Maryland: Eastern Shore & Chesapeake Bay

A rising tide of maritime traditions, close-knit communities, distinctive cuisine, and protected seashores, marshes, and coastal islands, all of which make for a spectacular trip biking the Eastern shore. The towns and villages of Maryland’s bay region have been home to generations of dedicated fishermen, craftspeople, and culinary artisans who provide a warm welcome to visitors. From the elegant 18th-century brick mansions to the weathered crab shacks by tidal ponds, you’ll experience the warm glow of daily life in a way only possible on bike and on foot. This active vacation features an exceptional bicycling landscape, delicious food, and warm and friendly people.

Tour Highlights
Sail the eastern shores with Captain Ed aboard the skipjack HM Krentz Feast on the region's famous seafood
Amble the wooden boardwalk at the Eastern Neck National Wildlife Refuge, a haven for more than 240 bird species
Travel on the country’s oldest privately owned ferry (since 1760), across the Tred-Avon River between Oxford and Bellevue
Cycle the quite country roads leading to the charming small towns of Oxford, St. Michaels, Rock Hall and Easton