3-Day Annapolis itinerary guide

Use this route structure as a starting point, then adapt stops and timing with your group in Journii.

Annapolis — US(1891) p024 United States Naval Academy, Annapolis, Maryland

Top stops to prioritize

Annapolis Mall
Luna Blu Ristorante Italiano
Sandy Point State Park
Chart House Prime
Annapolis City Dock
Osteria 177
Macy's
Annapolis Town Center

Day 1: Most popular attractions

For day 1, we strategically grouped the most popular attraction, Maryland State House, with surrounding point of interests to start your trip off with a bang.

Annapolis Mall
Macy's
Annapolis Town Center
Pennsylvania Dutch Farmer's Market
Mission Escape Rooms
Rams Head On Stage

Day 2: West side of town

For day 2, we recommend exploring the west side side of town.

Sandy Point State Park
Jonas and Anne Catharine Green Park
U.S. Naval Academy Museum
Bread and Butter Kitchen

Day 3: Off the beaten path

For day 3, if you don’t mind the extra trek, today covers more off the beaten path places like Watermark Tours, Charters, Cruises.

Annapolis City Dock
Watermark Tours, Charters, Cruises
Chick & Ruth's Delly
Annapolis Ice Cream Company
Reynolds Tavern and 1747 Pub
United States Naval Academy
Maryland World War II Memorial

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