By far this is my favorite place downtown. Don't get me wrong, I love Sidecar. I use to frequent Boca Fiesta but haven't been in years. The Top post COVID just hasn't done it for me anymore. Havana's is a cozy little bar in the old Half Corked/ next to Lillian's. Yes it is a cigar bar. They have several decent picks from Rocky Patel and standard Ashton etc. The drinks are usually very good including their Old Fashioned's. They do have a wine self serve station when working and that's a nice little option. I highly recommend this place if looking for a nice place to sit and enjoy a drink and people watch though. read more

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Came here on a whim- surprised to find a cigar bar in Gainesville. Place was empty for a Saturday afternoon. Unfortunately the cigar selection was limited and there's no walk in humidor- the bar maid basically gets the cigar for you . Got 2 cigars and espresso martini's . Both were good. Place has a nice ambiance but like aforementioned, limited cigar choice if that's your reason for coming - which on Saturday was the only reason we stopped by. Bar maid was nice and efficient. read more

Havana's Wine & Cigar Bar - Wine Bars Near Me - Gainesville, Florida

Love this bar. If you're in Gainesville and you love to have wine or a nice elevated cocktail with a good cigar. Check this place out.

Know that this is an open smoking bar, before you go in. There is cigarette smoke, cigar smoke and vaping going on at all times. That being said, the people that come in here and very chill and happy! All ethnicities and religions come in here and interact and buy each other drinks, and share smokes, and no one is in a bad mood. On any given night, this is a happy place to party... oh yeah, and the bartenders are friendly, too! read more

Havana's Wine & Cigar Bar - Something for everyone!! - Wine Bars Near Me - Gainesville, Florida

Looking for a place to drink and unwind after the game, and found this cigar bar. We normally don't smoke but like good cigar occasionally. It's very spacious inside. The cigars are behind the bar, so it's not like the other cigar I've been to where you can smell the selections of cigar. They had rocking chairs outside, which is great to enjoy your drink, smoke and people watch. Overall a great place. read more

Havana's Wine & Cigar Bar - empty chairs - Wine Bars Near Me - Gainesville, Florida

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On May 3, 2025 my sister and I were excited to visit but we went totally ignored and received no service at all, although we sat right at he bar. We were not acknowledged what so ever but people to the left and right and all around were greeted and served. After awhile we said let's see if she does it again and sure enough we went unnoticed. We politely stood up looked at the bartender she looked back at us as we simply walked away. read more

Wonderful place with great cocktails and nice selection of cigars. Perfectly located next to so many restaurants in downtown. Bartenders were helpful and friendly. Hope to return! read more

Havana's Wine & Cigar Bar - Old Fashioned and a house specialty The Governor along with a smooth Drew Estates stick. - Wine Bars Near Me - Gainesville, Florida

Great atmosphere. Great service. Great place to stop and relax and have a cigar. Highly recommend.

I've been to many cigar bars/ lounges since the early 90s (different states, including Florida) and have been smoking cigars since 1976, so I'm speaking from knowledge and experience. Also, I've been here many times, but don't stay too long (Maybe one cigar) for the reasons cited below. A "real" cigar smoker will never buy their cigars from a cigar lounge/bar lounge, regularly.... The prices are usually very inflated, and rightfully so because they are geared to an occasional smoker.... It's worthy to note that a "real" cigar smoker will NEVER let anyone cut or light their cigar. Now my humble opinion.... Pros: if you're "lucky" to get a chair outside, it is amusing and entertaining to watch the college kids walk by in their chosen attire. And if you like watching sports, there's usually football and basketball on the TVs with ample couches and seating. Happy hour is from opening to 6 maybe 7 with drinks being half the usual price. Cons: They don't open till 5 PM are closed Sundays and all holidays. They don't have Internet. Being "lucky" to get a chair outside, the homeless will want to "talk" with you then ask for money. The music is mostly rap and hip-hop. Occasionally street musicians will be playing adding to the annoyance of the rap and hip-hop. The ventilation inside is sometimes questionable. The cigar selection is very limited.. Most of the ones I've been to have about a 20' x 20' walk-in humidor. This is not a cigar bar to relax with a cigar, a drink and watch sports. Their operational times and closings I'm sure reflect the fact that it's in a college town....Too bad :( The before warned is the before armed....... Go and see for yourself, your perception and likings may be different than mine. read more

My friend and I stopped in for a cigar and drinks. The bartender, an older blonde woman, half smiled at us and then walked to the other end of the bar to chat with customers. We sat there TEN MINUTES waiting for her to serve us, speak to us, anything. She never came over to us so we left. Horrible service. Will never come here again and don't recommend to others. read more

