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  • Welcome to St. Michaels & the Bay Hundred Area

    St. Michaels is a picturesque harbor on Maryland's Eastern Shore and was named as one of the Top 10 Best Small Coastal Towns in America by USA Today.  Its harbor and some homes date back to the mid-1600's, and is home to the Chesapeake Bay Maritime Museum where you can immerse yourself in our maritime history.   The St. Michaels area is perfect for outdoor activities including sailing on historic Skipjacks, kayaking, golfing and bicycling.  St. Michaels is also known for exceptional restaurants, from quaint romantic bistros to waterfront restaurants, serving fresh seafood including the best tasting crab cakes!  For shoppers, you will find an eclectic range of boutique shops offering specialty foods, jewelry, clothing, home decor and art galleries throughout the town.  For overnight lodging, we have many small inns along with several larger full-service hotels.  Come and experience the beauty of St. Michaels and all this charming town has to offer!

  • Second Saturday Art Walk

    August 15 and September 9

    Art Lives Here was launched in 2016 to offer a unique experience each month.  Their monthly Second Saturday “Art Night Out” celebrations takes visitors around town to participating galleries. Take a walking tour of St. Michaels’ six fine art galleries that are all centrally located on Talbot Street.

    More information here.

    St. Michaels Art League Labor Day Art Show

    St. Michaels Art League annual Labor Day Show and Sale is scheduled this year for Saturday, September 2nd and Sunday, September 3rd.

    We look forward to fair skies and lots of visitors and we are ready for a great show “Under the Tent’ at St Luke’s Church.

  • Caribbean Nights with Foxy - Foxy's Harbor Grille

    Tuesday, September 12th and Wednesday, September 13th - two shows each day

    Come along and bring your friends to see the Legendary Foxy Callwood from Foxy's Tamarind Bar in Jost Van Dyke.  There will be four shows, two on Tuesday, September 12th and two on Wednesday, September 13th.  Purchase tickets here.
    The show will start with two of St.Michaels favorites Ward Ewing and Jovan Jones belting out a little Bob Marley followed by Trinadelphia a Calypso Band out of Philadelphia and then headliner Foxy Callwood, who will entertain you with songs from his Island and his "not so politically correct jokes".

    More information here.

  • Charity Boat Auction- CBMM

    Saturday, September 2 

    The Chesapeake Bay Maritime Museum (CBMM) is hosting its 20th annual Charity Boat Auction on Saturday, September 2, 2017 with proceeds benefiting the children and adults served by CBMM.

    The live auction begins at 11am along CBMM’s waterfront campus, where more than 100 boats—ranging in size and performance from sailing dinghies to cabin cruisers, and everything in between—will be auctioned off to the highest bidders. 

    More information here.