My Guide to St. Michaels and Easton

Discover the top things to do and places to eat near Osprey Point for your next vacation.
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Chesapeake Bay Maritime Museum

Great waterfront outdoor museum. Lots of stuff for adults, kids - grab crab cakes and fries for lunch next door at the Crab Claw for an easy day

St. Michaels Winery

Looking for something to do in St. Michaels, MD? Stop in at the St. Michaels Winery. This added a special memory to my trip. The wines are great and the staff friendly. Very charming.

Patriot Cruises

We enjoyed a 1+ hour river cruise that featured the captain's very informative description of the history of the Bay, ecology, and highlights of beautiful properties along the banks (you don't get that close, so bring binoculars for the best view). The captain let my husband and son join him on the...

Eastern Shore Brewing

Tucked away in St. Michaels - local flavors and great spot before dinner at Avas

Sherwood's Landing

The most picture perfect dining location in St Michaels. Sherwood's Landing is the main restaurant in the luxurious Inn at Perry Cabin. With expansive views of the St Michaels Harbor and the Inn's gardens a visit is worth it just for the location. We have eaten here a number of times - usually for a...

the preppy redneck

Fun local store, the name says it all.