Knock Out Charters

Chicago Boat Tours and Trips

Knock Out Charters

Best Chicago Boat Tours

Lake Michigan & Chicago River Trips

A vibrant urban scene featuring a wide waterway surrounded by tall skyscrapers. The water is a striking turquoise color, reflecting the buildings and the sky. A fountain sprays water in an arc, adding a dynamic element to the scene. On the water, a small boat is visible, navigating through the calm surface. Lush greenery lines the banks, contrasting with the modern architecture of the buildings, which include glass facades and various styles. The sky is mostly clear with a few clouds, suggesting a sunny day.

2-5 Hour Private Charters

Take a cruise tailored to your preferences. Spend some time anchored, sunning or swimming! Let us customize the perfect cruise for you. I don’t think we have ever said no unless it was illegal.

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A white motorboat is cruising through the water, displaying an American flag at the stern. In the background, a skyline of tall buildings, including a prominent black skyscraper and a glass-covered structure, is visible against a cloudy sky. The water is slightly choppy, creating small waves around the boat.

Our Fleet

Built to cruise the ocean, she plays on Lake Michigan with ease. With plenty of space, this boat has all the amenities and comforts of home. This boat is the pride of the Chicago Charter Boat fleet.

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Custom Cruises
Chicago boat tours and private charters
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Custom Cruises
Chicago boat tours and private charters
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Custom Cruises
Chicago boat tours and private charters
Click Here
Custom Cruises
Chicago boat tours and private charters
Click Here

2-3 Hour Private Charters

Take a cruise tailored to your preferences. Spend some time anchored, sunning or swimming! Let us customize the perfect cruise for you. I don’t think we have ever said no unless it was illegal.
Book Now
Learn More

Our Fleet

Built to cruise the ocean, she plays on Lake Michigan with ease. With plenty of space, this boat has all the amenities and comforts of home. This boat is the pride of the Chicago Charter Boat fleet.
Book Now
Learn More

About Us

Knock Out Charters is an award-winning company in Chicago. We want you to be as happy as we are to be enjoying Lake Michigan and the spectacular views of Chicago from both the Lake and The Chicago River...

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A person is smiling while sitting on a boat, wearing a yellow t-shirt and sunglasses. They have a baseball cap on backward. The background features a sparkling blue ocean and green hills in the distance, indicating a sunny day. The boat's structure includes a metal railing and a white canopy overhead.

The Captain

Licensed Master Captain Chris Connor has been boating for over 40 years on a myriad of both Power and Sail boats. He has been on Lake Michigan for over 20 years, and the passion has not waned one bit...

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Chicago River and Lake Michigan Boat Tours