The Chesapeake Bay Maritime Museum is dedicated to preserving and exploring the history, environment, and culture of the entire Chesapeake Bay region. CBMM’s campus includes a floating fleet of historic boats, 12 exhibition buildings and changing special exhibitions—all set in a park-like waterfront setting along the Miles River and St. Michaels’ harbor.
A truly unique spa experience that combines therapeutic bodywork with plant-based treatments made from herbs and aromatics grown in our own garden and harvested from farms throughout the Eastern Shore.
Be sure to check out Patriot Cruises (patriotcruises.com), Sail Selina II (sailselina.com) and the Inn at Perry Cabin's sailing fleet (innatperrycabin.com) for boat tours of the Miles River.
Kayak, stand-up paddle board and bicycle rentals and tours. Shore Pedal & Paddle will transport your equipment to the water for you.
The Academy Art Museum is dedicated to the knowledge, practice and appreciation of the arts through classes, programs, an ever-expanding permanent collection, and frequent exhibits. The Museum’s permanent collection includes important paintings by Gene Davis and Anne Truitt among others and is especially strong on works paper by modern American and European masters. The Museum holds drawings, photographs, and prints by artists such as Pierre Bonnard, Robert Rauschenberg, and Martin Puryear.
Links at Perry Cabin is designed by the legendary Pete Dye and plays through stunning topography and vistas of Maryland’s iconic Eastern shore—including majestic trees, bunkers, and distinctive water features—and ends with an unforgettable finishing stretch in view of the glorious Chesapeake Bay.
A producer-only farmers market open Saturday mornings April through November.
Lyon Distilling is a nano, craft distillery dedicated to transforming raw ingredients into splendid liquor in ultra small batches, since 2013. They started with rum and have since moved into whiskey and rye. Be sure to stop by for a tasting!
The oldest brewery on the Eastern Shore of Maryland. Enjoy award winning beers and an eclectic atmosphere. Try a flight or enjoy a full pour of one of our 10 beers on tap.
The original Rise Up Coffee location, this double-sided drive-thru coffee trailer is open all year and serves the entire Rise Up menu. Their signature organic coffees are always available both by beverage and bean. Located at 1216 St. Michaels Rd. Hours: Mon-Sun 6am-7pm.
Locally known as C-Street, this cornerstone bar features live entertainment, pool tables and a fun atmosphere. Drink responsibly—take the free C-Street shuttle home at the end of the night. Just ask the bartender to call the shuttle when you’re ready to leave. Tips are appreciated!
A charming riverfront spot with an expansive outdoor patio and newly expanded indoor dining options. Featuring steamed seafood, homemade crabcakes, grilled burgers, yummy frozen drinks, and 15 incredible local revolving craft beers on tap.
A super cute southwest restaurant/bar nestled in the heart of St. Michaels. Offerings include Pescetarian, Southwest, Seafood and Vegetarian menu, full bar; liquor, craft beers on tap, and wine.
With a dedicated staff, unique menu, extensive wine & beer list and an outdoor patio with a retractable roof, fireplaces & a waterfall, Ava’s serves gourmet pizza, sandwiches & entrees to visitors and locals 7 days a week year round.
A St. Michaels tradition since 1965. Casual waterfront dining featuring steam crabs, clams, oysters, award-winning crab cakes and much more.
A mix of time-honored, classically prepared dishes and modern adaptations in a quaint setting in downtown St. Michaels. Bistro sources local and sustainable produce, meat and seafood. Every dish is cooked “a la minute” and shortcuts are non-existent in their kitchen.
Serving hand-carved steaks, craft cocktails, local seafood, upscale appetizers and all-American classics. Shorts and boat shoes welcome!