Cute welcoming cigar bar in what feels like a cozy house. Large selection of quality cigars. Super friendly bartender who hangs out on the porch with customers when not working. Fantastic red sangria. Like, FANTASTIC. Nice outside seating. "Kids welcome" and I mean that in the sense of we brought our 4 year old bc we're on vacation and didn't have a sitter there, sat outside with him away from the smoke while I had my drink. Another night (we went there a few times) I saw another little girl there quietly watching a show in her iPad while her parents smoked. So if you need to bring your kid, you can but not your wild kid. I also saw well behaved dogs read more

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I come here to have a glass of wine or port with fri new that like to have a cigar. Inside and outside seating to accommodate your preference (and based on the weather). It's a little off theaim drag but easily accessible by foot. It's quieter, but still some great people watching. Isabela still works most days. She's a nice lady. Mike holds down the Monday night shift. He's a great guy. Sit at the bar and share stories while you enjoy an El Presidente or a glass of something. My friends tell me the cigar selection is decent, they are good, and reasonably priced. I recommend this place for a nice relaxing time!! read more

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Great cigar selection! Great local spot for cigars, beer, wine and coffee. Place is very calm, and the lady that runs the place is so sweet and friendly! Great place to slow down, enjoy the view of the water and fort while smoking a cigar. read more

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This is one of my absolute favorite spots in St. Augustine. Every single time I'm in the area, I'm stopping into Isabela's. Isabela is so genuine and you just feel the love when you walk in the door. Whether you're looking to have a cigar, a glass of wine, a water to cool off indoors... go on in and enjoy yourself. You will feel right at home and appreciate this little hidden gem. I've never seen an unhappy person in the hundred times I've been here read more

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Great place for a properly made Cuban coffee or sangria. Cigar selection is outstanding. Comfortable place to relax and enjoy the sights and sounds of St Augustine. read more

After finishing a delicious dinner at Michael's we decided to head next door to Isabela's to grab some cigars and another glass of wine to unwind. The selection here is great! And the ladies behind the counter were very knowledgeable. There's a little bar on the side with wine and sangria (they might have had more types of alcohol but we were only interested in those). We got a glass of Merlot and headed outside to smoke. There is definitely smoking inside too, but we wanted to people watch. Just a nice, cute little smoking lounge. My husband let me try some of his cigars, it was my first time smoking one! They were really good. We had a great relaxing time here on a Saturday night. Not busy at all, very relaxing vibe with the spread out comings and goings of customers. read more

Isabela's Bar Cuba - That flash was bright! But we had a great time. Very relaxing here. - Wine Bars Near Me - St Augustine, Florida

A quaint little cigar shop with a small bar in the rear. The humidor is not large, but the quality that is in it says it all. Hard to find Fuentes was the spotlight for me. read more

One of our stops on our St. Augustine Foodie Tour. I'm not into cigars but still found it quite enjoyable. Our bartender was friendly. The cigar smell inside was a bit much for me, I'm not used to being around smokers. It was still okay though. If you're like me, I suggest sitting on the porch, with a refreshing sangria, and have fun soaking in the sunshine and people watching. read more

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Love, love, love. It has a great atmosphere, the best Cuban coffee, great selections in the humidor, and attentive staff. read more

Isabela's Bar Cuba - The front porch is a great place to relax and people-watch. - Wine Bars Near Me - St Augustine, Florida

Loved this place. The sangria was so tasty, I would come back just for that. It was a nice place to have a drink and smoke a cigar. One of my favorite places in St. Augustine. read more

Isabela's Bar Cuba - Sangria - Wine Bars Near Me - St Augustine, Florida

Amazing! We aren't cigar smokers but loved the sangrias! Off the beaten path and peaceful. read more

Isabela's Bar Cuba - Outside seating - Wine Bars Near Me - St Augustine, Florida

Best hand rolled cigars and martinis in Saint Augustine and surrounding area. The owner is originally from Cuba and really knows her stuff. Authentic atmosphere indefinitely the place you want to go to to get your cigars. read more

You're not into smoking cigars? No problem, still stop by! Need a nice, cool, and refreshing sangria? This is the "wine" to go to! read more

Great little cigar shop with great choices. A little bit pricey compared to what I'm used to but the service was great. I was greeted by Isabela herself. She helped me to tow great house cigars "Mama Juana". These were absolutely delicious. Light cigar that has great taste. The lead I dipped in rum, and rolled. Then settled on coffee beans. Will be back if ever in the area again. read more

