Places to Eat

Purser’s Pub

Waterfront al fresco dining options for breakfast, lunch and dinner in Stars and Pursers Pub with seasonal pub fare.

  • 410-745-2200
  • St. Michaels, MD 21663

Rise Up Coffee Roasters

An Eastern Shore original, Rise Up has been an independent small-batch coffee roaster and retailer since 2005.

  • 410-745-5555
  • St. Michaels MD, 21663

Rusticana Pizza – St. Michaels

Hand tossed New York-style pizza and other Old World Italian specialties.

  • 410-745-3434
  • St. Michaels, MD 21663

Sam’s Pizza and Restaurant

Family friendly eatery serving fresh pizzas, seafood, and burgers plus sandwiches, soups, salads and Italian and Greed favorites.

  • 410-745-5955
  • St. Michaels, MD 21663

Simpatico, Italy’s Finest

Hand-selected, artisan products, from ceramics and books to specialty Italian foods, directly imported from Italy.

  • 410-745-0345
  • St. Michaels, MD 21663

Skipjack’s St. Michaels

Serving Fine Desserts, Gelato Imported from Italy, Gourmet Coffee, Estate Teas, and Unique Gifts!

  • 410-745-8020
  • St. Michaels, MD 21663


A “Grab n Go Café” where you can get healthy meals and snacks, a variety of delicious spreads, or tasty, thirst-quenching beverages.

  • St. Michaels, MD 21663

St. Michaels Crab & Steak House

Numerous variations on the crab and steak theme, including a steamer and raw bar. Located in a centuries old building with an outdoor deck and view of St. Michaels Harbor.

  • 410-745-3737
  • St. Michaels, MD 21663

St. Michaels Farmer’s Market

A community-based and producer only farmers market that runs Saturday mornings from April – November.

  • 202-362-8889
  • St. Michaels, MD 21663

St. Michaels Winery

Offering samples, glasses, and bottles of locally produced wine daily, starting at 11 a.m.

  • 410-745-0808
  • St. Michaels, MD 21663