The Great American Road Trip Challenge~4.5 years · 48 states · one loop
← Florida

Stop 1 · Days 205–207

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. 205Day 205 — The Oldest CityFull day · 4h 30m planned
  2. 206Day 206 — Lighthouse & JacksonvilleFull day · 4h 30m planned
  3. 207Day 207 — North to Amelia IslandDrive day · 1h 30m drive

What this stop is made of

  • Landmarks & Monuments
  • Museums & History