Been trying to get to this place the last few times in town and finally made it. Very chill spot super nice young lady behind the bar and all the patrons were nice. Good selections of cigars. Got busier as the night went on. Looking forward to coming back during football season when in town. read more

Nice adult vibe in a college town! A pleasant surprise. Great cocktails and good selections of cigars. Affordable and very quaint spot! The ventilation system is superb. I will certainly be back! read more

Havana's Wine & Cigar Bar - Punch Grande Puro - Wine Bars Near Me - Gainesville, Florida

Havana's Wine and Cigar Bar is conveniently located right in the heart of downtown Gainesville. SERVICE (5/5): I love the guys who work here. They are very helpful in making cigar selections and enjoy conversing with their customers. DRINKS (4/5): Nice selection of cocktails and whiskey. My wife ordered the wine and enjoyed it. Their house whiskey is very good for the price and during happy hour you can get cocktails $1 off. CIGARS (3/5): If there was one area I think could be improved here it would be the cigars. The selection is narrow, a walk-in humidor would be nice, and a cigar menu would be helpful in seeing what is available. Overall, Havana's is one of my favorite places in Gainesville to enjoy a drink/cigar with friends and hangout. read more

Havana's Wine and Cigar Bar is a great hang in downtown Gainesville. My husband and I went with a friend for the first time this past Friday for a little "happy hour" after work. The Cigar Bar is a casual setting with a sophisticated feel. There were a few customers hanging at 5pm, but overall it wasn't crowded or noisy. It was the perfect place to relax and have great conversation. There's a large selection of cigars to choose from. I didn't smoke one, I just tried my husband's. The employees were very helpful in giving recommendations for what he should try. He was able to get a cigar he enjoyed for about $10. I had a glass of Cabernet (great pours from the bartender) for $5.25 each. It was a full bar, and for happy hour they had $1 off cocktails. My husband had some sort of whiskey drink that he enjoyed. We laughed, we relaxed, and it was a good time. We will definitely be back thanks to the quality of the place and great service that we experienced! read more

Havana's Wine & Cigar Bar - Wine Bars Near Me - Gainesville, Florida

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Great ventilation, reasonably priced cigar selection, nice bourbon options, and a great ambience to enjoy some of the finer things in life. Staff was knowledgeable, attentive, personable, and helpful. I loved this place. I was amazed at the cigar prices. More than fair and cheaper than one has any right to expect in a place of this caliber. Same with the whiskey! 2 finger pour of High West American Prairie for under $7? That's awesome! And any fear of being inundated with swirling cigar smoke is unfounded due to the efficient ventilation system. A great experience here even if you don't smoke cigars. read more

Was in on Friday night and had a great experience. This place is sorta new as it used to just be a wine bar and now they have extended into a wine and cigar bar. I had a great time at this place and the drinks and cigars were wonderful. I enjoyed a Old Fashioned and the house whiskey is Buffalo Trace! What a great house whiskey to have for all to drink. I was very surprised and it tasted great. The bartender did a wonderful job making this drink. I also wanted a cigar and after asking the bar tender he was able to provide the cigar that would best fit this drink. I loved that they did that. The cigar helped the flavor of the drink, it was great. The location is great for this place and they have valet parking complimentary. Also, the inside is so nice. They have very large coaches to sit on, tons of matches to use, and other things as well. I was very happy with this place and really think that people should go check them out. I would hate to loose a place like this. I highly recommend!!! read more

Very nice spot! Not a "massive" selection of cigars, but there's definitely something for everyone. Great selection of whiskey and bourbon (I tried the house bourbon with a splash of Coke and it went VERY well with my Arturo Fuente). Very comfortable atmosphere and good vibes. If I'm back in Gainesville, I will definitely return. read more

Havana's Wine & Cigar Bar - Arturo Fuente w/house bourbon in the background. - Wine Bars Near Me - Gainesville, Florida

Awesome place to enjoy long ashes and the company of friendly cigar aficionados! Lee, the owner is a gentleman and will make you feel right at home! Gotta love those Cuban handmade rocking chairs out front for a smokers rockin' delight in the middle of Historic Gainesville's Downtown District! read more

I absolutely love this place!!!! Julie was the bartender and she was so nice. She recommended some great cigars and even though they were busy she made me feel like I was the only customer. This is the place to come for cigars and meeting people. I've made several friends on my first night here. Great selection of cigars and alcohol. You must try this place. read more

