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    Cask & Ale

    3.8 (146 reviews)
    Open 11:00 am - 2:00 AM (Next day)

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    CASK & ALE ATMOSPHERE

    What's the vibe?
    Loud
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    Trendy
    Intimate

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    Sh*ts Bananas
    Melissa E.

    Stopped in on Tuesday night while exploring Downtown for an amazing drink. The staff was quick to recommend their favorites and also without being asked gave us water cups (and kept them full!). I ordered the sh*ts bananas and my friend ordered the Chai Hard, both were amazing. I would definitely recommend for a quick drink or to hang out for while since their bar area and chairs are so comfortable!

    Margarita
    Mary L.

    We stopped by Cask & Ale on a Monday evening primarily for drinks, and it turned out to be a perfect, laid-back experience. There were only a few other people in the restaurant, which made for a relaxed and pleasant atmosphere--ideal for unwinding. The focus here is definitely on the spirits, and their happy hour is fantastic. At just $8 per cocktail, it offers exceptional value. We sampled two classics: the Margarita and the Old Fashioned. The quality of the drinks was ok. My Margarita was particularly strong--they certainly don't skimp on the alcohol here! If you appreciate a cocktail that packs a punch, you will be very satisfied. The Old Fashioned was equally well-made.

    The aggressive "security" guy
    christina L.

    I am deeply disturbed by my experience at Cask & Ale. This was my second visit, and what happened was scary enough that I almost called 911 from the bathroom. While I was in the unisex bathroom after waiting in line with my friend, a male security guard began violently pounding on the door, shaking the handle and pulling on the door as if trying to open it!(my friend witnessed this from the hallway).. When I came out, the security guy was aggressive & tried to force me through a back alley door. I had no idea why he was so angry or why he was trying to isolate me into an alley. I refused and told him I was NOT going out the back door to an alley!! I walked toward the front and him and another security followed me, said I had to leave, which of course I would, I don't know why I was being asked to leave, but this was scary and I just wanted to get out safely. Another security guy was pushing me from behind as I was walking until I started recording him, then he hid his face.. I tried to report what happened to the front doorman, but he refused to hear anything. This behavior was threatening and completely inappropriate. I hope there is video footage in the bar for management to review. I had been enjoying an evening with friends and it quickly escalated to an unsafe situation because of the "security" and for what reason!? As a healthcare professional, I am very aware of safety concerns, and this crossed a serious line! This is not acceptable behavior from security, and it raises serious concerns about how women are treated here.

    Tacos
    Michael D.

    Cask & Ale was a total surprise during a recent trip to Sarasota with my partner. We had the best experience! The food was beyond good. The Sicilian rice ball was phenomenal! We also had the tacos, ceviche, Philly cheesesteak eggrolls, espresso martinis and a few other options. Their happy hour is the best anywhere! Full sized plates for $7 each! The staff is friendly and the bar is beautiful. I can't recommend this place enough if you're in the area or on Main Street!

    Nachos
    Rickey C.

    A++ spot. Great vibe. Really nice space. Excellent food. Great beer and cocktail list. Service was top notch and super friendly. Definitely a go-to spot

    Bartender climbing the ladder to the lockers!
    Susanne B.

    Had a great time at Cask & Ale last week! We stopped for a pre dinner drink but when the rain started we decided to stay! Alejandro was our bartender (and he looks like he could be Matthew MCConaughey's son!) who made great drinks for us and explained about the lockers behind the bar. Really cool place and the food was good too!

    1548 salad with chicken! Good!
    Amy M.

    Fun atmosphere, good service and food was good. We went for happy hour and will be back! We got the 1548 salad with chicken (regular shredded cheese instead of blue cheese) and 3 tacos (steak, brisket & shredded pork). Good and wanting to try different things!

    Sydney W.

    We got to see two different sides of Cask & Ale. We got there when they opened, and Jacob was an amazing bartender. Conversational, super friendly, and made us want to go back. We got mimosas and loaded fries..yum! We then saw the nightlife for a Friday, and wow! A true bar vibe, great music and drinks!!

    Angela C.

    The food was good. Our waitress was an ass, because she knew my son and he wasn't drinking to begin with, but she had to be nosy and ID me just to see who he was with and how old I was . I just look good sweetie. Martini was good. I've been there a few times with friends and the place is always fun.

