by The Editors | March 7, 2018

Bird’s Eye View: The Coolest City in Old FLA

Meander through St. Augustine, one of our favorite small towns with big style and flavor


Illustration by Leslie Chalfont

  1. Preserved Chef Brian Whittington combines European and Southern cuisine, serving bouillabaisse alongside shrimp and  grits at the restored Jefferson House. 102 Bridge St.
  2. The Collector Luxury Inn & Gardens The house dates back to 1790, but the renovation in 2017 maintained its original art and history in every nook. 149 Cordova St.
  3. Bridge of Lions The iconic drawbridge connects the Old City to Anastasia Island. 2010 A1A Scenic and Historic Coastal Byway
  4. Casa Monica Resort & Spa Built in 1888 and restored in 1999, the luxe hotel stands in the heart of the city. 95 Cordova St.
  5. Kookaburra Coffee Shop Calling all Kooks! Stop by the Aussie-inspired coffee shop for your espresso fix with a side of brekkie pie. 24 Cathedral Place
  6. Flagler College A liberal arts college, with its main building built by Henry Flagler in 1888, anchors the historic district. 74 King St.
  7. The Floridian At this Southern-dive-meets-tiki-bar, Chef Genie McNally creates Florida-inspired dishes like B.L.T. pork belly caprese and pickled pepper shrimp. 72 Spanish St.
  8. Hyppo Pops Perfectly fresh ingredients are mixed and frozen into pops like strawberry rose, melon and cracked pepper, and prickly pear. 48 Charlotte St. 
  9. Catch 27 Local fresh-caught seafood is served inside a quaint house or on the patio under twinkling lights. 40 Charlotte St.
  10. Odd Birds Bar Enjoy a Capri Fun cocktail or an Old City Fashioned at the odd but awesome pop-up bar. 33 Charlotte St.
  11. Castillo de San Marcos The must-see original fort dating back to 1672 symbolizes the history that gives St. Augustine its Old City moniker. 1 South Castillo Drive
  12. Shops of San Marco Don’t miss this hive of indie shops: Declaration & Co., Cool & Collected, Juniper Market and Anchor Boutique. 73 San Marco Ave.  

And don’t miss our special edition St. Augustine City Guide

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