St. Augustine's bar scene is ever-growing and ever-evolving. From swanky lobby bars to artsy craft cocktail bars to no-frills dive bars, unique St. Augustine bars are aplenty. If you're looking for something different, maybe with a little more flare, we suggest you give these unique St. Augustine bars a try.
And in our hometown of The City Beautiful, there are plenty of unique bars in Orlando. Now, let's get exploring!
[Article updated in June 2025 by Nancy DeVault.]
Unique St. Augustine Bars in Downtown/Historic District
- Tipsy Duck Parlor
- The Gifted Cork
- Spinster Abbott’s
- Forgotten Tonic
- Prohibition Kitchen
- Trade Winds Lounge
- Stogie’s
- Isabela’s Bar Cuba
- The Chatsworth Pub and Tea Room
- The Ice Plant
- Boat Drinks
Tipsy Duck Parlor at the Bath Junkie
58 Hypolita St. (side entrance), St. Augustine, FL 32084
This unassuming shop drew me in because of all the rubber duckies. I thought my kid would like to look at them, so we popped in to see what it was all about. To my surprise, this place is SO MUCH MORE than rubber duck decor. You can find bath products and a make your own scent bar. And, tucked away beyond all that is the speakeasy of all speakeasies: The Tipsy Duck Parlor!
Sit on the kookiest of chairs (aka duck legs!) and drink cocktails with sprinkles from a tiny bathtub. Talk about a palate cleanser. Don’t forget to photograph your garnish… you guessed it: a little rubber duckie.
At The Tipsy Duck Parlor, you can design your own hard soda or cream soda with up to three flavors, go for a mimosa flight, a cocktail, wine or beer. If this isn’t just the most silly fun you’ve had at a bar, then I don’t know what is. Go with the gals for your next special occasion for a quacky time.
Wine Tasting at the Gifted Cork
64 Hypolita St., St. Augustine, FL 32084
This lovely small business and wine store is more than meets the eye. Stop in to peruse the wine-themed gift products, but stay for some wine tasting.
Go for their four tastings for $10 deal, or just stop in for a glass of wine during their happy hour, from 4-6pm Monday-Thursday . With cozy interiors and laid back seating, you’ll enjoy a quiet respite here.
Spinster Abbotts
61 San Marco Ave., St. Augustine, FL 32084
Spinster Abbotts is a cool, community-focused, vintage-charged, multi-purpose place with a bodega, coffee house, taproom, and boutique lodging. Nestled in uptown St. Augustine, this part of town, as well as this venue, are understandably up-and-coming. Locals love the convenience of grabbing favorites all in one shop.
The lounge will make you feel right at home and, if you even want to, you can spend the night in their attached AirBnB rental. Spinster Abbott's has 13 beers on tap, plus prosecco on tap too; plus other beverages. Cheers to that!
Forgotten Tonic
6 Aviles St., St. Augustine, FL 32084
Creative, hip and vintage… the three things I like to think sum up the St. Augustine crowd quite well. And, yup, Forgotten Tonic ticks all the same boxes. If that's your kind of vibe, note that the list of cocktails is long, so you’ll need a while to read through (it’s 24 pages!). But among the selections, you can find anything from sugar cane and agave based drinks, gin and whiskey blends full of personality, and so much more.
If you just can't decide, let the crafty bartenders craft you a one-of-a-kind creation. Plan to nosh on appetizers too because the snacks at Forgotten Tonic are equally as unique.
Prohibition Kitchen
119 St. George St., St. Augustine, FL 32084
This popular gastropub right on St. George Street oozes the brick laden charm of turn of the century watering holes. Upon entering, you’ll be greeted by their well-sized stage for live music, and the spacious spot opens up to diners looking for lunch or a cocktail at the long bar.
Drink names are even more charming and theme-fitting for a prohibition era bar, like sazeracs and mezcal penicillin. Get a cocktail on tap, or create your own old fashioned. It may be the 1920’s inside, but it’s not outside, so bottoms up because the fuzz won’t get you for drinking there.
Trade Winds Tropical Lounge
124 Charlotte St., St. Augustine, FL 32084
Eclectic and quirky, the Trade Winds Lounge is a busy, packed bar full of tropical decor and happy people. Go for a drink in the tiki-style surrounds but stay to drink up the live music. Some may consider this spot to be kind of a dive bar so, if that's your jam, dive right in. Trade Winds Tropical Lounge claims to be “the coolest bar in the world.” You decide…
Stogie’s
36 Charlotte St., #3646, St. Augustine, FL 32084
You bet your bottom dollar, this cozy little cottage pub attracts all sorts. Maybe you are the cigar man or celebrating a win at work. Perhaps you like listening to jazz. Maybe you like patio seating or leather couches and relaxing spaces. If any of those speak to you, then get over to Stogie’s to toast to a mellow evening.
