The Great American Road Trip ChallengeOne trip, ~2.5 years, 48 states
← The Mid-Atlantic

Stop 16 · Days 159–162

Annapolis

Annapolis, MD

Maryland's capital and America's sailing capital — the Naval Academy, the oldest statehouse still in legislative use, and a colonial harbor town.

Where to stay

  • A historic-district inn near City Dock

    Walkable to the harbor, the State House, and the Academy.

    Open in Maps

You gotta eat this

  • A crab cake on the dock

    Jumbo-lump, broiled, minimal filler — order it at the waterfront.

The days here

Each day opens its own hour-by-hour page

  1. 159Day 159 — The Naval Academy & the State HouseFull day · 4h planned
  2. 160Day 160 — On the ChesapeakeFull day · 4h planned
  3. 161Day 161 — Free DayFree day
  4. 162Day 162 — Out to the oceanDrive day · 2h 30m drive

What this stop is made of

  • State Capitols
  • Museums & History
  • Outdoor & Water Activities
  • Guided Tours