Things To Do
The Fleet, Inn at Perry Cabin
Embark on a voyage aboard the fleet of seven sailing and motoring vessels. Group or private charters are available to book for a cruise on the Chesapeake Bay.
Links At Perry Cabin
Links at Perry Cabin is designed by the legendary Pete Dye and plays through stunning topography and vistas of Maryland’s iconic Eastern shore.
Spa at Perry Cabin
A spa created in a botanical oasis with a perfect pairing of nature, relaxation, and luxury for your mind, body, and soul. Choose from a tailored selection of therapeutic bodywork and enjoy the enhanced experience of plant-based treatments using herbs and aromatics grown in their own gardens and harvested from nearby Eastern Shore farms.
Chesapeake Bay Maritime Museum
The Chesapeake Bay Maritime Museum is dedicated to preserving and exploring the history, environment, and culture of the entire Chesapeake Bay region. The museum includes a floating fleet of historic boats, 12 exhibition buildings, and changing special exhibition - all set in a waterfront park along the Miles River and St. Michaels’ harbor.
Ava's Pizzeria & Wine Bar - St. Michaels
A favorite among locals and visitors alike, Ava's Pizzeria & Wine Bar offers an inviting and relaxed dining experience where local charm meets the warmth of thoughtful hospitality.
Theo's Steaks, Sides & Spirits - St. Michaels
Established in 2011, Theo's began in St. Michaels, Maryland as a traditional steakhouse. Being in a resort town, Theo's quickly became a casual hot spot offering elevated, high-quality dining for visitors as well as a beloved favorite among locals.
Foxy's Harbor Grille
Hopping riverfront spot with a patio offering seafood eats, local craft beer on tap & live music.
Limoncello Restaurant and Wine Bar
Charming bistro serving classic Italian fare such as pasta, pizzas & risotto, plus wine & spirits.
Carpenter Street Saloon (C-Street)
Locals favorite pub serving hearty American fare in a laid-back setting with a model train, pool & live music.