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St. Augustine Restaurants For Drinks

Looking for St. Augustine restaurants? See where to eat, drink, and sleep from a local Floridian in Saint Augustine, Florida.

In Saint Augustine, Florida antiquity allures visitors while the modern establishments entertain and nourish.

We headed to St. Aug. with no set itinerary but found ourselves seduced by its historic spell.  To newbies, the city may be overwhelming.  If you are just visiting for a short stay, below are my recommendations for the perfect St. Augustine, Florida weekend trip.


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A Quick Introduction to St. Augustine, Florida

In a trance-like gait, we wandered neighborhoods, lusting over old Victorians.  We stopped to admire parks with artistically and poignantly dedicated monuments and reached over to stroke local furry celebrities parading down the cobblestoned roads.

St. Augustine, Florida boasts of the Fountain of Youth—home to some possessive peacocks—the oldest wooden schoolhouse in the United States, and B&Bs bursting with guests who have never left. An old fort greets you on one side adjacent to a cheesy yet swashbuckling fun pirate museum. I even earned my piece of the treasure at the end of the tour.

Across town in St. Augustine:

  • Stumble into old graveyards, hidden parks, and the past awaiting discovery.
  • Ride bikes down cobblestone roads.
  • Peruse native literature and used books.
  • Try some local spirits (literally and figuratively).
  • Dine to live music in a speakeasy before a ghost tour.

A few days stay is hardly enough. Make your time in St. Augustine, Florida as tourist or local as you wish.

St. Augustine restaurants, bars, and B&B’s are my reprieve from endless stucco and paper towns. Take my phone away as I Zillow old Victorians and try to peep over walls.

Sound appealing?  Be sure to visit these downtown St. Augustine restaurants and local boozy places, including one B&B, to create the perfect weekend trip:

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Top Experiences For St. Augustine Restaurants And Drinks

1. Lunching on an asparagus sandwich at Café Alcazar’s historic swimming pool

The History of Cafe Alcazar

Imagine having lunch in the world’s largest indoor swimming pool of its time. Housed in the historic Lightner Museum (my husband was disappointed when he realized it was not the “Lighter” Museum), Café Alcazar sits in the deep end of the former Hotel Alcazar’s indoor pool.

Henry Flagler built this extravagantly gorgeous hotel and casino in 1888. The pool spanned 120 feet long and ranged from 3 to 12 feet deep. With over three stories and an impressive façade, the café feels like everyday lunch is actually a beautiful art or wedding reception.

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Cafe Alcazar’s Dining Experience

Today tourists and locals can enjoy a fine dining meets casual lunch experience.  Listen to serene instrumental music over casual conversation. Munch on unique sandwich selections, fresh fish, and homemade specialty sides.

The chic vibe is anything but pretentious. Receive fantastic service and a historical atmosphere unlike any other.   Sneak up to the second floor, pretending to use the restroom.  From here, spy a gorgeous overview of the impressive landmark. From this vantage point, you get a feel for the true scope of the pool. Be sure to read the history placards with old pictures of the pool on your way out the back door.


2. Roasting marshmallows and spending a romantic, cozy night at The St. Francis Inn

Ok, so technically this Inn is a B&B, which is a restaurant if you stay there, right?  And trust me, you want to stay here.


A gentle swing on the porch.

A cup of tea in the sitting room.

Witchy cat eyes staring back at you from the trees.

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Loving small town Florida? If you think St. Augustine’s downtown is charming but a tad crowded during tourist season, try Ocala, Florida. You’ll find wineries, breweries, and a speakeasy.


A B&B With Loads of Yummy Treats

One of my all-time favorite B&B’s, this Irish inn offers social hours.  Find local wine, beer, and liquor as well as an array of desserts. My favorite: s’mores by the incandescent courtyard fire.

Let staff know in advance, and they will cater to dietary needs.

We found ourselves ensconced by history older than our grandparent’s grandparents with floors hiding secrets of trysts. Neighboring buildings housed centuries of foreign settlers and inhabitants.

If you book far enough in advance you can pick your room, each with a special name and design.  With the friendliest staff and sweetest breakfast–french toast casserole anyone?–the Inn makes for a perfect vacation.


