“Explore the fortress that once withstood siege against British forces and combatted pirate raiding. Feel the weight of rich history as you walk the gundecks, gazing out upon the vast Matanzas Bay.” The old spanish fort of St. Augustine is also a great museum, park, and historical landmark. Very close the St. George street, you will probably see Pirates here.
A slightly-less commercial Bourbon Street with shops and infinitely more pirates
The only thing missing from here is a Michelin star. Incredible southern/Floridian food from locally sourced ingredients. If you didn’t know what a Datil pepper was before coming here, you will after leaving.