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Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Exploring the Charming City of Cambridge

Morning
Start your day with a delicious breakfast at Jimmy & Sook's Raw Bar and Grill. Indulge in their famous crab cakes or try their mouthwatering omelettes. After breakfast, take a stroll along the historic downtown area and admire the beautiful architecture of the buildings.
Afternoon
For lunch, head to The High Spot Gastropub and enjoy their diverse menu featuring dishes made with locally sourced ingredients. After lunch, visit the Dorchester County Historical Society to learn about the rich history of the area. Explore the exhibits and discover the stories of Cambridge's past.
Evening
In the evening, enjoy a scenic dinner cruise on the Choptank River with Choptank Riverboat Company. Feast on a delicious meal while taking in the picturesque views of the river. After the cruise, head to RAR Brewing for some locally brewed craft beer and live music.
Bedtime
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Outdoor Adventures and Seafood Delights

Morning
Start your day with a visit to Blackwater National Wildlife Refuge. Explore the beautiful trails and observe the diverse wildlife, including bald eagles and migratory birds. Afterward, satisfy your appetite with a seafood feast at Snappers Waterfront Cafe. Try their famous crab cakes or enjoy a plate of fresh oysters.
Afternoon
After lunch, take a relaxing kayak trip along the Choptank River with Blackwater Adventures. Paddle through the serene waters and enjoy the peaceful surroundings. If you prefer a more leisurely activity, you can go on a scenic boat tour with Choptank River Lighthouse Tours and learn about the maritime history of the area.
Evening
End your day with a delicious seafood dinner at Jimmy & Sook's Raw Bar and Grill. Indulge in their fresh seafood dishes and savor the flavors of the Chesapeake Bay. After dinner, head to Poplar Bistro for a cozy atmosphere and a wide selection of wines and cocktails.
Bedtime
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Exploring Nearby Cities

Morning
Take a day trip to the nearby city of Easton, Maryland. Start your morning with a visit to the Academy Art Museum and explore their impressive collection of American art. Afterward, enjoy a leisurely brunch at Bartlett Pear Inn and savor their delicious farm-to-table dishes.
Afternoon
After brunch, stroll through the charming streets of Easton and browse the boutiques and art galleries. If you're interested in history, visit the Talbot County Historical Society and learn about the region's past. For a sweet treat, stop by Paul's Bakery and indulge in their delectable pastries.
Evening
Head back to Cambridge for a seafood dinner at Portside Seafood Restaurant. Feast on their fresh catch of the day and enjoy the waterfront views. After dinner, relax at RAR Brewing and try their unique selection of craft beers.
Bedtime
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Historic Sites and Local Cuisine

Morning
Start your day with a visit to the Harriet Tubman Underground Railroad Visitor Center. Learn about Harriet Tubman's courageous journey and the Underground Railroad. Afterward, enjoy a light breakfast at Black Water Bakery and try their freshly baked pastries.
Afternoon
For lunch, head to The Wine Bar and enjoy a delicious meal paired with a selection of fine wines. After lunch, explore the Choptank River Lighthouse and climb to the top for panoramic views of the river. Don't forget to take some photos!
Evening
End your day with a dinner at Jimmy & Sook's Raw Bar and Grill. Indulge in their seafood specialties and enjoy the lively atmosphere. After dinner, head to RAR Brewing for some locally brewed beer and live music.
Bedtime
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Relaxation and Farewell

Morning
Spend your morning relaxing at Sandy Hill Beach. Soak up the sun, take a refreshing swim, or simply enjoy the peaceful surroundings. Afterward, grab a quick breakfast at Bay Country Bakery and savor their freshly baked goods.
Afternoon
For a leisurely afternoon, visit Layton's Chance Vineyard and Winery and enjoy a wine tasting experience. Sample their award-winning wines and take a stroll through the vineyards. Afterward, head to Canvasback Restaurant & Pub for a delicious lunch featuring local ingredients.
Evening
End your trip with a farewell dinner at Jimmy & Sook's Raw Bar and Grill. Indulge in their seafood specialties one last time and reminisce about your wonderful time in Cambridge.
Bedtime
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