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11 nights


Maryland Down by the Bay

A fly-drive holiday around Chesapeake Bay

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.

Your Holiday Includes

Flights, car rental and accommodation

Suggested Itinerary/Excursions

Baltimore, 2 nights -
Solomons, 2 nights -
Williamsburg, 2 nights -
Chincoteague Island, 1 night -
Oxford, 2 nights -
Annapolis, 2 nights.

Accommodation Details

A mixture of Hotels, Inns and B&B accommodation, flexible to suit your requirements.

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Annapolis Naval Academy Cadets Annapolis Naval Academy Cadets
VA Jamestown Settlement - aboard Susan Constant Jamestown Settlement - aboard Susan Constantmage - Image courtesy of Visit Williamsburg - Virginia

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All the flights and flight-inclusive holidays on this website are financially protected by the ATOL scheme. When you pay you will be supplied with an ATOL Certificate. Please ask for it and check to ensure that everything you booked (flights, hotels and other services) is listed on it. Please see our booking conditions for further information or for more information about financial protection and the ATOL Certificate go to: We are licenced by the Civil Aviation Authority, ATOL 3670. North American Highways is a trading name of Brewood Travel Limited.

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