undefined Itinerary

Take a scenic drive across the Chesapeake Bay Bridge to explore the charming town of St. Michaels. Visit the Chesapeake Bay Maritime Museum, which showcases the region's maritime history and features interactive exhibits and historic boats.

Explore the quaint streets of St. Michaels and browse the boutique shops and art galleries. Take a leisurely stroll along the waterfront and enjoy the picturesque views.

Indulge in a fine dining experience at the famous Inn at Perry Cabin by Belmond. This luxury waterfront hotel offers an exquisite dining experience with a menu inspired by the local Chesapeake Bay cuisine.

Embark on a fishing excursion with a local charter company and try your hand at catching some of the Chesapeake Bay's famous blue crabs or striped bass. Enjoy the thrill of reeling in your own catch.

After your fishing adventure, head to Kentmorr Restaurant & Crab House for a delicious seafood lunch. This waterfront restaurant is known for its steamed crabs and fresh seafood dishes.

Take a sunset cruise on the Chesapeake Bay and enjoy the breathtaking views as the sun sets over the water. Relax and unwind as you sail along the bay.

Visit the historic Stevensville Train Depot, which dates back to the 19th century. Explore the exhibits and learn about the role of the railroad in Kent Island's history. Take a walk through the nearby Kent Island Farmers Market and pick up some fresh local produce and artisanal goods.

Spend the afternoon exploring Matapeake State Park, which offers hiking trails, a beach, and a fishing pier. Enjoy a picnic lunch in the park and soak in the natural beauty of the area.

Dine at The Narrows Restaurant, a waterfront establishment known for its delicious seafood and stunning views of the Chesapeake Bay.

Take a leisurely bike ride along the Cross Island Trail, a scenic 6-mile trail that spans the length of Kent Island. Enjoy the fresh air and beautiful views as you explore the island on two wheels.

Visit the Kent Island Antique Center, a treasure trove of unique antiques and vintage finds. Spend some time browsing the different booths and uncovering hidden gems.

End your trip with a waterfront dinner at The Jetty Dock Bar & Restaurant. This lively establishment offers delicious food, live music, and a fun atmosphere.