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St. Michaels offers everything for its visitors, from self-guided historical walking tours, unique shopping in our boutiques and galleries, exploring our museums, kayaking and biking along the many Bay Hundred scenic byways, charter a fishing trip or just relaxing along the water’s edge, you’ll find St. Michaels, Tilghman and the Bay Hundred area has something for everyone.
The Bay Hundred area is surrounded by water, so you’ll want to get out on the water during your visit and experience our beautiful harbor town and Chesapeake Bay tributaries. There are so many options, from chartered fishing excursions, a cruise around the harbor, sailing on a sunset cruise, and our kayak and paddleboard rentals will take you exploring on our peaceful rivers, creeks and marshes bustling with aquatic and wildlife.
Cycling enthusiasts flock to the region, offering experienced cyclists scenic bike tour trails around the Bay Hundred network of scenic byways. For those wanting a more leisurely bike cruise along paved trails or just around town.
St. Michaels is steeped in rich history and hands-on museums, including the Chesapeake Bay Maritime Museum and St. Michaels Museum in St. Michaels and Phillips Wharf Environmental Center on Tilghman Island. With loads of fun things to do, you’ll find all this and more.
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CBMM Skipjack Rosie Parks under sail on the Miles River
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St. Michaels, Tilghman and the Bay Hundred area have a wide range of lodging options to suit every taste and budget. Find the perfect place to fit your needs here.
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Nothing says Chesapeake Bay like a steaming pile of locally caught Maryland blue crabs, and our restaurants are serving the Chesapeake Bay's bounty, from steamed crabs and crab cakes to sweet soft shell clams and fresh rockfish. Find the perfect restaurant here.
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St. Michaels offers shopping galore, with an eclectic range of shops, including jewelry, clothing and home decor, galleries and more! Stop by one of the many tasting rooms, offering specialty foods and locally made libations. Find our unique shops here.
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Whether you're an experienced kayaker, a day-tripping boater, a sailing novice, a history buff, an avid fisherman, or anyone else who yearns to spend some time on the water, you will find something to do in St. Michaels and Tilghman Island. It's time to get out on the water and enjoy the outdoors! Find your boating options here.