When: Every Saturday and Sunday, July through October 2026 at 10:00 AM
Where: First Lady Cruises — Riverwalk Dock, 112 E Wacker Pl, Chicago, IL 60601, Chicago, IL
Category: Outdoor · Pets welcome: Dogs · Price: $46+
Bring your dog on a leash for a 90-minute architecture cruise from First Lady Cruises. Cruise the Chicago River and Lake Michigan with dog-friendly narration, water bowls onboard, full-service bar/snack bar, and open-air upper deck seating. Departs from the First Lady dock at the Chicago Riverwalk under the Michigan Avenue Bridge. Howl-O-Ween costume cruise on the first two weekends of October. Service dogs and all leashed dogs welcome.