island.

    Kathryn W.

    My favorite place in CG! Everyone is welcome here - the DJ is always great, and this is the place to go for dancing (maybe even on the stage). One thing that annoys me is the teeny tiny restrooms. The line can get out of hand for that - and it also tends to get super hot back there in the summer (no AC). Also, typically they do not charge a cover, but this past holiday weekend when I went they were charging $10 a person. It was annoying, but worth it of course. It's right by the ferry dock and cash only. There's usually a few bartenders on so drinks are served up pretty quickly. Definitely worth a visit!

    The view
    Emanie W.

    Come here for entertainment and drinks only. The food was pretty bland and pricey for the portions. Sweet staff !

    Drag queens for bunch special

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    7 years ago

    Love this place! If you're going to Fire Island this has to be a stop on your list. The drinks, food and atmosphere are awesome!

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    Hi, I'm Linda, Do you know a dragqueen "Delfina"?. .............................................................

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    8 years ago

    The bar was super fun but the restaurant next door gave me a raw turkey burger. I ate it but please cook your burgers henny!

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    Page 2 of 3

    Ask the Community - Cherry's On the Bay

    Review Highlights - Cherry's On the Bay

    Granted, I also visited on my first trip to Fire Island and I'm head over heels with the whole experience.

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    Blue Whale - brunch burger

    Blue Whale

    2.3(40 reviews)
    1.1 mi
    $$

    When you go to The Blue Whale, you're literally stepping into a piece of gay history. For…read moregenerations, it's been the Cheers of Fire Island. There are so many stories tied to this place, including its role in the beginnings of the Fire Island Invasion. It's one of those spots that actually means something to the community. I come to Fire Island every year with my friends, and while I've never tried the food, that's honestly not why people come here. Everyone shows up for low tea, which is basically happy hour starting at 4 PM. It starts picking up around 6, and that's when it hits. You'll see every gay from NYC who's on the island for the week, the weekend, or even just the day. The best part about tea here is that it's your first real look at who's around. It's super social and makes it easy to connect with people. If you're going with a group, lean into it and do a themed tea with coordinated outfits. Nothing is too corny or off-limits. That's part of the Fire Island tradition. They also host drag shows during the week with Bubbles, which are always a good time. And you really never know who you'll run into. Over the years I've seen Milk, Billy Porter, Andy Cohen, and a bunch of Broadway people just casually there. Of course, you have to get the punch. It's a mix of multiple liquors and juices, and somehow no one ever finishes more than one. If you do, just know you're signing up for a brutal hangover. Only downside is how packed it gets during tea. It can take a minute to get a drink, so just go in expecting a little bit of a wait.

    Really nice atmosphere. The brunch menu is a little small, but the options are pretty good. My…read morefriends and I got a carafe of mimosas, they were $42 so not bad. There's basically a full bottle of prosecco and triple sec in it, so extremely strong for a good price. My brunch burger was pretty good, the burger was a little over cooked but overall good. The garlic fries are fabulously seasoned and very crispy so I loved them.

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    Blue Whale - Low Tea at The Blue Whale.

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    Troupe429 - Bar games and drag queen at Troupe429

    Troupe429

    4.8(56 reviews)
    35.8 mi
    $

    I've been a Trouper for the past four years, ever since moving to Connecticut, and it's truly a…read morespecial place. With gay bars rapidly disappearing across America, Troupe stands out as a vibrant hub in the Fairfield County LGBTQ+ scene. The owners pour their heart and soul into every aspect of the bar including the programming, music, and atmosphere, and it really shows. The bartenders are warm, welcoming, and genuinely seem to love what they do. From drag shows and burlesque performances to seasonal drink specials, themed parties, and go-go shows, there's always something happening. Troupe quickly became my go-to spot after discovering it one week into living in CT and I'm so grateful for its existence. Huge shoutout to Casey and Nicholas for the love and tireless work they put into making Troupe429 what it is today--and of course to Johnny, who mixes the meanest elderflower gin and tonic in town.

    My fiancée (soon to be wife) and I absolutely love this bar. We feel not only safe but loved there…read moreas a lesbian couple! We make a point to go to Troupe every time we are in town. We are from Boston. It is basically the LGBTQ+ Cheers! It feels like home but the Queer flair we love. Don't get me started on how amazing every night is whether it is a Drag Show, Lesbian Night or Karaoke! This truly is life!

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    Troupe429 - Jesus

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    Troupe429 - Summer Haze is the host of a Drag Queen show at Troupe429 Thursday nights

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    Sand Castle On The Ocean - Absolutely Delicious Poke Bowl w/Ahi Tuna, Avocado, Sesame Noodles, Cucumber & Crispy Onions - Literally Perfect!

    Sand Castle On The Ocean

    3.7(87 reviews)
    0.1 mi
    $$

    Had dinner here last week. The food was okay, nothing special. The endive salad was delicious, but…read moreswordfish and tuna entrées were overly salted. Our server was friendly, professional, and prompt. Ambiance is good with a nice view of the ocean. Main complaint is that the hostess was a bit off. She wears sunglasses indoors in the evening. After greeting her with a "hello", she just flatly responds "reservation?". After responding "yes", without another word from her she just walks us to our table. Living in NYC, we're used to a bit more civility. Not many dining options on Fire Island, so obviously we have to take their establishments as is.

    First off staff are super nice. Been here a few times and it's always hit or miss which leads me to…read moreprobably rethink going anymore. Went for lunch , my friend ordered the lobster roll, 2nd time for him and loved it. We started with the jumbo wings , $24 for 5 SMALL wings , not sure what was jumbo about them other than the outrageous price? I had the Tai salad , $34 with peanut dressing. Salad was watery , dressing as well seemed very watered down. Understanding how they nickel and dime you here they gave me extra dressing ($1.00 really?? ) which didn't help. The chicken tasted like it came from a can. Avoid the protein bowls unless you're not hungry and stick to what they are known for. Waiter super friendly. Do better.

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    Sand Castle On The Ocean - Inside Bar

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    Sand Castle On The Ocean
    Sand Castle On The Ocean - Outside

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    Outside

    Cherry's On the Bay - gaybars - Updated August 2026

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