Take a walk down the historic Chicago riverwalk! Enjoy views of the city and stop for a drink at City Winery or Tiny Tapp.

A Chicago Architecture Boat Tour is one of the best ways to see Chicago from the river, and learn fun facts about the city and its amazing architecture. This is one of Matthew's favorite things to do with out of town guests..and there's a bar on board!

La Scarola is a cozy, classic Italian restaurant known for its authentic flavors and welcoming atmosphere. A must visit for not only their food but a great vibe and walls covered in vintage photos that tell the stories of years past. Be sure to make a reservation, as they fill up quickly!