5-day trip to Annapolis Itinerary

Start your day with a visit to the United States Naval Academy and explore the historic campus. Grab a quick bite at Chick & Ruth's Delly before heading to the William Paca House and Garden for a glimpse into Annapolis' colonial past.

Enjoy a scenic boat tour on the Chesapeake Bay with Annapolis Sailing Cruises and take in the beautiful views. For lunch, try the seafood specialties at Buddy's Crabs & Ribs.

Treat yourself to a fine dining experience at Ruth's Chris Steak House and savor a mouthwatering steak. End the night with a nightcap at Dock Street Bar & Grill.

Start your day by visiting the William Paca House and Garden to explore the beautiful gardens. Grab a coffee at Iron Rooster before heading to the Annapolis Maritime Museum to learn about the city's maritime heritage.

Enjoy a leisurely lunch at Luna Blu Italian Restaurant and savor authentic Italian cuisine. Afterward, visit the Annapolis Towne Centre for shopping and entertainment.

Experience a unique dining experience at The Melting Pot, where you can enjoy a fondue dinner. End the evening with a cocktail at Osteria 177.

Take a BWI Airport Transfer to Baltimore or Washington DC to Baltimore and start your day with a visit to the National Aquarium to discover marine life. Grab a quick bite at The Melting Pot in Baltimore.

Explore the historic Fell's Point neighborhood and enjoy lunch at Chart House with waterfront views. Visit the Baltimore Museum of Art to admire its impressive collection.

Indulge in a seafood dinner at Cantler's Riverside Inn and savor the flavors of Maryland. End the night with live music at Rams Head Live.

Take a Baltimore US/ North Americas eSIM Roaming Mobile Data Plan to Washington DC and start your day by visiting the National Mall to see iconic landmarks such as the Lincoln Memorial and the United States Capitol. Grab a coffee at Iron Rooster in Washington DC.

Explore the Smithsonian National Air and Space Museum and have lunch at Chick & Ruth's Delly in Washington DC. Visit the Smithsonian National Museum of Natural History to learn about the natural world.

Enjoy a dinner at Ruth's Chris Steak House in Washington DC and end the trip with a visit to The Wharf for waterfront entertainment and nightlife.