things to do in Princess Anne, MD

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

Pedal through the countryside for a winery tour and tasting

Cruise the back side of Assateague to spot wild ponies and coastal wildlife

Walk Chincoteague’s history and birdwatching spots with a local guide

Paddle into dusk with lighthouse views and chances to spot wild ponies

Watch coastal marshes glow as evening settles over Virginia's barrier islands

Uncover Berlin's haunted legends after dark

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

Spacious pontoon cruise with island views and onboard restrooms

Paddle serene waters with an expert guide

Paddle brackish waterways with a guide and look for local wildlife

Discover the island on Chincoteague’s only interactive guided tour

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

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

Cruise at sunset to spot Assateague ponies and coastal wildlife

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

Scan Chincoteague’s coastal marshes for eagles, herons and migratory shorebirds

Paddle remote refuge waterways with a guide and look for ponies and coastal birds

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

Explore Crisfield’s waters with pickup or delivery

Pedal flat scenic roads and watch for birds and wildlife

Paddle Chincoteague waterways with a private-ramp launch

Paddle a brackish river beside Blackwater Refuge

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