As summer winds down and the crowds thin, there’s something special about being on the water in October. The Chicago River takes on a quieter rhythm — the skyline reflected in golden hues, the sound of leaves rustling along the banks, and the calm that comes with cooler weather. For locals and visitors alike, it’s one of the most underrated times to experience the city by boat.
Cruising in the Calm
During the height of summer, the river can feel alive with constant motion — tour boats, parties, kayaks, and energy everywhere. But as fall settles in, cruising becomes slower and more peaceful. From our Marina City and City Winery locations, you can still enjoy the beauty of the city from a different perspective — without the bustle.
It’s the perfect way to unwind after work, celebrate the last warm weekends, or see Chicago in a new light before the season officially closes later this month.
A Seasonal Favorite: The Ghost Tour
If you’re looking to add a little thrill to your fall adventure, our guided Ghost Tour Cycleboat is a must-try. As dusk falls, you’ll cruise down the Chicago River and uncover the darker — and sometimes haunted — history of the city. From the Eastland Disaster to the Great Chicago Fire, these stories are as chilling as the autumn air, and there’s no better way to hear them than from the water itself.
Looking Ahead
While our summer season wraps up in late October, this isn’t goodbye for long. Our Heated Duffys and Hot Tub Boats return to Marina City starting November 5th, just in time to keep the river fun going through the colder months. Until then, take advantage of the quiet beauty that October brings — it’s your last chance to see Chicago’s riverfront at its most peaceful.
