Cambridge sits in a beautiful spot on the wide-open Choptank River. Early Cambridge, in fact, was shaped by its location along the Choptank. Traders and planters arrived when Europeans settled the region, although the Nanticoke and Choptank Indians had been here long before. As time went on seafood packing became a prominent industry, as did oystering. Trappers, farmers and fishermen continue to dominate life in surrounding Dorchester County, much of which remains rural.
A great place to start your exploration is the Visitor Center at Sailwinds Park East. A huge sail soars more than 100 feet in the air, making this an Eastern Shore landmark. Then stroll along the charming downtown area (High St.) to explore historic buildings, shops and restaurants. If you work up a thirst, visit a local brewery or winery, such as the RAR Brewing (504 Poplar St.) or Layton's Chance Vineyard & Winery, farther afield at 4225 New Bridge Rd. (transportation required).
The Waterway Guide Team has gained extensive boating knowledge over the years, and now we are sharing all of the tips, skills and tools we’ve picked up along the way!