Charisma Clothing Boutique
Trendy women’s apparel boutique with a selection of styles and sizes.
American/Holiday St. Michaels
Curated furniture, art, décor, and gifts for the home.
A Second Chance Thrift Shop
Vintage furniture and décor, plus Mid-Century Modern Antiques.
Sail Selina II
Tours and champagne cruises aboard the 1926 sailing yacht, Selina II.
St Michaels Museum at St. Mary’s Square
History of St. Michaels through exhibits and tours. Open May – October.
Gina’s Cafe’
Southwest inspired atmosphere and dishes, plus handmade margaritas.
Lowe’s Wharf Marina & Inn
Island-like setting with guest rooms, restaurant, patio bar, marina, and beach.
Justine’s Ice Cream Parlor
Classic and original ice cream flavors, plus the famous Wall of Shakes.
JoJo’s Ice Cream
Cupcakes baked from scratch daily and Kilby Cream ice cream.
Chesapeake Landing Restaurant & Seafood Market
Classic seafood dishes and market favored by locals and visitors since 1991.