Question 1

Where is the best place to park near downtown Annapolis?

Accepted Answer

Use the city-owned parking garages like St. Anne's or Calvert Street for better rates than street parking near the waterfront.

Question 2

How can I explore the waterfront without driving?

Accepted Answer

The city is highly walkable. For longer distances, use the local water taxi to hop between various docks and attractions.

Question 3

What should I wear to avoid being underdressed in Annapolis?

Accepted Answer

Aim for 'smart casual.' While it's a maritime town, many upscale waterfront restaurants have a polished dress code.

Question 4

Is it easy to navigate the historic district on foot?

Accepted Answer

Yes, most historic sites are walkable, but be prepared for uneven cobblestone streets; comfortable walking shoes are a must.

Question 5

Are boat tours available for tourists?

Accepted Answer

Yes, you can book various cruises, from scenic harbor tours to sunset sails, departing directly from the City Dock area.

Question 6

How do I avoid the crowds during Navy football games?

Accepted Answer

Expect heavy traffic and high restaurant demand on game days. Book dining reservations well in advance and allow extra travel time.

Annapolis Travel Guide: History, Sailing & Coastal Charm

Handpicked Annapolis Adventures & Unique Experiences