Favorite thing about this place was the MUSIC! If you're looking for a nice lowkey spot that plays r&b music, this place will not fail you. Although it is a wine tasting room, they do have a full bar as well. I had a homemade Bloody Mary which was probably the best I have ever had! With the wine tasting, you open a tab, are given a card and the wine is sold by the ounce. Service was also great. Show this small business some love! read more

Casks And Flights Wine Tasting Room - Wine Bars Near Me - Pensacola, Florida

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It was a relaxing being and what a cool wine tasting place with live music in downtown Pensacola. It read more

Casks And Flights Wine Tasting Room - I had a blend red wine (amazing) , appetizer was mozzarella sticks , and dinner was a salad and a lasagna . Bon appetite!! - Wine Bars Near Me - Pensacola, Florida

Great location for wine tastings. We went on a Sunday afternoon during brunch hours and they had a DJ playing some nice tunes to set the vibes. It's pretty much self serve so you don't need anyone leading you. They give you a card that you can use to either get a small tasting, a short pour or a long pour. All of the options are less than half the glass. They have a variety or reds, whites, and some other options I'd never heard of before. Since there's so many options, It's almost like playing Russian roulette, where you don't necessarily know if you'll like the option you select, which is why you can do a small taste before doing a shout or long pour. The only thing that stood out to me that I wasn't a fan of was that there was a bottle of 19 crimes that retails for roughly $10 and they had it there and you could get a long pour for I think $5. That didn't make sense for me to get it. Other than that it was a nice experience and great for dat nights and groups. read more

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A great little wine tasting venue where you enter, buy a credit, and taste all of the wine you want. A very sophisticated system is used, imported from Europe that allows self service in a clean sterile manner. The owners provide clean glasses if you change from whites to darks. Staff is great and very attentive. Not sure what you want, tell the staff the flavor you seek and they will give you 10 options. Thanks for bringing this system to Pensacola. read more

Casks And Flights Wine Tasting Room - Wine tasting station - Wine Bars Near Me - Pensacola, Florida

Casks on a Friday night? Yes, please! There isn't a Friday night that I haven't enjoyed the vibe of this place! The bartenders are very good at managing the crowd & pushing the drinks out in a timely manner. I wish the kitchen was open. That would be the icing on the cake! read more

I love it here! Hubs and I were speed dating Pensacola and happened on Casks & Flights! We got all of the deets from Cole at the bar. Cole was our bartender/host, and his customer service was absolutely EXCELLENT! He even let us sample a few cheeses. I love the C&F concept-- you swap your card for a wine card to use, and then insert the card in the machine to dispense the selected wine(s), and pay at the end! Price will vary based on serving size and wine selection. A novel idea! They have high end wines and fan favorites on tap. I also appreciated that they had a "Sweet Wines" section, with about 6-7 wines to choose from, just for ME!!!-- that rarely happens. I was tickled pink! Casks & Flights is a real winner and I can't wait to stop back by. You should definitely give it a try, and thank me later! read more

It was a great vibe. The staff was friendly. The wine was awesome. It was a great experience. Definitely a great part of our Pensacola vacation. read more

Casks And Flights Wine Tasting Room - Enjoying ourselves at Casks and Flights. Great wine and great vibe. - Wine Bars Near Me - Pensacola, Florida

Our favorite wine bar in Pensacola! First, you need to get a bar card onto which your booze funds are loaded. I highly recommend doing this on either Wednesday (guys night) or Thursday (ladies night) since they'll match whatever you pay up to $50 (so if you pay $50, theyll load $100 on the card). The best part is that they never expire. The wines are on tap, allowing you to have your own tasting at your own pace. Pours are available in 1, 2.5, and 5 oz. They don't get cheaper with larger pours so you're not losing out or saving either way. There's a large selection that changes every so often. We've found that you can't go wrong with the circle of reds in the center. All of the staff are super friendly and helpful. It might take awhile to get your card set-up, but once that's done you're good to go until the card is empty and no such thing as waiting to close out your tab. Their charcuterie is also a good deal and we liked it more than ones we've had at other wine bars nearby. Overall, a must for any wine lover in the area! read more

Casks And Flights Wine Tasting Room - Some of the wine selection - Wine Bars Near Me - Pensacola, Florida

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a one of a kind experience. great way to try a selection of wines at your pace. since we are out of towners, we "rented" a card that keeps track of how much wine you pour. the card was $5 but can be shared. friendly staff, water cooler available, vibrant environment perfect for photos. small selection of games by the front for groups to enjoy. read more

Casks And Flights Wine Tasting Room - yuengling lager and hershey yuengling on tap. - Wine Bars Near Me - Pensacola, Florida

Three words come to mind mellow, delicious, and great conversations. Friendly staff and comfortable environment. I'll be back! read more

Casks And Flights Wine Tasting Room - Shrimp & Grits - Wine Bars Near Me - Pensacola, Florida

