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Become a Dog’s Cruise Director

a photo of a dog with a baby yoda riding it's back

For one glorious afternoon, the passenger with the most important outfit is your dog. First Lady’s themed cruise combines river and lake sightseeing with a costume contest, pumpkin-flavored dog treats, and city commentary.

Howl-O-Ween Canine Cruise
Where: First Lady Cruises Riverwalk dock, 112 E. Wacker Dr. (Michigan Avenue entrance)
When: Saturday–Sunday, October 24–25; 90-minute sailings, departure time selected when booking
Cost: Human general boarding starts at $46; verify pet ticket requirements at checkout
Tickets: Official cruise booking

Water bowls are provided aboard. Expect an open-air upper deck, so consider a dog costume with a little warmth.