The Great American Road Trip ChallengeOne trip, ~2.5 years, 48 states
Florida

Stop 1 · Days 253–256

St. Augustine & Jacksonville

St. Augustine & Jacksonville, FL

The oldest city in America — a Spanish stone fort and cobblestone lanes — plus Jacksonville's beaches and riverfront.

Where to stay

  • A St. Augustine historic-district inn

    Walkable to the fort and St. George Street.

    Open in Maps

You gotta eat this

  • Datil-pepper shrimp & a Minorcan chowder

    St. Augustine's own spicy heritage dishes.

The days here

Each day opens its own hour-by-hour page

  1. 253Day 253 — The Oldest CityFull day · 4h 30m planned
  2. 254Day 254 — Lighthouse & JacksonvilleFull day · 4h 30m planned
  3. 255Day 255 — Free DayFree day
  4. 256Day 256 — North to Amelia IslandDrive day · 1h 30m drive

What this stop is made of

  • Landmarks & Monuments
  • Museums & History