Cape to Cape

From the Atlantic Ocean to the back bays of Chincoteague, Sinepuxent and Assawoman, set your sights on a seaside rendezvous amid some of Maryland’s most beautiful and historic beaches and islands.

Rent a Surrey cycle on Ocean City's Boardwalk and cruise the full 3 miles along the beach.

Eastern Shore
79 miles from bay to ocean along the Atlantic Coast on local and state roads
5-7
hours

Places along the way

Enjoy sightseeing, small-town warmth and the Delmarva Peninsula’s famous fresh seafood along this water-laced route — and bring your gear for fishing, camping, paddling or biking while exploring scenic trails once traveled by Native Americans.

Ocean City to Berlin

Including MD 528, US 50, MD 611, MD 376 & MD 818

The dynamic family resort of Ocean City invites byway travelers to relax on a 10-mile strip of beach and enjoy nearby waterslides, amusement park rides, a wooden Victorian boardwalk, steamed crabs, ice cream and miniature golf. Also known as the “White Marlin Capital of the World,” Ocean City is a year-round destination with recreational activities (including 15 area golf courses), the Ocean Downs racetrack-casino and an outlet mall.

Nearby, Berlin’s red brick buildings offer antiques, jewelry, restaurants and gift shops. The Calvin B. Taylor Museum, in a restored, early-19th-century house, is among nearly 50 local structures on the National Register of Historic Places.

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From spring through fall, take a ride by horse and carriage through Berlin's scenic streets, displaying two centuries of architectural heritage.

Assateague Island to Snow Hill

Including MD 611, MD 818, US 113, MD 365 & MD 12

Assateague Island, an undeveloped, 37-mile-long barrier island, offers swimming, surfing, fishing, kayaking, biking, boating and camping in its state and national parks. Assateague is also known for its flora and fauna, including free-roaming wild horses.

The Maryland Historical Trust has proclaimed Snow Hill, established as a trading post in the 17th century, as “one of the most historically intact towns in the state of Maryland.” Shops, galleries and museums grace downtown, while municipal parks provide boat landings, dockage and public facilities. Both the Furnace Town Living Heritage Museum and the Julia A. Purnell Museum offer a look back in time.

 

Assateague's famous wild ponies live in bands of two to twelve animals. They may allow you to get very close, but they are wild animals, so maintain a minimum of 10 feet distance at all times.

Maryland Lore

Misty of Chincoteague, Marguerite Henry’s acclaimed 1947 children’s book, brought national attention to the free-roaming horses still found on Assateague Island.

Biking is a great way to experience Assateague Island. Enter the island from the Visitor's Center over a dedicated pedestrian/bike bridge and ride on paved paths through 4 miles of natural habitat.

Byways in this Region

Harriet Tubman Underground Railroad
Chesapeake Country

Byways Guide & Map

Learn more with our FREE Maryland Scenic Byways Travel Guide & Map Start planning your road trip with our official guide and map.