9 days in Coastal Virginia - Eastern Shore Itinerary

9 days in Coastal Virginia - Eastern Shore Itinerary

Created using Inspirock Coastal Virginia - Eastern Shore itinerary builder

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Route & dates

9 days in Coastal Virginia - Eastern Shore Itinerary

Start: Fort Lauderdale
Fly + taxi + bus:  5​h 45​min
— 4 nights
Drive:  3​h
Chincoteague Island
— 1 night
Drive:  2​h 30​min
Virginia Beach
— 3 nights
Fly:  4​h 45​min
End: Fort Lauderdale


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.
Venture out of the city with trips to St. Luke's Historic Church & Museum (in Smithfield) and Newport News (The Noland Trail, The Mariners' Museum & Park, & more). The adventure continues: steep yourself in history at Colonial Williamsburg, take an in-depth tour of Historic Jamestowne, make a splash at Busch Gardens Williamsburg, and step aboard Jamestown Settlement.

For photos, ratings, other places to visit, and tourist information, refer to the Williamsburg trip itinerary planner .

Fort Lauderdale to Williamsburg is an approximately 6-hour combination of flight and bus. You can also do a combination of flight and train; or drive. Traveling from Fort Lauderdale in December, things will get cooler in Williamsburg: highs are around 56°F and lows about 38°F. Finish your sightseeing early on the 21st (Sat) so you can drive to Chincoteague Island.

Things to do in Williamsburg

Museums Historic Sites Theme Parks

Side Trips

Newport News, St. Luke's Historic Church & Museum
Highlights from your plan
Colonial Williamsburg ©
Colonial Williamsburg
Busch Gardens Williamsburg ©
Busch Gardens Williamsburg
Historic Jamestowne ©
Historic Jamestowne

Chincoteague Island

Chincoteague Island ©
Famous for a wild breed of horses--Chincoteague Ponies--Chincoteague Island embraces the mystery of some of North America’s oldest inhabitants.
On the 22nd (Sun), take in the exciting artwork at Tryfan Gallery, then don't miss a visit to Chincoteague Cultural Alliance, and then explore the wealth of natural beauty at Chincoteague National Wildlife Refuge.

To see reviews, more things to do, ratings, and other tourist information, you can read our Chincoteague Island online travel route planner .

You can drive from Williamsburg to Chincoteague Island in 3 hours. Alternatively, you can take a bus. December in Chincoteague Island sees daily highs of 53°F and lows of 36°F at night. Wrap up your sightseeing on the 22nd (Sun) to allow time to drive to Virginia Beach.

Things to do in Chincoteague Island

Parks Nature Wildlife
Highlights from your plan
Chincoteague National Wildlife Refuge ©
Chincoteague Cultural Alliance ©
Chincoteague Cultural Alliance
Tryfan Gallery ©
Tryfan Gallery

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.
Virginia Beach is known for beaches, zoos & aquariums, adventure, museums, and historic sites. Your plan includes some of its best attractions: take a leisurely stroll along Virginia Beach Boardwalk, sample the fine beverages at Tarnished Truth Distilling Company, step aboard Battleship Wisconsin, and enjoy the sand and surf at Virginia Beach.

To find ratings, where to stay, traveler tips, and tourist information, go to the Virginia Beach online trip itinerary builder .

Traveling by car from Chincoteague Island to Virginia Beach takes 2.5 hours. Alternatively, you can take a bus; or take a bus. In December in Virginia Beach, expect temperatures between 56°F during the day and 39°F at night. Finish up your sightseeing early on the 25th (Wed) so you can travel back home.

Things to do in Virginia Beach

Museums Parks Zoos & Aquariums

Side Trip

Highlights from your plan
Virginia Beach Boardwalk ©
Virginia Beach Boardwalk
Tarnished Truth Distilling Company ©
Military Aviation Museum ©
Military Aviation Museum