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Spring and fall are perfect times to visit the tranquil waters of the nation's most famous bay. From the Southern charm of Annapolis' history soaked streets, to the quiet eastern shore towns like St. Michaels, Oxford and Baltimore's inner harbor, you'll enjoy the unique flair of this special region. Daytime activities include exploring quaint fishing villages, kayaking undisturbed creeks, visiting restored plantations, and experiencing beautiful passages under full sail! In the evenings, you'll find yourself sampling the cuisine of the region's fine restaurants, or licking your fingers at an authentic Chesapeake crab feast. At either end of your trip, consider staying an extra night in Annapolis - one of the most historic and exciting cities on the Eastern seaboard! View a sample Chesapeake Itinerary! Our Chesapeake Sailing Charters visit Annapolis, St. Michaels, Oxford, Baltimore, and more!
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