    Pumpkin Martini

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    8 years ago

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    4 years ago

    Top notch staff. Drinks are awesome. Vibe is great. Spent our entire vacation there. We will be back

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    4 years ago

    Best cocktails in Sarasota. The vibe is amazing and the chicken sandwich can rival Chick-fil-A seriously they have some great bar food.

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    5 years ago

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    4 years ago

    Live band great and food is amazing loved the place they were short staff but great service anyway fun cool place

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    9 years ago

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    7 years ago

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    7 years ago

    At HAPPY HOUR, we had the BEST Old Fashioned ever!! Made with pecan infused simple syrup. Yum!

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    9 years ago

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    8 years ago

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    5 years ago

    Food was exceptional. One of the few places open late during the week. Small menu and done well. Seriously food is amazing.

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    7 years ago

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    8 years ago

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    5 years ago

    The location is great but they took forever to take our orders and serve our food, and the servers had a bad attitude

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    8 years ago

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    8 years ago

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    8 years ago

    Awesome bar and staff , food takes forever,,,, I only ordered an omlet and the place is empty .....

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    8 years ago

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    8 years ago

    My new favorite bar in downtown Sarasota! Great happy hour menu and always great bartenders!

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    9 years ago

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    State Street Eating House + Cocktails

    State Street Eating House + Cocktails

    4.0
    (298 reviews)
    0.0 mi
    $$

    Took a group of friends visiting from Jax for a girls' night out and definitely picked the right…read moreplace. Food: delicious and creative. Every one of the five different entrees merits the five-star rating. Service: exceptional. Our server, Mr. Lenza, was beyond what even the most demanding of customer could want. Engaging, knowledgeable (about many, many things that extended beyond entree questions), fun, and attentive (but not overly so; he hit the perfect mark). Ambiance: upscale-fun meets modern-artisan. Bonus was meeting one of the owners who entertained us with hidden "duck" tales [lol; intrigue intended]. This will be my go-to spot for guests in the future (as well as for me when I'm craving creative & tasty cuisine). Well done, SSEH, well done (& I'm not just talking how to prep my burger )!

    Our group booked brunch here for 2 groups during a wedding weekend and wow, this is the spot! They…read moresat us in a cool little private room tucked in the back. The cocktail variety was top notch and all the food was delicious. Our group enjoyed the avocado toast with the whole wheat sourdough, noting the bread was so good. We also had the pork sandwich and naked burger. All solid choices. The specialty that day was biscuits and gravy with the most amazing gravy with a little spice. Our server Kristy was so lovely and took care of us so much. I would definitely recommend checking this out for Brunch and it looks like they have some great Lunch and Dinner options. The little outdoor patio would be great for nice weather.

    Photos
    State Street Eating House + Cocktails
    State Street Eating House + Cocktails
    State Street Eating House + Cocktails

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    The Doctor’s Office

    The Doctor’s Office

    3.9
    (290 reviews)
    16.0 mi
    $$$

    5 Star update- same great craft cocktails but adding that they have wonderful outdoor seating and…read moresome lovely dishes. We grabbed reservations for the outdoor area to enjoy the weather and were thankful for the shady tree cover. This time we opted for some bites and though the menus change seasonally, I would recommend anything featuring tomatoes. They use truly fantastic heirloom tomatoes that remind you what you're missing with the watery ones we get at the grocery store. Also recommend the Mediterranean Platter. It's full of veggies and the dips are YUM. As usual, the cocktails didn't disappoint. It's never a weekend in AMI without a visit here! Previous Review: 5 Stars for the best cocktails on AMI, and a craft cocktail bar vibe you wouldn't necessarily expect here. (Plus, the service is AMAZING) We walked in (no reservation) after dinner one weekend evening and we were greeted by Matt, who found us a spot at the bar. He gave us menus and a "wellness shot" -- delicious little concoction to wet your palate! Right away I was blown away by the interior and the menu. This looked like it belonged somewhere in Denver or Chicago, but I was thrilled to find it on the island! Matt helped guide us to drinks we'd like on the menu. I ordered the Purgatory, made up of Bourbon, chocolate bitters, agave and premium mezcal. It was divine!! We also ordered some warmed olives, and they were hot and so fragrant. Definitely something I'd order again at the bar. I was stoked to see they have a veggie-specific section on the food menu and can't wait to go back for dinner. I'll definitely make a reservation though, as it was pretty full. Next time, in terms of drinks, I have my eyes on the espresso martini (off menu, but saw a pic on Yelp), and the kiss kiss bang bang. Thanks to Matt and Emily who helped us with our drinks along the way. Sometimes these fabulous craft bars can be pretentious, but the service here was a huge standout. Can't wait to return!

