Best results for Water Activities in St Michaels, MD

Take a versatile 19-foot boat out for watersports, dining stops, and easy cruising

Cruise or fish aboard a stable 23-foot center console

Relax and cruise the South River on a spacious pontoon

Private evening on the water with sunset views from the South River

Cruise Chesapeake waterways to Annapolis landmarks with a captain

Cruise Chesapeake Bay coves and historic waterfronts en route to Galesville

Cruise Chesapeake Bay to Rock Hall with time to explore ashore

Cruise the Chesapeake Bay to explore historic St. Michaels by boat

See Chesapeake landmarks and explore historic Oxford by boat

Paddle with a guide, then explore Blackwater by bike at your own pace

Paddle the Chicamacomico River, then tour the winery and taste wine

Paddle brackish waterways with a guide and look for local wildlife

Paddle a winding one-way river route with a shuttle back to your vehicle

Paddle a brackish river beside Blackwater Refuge

Paddle a brackish waterway beside Blackwater Refuge

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

Paddle Dorchester County waterways with equipment delivered to your location

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

Private Chesapeake Bay sailing aboard a 1935 ketch

Celebrate your occasion aboard a private party boat on Chesapeake Bay

Customize a shaded private outing on the Upper Choptank River

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

Private bay fishing with gear, bait, and fish filleting included

Private fishing time to follow seasonal bites farther from shore