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Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Morning

Start your day with a visit to the United States Naval Academy, where you can tour the campus and learn about the history of the Navy.

Afternoon

Head over to the Chesapeake Bay Maritime Museum, where you can explore the exhibits and learn about the area's maritime heritage.

Evening

Take a sunset cruise on the Chesapeake Bay aboard the Schooner Woodwind, where you can enjoy drinks and hors d'oeuvres while taking in the stunning views.

Bedtime

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Morning

Enjoy a leisurely brunch at Iron Rooster, a local favorite known for their homemade pop tarts and chicken and waffles.

Afternoon

Spend the afternoon exploring the historic downtown area, where you can check out the boutiques and art galleries, or take a tour of the Maryland State House.

Evening

For dinner, head to Osteria 177, an upscale Italian restaurant known for their handmade pasta and extensive wine list.

Bedtime

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Morning

Take a scenic drive to nearby St. Michaels, a charming waterfront town known for its quaint shops and picturesque harbor.

Afternoon

Visit the Chesapeake Bay Winery, where you can taste local wines and enjoy the scenic views of the vineyard.

Evening

Head back to Annapolis and enjoy dinner at Carrol's Creek Cafe, a seafood restaurant with stunning waterfront views.

Bedtime

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