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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, a historic institution that has trained many of the country's Navy and Marine Corps officers. Take a guided tour to learn about its history and see the beautiful campus.
Afternoon
After the tour, explore the charming streets of downtown Annapolis. Visit the Maryland State House, the oldest state capitol still in continuous legislative use. Take a stroll along Main Street and browse the boutique shops and art galleries. Don't miss the opportunity to take a boat tour of the Chesapeake Bay and enjoy the beautiful scenery.
Evening
For dinner, head to Vin 909 Winecafe, a cozy restaurant known for its delicious wood-fired pizzas and extensive wine selection. Afterward, take a leisurely walk along the waterfront and enjoy the stunning views of the harbor.
Bedtime
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Morning
Start your day with a visit to the William Paca House and Garden, a National Historic Landmark. Explore the beautifully restored 18th-century mansion and wander through the meticulously maintained gardens.
Afternoon
Afterward, visit the Annapolis Maritime Museum to learn about the city's rich maritime history. Take a boat tour of the Chesapeake Bay to see the lighthouses and enjoy the scenic views. In the afternoon, take a leisurely bike ride along the B&A Trail, a 13-mile paved trail that runs through Annapolis and surrounding areas.
Evening
Enjoy dinner at Osteria 177, an upscale Italian restaurant known for its authentic cuisine and elegant atmosphere. After dinner, catch a live performance at Rams Head On Stage, a popular music venue that hosts a variety of artists and bands.
Bedtime
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Morning
Start your day with a visit to the Chesapeake Bay Foundation's Philip Merrill Environmental Center. Take a guided tour to learn about the organization's efforts to protect and restore the Chesapeake Bay ecosystem.
Afternoon
Afterward, explore the Historic District of Annapolis and visit the Paca House and Garden. Take a guided walking tour to learn about the city's colonial history and admire the beautifully preserved architecture. In the afternoon, visit the Annapolis Maritime Museum and learn about the area's maritime heritage.
Evening
For dinner, head to the Boatyard Bar & Grill, a local favorite known for its seafood dishes and nautical atmosphere. After dinner, take a stroll along City Dock and enjoy the views of the harbor.
Bedtime
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Morning
Start your day with a visit to the Maryland State House. Take a guided tour to learn about the state's history and see the impressive architecture. Afterward, visit the Historic Annapolis Museum to learn about the city's colonial past.
Afternoon
Explore the shops and boutiques along Maryland Avenue and West Street. Stop by the Annapolis Pottery to browse unique handmade ceramics. In the afternoon, take a scenic cruise on the Schooner Woodwind and enjoy the views of the Chesapeake Bay.
Evening
Enjoy dinner at Middleton Tavern, a historic restaurant that has been serving delicious seafood and steaks since 1750. After dinner, take a walk along the waterfront and enjoy the lively atmosphere of downtown Annapolis.
Bedtime
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Morning
Start your day with a visit to the Banneker-Douglass Museum, a museum dedicated to African American history and culture in Maryland. Explore the exhibits and learn about the contributions of African Americans to the state's history.
Afternoon
Afterward, visit the Hammond-Harwood House, a beautifully preserved Georgian mansion. Take a guided tour to learn about the architecture and the lives of the people who lived there. In the afternoon, visit Quiet Waters Park and enjoy a picnic by the water.
Evening
For dinner, head to Preserve, a farm-to-table restaurant known for its creative dishes made with locally sourced ingredients. After dinner, take a sunset cruise on the Chesapeake Bay and enjoy the breathtaking views.
Bedtime
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