5 days in Chincoteague Island, Assateague Island & Ocean City Itinerary

Famous for a wild breed of horses--Chincoteague Ponies--Chincoteague Island embraces the mystery of some of North America’s oldest inhabitants.

Get ready for a full day of sightseeing on the next day: take a tour by water with Boat Tours & Water Sports and then identify plant and animal life at Chincoteague National Wildlife Refuge.

To see photos, more things to do, reviews, and more tourist information, you can read our Chincoteague Island tour itinerary builder app.

Ashland to Chincoteague Island is an approximately 8.5-hour car ride. You can also do a combination of car and flight. Expect somewhat warmer evenings in Chincoteague Island when traveling from Ashland in August, with lows around 68°F. Wrap up your sightseeing on the 1st (Tue) to allow time to travel to Assateague Island.

Kick off your visit on the 2nd (Wed): enjoy the sea views from Assateague Lighthouse and then enjoy the sand and surf at Assateague Beach.

For traveler tips, where to stay, ratings, and more tourist information, read Assateague Island trip itinerary website.

Drive from Chincoteague Island to Assateague Island in 16 hours. Alternatively, you can do a combination of car and flight. In September, daily temperatures in Assateague Island can reach 78°F, while at night they dip to 64°F. Wrap up your sightseeing on the 2nd (Wed) early enough to travel to Ocean City.

One of the country's favorite vacation resorts, Ocean City draws nearly 8 million visitors annually with its oceanfront boardwalk, clean beaches, and amusement parks.

On the 3rd (Thu), stroll around Northside Park, then kick back and relax at Ocean City Beach, then get your game on at Ocean City Screams Haunted House, and finally take a leisurely stroll along Ocean City Boardwalk.

For where to stay, traveler tips, and tourist information, refer to the Ocean City trip website.

Use the Route module to find suitable travel options from Assateague Island to Ocean City. In September, daytime highs in Ocean City are 78°F, while nighttime lows are 64°F. Cap off your sightseeing on the 3rd (Thu) early enough to travel back home.