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undefined Itinerary

Last updated: 2024 Jun 14

Morning
Start your day with a scenic boat ride from Crisfield, Maryland to Smith Island. As you approach the island, take in the picturesque views of the Chesapeake Bay and its surrounding marshlands.
Afternoon
Upon arrival, explore the charming and historic town of Ewell, the largest settlement on Smith Island. Visit the Smith Island Cultural Center to learn about the island's history, culture, and the unique Chesapeake Bay watermen's way of life. Take a leisurely stroll through the town, admiring the colorful houses and picturesque waterfront.
Evening
For dinner, head to Drum Point Market, a local favorite known for their delicious seafood dishes. Indulge in some fresh Maryland blue crabs or try their famous Smith Island cake, a decadent layered cake that is the state dessert of Maryland.
Bedtime
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Morning
Take a guided kayaking tour around the island to explore its pristine natural beauty. Paddle through the marshes, observe a variety of bird species, and learn about the island's delicate ecosystem.
Afternoon
After the kayaking tour, visit the Tylerton Museum, a small but fascinating museum that showcases the history and traditions of the island's third community, Tylerton. Take a walk along the waterfront and enjoy the peacefulness of this remote part of the island.
Evening
Enjoy a traditional Smith Island dinner at Bayside Inn Restaurant, where you can savor the flavors of the Chesapeake Bay. Feast on fresh seafood, such as crab cakes and oysters, while enjoying the waterfront views.
Bedtime
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Morning
Embark on a scenic bike ride around the island, taking in the breathtaking views of the bay, marshes, and wildlife. Stop by the Smith Island Baking Company to pick up some delicious homemade pastries and cakes to enjoy during your ride.
Afternoon
Visit the Smith Island Wildlife Refuge, a protected area that is home to a variety of bird species and other wildlife. Take a leisurely hike through the refuge's trails and keep an eye out for ospreys, herons, and maybe even a bald eagle.
Evening
For dinner, head to Ruke's Seafood Deck, a local seafood shack known for its casual and laid-back atmosphere. Feast on steamed crabs, shrimp, and other seafood delicacies while enjoying the sunset over the bay.
Bedtime
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Morning
Take a boat tour to Tangier Island, a neighboring island with a unique culture and history. Explore the charming town, visit the Tangier History Museum, and indulge in some delicious seafood at one of the local restaurants.
Afternoon
After returning from Tangier Island, rent a kayak and explore the waters around Smith Island at your own pace. Paddle along the shoreline, discover hidden coves, and enjoy the serenity of the bay.
Evening
For your last night on Smith Island, treat yourself to a seafood feast at Bayside Inn Restaurant. Indulge in their famous crab imperial or try their mouthwatering soft-shell crabs. End the evening with a stroll along the waterfront, savoring the peacefulness of this unique island.
Bedtime
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