Isabela’s Bar Cuba
19 Cuna St., St. Augustine, FL 32084
For similar vibes as Stogie’s with a more upmarket touch, discover the drinks and the walk-in humidor at Isabela’s. Its inviting and warm, home-like atmosphere will have you feeling like a house guest instead of a bar patron.
Enjoy some port, some coffee, or just a hang. They’ve got everything you need.
The Chatsworth Pub and Tea Room
10 Marine St., St. Augustine, FL 32084
What a lovely little spot for tea time, a pint, or just to feel transported elsewhere for a few hours. Decor is tastefully on point with all the British vibes, clad in tartan pillows and tufted leather chairs. It’s got something to please every palate, and it’s worthy of a stop on this list of unique St. Augustine bars.
The Ice Plant
110 Riberia St St. Augustine, FL 32084
Above the St. Augustine Distillery in a restored 1927 ice plant, the appropriately named The Ice Plant restaurant offers a one-of-a-kind bar experience. Exposed brick walls, vintage factory cranes, and 22‑foot ceilings evoke the building’s industrial past, while artisanal cocktails—crafted with house‑pressed juices, bespoke syrups, and ice carved from a 300‑lb block—highlight the attention to detail.
Naturally, opt for one of the spirits created right there at the distillery–assorted bourbon, rum, gin, vodka–and exclusive craft cocktail creations.
Boat Drinks
123 San Marco Ave., St. Augustine, FL 32084
Formerly located right on the pedestrian drag in historic downtown, Boat Drinks has a fresh location in the uptown San Marco district. Housed in a completely renovated former biker bar, the venue doubles its size, adding a parking lot and large outdoor patio space. This could be the new “it” spot among the unique St. Augustine bars.
Inside, patrons will find the same lively nautical‑tropical atmosphere—complete with a curved wood bar, a shark wall piece, and a thoughtfully curated selection of craft cocktails, high‑end rums, and tequilas. The menu retains crowd favorites—fresh local oysters, datil shrimp sliders, smash burgers, jerk skewers—delivered with impeccable service and a casual “big‑city” energy.
Also Try
Unique St. Augustine Bars Near the Beachside
- The Tides Oyster Co.
- Sarbez!
- Odd Birds
The Tide's Oyster Co. & Grill
641 A1A Beach Blvd., St. Augustine, FL 32080
Back in college, I dated a man who played the banjo and he would take me to see elderly country folk jamming on stage in tiny backwater settings. Instant floods of nostalgia hit me when I experienced the same setting at Tide’s Oyster Co.
A two-man band singing old country tunes (and I’m talking George Jones, Merle Haggard) lit up the central dance floor, inviting diners, bar-goers, and even my four-year-old daughter who likes to twirl out for a dance.
If you’re looking for a throwback and a really good time with excellent people, Tides is among the unique St. Augustine bars to explore. You’ll get a different vibe every night, but the drinks are always affordable and the music is always about as old and charming as your grandparents.
Dance, play bingo, go for happy hour and what the hey… try some oysters while you’re there because they’re delicious too.
Sarbez!
115 Anastasia Blvd., St. Augustine, FL 32080
I really only need five words to describe the amazing grit of this place: retro arcade with grilled cheese. Put it on your hit list for cheap beers and pinball because they’ve got all the vibes you need for a chilled out evening with friends. Play some games, check out the beer specials, and hit up the website for a calendar of live music events.
Odd Birds Cocktail Lounge and Kitchen
200 Anastasia Blvd., St. Augustine, FL 32084
Maybe you know about Odd Birds because you heard of their secret speakeasy or their uber-cool silent disco nights. Or maybe you caught wind of their incredible shareable plates and crazy cocktail concoctions. Whatever brings you in, enjoy!
I’m still dreaming about the confusing and sexy green curry cocktail I enjoyed, paired with their signature cachapa and chicharrones appetizers. My goodness, aren't you convinced yet? Go get yourself a cocktail and soak in all the trendy, eclectic and tropical feels of this incredible establishment.
Also Try
Cheers friends!
