22 Best Cocktail Bars in St. Augustine

“We were looking for a fun place to sit with friends and enjoy a drink. This place was a google recommendation and is a truly hidden gem. They have trivia nights on Mondays, with culture pop questions and great music. The service was perfect, all servers put special attention to all our requests. We order a delicious shrimp quesadilla, but the fish plates were sublime, and I mean it. Our family usually order fish tacos and fish and chips at every Florida restaurant, but no fish was so fresh like this. They also have great optoons for kids and our son loved the waffle fries. We parked at the public parking (approximately a block away). Prices are competitive and beer selection was pretty decent. We had a blast! I totally recommend this place“

“This place appears child friendly but I went last night with my hubby for a date. Best shrimp and grits I’ve ever had in my life. Ceviche app was also chef’s kiss. My husband had the Chicken and Hoecakes dish. Again, 🤯! The desert was okay but everything else including staff were phenomenal. Atmosphere was nice, dim lighting surrounds you in raw architecture with an intimate feel. Drinks were also incredibly good. If you’re on the fence, get off it and go!“

“We had a great time the drinks decor and staff made it so fun !!! We will do this fun evening again !!“

“Reuben waited on me. I tried fajitas, rice, beans, & mojitos. It’s was amazing. 10/10. Clean, stylish, outstanding foods and drinks!!!!“

“I have eaten at Piesano's twice, and each time it was awesome! The food is absolutely wonderful - today, my party and I enjoyed a cheese calzone, shrimp scampi, and gorgonzola salad with shrimp. All were excellent. And the service and ambiance are exceptional. It is very quiet and comfortable, and the wait staff are patient and kind and don't mind if you take your time. Not many restaurants are quiet and relaxing these days. The prices are fair, as well, especially considering the high quality of the dishes. Highly recommended!“

“While the host here could use some work, (just sitting out on the front on his cell phone), the rest of our experience was good. However, we stopped by a few nights later to eat here again and were told we weren’t able to eat inside, even though there was nobody seated inside. Other than that, we really enjoyed our experience here. Our server disappeared halfway through dinner, but was quickly taken over by somebody else and they never missed a beat. The food was absolutely fantastic. We split the two meals, and they even had pre-split them for us before they came out. Highly recommend! Great backyard area if it’s not too hot!“

“An amazing treat in St Augustine. Vibe is super chill and service was impeccable. We celebrated our anniversary and could not have asked for better evening. Started with drinks at bar while awaiting table and mixologists were friendly and talented. Drinks were delish (if u like mezcal I recommend the Friends with Consequences). We were quickly seated and started with the warm bread which was crusty and delish. Ordered our mains and they were also fabulous. One entree came out a few minutes after the other and staff was super apologetic. Had dessert and coffee and our server could not have been more helpful. Will def be back.“

“We enjoyed our visit 2 times. Only thing we would recommend, A HANDRAIL AT YOUR FRONT STEPS. It would be easier and safer for us "mature" dining guests. Thank you.“

“Great spot for food and then go outside to the back patio and enjoy great music and atmosphere“

“Me and my family really enjoyed this restaurant the vibes were great ! good food & drinks extremely accommodating due to it being cold and us having a infant tag along Plays (the manager) & Issac made sure we were comfortable Zane the man on the drink super good 10/10 highly recommend“

“My wife and I came here for our 31st anniversary. A highly rated restaurant. My meal, steak bowl, was very tasty. The steak was tuff. Over cooked I think. My wife had a fish meal. I forget which. She was very disappointed in the taste and quality of her meal. I have NEVER see my wife complain about a meal before. When our waitress (she was great!) Asked how the meal was my wife told her. Later a woman, not a lady, came to our table concerning our dissatisfaction. She seemed to be insulted and left in a huff. Normally a dissatisfied customer is given a discount or a free dessert. Something. Nothing was offered. What should have been an enjoyable dining experience for Saint Augustine residents celebrating their anniversary was left lacking. 🤢“

“Our favorite spot to end the day when visiting St. Augustine! The drinks are great and fairly priced. When you go, make sure to ask to sit in Will’s area. Will has always been our server when there over the past couple of years and actually remembered us a year later after our 1st week there. Maybe we spent a little too many evenings here… Nah!“

“Always a fun and nice time here no matter what time of day or night. Yins rock! 🤘🏻🖤“

“Always a fun and nice time here no matter what time of day or night. Yins rock! 🤘🏻🖤“

“Such a lovely afternoon! My husband and I are celebrating our anniversary this week. We found that The Chatsworth has an afternoon tea, which we always look for on our anniversary trips. We were not disappointed! From the warm welcome, to the lovely room with all types of tea china displayed, we were delighted. We had the afternoon tea, with a delicious assortment of teas and a 3-tiered serving dish. Everything was so thoughtfully set out -- such lovely sandwiches and desserts. We were able to enjoy our time there, without being rushed and just enough attention to what we needed. All the while, the music from "Bridgerton" was playing softly in the background. We highly recommend that you spend an afternoon and indulge!“

“Whitney and Rob were excellent host and the reason why cocktail bars in this town need to exist. Likewise, their food complements their cocktail menu so well that if you don’t get food you’re missing out. I can’t recommend this place enough and I am blown away by how much they’ve exceeded my expectations of what they’re here to offer to Saint Augustine.“

“My husband and I stopped into Tradewinds Lounge because of its history, and it absolutely did not disappoint.

The atmosphere is exactly what you hope for in a historic bar. The warm wood interior makes the space feel inviting and comfortable, and it has the kind of character that simply can't be replicated. It's the sort of place where you immediately want to settle in and stay awhile.

I hate to admit that I can't remember our server's name, but she was wonderful, and the bartender was equally fantastic. Everyone was friendly, welcoming, and helped make the experience memorable.

The live music was a great addition and only added to the charm of the place. And a word of warning: be careful with the punch. It is absolutely delicious, but it may very well be the only drink you need that day.

Between the history, atmosphere, music, drinks, and great staff, Tradewinds Lounge ended up being one of our favorite stops in St. Augustine. We would happily return the next time we're in town.“

“Delicious Every Time! One of our Favorite Places to eat!“

“Nice place with delicious food and good drinks, plus amazing view!“

“Great atmosphere, and good breakfast.“

“This place has a relaxing vibrant atmosphere. It sits right next to a pier with intercoastal waterway views. The food has an island flare as well as the ambiance. Great place to sit inside, but awesome to sit out on the waterview deck and eat or drink. There is a bar inside and out.“