At Optima®, we believe great city living includes our four-legged family members. That’s why we’re always scouting experiences that make life with pets richer, easier and more fun—especially for residents of Optima Lakeview® and Optima Signature® in Chicago. If you’ve been looking for a low-stress, high-delight outing with your pup, the Canine Cruise aboard Chicago’s First Lady is a joyful way to see (and sniff) the city from a fresh perspective.
What makes it such a hit? For starters, the cruise runs July through October on Saturdays and Sundays, and lasts a relaxed 90 minutes—plenty of time to take in skyline views without testing your dog’s attention span. Tickets start at $45 for general boarding, making it an easy add to your weekend plans.
The experience is thoughtfully pet-forward. Your leashed companion is welcome from the moment you step on the Riverwalk dock, where you’ll find water bowls on board and open-air seating that guarantees everyone fresh breezes and unobstructed views. There’s also a full-service bar and snack bar for humans, plus well-appointed restrooms. (Pet parents with little ones in strollers will appreciate the free folded-stroller storage, too.)
Once underway, the route highlights Chicago from river to lake with a lively narration that weaves together architecture, history and dog-friendly tidbits—a playful nod to the city’s storied built environment and lakefront culture. A special treat: you’ll pass through the Chicago Harbor Lock, feeling the vessel gently rise toward Lake Michigan and lower on the return—an engineering mini-thrill that’s as fascinating for first-timers as it is for lifelong Chicagoans.
And because Chicago does seasonal joy so well, the cruise leans into autumn with a festive Howl-O-Ween Canine Cruise on the first two weekends of October. Expect pumpkin dog treats, a doggie costume contest and plenty of camera-ready moments (humans are encouraged to dress up, too).
A few practical tips make the day seamless. Arrive 30 minutes before departure so your whole party—pups included—can board without a rush. Cruises sail rain or shine, and kids under 4 ride free, which turns this into a multi-generational outing when friends or family are in town. Sunglasses and a cap keep the sun off as you gaze up at the skyline; outdoor seating is general admission and guaranteed.
For Optima Signature® residents in Streeterville, the Riverwalk boarding location is an easy neighborhood adventure; Optima Lakeview® residents can hop on the CTA or a quick rideshare and be on deck in no time. Either way, it’s the kind of city day we love—design, community and the great outdoors converging in one effortless experience. The ticket office and boarding are along the Chicago Riverwalk near Michigan Avenue, with clear wayfinding and ADA guidance provided online if you need a ramped route.
Why this pairs so well with Optima’s pet-friendly culture: our communities are designed to support the rhythm of everyday life with dogs—from easy in-and-out to neighborhood walks and playtime. The Canine Cruise adds a celebratory layer to that routine: a chance to connect with your dog, your city and fellow pet lovers, all while soaking in Chicago’s epic skyline.
Ready to make a memory with your best friend? Grab a leash, pack a few treats and set sail—your dog just found their new favorite way to do architecture and lake views. Visit the First Lady website for details and tickets.
