Best 34 things to do in Chesapeake City, MD

Sail toward sunset on a Chesapeake Bay evening cruise

Set sail with Jimmy Buffett hits, scenic canal views, and onboard drink specials

Cruise historic waterways with light narration and panoramic covered-deck views

Sip, snack, and take in Chesapeake Bay views on a Sunday brunch cruise

Meet alpacas in the pasture and see how their fleece becomes yarn

Visit four premium estates with a curated palate-flow progression and a gourmet wine-paired lunch

See giraffes, tigers, bears, and zebras at a family-friendly Maryland zoo

Savor sunset skyline views with music and a full bar on a 90-minute Christina River cruise

Brunch cruise with classic mimosas and a cashless full bar

See Wilmington from the water on a 1-hour Christina River cruise

Relax on a 90-minute Aloha Hour cruise with music and a cashless onboard bar

Target seasonal sharks and drum on a private inshore charter

Target seasonal species on a bay and ocean charter

Target seasonal species with family and friends

Target sharks with expert guidance on a private charter

Cast for bay species with expert guidance

Fish deeper wrecks for sought-after offshore species

Cast for Flounder, Seabass, and Ribbonfish with an experienced crew

Chase tuna, marlin, mahi mahi, and wahoo in deep water

Fish for tilefish, mahi mahi, and blue lionfish with an experienced crew

See rural South Jersey from an open-air gondola on a narrated train ride

Book seats in a restored 1937 caboose on the 75-minute Mannington Limited ride

Ride the 75-minute Mannington Limited with coach seating and opening windows

Ride a heritage train to a working flower farm and create a take-home bouquet