7 Days Exploring Annapolis Itinerary

Experience the Best of Annapolis Tour to discover the city's highlights.

Savor a meal at Miss Shirley's Cafe, famous for its breakfast and brunch options.

Relax with dinner at Chart House, offering seafood with a view of the water.

Engage in the Annapolis Walking In App Audio Tour in Sailing Capital to learn about the maritime history.

Try the unique dishes at Vin 909 Winecafe for lunch.

Participate in Annapolis Private Scavenger Hunts for a fun and interactive evening.

Join the Annapolis Crabtown Boos and Booze Haunted Pub Crawl for a spooky adventure.

Dine at Osteria 177, known for its Italian cuisine and elegant ambiance.

Enjoy a sophisticated dinner at The Chop House for a fine dining experience.

Explore the city with the Best of Annapolis Walking Tour.

Lunch at Cantler's Riverside Inn, a waterfront spot famous for its seafood.

Savor a meal at the historic venue, The Chop House, for a memorable dining experience.

Discover the city's culinary scene with a food tour.

Visit local museums to learn about Annapolis' history and culture.

Dine at the renowned restaurant, Chart House, for a waterfront dinner.

Enjoy a leisurely morning exploring the city's waterfront.

Lunch at The Chop House for a delicious meal.

Conclude the trip with a farewell dinner at Osteria 177, savoring Italian cuisine.