Perfect Day Trip in Annapolis, MD - November 5, 2024

Day 1: Explore Historic Annapolis

Annapolis, MD on November 5, 2024

8:00AM

Breakfast at Chick & Ruth's Delly

Start your day with a hearty breakfast at this beloved local diner famous for its oversized pancakes and traditional morning fare, fueling you up for a day of exploration.
Located at 165 Main St, just a 10-minute walk to the waterfront.
USD15, 1 hour

9:30AM

Stroll through the Historic District

Take a leisurely walk through the charming streets of Annapolis' Historic District, admiring the colonial architecture and unique shops that line the streets.
Begin at the State House, easily accessible on foot from breakfast.
FREE, 2 hours

11:30AM

Visit the Maryland State House

Explore the historic Maryland State House, which is the oldest state capitol still in continuous legislative use, and don’t miss its beautiful dome and museum.
Just a 5-minute walk from your last stop.
USD8, 1 hour

12:30PM

Lunch at The Boatyard Bar & Grill

Enjoy a delicious lunch at this nautical-themed restaurant known for its fresh seafood and laid-back atmosphere, making it a favorite among locals.
A short 6-minute drive or a 15-minute walk from the State House.
USD20, 1 hour

1:45PM

Experience the United States Naval Academy

Take a guided tour of the prestigious U.S. Naval Academy where you’ll learn about the military traditions and history of the academy while admiring the stunning campus.
Head towards the Naval Academy, which is about a 10-minute walk from the restaurant.
FREE, 2 hours

4:00PM

Relax at City Dock

End your afternoon by unwinding at the picturesque City Dock, where you can enjoy scenic views of the harbor and perhaps watch the sailboats navigate the waters.
A pleasant 10-minute walk from the Naval Academy.
FREE, 1 hour

5:30PM

Dinner at O'Leary’s Seafood

Savor a delightful dinner at O'Leary’s Seafood, known for its fresh crab dishes and amazing waterfront views, as you relish the charm of Annapolis's dining scene.
Only a 5-minute walk from City Dock.
USD40, 1.5 hours

7:00PM

Evening Stroll along Ego Alley

Conclude your day with a post-dinner stroll along Ego Alley, where you can enjoy watching boats pass and reflecting on a wonderful day spent in Annapolis.
Ego Alley is located right next to O'Leary’s seafood.
FREE, 1 hour
View Hotel Availability