• St Michaels Suggested Itineraries

  • St Michaels Highlights Itinerary

    If you have limited time in St Michaels, here are the must see attractions to maximize your time.

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  • History and Heritage Itinerary

    As an Historic City, St Michaels has much to offer.  Learn the history of Boat building, our revolutionary adctions druing the war of 1812 and the history of the Chesapeake Bay while you take in the beautiful sights of St Michaels from land and the water.

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  • St Michaels From The Water Itinerary

    If you think St Michaels is a beautiful town, wait until you see it from the water.  Learn the history of the area, see the amazing 300 year old mansions owned by Union and Confederate Generals or enjoy the flora an fauna up close.  This is an itinerary not to miss!

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  • Arts & Culture Itinerary

    Arts & Culture fans rejoice!  St Mcihaels has arts and culture in abundance for you to enjoy.  This itinerary will help you find our favorite treasures.

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  • Food, Wine & Shopping Itinerary

    St Michaels is renowned for it's restaurants and shopping.  This itenary will highlight the many earing and shopping establishments that will be the highlight of your trip.

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  • Family Fun Itinerary

    From Encounters with Crabs and Oysters to sitting on the cannons in our many parks, St Michaels has a plethroa of activities to keep the kids educated and entertained.  This itinerary captures the best of our family fun.

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  • Adventure and Sports Itinerary

    Nestled on the beautiful St Michaels horbour and surrounded by serene landscape, St Michaels offers many adventurous activities, from biking and hiking the many trails of the bay hundred area to kayaking, canoeing or sailing on the highly ranked waterfront.  St Michaels has much to offer the outdoor adventurer.

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