Best 57 things to do in Princess Anne, MD

Cruise Chincoteague waters and look for bottlenose dolphins (1.5–2 hours)

Dig clams, pull oyster cages, and learn to shuck on an interactive aquafarm tour

Cruise to see wild Chincoteague ponies with a Saltwater Cowboy guide

Cruise to Chincoteague pony grazing pastures with a 50% refund if you don’t spot ponies

Cruise Chincoteague and harvest clams and oysters along the way

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

Explore remote marshlands while searching for ponies, native birds, and dolphins

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

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

Pedal through the countryside for a winery tour and tasting

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

Pedal flat scenic roads and watch for birds and wildlife

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

Pedal refuge and marsh roads with a bike, helmet, and map

Step inside a surviving Bucktown store tied to Harriet Tubman's early life

Paddle Assateague’s backwaters with a naturalist guide

Rent a kayak, paddleboard, or canoe and explore Assateague’s back bays at your own pace

Rent a bike and ride Assateague’s protected paths

Rent a bike for 6 hours near Assateague Island National Seashore

Rent a kayak, paddleboard, or canoe from open to close near Assateague Island

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