Things to do in Chicago, Illinois (IL): The Best Boat Tours & Water Sports

May 13, 2022 Harland Bartelt

The windy city is a cornucopia of modern art, fine dining, cutting edge comedy, and die-hard sports fans. Snap a photo of your reflection in the silver Cloud Gate sculpture at Millennium Park before heading to Grant Park to get hit with the refreshing spray of Buckingham Fountain. There are dozens of museums and theater companies in Chicago, so a cultural experience is never hard to find. You’re sure to laugh your head off at the Second City Theater, the professional launch pad of many famous comedians.
Restaurants in Chicago

1. BBQ Pontoon

Excellent
91%
Good
4%
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4%
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0%
Terrible
1%
Overall Ratings

5.0 based on 23 reviews

BBQ Pontoon

At BBQ Pontoon you can take a private, self-guided river cruise where you’re the captain! No strangers tag along. It’s just you, kicking back with some good friends, great food, and awesome views! Get a free pizza on every cruise! All of our boats have Bluetooth-enabled sound systems.

2. Chicago Scenic Charters

Excellent
100%
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0%
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5.0 based on 3 reviews

Chicago Scenic Charters

This is a great way to see Chicago from the other side of Lake Shore Drive. Cruise the Lake front for a sunset cruise. Watch the Navy Pier Fireworks on Wednesday or Saturday nights with the city skyline as your backdrop, Take a cruise down the river and marvel at the magnificent architecture. Or spend a day in the sun anchored in the play pen next to Oak street beach and the John Hancock building.

3. Dream Yacht Cruises

Excellent
33%
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0%
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Terrible
67%
Overall Ratings

2.5 based on 3 reviews

Dream Yacht Cruises

Dream Yacht Cruises is Chicago’s premier, luxury yacht charter company. Our philosophy is to building on the dream by creating the ultimate yachting experience. Whether you’re visiting, or the city is your home, seeing this remarkable destination from the water offers a unique and inspiring perspective. It is this experience that Dream Yacht Cruises makes an enticing reality.

4. Aqua Water Trikes

Excellent
0%
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Terrible
100%
Overall Ratings

1.0 based on 3 reviews

Aqua Water Trikes

SEE CHICAGO FROM A NEW PERSPECTIVE! A New & Different Way to Enjoy the Water. Sit above the water and pedal your own Aqua Water Trike around Lake Michigan. These three-wheeled, wide paddles are flexible, stable, easy to steer, easy to ride and easy to maneuver. No lesson required- just hop on and pedal for a fun, unique experience.

5. Brush and Roll Charters

Brush and Roll Charters

We are Chicago's Premier Fishing Charter on Lake Michigan. Conveniently located downtown in Chicago's newest marina, 31st Harbor. Come join us as we chase trophy Lake Trout, King Salmon, Coho Salmon, Steelhead, and elusive Brown Trout. We offer a new boat, latest equipment, experienced captain, and Chicago's fastest charter boat. There is a reason why we are Chicago's Premier Sportfishing Charter.

6. Sun Valley Boat Rental

Sun Valley Boat Rental

Focused on Safety Rentals include world-class insurance available from beginning to end as well as 24-hour on-water support. No Boating Experienced Required Connect with our captain network for an even better boat rental experience. With a captain at the helm, Operators of rented watercraft shall have in their possession current proof of an Illinois Boating Safety Certificate

7. Next Level Sailing Chicago

Excellent
100%
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0%
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0%
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5.0 based on 1 reviews

Next Level Sailing Chicago

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