Charms of the Chesapeake
September 13 - 19, 2026
$3,995 /double • $5,095 /single
Discover the hidden charms of the Chesapeake on this coastal journey filled with beauty, history, and relaxation. Begin with two quaint nights at the Annapolis Waterfront Hotel where gracious service and sunrise views set the tone. Then spend two luxurious nights on Maryland’s Eastern Shore at the Hyatt Regency Chesapeake Bay, where stylish coastal elegance meets sweeping views of the Bay. Explore the charming towns of St Michaels and Easton before we continue to Chincoteague for two more waterfront nights. Enjoy a beachfront stroll on the Atlantic and a scenic boat ride to spot the wild ponies of Assateague Island.
Tour Includes
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Luggage handling
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Local home pick-up service
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All meals, attractions, guides, and activities
Full itinerary coming soon!