Watermen compete in the Chesapeake Cowboys’ extreme boat docking competition by the Lockhouse Museum in Havre de Grace on Saturday. Sydney Hughes, captain of Wild Child, lassoes a piling during the ...

Click to share on Facebook (Opens in new window) Facebook Click to share on X (Opens in new window) X The Chesapeake cowboys rode into St. Michaels, Maryland, on a steamy Sunday in August, and the air ...

A Maryland rodeo family; extreme boat docking; competitive forestry. A family of Maryland cowboys and cowgirls show off their barrel-racing and bull-riding skills at local rodeos. Expert boaters ...

Here on Delmarva we have something called the Chesapeake Cowboys. They’re just like normal cowboys, but their herd is a fleet of boats! This Sunday, July 29th at 1pm, you can see the best Extreme Boat ...