The San Marco Quest takes you along one of St. Augustine’s most historic corridors — San Marco Avenue — where centuries of Spanish colonial history, Victorian-era legends, and ancient natural wonder line the route from downtown to the city’s northern frontier. This is the road the Spanish walked when they first came ashore in 1565, and it has been continuously traveled ever since.
Your journey begins at the Old Spanish Trail Zero Milestone, the official starting point of the transcontinental highway that once connected St. Augustine to San Diego, and follows San Marco north past Ripley’s Castle Warden, a 500-year-old live oak, an authentic 1891 Victorian jail, the great bronze statue of the city’s founder, the soaring 208-foot Great Cross, America’s oldest Marian shrine, and Ponce de León’s legendary landing site — ending at the Fountain of Youth Archaeological Park where it all began.
Tour Map: (approximate locations)



"The San Marco area was absolutely stunning" We had no idea this neighborhood was so rich with history. The quest took us past the Old Spanish Trail marker and through streets we never would have explored on our own. The clues were clever and the history was fascinating.
— Jennifer M.
Tallahassee, FL
"Loved every stop on this route" The mix of architecture, fountains, and hidden gems in the San Marco neighborhood was incredible. We spent almost two hours and barely noticed — we were too busy solving clues! Perfect way to explore that part of St. Augustine.
— David & Carol P.
Jacksonville, FL
"Best way to see the San Marco neighborhood" We have driven through San Marco before but never really stopped to look around. This quest made us slow down and appreciate every corner. We found spots we would never have noticed otherwise.
— Tom R.
Gainesville, FL