Grab Breakfast at Cupitol
Treat yourself to European-influenced coffee drinks and food at this cozy all-day cafe. Choose various breakfast sandwiches and protein breakfasts like homemade corned beef hash poached eggs; a country Benedict with buttermilk biscuits, pork sausage gravy, and eggs; or sweet potato bowl.
Step Aboard Chicago Line Cruises
Steep yourself in Chicago’s architectural history on Chicago Line’s signature river cruise. This intimate, 90-minute tour tells inspiring stories about the city’s past and showcases more than 50 skyscrapers, bascule bridges, and historic sites. New this season, Chicago Line Cruises is offering a Sunday evening Jazz Cruise (beginning in May 2018) and an 8 a.m. morning cruise on Lake Michigan every Friday through Sunday.
Stroll Through Milton Lee Olive Park
After your tour, head a few blocks East toward Navy Pier to this serene refuge next to Ohio Street Beach. Sprawl out on the grass, and take in some of the best skyline views in the city. The park is named for the first African American awarded the Medal of Honor for his service in Vietnam.
Grab a Stan’s Donut
With cute retro-inspired interiors, these outposts of the Los Angeles original offer up to 35 varieties of old-fashioneds, fritters and twists. Their signature pockets also come packed with flavors like peanut butter, Nutella, and Biscoff cookie butter.
Do Live Music at Winter’s Jazz Club
For a classy night of timeless jazz in an intimate setting that places the focus firmly on the music, this is your place. Just a stone’s throw from Chicago Line’s dock, this newer jazz club brings straight-ahead and classic jazz performers to the stage six night a week.
Old School Italian Dining at Volare
An intimate eatery offering signature dishes like chicken Vesuvio alongside customizable pasta options. Stand-outs include the house- made ricotta gnocchi, or fresh pappardelle noodles with ricotta and a light tomato sauce.