Havana's Wine & Cigar Bar - Great spot - Wine Bars Near Me - Gainesville, Florida

I came in after going to the Farmer's Market that happens every Wednesday to ask for a cigar cutter. Upon entering with a friend of mine, I noticed the server behind the bar looking at us (two women, esp. women of color). There were maybe 6 people in the store so it was not crowded at all. My friend and I took a seat by the bar, but it took the server longer than expected to come by or even greet us. He put away liquor bottles and asked how two other women sitting at the bar were doing before coming to my friend and I. Once he came, I asked him if they sold cigar cutters. He said no they don't (which shocked my mind for a place that sells cigars). I asked if he knew where I could buy some. He told me of a couple of places in Gainesville. I went to this particular place because I was looking for a cutter other than the poorly made plastic ones everyone else sells. I asked if I bought cigars if he would cut them for me. He said yes. He asked me what I liked. In the middle of me speaking to him, an older white man extends his credit card. The server cuts me off and leaves to run the paying customer's card. Out of both white men, the only one to apologize for the interruption was the older white man. The server then responds with a "oh it's no problem". I originally wanted to stay and wait, but then realized that women shouldn't be treated this way. I can't help to think if it was a person of color and gender issue. This is no way to treat women, especially WoC. So my friend and I walked out of the door. We even stood outside of the store by the door. And the server never came outside to apologize. I will never come here again. This business will never get money out of me again. And trust that I will be telling all my friends. Visit Date and Time: April 19th at 8pm. read more

We had a nice time kicking back watching fight night. The humidor is stocked with some very nice choices. The bar is pretty good but could use a few more scotch and bourbon choices. Torches can be found at hand and you'll never be searching for one. There is a nice front porch area on the street to kick back and watch Gainesville walk by too. It's a solid place to drop in and have a smoke and/or a drink. read more

Havana's Wine & Cigar Bar - Wine Bars Near Me - Gainesville, Florida

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They had Blanton's; and for $9 - Nice! Had a great first 90% of the time, and then as everyone was leaving I began to walk in and ask for a water. One of the male bartenders (not the nice woman who waited on me that night) said "Sorry you've gotta leave." I said "Alright" with a bit of dissatisfaction :( I really NEEDED a water (2 bourbons). I leave the establishment an stood outside the doors, waiting for the bartender to funnel everyone out, when I asked politely again: "Any chance I could just get a water to go, I just tipped $10 ;)". The male bartender replied: "Get the f**k off the property.." Not a great tone to take with content-happy customers. Must be in a bad place to feel the need to be ruthlessly harsh and dismissive, and insight argument for NO reason. Sad... Want to argue this? POST your surveillance footage!!! read more

There are only a few cigar bars in town, and this is probably the best one. GREAT environment. Spacious and filled with leather couches. Good cigar selection. It could be better, but as an amateur, I'm still far from having a cigar I've had before. GREAT staff, good at recommending cigars you'll probably like. They haven't steered me wrong yet. GREAT drink selection. Only thing they were missing on my last visit was a nice port, but they had more on the way, so that's forgivable. But they had Basil Hayden's Dark Rye, which is fantastic as a port subsititute. Highly recommend this place. Or better yet, stay away so there's always a free couch for me. :) read more

Not recommended at all! Bad customer service, discrimination and no respect. On top of that, I was ready to stock up on cigars. Great way to treat a first timer. Your lost. read more

Stumbled across this place when looking for a bar downtown, which turned out to also be a cigar bar! Pretty cool venue in Gainesville and I may revisit next time I'm in town. There is a whole wall of cigars to choose from. The bartender was really friendly and helped recommend a cigar. The bartenders best friend was also there and was really friendly, striking up a conversation with us and even helping me when my cigar started to unwrap. There are many different types of seating like large soft leather couches and more intimate booths so you can come here with all sorts of group sizes. The sister bar next door is a cigarette bar, which has more "history" while Havana's is newer. Loved the vibe! Some people don't like the smoke inside but it's a cigar bar.. read more

I enjoyed happy hour at HWCB! The leather sofas are so soft and comfortable and the libations were uncompromising. Quite frankly I had two of the best high-end grown up cocktails I've ever had (Old Fashioned and Sidecar), for real. I have never been to a gentlemen's club before but this wine and cigar bar is reminiscent of what I imagine it would be and for about 90 minutes I felt really rich. I don't know what that means but I will return with a few of my favorite people to enjoy another happy hour at HWCB because it was really nice. Thanks Matthew L.! read more

