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Chesapeake Region Accessible Boating (CRAB)

A non-profit in Annapolis, Maryland that offers sailing, fishing, radio-controlled sailboat, and wellness programs to people with disabilities, wounded veterans and children in underserved communities.

Ruddy Duck Brewery and Grill-Piney Point

A neighborhood restaurant where families with children, professionals on business, or couples out on a date can all feel welcome and comfortable. On the Maryland Crab and Oyster Trail.

Crabtowne USA

Crabtowne USA offers steamed crabs, along with shrimp and fish options with a vast range of old-school arcade games. On the Maryland Crab & Oyster trail.

The Tiki Bar at Solomon's Island

A seasonal open air lounge that opens on the third Friday of April and closes in October. We are famous for our Mai Tais. On the Maryland Crab and Oyster Trail.

Joe's Seafood

A wide variety of fresh seafood including blue crab, snow crab, shrimp, oysters, mussels, clams, fish and more. On the Maryland Crab & Oyster trail.

Port of Leonardtown Winery

The agricultural cooperative consists of 15 members' vineyards from a small 1/2 acre to several acres to produce the best wine from the best Southern Maryland growers.

Mosely Gallery

The Mosely gallery is a non-profit art gallery at the University of Maryland Eastern Shore with an educational mission to bring critically-acclaimed and globally-relevant artwork to the region.

Smith Island

Maryland's only inhabited island accessible exclusively by boat. Composed of three separate villages (Ewell, Tylerton and Rhodes Point), 12 miles west of Crisfield.

Capital SUP

Maryland's premier paddle destination, located on Back Creek, provides stand-up paddle board and kayak rentals, lessons, tours, camps, fitness, and more.

Scenic Byways-Religious Freedom Tour

America's roots of religious toleration run deep in Southern Maryland, where some of the nation's oldest churches are an indelible part of this peaceful, small-town landscape.

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