• Duration: 11 nights
  • Distance (approx): 665 miles
  • When to visit: Apr - Oct
  • Price: Call for info
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Maryland, Down by the Bay

A Tailor-Made Fly-Drive Holiday to Capital Region & New York, USA

This flydrive tour takes in picturesque waterfront communities, beautiful beaches, colonial history, wildlife and charming cities. The route circles Chesapeake Bay, America’s largest estuary. From Baltimore the tour follows the west bank of the bay to Solomons a laid back water front town and on to the old colonial town of Williamsburg. Head back north to the barrier island of Chincoteague and the beaches of the Atlantic coast. Cross the peninsula to explore the fascinating quaint towns of the bay’s eastern shoreline. The route then takes you to Maryland’s capital, Annapolis with its high concentration of 18th-century architecture.


Colonial Williamsburg

Jamestown and Yorktown excellent re-creation of colonial era life and pioneer history.

Assateague Island National Seashore

Dunes and wild ponies.

Chesapeake Bay Eastern Seashore

Charming secluded colonial communities with well preserved architecture.


Historic Old Town, US Academy; Dock Street cafes and boats tied up alongside.

Baltimore’s Inner Harbor

Seafood restaurants; American Visionary Arts Museum; National Aquarium.

To Book This Holiday or find out more call our Travel Specialists on: 01902 798008 or contact us online.

Featured accommodation

Robert Morris Inn

Beautiful inn built in 1710 with extensive waterfront grounds.

Additional accommodation

Alice Person House

Williamsburg, Virginia


2  nts Baltimore,  Sheraton Inner Harbor.
85 miles to Solomons, 
2 nts Back Creek Inn.
165 miles to Williamsburg,  
2 nts Alice Person House. Includes breakfast
145 miles to Chincoteague,  
1 nt BW Chincoteague Island.
100 miles to Oxford,  
2 nts Robert Morris Inn. Includes breakfast
55 miles to Annapolis,
2 nts 1908 William Page Inn. Includes continental breakfast

Voted top guide book series by Wanderlust Travel Awards and endorsed by Michael Palin, we offer a visually stunning FREE DK guide book packed with information once you have confirmed your holiday.

Connected Fly/Drives

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