My husband and I came here for a date night on a Thursday night. We had the best time enjoying each other's company in this quaint cigar lounge! We did the port flight which was amazing! read more

Very nice spot to smoke and hang out but woah was the Cuban café expensive! $2.25 for a shot of cafe. As a Cuban I felt raped lol I'm from Miami and that's what I pay for a whole bag of café. The way it was made was a new and entertaining old school experience which made it worth it but this process lacked the espumita i so love and desire!!! Espumita makes my coffee and the ability to make good espumita is essential. Anyways the café was good despite the bubbles and seems they offer entertainment. Perhaps a sangria and cigar would've been a better choice. read more

Isabela's Bar Cuba - Wine Bars Near Me - St Augustine, Florida

The staff is helpful and the cigars were outstanding. Isabella was delightful can't recommend enough!

Here's a reason why I love using this site. I was in St Augustine for a wedding, the groom had spent a lot of time down here. He'd always stuck to one cigar shop / bar in particular, but not heard of Isabela's. I found it via the site, we popped over there for a stick and a drink...or five. Absolutely could not have loved it more! As much as it's right in the middle of everything, it feels tucked away. The people working were super helpful, but also left us alone when need be. I love that there are all sorts of sections to the space. We were in the smaller room in the back, which was PERFECT for our group of four. They had music going, and it was just far enough away to enjoy, without us having to yell to talk. The bar selection was a little limited, but in a good way. Almost felt curated. I had the house red wine, and it was amazing, which is not always the case. The cigar selection is really good. There are some staples, some interesting finds. Everything was well humidified, and I was able to smoke what I bought that evening. Again, not always the case. A funny little story: The friend that got married there will soon be moving to St. Augustine. He's lucky enough to be able to work remotely, even as much as the venue during the workday. He sticks to coffee shops, mostly. After sitting there for a few minutes, I told him "this could be your main place to work." He kinda laughed it off. About half an hour later, he looked at me and said, "this COULD be my main place to work." :) read more

Service is great. Ben the bartender and the owner Isabela are very friendly and welcoming. You feel like there is a sense of family environment. I love the decoration of the place and the vibe. The cigars are of quality and have a variety of good alcoholic beverages. So come to Isabela's and have a mery time. read more

Walked in here the day after getting engaged to buy the boys some groomsman cigars and it was a great experience. I know there are a lot of vendors on the block around here but this is the place. Run by a very nice, sweet lady. I told her what cigars I liked and she was able to help me with a recomendation based upon that. Got some Don Pepins. Very authentic place. read more

This was a gem in the middle of tourist flooded St. Augustine. Owned by a lovely Cuban lady who is present most of the time, the place has a unique feel of home and class at the same time. You can enjoy a cigar or a selection of port while listening to live music and people watch as they go by. We discovered Isabela's by accident and came back the next day. This is definitely a stop to make next time we are in St. Augustine! read more

My girlfriend and I wandered into this amazing place after dinner last Tuesday and never left! Its been an incredible focal point of our recent trip to St. Augustine meeting new friends Tony, Kate and Edwin to name a few... Isabela and her regulars make you feel right at home. The cigar selection and Cuban coffee are amazing!!!! Kenny and Mauri LOVE THIS PLACE! read more

I'm jealous of the locals who have the pleasure of coming to Isabela's regularly. We enjoyed contemplating which cigar, which port or wine and then spending a hour or so watching the light change and the tourists ebb and flow. A lovely romantic spot. read more

Best cigar bar in St Augustine. Stopped in on an afternoon to take advantage of the free cigar with cocktail. Loved talking to Priscilla so much, that we stopped in later to meet Isabela and Joyce. They provided great service and gave us a recommendation to eat at Michael's next door. After our carriage ride we went back again and Joyce made us Cuban coffee the old school way. Great meeting and talking to new people in here. Do not miss this place. read more

Excellent place to sit down for an hour to relax. Isabela is an amazing host and very hospitable. Never smoked a cigar in my life and she picked one out, made me a glass of sangria and just chit chatted with us. Very relaxing! read more

Isabela's Bar Cuba - Sangria and a sweet cigar - Wine Bars Near Me - St Augustine, Florida

This place is awesome. First of all, you get a free cigar with the purchase of beer or sangria. We had never smoked cigars before, and the staff went above and beyond to help us understand how to do it properly. Viviana was such an amazing help and even made for good conversation. We will def be back. read more

