Best 44 things to do in Chincoteague Island, VA

Paddle Assateague backwaters with hands-on wildlife discovery

Cruise Chincoteague Bay at golden hour on a private luxury pontoon

Take the helm of a private skiff for fishing, beach stops, and bay cruising

Rent a bike for 6 hours near Assateague Island National Seashore

Harvest local shellfish and look for pony herds on a full-island cruise

Sunset views, two decks, and a waterslide for your private bay outing

Paddle Chincoteague waterways with a private-ramp launch

Paddle calm back bays with route guidance for the day

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

Sail the Chesapeake Bay for an afternoon exploring Smith Island

Explore Smith Island’s waterman heritage by traditional Chesapeake Bay work boat

Rent a bike and ride Assateague’s protected paths

Take the helm for a sunset cruise across Chincoteague Bay

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

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

See Assateague Lighthouse and look for ponies on a private island cruise

Spacious pontoon cruise with island views and onboard restrooms

Rent a bike for 6 hours near Assateague Island National Seashore

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

Paddle from Chincoteague to Assateague to look for wild ponies and lighthouse views

Paddle tidal waters at sunset while looking for Assateague’s wild ponies

Paddle Assateague waterways while looking for wild ponies and refuge wildlife

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

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