things to do in Cambridge, MD

Private Chesapeake Bay sailing aboard a 1935 ketch

Sail the Miles River aboard a historic 1935 ketch

Plan a private proposal aboard a historic 1935 ketch

Paddle the Little Blackwater River and watch for wildlife along its banks

Paddle Dorchester County waterways with equipment delivered to your location

Sail a historic ketch at sunset with champagne and Chesapeake Bay views

Reach shallow fishing spots beyond the reach of deeper-draft boats

Private catamaran sailing with harbor views and Miles River breezes

Sail the Miles River aboard a spacious catamaran

Harbor views and wind-powered sailing on the Miles River

Savor rotating craft beer tastings aboard the historic Lady Patty

Build Practical Sailing Skills With Private, Hands-On Instruction

Take the Helm and Learn Hands-On Sailing Skills

Make your vows your own aboard a private Chesapeake Bay catamaran

Exchange vows aboard a historic sailboat with a ceremony shaped around you

Bottom-fish with room to cast on a 16-angler boat

Cruise Kent Narrows waterways with local narration and panoramic views

Take the controls for a Chesapeake Bay jet ski ride

Customize a shaded private outing on the Upper Choptank River

Explore Salisbury’s history, mystery, and paranormal lore on foot

Step inside one of Dorchester County's five intact Georgian historic homes

Choose your way to paddle, with rentals starting on the hour

Private fishing charter with gear, cooler, and fish filleting included

Toast the evening on a Chesapeake Bay cruise with an onboard full bar