7 days in Coastal Virginia - Eastern Shore Itinerary

7 days in Coastal Virginia - Eastern Shore Itinerary

Created using Inspirock Coastal Virginia - Eastern Shore travel route builder

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Route & dates

7 days in Coastal Virginia - Eastern Shore Itinerary

Start: Charlotte
Fly + Drive:  4​h 15​min
1
Assateague Island
— Few hours
+2
Drive + Fly + Drive:  6​h 15​min
2
Virginia Beach
— 1 night
Drive:  1​h 15​min
3
Williamsburg
— 2 nights
Drive:  3​h
4
Chincoteague Island
— 2 nights
taxi + Fly:  4​h 15​min
End: Charlotte

few
hours
Assateague Island

Assateague Island ©
Kick off your visit on the 30th (Sun): kick back and relax at Assateague Beach.

To see where to stay, traveler tips, other places to visit, and other tourist information, you can read our Assateague Island online attractions planner .

Charlotte to Assateague Island is an approximately 4.5-hour flight. Traveling from Charlotte in June, you will find days in Assateague Island are little chillier (79°F), and nights are about the same (65°F). Wrap up your sightseeing on the 30th (Sun) to allow time to travel to Virginia Beach.

Things to do in Assateague Island

Parks Beaches Outdoors
Highlights from your plan
Assateague Beach ©
Assateague Beach

1
night
Virginia Beach

Virginia Beach ©
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.
Start off your visit on the 1st (Mon): stroll through Cape Charles Beach, then browse for treasures at Virginia Beach Antique Mall, and then stroll through Sandbridge Beach. On the 2nd (Tue), you'll have a packed day of sightseeing: take a leisurely stroll along Virginia Beach Boardwalk, then glide through the air with a parasailing or paragliding tour, and then gain insight at First Landing State Park.

To see reviews, other places to visit, and more tourist information, read our Virginia Beach day trip planner .

The Route module can help you plan travel from Assateague Island to Virginia Beach. In July, daytime highs in Virginia Beach are 89°F, while nighttime lows are 73°F. Wrap up your sightseeing on the 2nd (Tue) to allow time to drive to Williamsburg.

Things to do in Virginia Beach

Outdoors Parks Beaches

Side Trip

Cape Charles Beach
Highlights from your plan
Cape Charles Beach ©
Cape Charles Beach
Sandbridge Beach ©
Sandbridge Beach
First Landing State Park ©
First Landing State Park

2
nights
Williamsburg

Williamsburg ©
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.
On the 3rd (Wed), take in the architecture and atmosphere at Bruton Parish Episcopal Church, cruise along Colonial Parkway, then look for gifts at Yankee Candle Company, and finally get some fabulous bargains at Williamsburg Premium Outlets. On the 4th (Thu), you'll have a packed day of sightseeing: browse the exhibits of American Revolution Museum at Yorktown, enjoy the sand and surf at Yorktown Beach, and then buy something for everyone on your list at Merchants Square.

For photos, more things to do, where to stay, and tourist information, refer to the Williamsburg trip maker website .

Traveling by car from Virginia Beach to Williamsburg takes 1.5 hours. Alternatively, you can take a bus; or take a bus. In July, daytime highs in Williamsburg are 91°F, while nighttime lows are 73°F. Finish up your sightseeing early on the 4th (Thu) so you can go by car to Chincoteague Island.

Things to do in Williamsburg

Outdoors Shopping Historic Sites

Side Trip

Yorktown
Highlights from your plan
Yorktown Beach ©
Yorktown Beach
Yankee Candle Company ©
Yankee Candle Company
Merchants Square ©
Merchants Square

2
nights
Chincoteague Island

Famous for a wild breed of horses--Chincoteague Ponies--Chincoteague Island embraces the mystery of some of North America’s oldest inhabitants.
Start off your visit on the 5th (Fri): look for gifts at Pony Tails, then get engrossed in the history at Museum of Chincoteague, then take a memorable tour with Tours, and finally shop like a local with Tryfan Gallery. Get ready for a full day of sightseeing on the 6th (Sat): explore the wealth of natural beauty at Chincoteague National Wildlife Refuge.

To find ratings, reviews, photos, and other tourist information, use the Chincoteague Island trip planner.

Drive from Williamsburg to Chincoteague Island in 3 hours. Alternatively, you can take a bus. Expect a bit cooler weather when traveling from Williamsburg in July: highs in Chincoteague Island hover around 86°F, while lows dip to 72°F. Finish your sightseeing early on the 6th (Sat) to allow enough time to travel back home.

Things to do in Chincoteague Island

Wildlife Nature Parks
Highlights from your plan
Nature & Wildlife Tours
Chincoteague National Wildlife Refuge ©
Tryfan Gallery ©
Tryfan Gallery