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Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Morning
Start your day with a hearty breakfast at Chick and Ruth's Delly, a local landmark that has been serving up classic breakfast dishes since 1965. Enjoy some of their famous homemade potato pancakes or a classic egg and bacon breakfast.
Afternoon
Spend the afternoon exploring the historic district of Annapolis, visiting the United States Naval Academy and the Maryland State House. Take a stroll along the waterfront and stop for some ice cream at Annapolis Ice Cream Company.
Evening
For dinner, head to O'Learys Seafood Restaurant, a family-friendly spot with a focus on fresh seafood. Try their famous crab cakes or the seafood chowder.
Bedtime
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Morning
Head to the Annapolis Maritime Museum and Park for a morning of outdoor activities. Rent a kayak or paddleboard and explore the Chesapeake Bay, or take a guided tour of the museum and learn about the area's maritime history.
Afternoon
After working up an appetite, head to The Iron Rooster for a late brunch. This restaurant is known for their homemade pop-tarts and chicken and waffles.
Evening
For dinner, try Boatyard Bar & Grill, a local favorite with a focus on fresh seafood and classic American dishes. Don't miss their raw bar or their award-winning crab soup.
Bedtime
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Morning
Start your day with a visit to Sandy Point State Park, where you can relax on the beach or take a hike along the trails.
Afternoon
For lunch, head to The Cheesecake Factory for a wide variety of options, including pasta, burgers, and of course, cheesecake.
Evening
For dinner, try Carrol's Creek Cafe, a waterfront restaurant with stunning views of the harbor. Their menu features fresh seafood dishes and a variety of cocktails.
Bedtime
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Morning
Take a day trip to nearby Baltimore and visit the National Aquarium.
Afternoon
After exploring the aquarium, head to Faidley Seafood in Baltimore's Lexington Market for some of the best crab cakes in the city.
Evening
For dinner, try Cantler's Riverside Inn, a rustic seafood spot with a focus on Maryland blue crabs.
Bedtime
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Morning
Start your day with breakfast at Miss Shirley's Cafe, known for their Southern-inspired dishes and colorful decor.
Afternoon
Spend the afternoon at the Chesapeake Children's Museum, a hands-on museum with exhibits and activities for children of all ages.
Evening
For dinner, head to Vin 909 Winecafe, a cozy spot with a focus on local and sustainable ingredients. Their menu changes frequently, so be sure to ask your server for recommendations.
Bedtime
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