Eat Like a Local in America’s Oldest City: St. Augustine

Eat Like a Local in America’s Oldest City: St. Augustine

Colonized by the Spanish in 1565, St. Augustine, Florida– America’s oldest city– has charm and history at every corner. With a complex history rich with tales of ghosts, pirate invasion, and colonial wars for power, St. Augustine lures history lovers and tourists year round. The city is on the quiet side with an old, hometown feel, but there is plenty to do. While visiting be sure to soak up some sun at the beaches, do some shopping and exploring in the historic district, and enjoy a sail on the St. John’s inlet.



Of course my mission for this trip was of the culinary sort. I was impressed by the variety and quality of St. Augustine’s food scene, and I am so eager to share with you my favorite finds. Here is my guide to Eating Like a Local in America’s Oldest City:


On your way into or out of town:

  1. Angel’s Dining Car 
  2. The Back 40 Urban Cafe

Where to have dinner:

  1. Michael’s Tasting Room
  2. The Floridian

Where to have lunch:

  1. Gaufre’s & Goods
  2. The Spanish Bakery

Sweet treats and coffee:

  1. Cousteau’s Waffle and Milkshake Bar  
  2. The Kookaburra

Where to drink:

  1. Tini Martini Bar
  2. The Ice Plant
  3. Planet! Sarbez! 


On your way into or out of town:


Angel’s Dining Car “Florida’s Oldest Diner”; 209 Reid Street, Palatka ($)

What I drank: Old-fashion root beer float

What I ate: Classic cheese burger, hand-battered onion rings and fresh-cut fries.


The Back 40 Urban Cafe “Casual cafe with unique Caribbean and Jamaican dishes”; 40 S Dixie Highway ($)

What I drank: Orange cream soda

What I ate: Pulled pork tacos with black beans and rice


Where to have dinner:


Michael’s Tasting Room “Casual fine dining featuring Spanish inspired, locally-rooted, seasonal cuisine”; 25 Cuna Street ($$$)

What I drank: White Sangria with guava nectar and white port

What I ate:  Caesar salad (appetizer); Grilled swordfish with Manchego polenta cake and red pepper crab bisque (entree);  Tres Leches with chantily cream, cinnamon, and spiced pineapple (dessert).


The Floridian “Locally sourced southern grub with a modern twist. Gluten-free and vegan options”; 72 Spanish Street ($$)

What I drank: Saturn in Crosshairs cocktail with green tea infused gin, lemon, passion fruit, basil and Allspice Dram

What I ate: Pork and Waffles. Gluten free cornmeal waffles topped with BBQ pulled pork, candied pecans, Florida honey, house buttermilk ricotta, and bourbon-brown sugar glazed apples.


Where to have lunch:


Gaufre’s & Goods “Homestyle Greek and Polish cooking”; 9 Aviles Street ($)

What I drank: Cappuccino 

What I ate: Kielbasa platter with cheese perogies, kraut and toasted bread.


The Spanish Bakery “Rustic Spanish kitchen with pastries, sandwiches, and stews. A local tradition”; 42 ½ St. George Street ($)

What I ate: Caramel Apple Turnover


Sweet treats and Coffee:


Cousteau’s Waffle and Milkshake Bar “Homemade waffles and handspun milkshakes”; 15 Hypolita Street ($)

What I drank: Air Kentucky milkshake with butter pecan ice cream, maple syrup, candied pecans and bourbon whipped cream.

What I ate: Life on Mars waffle topped with toasted coconut ice cream, espresso whipped cream, mocha drizzle and toasted coconut.


The Kookaburra “Australian inspired coffee shop with Aussie pies”; 24 Cathedral Place ($)

What I drank: Cubano Espresso 


Where to drink:


Tini Martini Bar “Table-side martini and wine bar located in the historic Casablanca Inn”; 24 Avendia Menendez ($$)

What I drank: Irish Mule and Cucumbertini 



The Ice Plant “Seasonal craft cocktails and farm to table cuisine inside the historic 1927 ice plant factory”; 110 Riberia Street ($$)

What I drank: Cabana Boy cocktail with Clemente rum, guava, vanilla, lime, Tiki bitters and Absinthe Spritz.


Planet! Sarbez! “Gourmet Grilled Cheese and Craft Beer Lounge”; 115 Anastasia Boulevard ($)

What I drank: Fat Tire draft beer

What I ate: Haston Kutcher grilled cheese with cheddar, sausage, fried egg, hashbrowns and Sarbez Sauce.



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