The best Cuban coffee I've had, great cigars, and wonderful staff make this my favorite stop in St. Augustine. I can't say enough about Ms. Isabella and her staff. read more

Isabela's Bar Cuba - Wine Bars Near Me - St Augustine, Florida

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Isabela's bar Cuba is the best cigar bar in st Augustine! Great humidor full of quality cigars. Delicious sangria and nice wine selection. read more

Isabela's Bar Cuba - Impromptu live music! - Wine Bars Near Me - St Augustine, Florida

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Much more than a clothing store. Isabela's is a Cuban delight with a humidor and bar in the corner away from the clothing and Cuban trinkets. This place is quite a find. Enjoy a smoke inside while the wife shops. Isabela is a great lady so strike up a conversation with her. This is a great find. I cannot WAIT to return though the bar is small enough that you'll want to get there early. read more

Isabela's Bar Cuba - Wine Bars Near Me - St Augustine, Florida

If you want to feel like you're at home for the holidays, please go here. The humidor has a great selection of quality cigars, as well as the wine and beer. Sit on the porch and let the stress melt away. If you have any questions about what you're smoking or drinking, don't hesitate to ask Isabela herself or the warm staff. read more

Isabela's Bar Cuba - Wine Bars Near Me - St Augustine, Florida

Must be an off night; 'house wine' is the 'only' wine; putrid. Humidor is uneventful. Sorry we missed the owner and 'A Team' bartender as, according to other reviews, they seem to be the highlight of the venue. We'll try another time. read more

This place was by far my favorite spot in St. Augustine. It's a cozy house turned into a bar/cigar lounge. The staff is super friendly and knowledgeable. Sangrias are to die for. The owner was at the bar chitchatting and drinking her glass of white wine with her yorkie present. Gave me the feel of being at my family's home. Definitely stop by when you are in the area, totally worth it & affordable! read more

Isabela is from Cuba and nicest host you'll ever meet! Great little shop of cigar memorabilia and of course great cigars. The other room is a wine/sangria bar and she also sells bottles of wine. Very reasonably priced and just a fabulous place to hang out, inside or on the porch. Come by and have a drink and a smoke with a fantastic lady! read more

Isabela's Bar Cuba - Wine Bars Near Me - St Augustine, Florida

Excellent and beautiful place to take a break, smoke a good cigar, drink wine or a very cold beer, and taste the flavor of an original Cuban coffee. Very friendly personnel. read more

This place is great for a break from the busy St. Augustine bars. Isabela is always sitting at the bar with her toy yorkie drinking her white wine with ice. Somehow her glass is always full, it is quite mesmerizing. This place won't blow you away with its drink choices as they only have ports, wines, and beers, but it is a cozy atmosphere and you can get a cigar as well if that tickles your fancy. For a break from the wild, crazy bars, this place is great. read more

My favorite place we went to on our trip to St. Augustine! Isabela's is right in the main downtown area but it is a step away from the busy-ness. I came here with my three girlfriends and we each got a cigar and a glass of wine. They have a wide variety of cigars and help with suggestions. We took all of this outside on the deck where we met the nicest people just hanging out and listening to music. The man performing was OUTSTANDING. We loved listening to him. It was the most relaxing, enjoyable experience of our trip for me. We also had the pleasure of meeting Isabel during the day when we saw her on the deck and she is kind and welcoming. Definitely come here! read more

Small but well stocked humidor, and the cigars are kept in good shape. Friendly atmosphere and excellent selections of ports. -I stopped in here with my husband on our vacation. He is the cigar afficionado of our family, so this review is his take on the place. I personally found Isabella very friendly, engaging and accommodating. read more

Excellent cigar bar. The staff and owner Isabela were very welcoming. Ben was very knowledgeable and recommended a great cigar. We loved this hidden gem! We will definitely come back to visit. read more

Great place. This ass wipe of a rude, disrespectful, racist, lowlife who was never taught manners, yelled at the owner as she was politely asking him to turn off his music because she has awesome musicians playing live. If you want to watch YouTube and rudely play videos while the other customers are trying to listen, GO HOME! Loser. Inbred. He made sure to yell out that he was going to write a bad Yelp as he flicked his lit cigar on the patio. What a sad, lonely and pathetic man! Isabela is a great lady and has been in business over 30 years. Brava Señora! read more

Great vibe, good selection of drinks, love the front porch to hang out on and watch the world go by!