On Kent Island, you’ll find yourself immersed in a bounty of seafood restaurants with spectacular water views, like Hemingway’s and The Narrows. Take your time and explore the island, which is at the eastern end of the Chesapeake Bay Bridge and boasts a half dozen marinas. If you get off the beaten path, you’ll find sandy beaches and trails to explore. The Cross Island Trail and the Kent Island Trail traverse wetlands, surrounding you with tall grasses, the stately and towering loblolly pines and stunning bay scenery.
The pace of living seems to slow on the Upper Eastern Shore, rejuvenating the weariest of souls. For the perfect ending to your fun-packed day, soak up a peaceful crimson sunset reflecting over the water while on a chartered sailing excursion out of Rock Hall – then sail by the light of the moon.
Museums, Festivals, and Events
Maryland serves up a diverse menu of seafood festivals, crab derbies and waterfront attractions. Explore maritime museums to discover what it was like to be a waterman in decades past. Try your hand at tonging or running a trotline, when you spend the day on a watermen’s heritage tour. See the unparalleled majestic beauty of a skipjack or log canoe race, both traditional watermen’s boats. Catch all the Chesapeake has to offer!
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See more of the Maryland Crab & Oyster Trail.