easy
1–2 hours
Suitable for all fitness levels as the tour is seated and relaxed.
Discover Chicago’s skyline and waterways on a private boat tour along the Chicago River. This unique urban water adventure offers intimate views of iconic architecture, engineering marvels, and local wildlife you won’t want to miss.
From $625 |Private tour!| Discover Chicago by private boat with a local Chicagoan !
Inclusions-Local English-speaking guide, private boat Exclusions- Food and drink, souvenirs, tips and gratuities for the guide
To understand the city of Chicago, you need to know its river. Hop aboard a private boat with a Windy City local to hear how the Chicago River has shaped the city’s skyline and its very identity, taking in its beautiful architecture from a truly unique perspective!
We’ll start with a short walk in the Chicago Loop, where the suits-and-ties speed along on their weekday work commutes.
During our own leisurely stroll through the bustling financial and federal district, you’ll learn about several sites of interest, including a turn-of-the-century landmark once the largest store in the world; a neoclassical beauty containing one of the world’s largest Tiffany glass domes; and an iconic venue and its dazzling marquee that has announced top-tier shows since 1921!
Once we arrive at the dock after our brief walking tour, you’ll board your very own private boat for a scenic cruise along the Chicago River. Along the way, your tour guide will share stories of the waterway and its historical significance to the city and its people.
You’ll pass by the confluence of the north, south, and main branches of the Chicago River, a historic site formerly occupied by Native Americans and later by many of Chicago’s first commercial buildings.
As you relax and take in the sights, you’ll spot one of our most innovative skyscrapers, Willis Tower, which held the title of the world’s tallest building for 25 years! Other notable buildings include a vital transit hub featured in many films including The Untouchables and Public Enemies as well as an Art Deco masterpiece so large it once had its own zip code!
Once back at the marina, you’ll walk off your boat with plenty of places to explore on foot, with more recommendations from your local guide!
Reserve your private boat early to secure preferred departure times, especially during weekends and holidays.
Chicago’s weather can change quickly; layering helps you stay comfortable on the open water.
Even on cloudy days, UV exposure on the water is strong—wear sunscreen and sunglasses.
The river offers constant photo ops—from reflective skyscrapers to river wildlife—so have your gear handy.
The Chicago River has been central to the city’s growth since the 1800s, notably engineered to reverse its flow in 1900 to protect Lake Michigan’s water quality.
Efforts to improve the Chicago River ecosystem have increased wildlife sightings and water quality, promoting sustainable urban recreation.
Keeps you warm against springtime breezes on the river.
spring specific
Protects eyes from glare off the water and bright summer sun.
summer specific
Comfort and protection while boarding and disembarking the boat amid damp conditions.
fall specific
Essential for warmth during chilly winter outings on the river.
winter specific