3. My favorite St. Augustine restaurant: Sipping on handcrafted cocktails at the Ice Plant Bar

Only in St. Augustine, Florida can you find yourself sipping handcrafted cocktails in a speakeasy meets steampunk warehouse at the Ice Plant Bar. With drinks and ice made with precision, we celebrated a quiet afternoon picking at fresh cut tuna smothered in capers and nuts.

The building dates back to 1927.  Here, workers broke down ice for shrimp boats and local use.  The original crane sits above the bar, topping off that factory-feel.

And the Plant Bar is Attached to a Distillery…

Don’t forget to tour the St. Augustine Distillery next door for some rum, gin, whiskey, and vodka sampling.  Tasting and tours are free.  Stamp in with the time clock, sip a few samples with mixers, tipsily shop away, and rinse your hands in the bathtub-esque sink.  Factory warehouses with an old-fashioned flair call to me like the history nerd and gentle bacchanalian that I am.



4. Listening to live music while munching on southern deviled eggs at Prohibition Kitchen

Another one of my favorite downtown St. Augustine restaurants: Prohibition Kitchen. I especially crave tavern-like pubs in historic places and St. Augustine is no exception.

Located on the famous St. George Street, in the heart of it all, Prohibition Kitchen serves up craft burgers and sandwiches with a vintage, southern flair.  Sip on hand-spun milkshakes to live music after a day full of exploring. Wind down by designing your own Old Fashioned, even picking your bitters.

Did Someone Say Music?

We loved watching a couple dance along to the music, sashaying out the door prohibition-style.  Reminiscent of flappers and illicit hedonism, Prohibition Kitchen brings you back to a different era.


Cocktails at Prohibition KitchenPin

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5. Beer tasting at Dog Rose Brewing Company

Dog Rose Brewing opened in the fall of 2017 and is a short walk from the center of historic downtown.  They offer a hoppy selection of brews. Dog Rose’s stomping grounds are pristine.  Taste a flight while watching your beer brew.  Play a round of darts and table shuffleboard.  The colors and artwork remind me of Saturday yoga at the brewery. I could sit here all afternoon people-watching out their gorgeous wall of windows.

Nearby, you may also want to check out: Bog Brewing Company.  Or, wine taste at the San Sebastian Winery.


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         Check out these recommendations for the perfect St. Augustine, Florida weekend trip. Where to eat, drink, and sleep from a local Floridian & travel blogger. #florida #staugustinePin


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Christine Frascarelli

Christine (she/her) is the owner, lead editor, and tipsy book sommelier of The Uncorked Librarian LLC, an online literary publication showcasing books and movies to inspire travel and home to the famed Uncorked Reading Challenge.

With a BA in English & History from Smith College, an MLIS from USF-Tampa, and a U.S. Fulbright Fellowship in Christine's back pocket, there isn't a bookstore, library, or winery that can hide from her. Christine loves brewery yoga, adopting all of the kitties, and a glass of oaked Chardonnay. Charcuterie is her favorite food group.

Amy @ Quixotic Pixels

Monday 13th of August 2018

What a lovely sounding trip! I’ve never been to Florida, but your post makes me want to get plane tickets stat.


Tuesday 14th of August 2018

Thank you!! If you ever do, I’ll be happy to show you around! There is so much to do.


Friday 13th of April 2018

Thanks for the wonderful tips! My boyfriend and I are heading to St. Augustine this weekend and I found your blog from Instagram. I’m so glad I did! I’m definitely going to suggest we check out some of the places you mentioned. In your opinion what is the best part of town to stay in that allows you to walk around the most without needing an Uber? Thanks so much for your suggestions!


Sunday 15th of April 2018

Hope you are having a great vacation! I want to hear all about it, especially if you found some place that we should check out.


Friday 13th of April 2018

Hey Jana! Thank you so much! I did see your IG follow request too ; ) Staying anywhere in historic St. Augustine should be OK. Everywhere mentioned above is within walking distance of each other (you could look for places around there, St. George St., etc). All of the historic downtown is walkable and many places also let you borrow bikes. If you are headed to the beach or state park, though, you might need to Uber. Our first visit to St. Aug, we were on the other side of the bridge (not downtown) and had to drive. There are plenty of lots and a parking garage. You have to pay a full day fee for the garage, but it is attached to the visitor's center/bathrooms. Also check out the local trolleys--you can get tickets and hop on/off at favorite spots. I know The Ice Bar and winery are definitely on a trolley route.