    Have been wanting to go to this place for years and finally went and unfortunately it was…read moreunderwhelming. I feel like the drinks used to be a lot more creative from what I saw on their socials and from what my friend said who went back in the day it used to be more of a speakeasy elevated cocktail vibe versus a tiki/dive bar vibe. We had to ask for the chips that are supposed to be given complimentary and then we ordered bread and soup which literally took an unnecessary like 30 mins or more to come out as we watched the people on both sides of us get their full meals before us when we got items that just had to be reheated. The tomato soup was very good once it finally came out, the rolls were good but nothing as great as the hype in my opinion for the menu. The drinks were good but honestly the starter shot given at the bar was my favorite which was a hibiscus Pom margarita which I ended up getting fully as my second drink. Service started out hot but then went downhill but that is unfortunately the standard of when gratuity is already included in a check. Then when it came time to pay it got weird when there was a simple mix up when my friend intentionally overpaid even with gratuity involved in her check and the bartender asked her if she wanted change and she said yes but never brought it back. My friend gave 3 - 20s on a $38 check (gratuity) already in but she wanted to tip a few more dollars because she is a very generous person and then when she asked about her change that's when it got weird and the bartender made it seem like she didn't understand why she wanted change instead of just apologizing for the mistake and they went back and forth for a few minutes with the bartender ending up just giving her the extra $20 back. Just left a weird taste in our mouths for the experience when I feel like any bartender would understand what she wanted to do with giving extra larger bills to split especially when she said she wanted change and it was a massive overpayment or if the thought there was a very generous tip like 30% would make sure with guest that's what they want and show appreciation if that were the case. It was just weird how it all was handled. The decor was on point for Christmas and the vibe was very casual but oldie vibes which makes sense for it being in Anna Maria island.

    Photos
    Dude who stayed too long
    Dude who stayed too long
    Praline Alexandra with homemade ice cream!
    Praline Alexandra with homemade ice cream!
    Old fashioned, cinnamon stick that looks like a cigarette

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    Old fashioned, cinnamon stick that looks like a cigarette
    Wink Wink Food & Drink

    Wink Wink Food & Drink

    4.3
    (54 reviews)
    0.5 mi

    What an absolute gem of a restaurant. The ambiance is artsy, whimsical, fun--and it all just works…read more Really well. Our server, Juliana, provided absolute perfection. She was bright, effervescent, eager to please, extremely knowledgeable about every drink and food item on the menu, always present when needed but never hovering. She has perfected her craft and it made for a wonderful experience. The menu is written with flair and verve, and every offering seems irresistible. We wanted to try everything, but of course couldn't, so we made do with a couple of their signature cocktails (wonderful), a flatbread appetizer (also wonderful) and the very delicious meat loaf and the gemelli pasta entrees. I 10 out of 10 in every respect. We were quite concerned that we were the only patrons in the restaurant during our entire meal. It was early on a Tuesday evening in low season, but still. I hope more folks discover Wink Wink as it would be a shame to lose such a treasure. I would think they might want to consider offering a happy hour to boost things a bit. On the other hand, they could be doing very well and we just hit an off night. Go. Try it. The whole experience will be very entertaining with the art and whimsy of the decor and the menu. Great vibes. and the service and food were wonderful.

    There's a floral pop up event of some sort going on The food…read morewas great! And the drinks were unique and tasted even better! The charcuterie was like a dream, and the Popsicle champagne drink wasn't too shabby! The service was good, and it wasn't too busy when I went. There's definitely photo ops for days for all my fellow content creators! The manger was friendly as well, and was nice enough to check in on all the guests here and there. Will def come back soon!

    Photos
    Inside restaurant
    Inside restaurant
    Pickled Eggs
    Pickled Eggs
    Why Did the Fried Chicken Cross the Road (no longer on the menu)

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    Why Did the Fried Chicken Cross the Road (no longer on the menu)

    Cask & Ale - newamerican - Updated July 2026

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