Maryland’s charming capital, Annapolis combines colonial-era architecture with a working sailing harbor and the campus of the U.S. Naval Academy along the Chesapeake Bay.

Why Visit Annapolis

Annapolis offers one of the best-preserved colonial downtowns in the United States, with brick streets leading to a historic State House and a bustling waterfront. Its identity as America’s sailing capital and home to the Naval Academy adds a distinctly maritime character.

Top Experiences

  • United States Naval Academy: Tour the campus and chapel of this prestigious military academy.
  • Maryland State House: Visit the oldest state capitol still in legislative use in the country.
  • City Dock: Stroll the working harbor lined with seafood restaurants and sailboats.
  • Historic District: Walk brick streets past well-preserved 18th-century colonial homes.
  • Chesapeake Bay Sailing: Take a sailing cruise on the bay that gives Annapolis its nautical reputation.
Annapolis Historic Walking Tour: Harbor and Colonial Downtown

Annapolis Historic Walking Tour: Harbor and Colonial Downtown

★ 5.0 (47)
From USD 235

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Tipsy History Tour: 300+ Years of Annapolis Drinking History

Tipsy History Tour: 300+ Years of Annapolis Drinking History

★ 5.0 (44)
From USD 39

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Outdoor Painting Activity with a Local Artist in Annapolis

Outdoor Painting Activity with a Local Artist in Annapolis

★ 5.0 (7)
From USD 120

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Best of Annapolis Tour: Colonial, State House, Naval Academy

Best of Annapolis Tour: Colonial, State House, Naval Academy

★ 5.0 (2)
From USD 34

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America 250 Annapolis Walking Tour

America 250 Annapolis Walking Tour

★ 5.0 (2)
From USD 235

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Colonial Annapolis and Maryland State House Walking Tour

Colonial Annapolis and Maryland State House Walking Tour

★ 5.0 (1)
From USD 26

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Practical Tips

  • Annapolis is an easy day trip from both Washington, D.C., and Baltimore.
  • Naval Academy tours require photo ID and are subject to security screening.
  • Fresh Chesapeake Bay crab is a local specialty worth trying at the City Dock restaurants.

FAQ

Is Annapolis worth visiting from Washington, D.C.?
Yes, it’s a popular and easy day trip with historic and waterfront appeal.

Can I visit the Naval Academy?
Yes, public tours are available, though visitors need photo identification.

What is Annapolis known for?
Annapolis is known for its colonial architecture, sailing culture, and the Naval Academy.