Best 90 things to do in Princess Anne, MD

Rent a kayak, canoe, or paddleboard for 4 hours at the Bayside stand

Rent a bike for 6 hours near Assateague Island National Seashore

Rent a bike for 4 hours with pickup at the Bayside Drive stand

Pick up a bike at the Visitor Center for a 4-hour ride

Pick up a bike at the Visitor Center and ride for 2 hours

Bike options for adults, youth, and kids near Assateague Island

Overnight bike options for an independent Assateague ride

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

Walk Easton's haunted past through its notorious Tragedy Triangle

A Chesapeake Bay seafood feast with traditional Smith Island flavors

Cruise to Smith Island and enjoy a crab feast with island flavors

Ride a guided jet ski eco tour around Chincoteague and Assateague

A private on-water view of the annual Chincoteague Pony Swim

Find newborn foals and see as many pony herds as possible with a Saltwater Cowboy captain

Private 1.5-hour sunset cruise around Chincoteague Island for up to 6

Cruise to see wild Chincoteague ponies with a Saltwater Cowboy guide

Bring your drinks for an after-sunset barge party with music and lights

See the Pony Swim from a comfortable pontoon boat