Best 90 things to do in Princess Anne, MD

Canopy-covered river cruising with drinks, snacks, and friends

Gather your crew for a canopy-covered cruise on the Wicomico River

Trace Ocean City's haunted history through tales from the Boardwalk and historic district

Explore St. Michaels after dark through ghost stories and maritime history

Uncover Berlin's haunted legends after dark

Hear true local ghost stories on a nighttime walk through historic Cambridge

Golden-hour ghost stories with bay sunset views

Explore Princess Anne’s dark history through chilling tales of hauntings and murder

Explore Pocomoke’s ghost stories on a nighttime walk

Private river cruising for your group outing or special event

Take the helm of a 20-foot pontoon for a self-guided outing

Choose a single or tandem kayak for a flexible outing on the water

Explore Crisfield’s waters with pickup or delivery

Take the helm for a self-guided group day on the water

Explore Chesapeake Bay history and pirate tales with a local storyteller

Choose pickup or delivery for your Crisfield canoe outing

Sail the Chesapeake Bay for an afternoon exploring Smith Island

Cruise the Chesapeake Bay and explore Ewell at your own pace

Explore island back bays while searching for wild ponies and coastal wildlife

Explore Assateague’s back bays and search for wild ponies by boat

Cruise Chincoteague waters for lighthouse views and possible wild pony sightings

Cruise Chincoteague Bay at golden hour on a private luxury pontoon

Take the helm for a sunset cruise across Chincoteague Bay

Captain your own shaded pontoon for a flexible day on the bay