Dating in Chicago
In shortChicago is a big, friendly city with a lot to see from the water. A seated tour gives you views, a shared talking point and no rushing about.
A first date idea
Chicago Architecture Center River Cruise
The Chicago Architecture Center River Cruise covers all three branches of the Chicago River in about 90 minutes. The 2026 season started on 15 March, so check the schedule as the season winds down.
Source: Travel Extra, checked 8 November 2026
Sit back on an architecture river cruise and let the city do the talking.