Havana's Wine & Cigar Bar - Wine Bars Near Me - Gainesville, Florida

I came here to celebrate my friends 21st birthday (which happened several days prior) and because their cocktail menu looked good online. When I arrived, it was not busy. I asked the bartender for a cocktail menu and she rudely snapped at me, "We don't have a cocktail menu", which was surprising to me because I saw one online and also could see one on the counter behind her. She then went into the back leaving the bar unattended for several minutes. We stood there waiting for her and when she came back, she asked for our IDs. She took my friends first, disappeared into the back again for a few more minutes and then came back to tell him she couldn't accept it because it had a mark on it. I couldn't see an issue with it. Overall, I got the feeling she just didn't want to serve us. That's her choice, but they've certainly lost my business for good unless I can guarantee she's not working there. Probably the worst service I've ever received. There are way better places to enjoy an evening in downtown Gainesville read more

I've been with them since the start. I was with them when they were across the street. They have good intentions and give them a try more than once. It's all we have in Gainesville! They need a good coffee service and real bartenders that know their drinks. Expanded hours for the daytime smoker with coffee would be nice as well. They need a consultant to take off as a business but I will show up anyway. Like I said--it's all we have! read more

4 guys, of well being.. Completely ignored for 15 mins, while the bar tender checked her phone.. almost empty place you would have thought on Fla vs. Alabama weekend they would be on 100% alert!! $$$$ bye, bye!! D'A' !! read more

Great shot for downtown relaxation. Great spirits selection, friendly staff, good cigars... Get away from the puking college town amateurs to an oasis of smoke, scotch and happiness. Watch out for the scorpion in the urinal though. read more

Great place to sit, relax, and have a drink and a cigar. The rocking chairs on the front covered patio are an excellent way to sit back and enjoy the scenery. read more

Perfect place for a cigar. Very well ventilated and comfortable inside with nice outdoor area as well. Very nice single malt scotch selection and a really full bar. Great service - friendly owner Lee. If you're in Gainesville and you smoke cigars then this is the place ! read more

I have to give 5 stars to the very helpful staff who helped me pick out the perfect cigar! This place has a great place to relax and enjoy drinks and a great cigar. read more

I've been to a few cigar bars in South Florida and I have to say that Havana's does a way better job. I don't know much about cigars, but when I asked for a medium bodied smoke and a whisky I was given Blanton's small batch bourbon and a cigar made by Olivia and both were INCREDIBLE. The cigar tasted great and was smooth and the bourbon as well. TBH it was the best bourbon I've ever drank. I had two glasses on the rocks plus a cigar and my bill was only $30 which was pleasantly surprising as I would have probably paid $50+ down south. The atmosphere was very nice too. It was an open room with a lot of space and very comfortable leather couches. TVs with sports on too. A bit smokey inside, but what do you expect at a cigar bar. The other patrons were very relaxed and easy going. Overall, I was very impressed not only with the drink and cigar recommendations, but with my overall experience. I left feeling very relaxed. I'll definitely be back again. read more

After anchoring the adjacent corner to Dragonfly Sushi as Halfcorked Wine Bar, this new establishment decided to morph into a cigar bar that offers wine and cocktails. The problem is the morphing came at the expense of the customers who purchased 1/2 price deals to Halfcorked and found the new establishment would not be accepting them. Within a month of offering the deals Halfcorked was gone and Havana's was in business. The appearance is the deal was offered to help fund the "renovation" of the new business without any compensation to the buyers of the coupons. Just beware. If this is the way they do business, do you really want to do your business there? read more

Havana's is a really cool spot if your looking to indulge in a smoke and a glass of something nice. I just moved to the area and have only been in twice, but one of the owners, Lee, was super hospitable both times and made the experiences good ones. I will definitely be back. Highly recommended. read more

So, we were having a good night there when a fight broke out in the bar. The management did absolutely nothing and let us sit there in the middle of the altercation. We asked them to take care of it and we were told "the people involved in the fight are cops" and kept taking orders and pretending like nothing was happening. I was confused how cops were fighting with another civilian while not in uniform and how management didn't seem to care to take ALL involved out of the bar for the safety of everyone else there but that's for another review. Then later in the night before the establishment closed we went back to try to retrieve something and were told "to get the f*** out" by the "manager" then she proceeded to have her boyfriend (who I might add that does NOT work there) get in our face and push us out and lock the door behind us. I asked her what her name was and she would not give it, obviously. Now how I wish they would have used that kind of force on the people actually causing a fight and drama about 2 hours earlier. If I could I would rate this place negative stars and of all the places in Gainesville this has been the place that has shown the least class. Absolutely disappointed. read more