10 days in Coastal Virginia - Eastern Shore Itinerary

10 days in Coastal Virginia - Eastern Shore Itinerary

Make it your trip
Fly
1
Virginia Beach
— 3 nights
Drive
2
Chincoteague Island
— 2 nights
Drive
3
Williamsburg
— 4 nights
Fly

S M T W T F S
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Virginia Beach — 3 nights

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.
Change things up with a short trip to Spas in Chesapeake (about 32 minutes away). There's still lots to do: take in the waterfront at Virginia Beach Boardwalk, enjoy the sand and surf at Virginia Beach, brush up on your military savvy at Military Aviation Museum, and get curious at Virginia Aquarium & Marine Science Center.

For more things to do, traveler tips, other places to visit, and more tourist information, refer to the Virginia Beach road trip planning tool.

Dallas to Virginia Beach is an approximately 4.5-hour flight. You can also drive; or take a bus. Due to the time zone difference, you'll lose 1 hour traveling from Dallas to Virginia Beach. Plan for slightly colder temperatures traveling from Dallas in May, with highs in Virginia Beach at 77°F and lows at 60°F. Cap off your sightseeing on the 25th (Wed) early enough to go by car to Chincoteague Island.
Museums · Parks · Outdoors · Zoos & Aquariums
Side Trips

Chincoteague Island — 2 nights

Famous for a wild breed of horses--Chincoteague Ponies--Chincoteague Island embraces the mystery of some of North America’s oldest inhabitants.
On the 26th (Thu), explore the landscape on two wheels at Bike Depot, then see majestic marine mammals with a dolphin and whale watching tour, and then don't miss a visit to Chincoteague Cultural Alliance. Keep things going the next day: explore the wealth of natural beauty at Chincoteague National Wildlife Refuge.

For more things to do, where to stay, other places to visit, and more tourist information, read Chincoteague Island sightseeing planning tool.

Traveling by car from Virginia Beach to Chincoteague Island takes 2.5 hours. Alternatively, you can take a bus; or take a bus. Traveling from Virginia Beach in May, you will find days in Chincoteague Island are little chillier (72°F), and nights are about the same (57°F). Finish your sightseeing early on the 27th (Fri) to allow enough time to drive to Williamsburg.
Parks · Wildlife · Nature · Outdoors

Williamsburg — 4 nights

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.
Explore Williamsburg's surroundings by going to St. Luke's Historic Church & Museum (in Smithfield) and The Mariners' Museum & Park (in Newport News). And it doesn't end there: take an in-depth tour of Colonial Williamsburg, get a new perspective on things with Boat Tours & Water Sports, contemplate the long history of Governor's Palace, and explore and take pictures at Historic Jamestowne.

To find reviews, traveler tips, where to stay, and other tourist information, read our Williamsburg online tour itinerary planner.

Traveling by car from Chincoteague Island to Williamsburg takes 3 hours. Alternatively, you can take a bus; or take a bus. Traveling from Chincoteague Island in May, expect nights in Williamsburg to be about the same, around 59°F, while days are somewhat warmer, around 79°F. Finish up your sightseeing early on the 31st (Tue) so you can catch the flight back home.
Historic Sites · Museums · Theme Parks · Parks
Side Trips