Boating Destination | St. Michaels, Maryland

St. Michaels - Picturesque Harbor on Maryland's Eastern Shore

St. Michaels remains a perennial boaters favorite for its sheer beauty and well-roundedness. It has picturesque streets lined with vintage homes leading to a gorgeous harbor and charming storefronts, trendy retailers and fine art galleries.

St. Michaels also has spas and retreats for pampering and many restaurants to choose from including fine dining to waterfront crab houses to gourmet brasseries. You can rent a bike from the marina or enjoy walking along the picturesque streets of St. Michaels. And yes, it even has the Chesapeake Bay Maritime Museum and the St. Michaels Museum on St. Mary’s Square.

Events in St. Michaels, Maryland

Things to See & Do

Chesapeake Bay Maritime Museum and Hooper Straight Lighthouse– The museum is a living tribute to the region’s watermen, history, culture and environment. Located along the Miles River, the campus is comprised of 12 buildings that showcase the tradition of building workboats, carving duck decoys, processing crab meat, tonging for oysters and much more. The working boatyard, Hooper Strait Lighthouse and Point Lookout bell tower are among the attractions that welcome you to come inside and experience the Chesapeake’s nautical past.

Lyon Distilling Co. – Lyon Distilling Co. produce hand-crafted rum and whiskey in old-fashioned Chesapeake style. Their recipes reflect the spirit of the Bay and sweet flavors of the region. The distillery, which is open 7 days a week for tasting and sales, is located just off Talbot Street, around back, behind Eastern Shore Brewing, St. Michaels Winery & Gina’s Café in The Old Mill District.

St. Michaels Museum at St. Mary’s Square – The museum offers an interpretation of St. Michaels’ culture and history, including the historic artifacts and the stories of the people preserved as oral histories and an active calendar of events. They offer popular walking tours to experience history first hand.

St. Michaels Winery – The largest winery on Maryland’s Eastern Shore, they are open seven days a week to pour their hand-crafted wines. Located in town at 609 S Talbot St in the Old Mill District, the tasting room is easy to access from the marina.

The Linden Spa at Inn at Perry Cabin – The Inn at Perry Cabin by Belmond, located within walking distance of town, looks out onto the picturesque Miles River. Their Linden Spa was named for the linden trees that line the drive approaching the property and are said to have healing properties, and it made Spa Finder magazine’s list of the world’s best spas. They offer many unique treatments, that use local ingredients, including their signature treatment, the Linden Ritual.

St. Michaels - Picturesque Harbor on Maryland's Eastern Shore

Events in St. Michaels, Maryland

Things to See & Do

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