About a 20-25 minute drive from Sunset landing is the quaint, but very lively little town and harbor of historic St. Michaels. By boat the ride can be about 15-20 minutes. St. Michael's has several seasonal festivals each year and is filled with great restaurants on the main street and other great options for waterfront dining. Besides the great food though, St. Michael's has many shops, art galleries, a few creameries, and more along the historic street. Some of our favorites and the most notable are:

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- The Crab Claw

- Foxy's Harbor Grille

- St. Michaels Crab & Steak House

- Harbour Lights

- Justines Ice Cream Parlor

- Marcoritaville

- Cheaspeake Bay Outfitters

- JoJo's Cupcakes & Cream

- Rise Up Coffee

- Broken Rudder Sportswear

- Rings & Things

- Acme Markets

- Carpenter Street Saloon

- Limoncello Italian

- Come By Chance

- Blackthorn Irish Pub

- American/Holiday

- Ava's Pizzeria

- Pedal & Paddle

- Gina's Cafe

- Awful Arthur's Seafood Company

- Bistro St. Michael's

- Theo's Steaks,  Sides & Spirits

- Agave Arts & Juicing Company

- Blue Heron Coffee

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