Okay so I'm a local of Pensacola & I actually bartend downtown. If and when I get off early I like to grab a drink with coworkers and head home. I have been here during the day and it's a totally different vibe. It's 10 PM on a Friday & For one the door man needs to learn to use his words. He is the first person you meet when coming into an establishment. Not a good impression. Just stared at my friend an I and we finally handed him our IDs He literally with out asking dug in my friends purse that was no bigger than a Kleenex box and still DID NOT SAY A WORD..... then I opened my bag and he grabbed my cup (an empty cup I use for work cause we aren't allowed to use plastic cups at work) finally used his words and said you need to toss it. Ummm no it's a hydro flask. Anyway we went next door and got the best service . I'm not going into anywhere where I feel like security guard needs to be that rude. Yea keep the establishment safe but this is a WINE TASTING tap room it's like the size of my garage it's not a club .... And don't touch my belongings with out asking. Just hope this reaches the manager because it was very off putting read more

Casks And Flights Wine Tasting Room - The size of the bag he was digging in - Wine Bars Near Me - Pensacola, Florida

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The food was delicious. Wine choices are abundant and I love that they match credit on certain days. The night I went there was a DJ playing oldie Hip Hop read more

This was one of the coolest places I have ever been! The staff was very informative and friendly. Basically you chose the wines you want to drink (red/white/rose) and then you get what looks like a hotel key as your tab. You enter this card into the machine and get to pick any wine if you just hold down the button. there's options to chose a sample, medium or large glass of all the wines. I had a lot of wine and would definitely come back and recommend for a date night or GNO! read more

So much variety and fun ownership / service Went there a few years ago for "mead" since never had before and it was cool. Understand that the "mead guy" stiffed the partnership so I feel bad for those holding the bag and it happened right around economic shutdown of 2020. But, went there last Gallery Night (november 2021) and was super happy these folks have made it! The owner (John?) was at the door and the other 'staff' was accessible and friendly. The place was super clean and open for different seating (comfy or at the bar or leaning against a high-top). The prices were decent and now they have full liquor to go with the interesting beers and huge variety of wines. Men's and Ladies nights during the week sound fun Karaoke too? Haven't checked that out yet (hoping for good pitch singers) Saw a friend on the street and immediately recommended the place to him and his wife and others. read more

Stopped in during a night hanging out on Palafox. Cool setup- you walk in, give them your credit card and they give you a card you can use at the machines. The wall is lined with self service bottles of wine. You put your card in, press the button, and get your wine! Your choice of a 1 oz, 2.5oz, or 5oz pour. Prices ranges from. $1.80 up to about $30. They also have wine slushees, wine by the bottle, and beer. Good laid back feel. Cool concept. Decent prices. The folks working were super helpful too! We enjoyed it! read more

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The wine bar is really nice, my husband and I went for brunch. He had the crab cake breakfast and I ordered the catfish and grits. The crab crake was good and the portions for his breakfast were solid. The fish and grits however was a tad disappointing. It didn't have much flavor, pan fried fish and grits is already hit or miss. We tried the uncle nearest old fashioned... really enjoyed that as well. The fish needs some love. read more

I am amazed! Atmosphere is very laid back.. Best place to do a wine tasting!! I will definitely be returning w/ my husband!

This was a recommendation from a coworker. The ambience of this place is wonderful, very relaxing definitely a vibe. You give them a debit/credit card to put on hold and they give you a card to insert at the wine machines and you can try all the different wines and select the different sizes. At the end, however much you charged up on that card is what gets charged on your debit card. They also have mixed drinks and beer selections as well. I wish they had more sweet reds, but other than that this place was a mood. read more

Walked in with my lady and sat down. Whoever was working saw us and didnt say a word or approach us. We sat there for 10 minutes before just walking out. An extremely uncomfortable experience. We went ahead and went to the wine place down the street and spent our money. read more

$44 for 2 normal solo cup size beers, craft beer!No gold flakes, don't even attempt to be bougie because it's not worth it, there are plenty of craft beer establishments on the strip downtown that won't rip your eyeballs out.This is a complete joke and insult to beer enthusiast and extortion because you think you can slap a fancy wine bar label on your business! Point of my post is the amount of beer given for the price. My husband and I never complain BUT after really looking at the up charge for a "double beer" which fills a normal solo cup, I had to make sure it wasn't actually a mistake. When the server confirmed and showed me the normal size single pour cup, I literally was disgusted that you would think that is normal in such a robust craft beer community. The beer was great but we won't be back until the portioning of the pours are adjusted. read more

Was in town with the family and the hubby took me out for a date night. I was told they had a good wine selection and they were black owned so i was sold. We arrived after 10 and it was about 1/2 full. Around 11:30 it got really busy. The choose your own wine was cool and i would do it again during the day as i was having to ask people to move so i could see the wine selection. It was nice music, a nice crowd but the place is too small for the crowd that it draws. I waited entirely too long for a drink as they only had 2 bartenders. So long that we left to go to another bar to get faster service. The owners need to hire more staff, especially on a friday night read more

I've been here before and I was a great service and friendly staff. But after today I don't think I'm coming back. The employees were very rude . Like they didn't want to be there . read more

I was not pleased at all with the service!!Bartender fixes drinks walks off to find out he's the Brand ambassador for the company he couldn't represent my DOG with that type of service that's!!! I was rooting fa y'all but I most definitely will pass read more

