Route & dates
7 days in Coastal Virginia - Eastern Shore Itinerary
Start: New York City
Fly + taxi: 4h 15min
Virginia Beach— 2 nights
Drive: 1h 15min
Williamsburg— 3 nights
Chincoteague Island— 1 night
Drive: 5h 15min
End: New York City
The Resort City
Holding a record for the longest pleasure beach in the world, Virginia Beach showcases 35 miles of coastline and maintains a longstanding reputation as a family-friendly vacation destination.Take a break from Virginia Beach with a short trip to Chesapeake Bay Bridge-Tunnel in Cape Charles, about 36 minutes away. The adventure continues: take in the waterfront at Virginia Beach Boardwalk, contemplate the waterfront views at Brock Environmental Center - Chesapeake Bay Foundation, engage your brain at Virginia Aquarium & Marine Science Center, and admire the masterpieces at Chrysler Museum of Art.
For more things to do, where to stay, maps, and tourist information, you can read our Virginia Beach vacation planning tool .
New York City to Virginia Beach is an approximately 4.5-hour combination of flight and taxi. You can also do a combination of bus, flight, and taxi; or drive. In August, daytime highs in Virginia Beach are 86°F, while nighttime lows are 72°F. Cap off your sightseeing on the 20th (Mon) early enough to go by car to Williamsburg.
Things to do in Virginia Beach
Chrysler Museum of Art, Chesapeake Bay Bridge-Tunnel
Founded in 1632 as a fortified settlement on the high ground between two rivers, Williamsburg served as a colonial capital of Virginia for over 80 years.Pack the 21st (Tue) with family-friendly diversions at Busch Gardens Williamsburg. There's much more to do: take an in-depth tour of Colonial Williamsburg, stop by Yankee Candle Company, admire the landmark architecture of Bruton Parish Episcopal Church, and contemplate the long history of Jamestown Settlement.
To find reviews, ratings, other places to visit, and other tourist information, you can read our Williamsburg trip planner .
Traveling by car from Virginia Beach to Williamsburg takes 1.5 hours. Alternatively, you can take a bus. August in Williamsburg sees daily highs of 89°F and lows of 70°F at night. Wrap up your sightseeing on the 23rd (Thu) to allow time to drive to Chincoteague Island.
Things to do in Williamsburg
Famous for a wild breed of horses--Chincoteague Ponies--Chincoteague Island embraces the mystery of some of North America’s oldest inhabitants.On the 24th (Fri), explore the wealth of natural beauty at Chincoteague National Wildlife Refuge.
To see more things to do, where to stay, photos, and other tourist information, read Chincoteague Island trip builder .
Getting from Williamsburg to Chincoteague Island by car takes about 3 hours. Other options: take a bus. When traveling from Williamsburg in August, plan for a bit cooler days and about the same nights in Chincoteague Island: temperatures range from 84°F by day to 68°F at night. Wrap up your sightseeing on the 24th (Fri) early enough to drive back home.