Rock Hall is still a town of watermen who bring in oysters, crabs and rockfish daily. Visit the Waterman’s Museum at Haven Harbour to learn more about that maritime history. A great way to explore this quaint town is by bicycle. Many of the marinas have free bike rentals. Main Street is dotted with numerous antique shops, clothing stores and boutiques, such as Smilin’ Jakes Casual Apparel.

On Saturday afternoons, hit the Farmers & Artisans Market to pick up fresh local produce and browse the many craft stalls. For a relaxing evening, stop at The Mainstay and listen to jazz, or head to Waterman’s Crab House to devour crabs and groove to live music on the outdoor deck. The nearby Waterfront Harbor Shack is a local favorite and offers live music and good food. During the summer there’s a stream of fun events, from the Log Canoe Races (July 18-19) to the infamous Pirates and Wenches Weekend (August 7-9).