This place is so cute! The tasting experience is very unique. You're given a card and you can go around the room and choose which wines you want to taste and how much you want the machine to pour. We'll DEFINITELY be back! read more

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Was such a good time and had a great vibe. The bartenders were super sweet, and the wine choices were great. Will definitely be back

Excellent environment, safe and friendly. Wish they would add a dance floor and occasionally have a R&b dj for the over 35 crowd that's less likely to have fights and drama like the younger crowd. Pensacola needs a safe dancing venue for the ole school generation read more

The service was slow there was only one person working. There was no cook thus there was no food. We (9 paying customers) were there for an hour and a half on ladies night. The only reason I gave them more than 1 star is because the wine was soooo good. The service was fine but here was not adequate staff. Only one person working is ridiculous! read more

Awesome vibe!! Grown and sexy!!! Would definitely give 5 stars but this location is in need of a full kitchen and cheese boards. That would only make an awesome places PHENOMENAL! This is the first of it's kind! It is a must see! read more

I've been coming here for about 2 years now, I absolutely love this place. The ONLY thing that's preventing me from giving them a 5 start is that sometimes their hours don't match what is listed online, so you drive there and they're closed ! I recommend calling before driving there! Besides that one of my favorite bars !! read more

Came here on a Saturday afternoon with some of my classmates and friends. I don't know if they normally do this, or maybe there was some type of special or event going on, but they had free variety of cheese, sandwiches, and chips out while we were trying a variety of their wines .This is my first time where I'm at a place where they serve wine on tap and I enjoyed the experience ! So how does it work? You go to the bar and you give them your credit card. They will hold your credit card and in return will hand you a card to swipe with. You get that card and put it in the card slot of whichever wine you want to try, select the wine and the ounce and voila! You get your wine. When you're completely done trying out wines, you hand them the card back and they will have the total that you have spent, they will ask if you want to charge it on the credit card you gave them or pay with cash. Super simple. $1-$2 for one ounce, $2-$3 for two ounce, and so forth. Of course the prices varies but it was about that much. It's a great price to try different wines! They also had different board games to play with your friends while you're sipping on wine too. Great place to experience with your friends and family! read more

This beautiful place has an amazing wine selection that allows you to control your pours! Not sure if your going to like a wine??? Well get a tiny sip to try it!!! You know what I love more than anything..,, OPTIONS at a GREAT PRICE!!! I didn't get a chance to try the food because the kitchen closed at 9 that was the only thing that I wish I could have done. It would have made it easier to stay longer! read more

Casks And Flights Wine Tasting Room - After trying a few I settled on a full glass of Ammunition Sauvignon Blanc 2017 from Sonoma County - Wine Bars Near Me - Pensacola, Florida

Love this place. Very cute for a date night etc. really needs better bartenders however

Very chill and great for low cost date night. They were pretty much dead when we went in. Food took a really long time for it to be just us in there read more

I am obsessed with Casks & Flights! It's the best wine bar in Pensacola! Best wines in town with amazing charcuterie boards and flatbreads. Every single staff member is so welcoming, helpful and friendly!!! Very cozy and relaxing environment! They have karaoke nights, live music nights, you meet new people and can even come to study! Everyone that comes in is a new friend. If your looking for a chill spot with good vibes come to Cask and Flights! read more

Well, sigh ... really wanted this to be positive, as the place is nicely decorated and the owners have spent big bucks on the trendy wine dispensing systems (have been in Europe for quite awhile). BUT, just wanted a couple of beers. Without all the gory details, two draft beers (pretty good beer, but btw not marked correctly by the tap handle) - two 16 oz beers = $32. I'll repeat - two 16 oz draft beers for $32.00. I've heard of this in NYC where the most important thing is to pay the most possible for everything - BUT, to be clear here, very widely travelled - and, have NEVER seen such nonsensical pricing. Finding it in Pensacola was astonishing - and means this establishment just needs to go away - perhaps it could be replaced by a brew pub or cute bar/restaurant of some sort. Will be a shame to see all the wine equipment get moved, but ... read more

Doesn't allow service animals. Came in with service animal and was told even though my dog was a service animal, we don't allow them

Awesome atmosphere and concept! Love the option to try multiple wines or full drinks from the bar. Games are a neat add on

Love this place. I've been twice recently and will keep coming back for a few reasons. 1- The bartender is rad. She is so friendly and sweet. Love her. 2- Love the fill your own cup of wine idea. It's fun to try different wines and be able to choose the amount. 3- Their Thursday ladies night is great. They will match what you put on the wine card, up to $50. My girlfriend and I went to ladies night last night and had an awesome night. read more

Here on business and just happen to walk by. Love the ambiance. Great selection of wine and food is great. Will be my go to place when in town. read more

This is a pretty cool place to hang out. The setting is nice and cool. It offers wide variety of wine to try out. You get a card and it will accumulate the charges of the wine you have consumed. They have dispensers to give you the quantity of wine you want and get charged accordingly. It also has some beer to try out as well. read more