Grace Sailing Charters

This cozy gem by the water serves fresh, locally sourced breakfast and lunch, featuring vibrant, energizing dishes in a friendly atmosphere.

For a taste of the East Coast, Mason's Famous Lobster Rolls in Dupont Circle serves up high-quality rolls on toasted Texas toast with friendly, speedy service.

A cozy hybrid café in the Arts District, this spot serves up top-notch coffee, delectable pastries, and charming bites, perfect for any time of day.

Nestled in a chic, industrial space with big windows, Ceremony Coffee Roasters serves up expertly crafted brews and light bites in a vibe that's pure Annapolis charm.

Nestled in Annapolis's Arts District, Sailor Oyster Bar delights with fresh oysters, inventive small plates, and a lively, welcoming vibe.

Step into these elegant 18th and 19th-century inns across from the Maryland State House, where historic charm meets modern comfort and friendly vibes.

Pip's is a low-key hot dog stand in downtown Annapolis, renowned for juicy cheesesteaks, outstanding chili dogs, and friendly service.

Nestled on the waterfront, this vibrant Caribbean eatery offers fresh flavors, fun cocktails, and live music with stunning views in Annapolis.

Bakers & Co. is a charming family-run bakery in Eastport serving up irresistible pastries, fresh breads, and coffee, but be ready to line up on weekends!

Nestled in a historic bank on Capitol Hill, Acqua Al 2 offers an upscale Italian dining experience with homemade pastas and a lively speakeasy below.