If you’re considering a kayaking experience in downtown Chicago, this tour might catch your eye. It offers a chance to paddle along the Chicago River and take in the city’s iconic architecture from a uniquely close perspective. We haven’t done this particular tour ourselves, but based on reviews and the details available, it looks like a fun, accessible way to see Chicago from a new angle.
What we really like about this experience is the combination of an easy intro to paddling and the stunning city views. It’s perfect for those who want a bit of adventure without a full-day commitment, and the proximity to downtown means you can easily continue exploring after your paddle. On the flip side, it’s worth noting that water quality concerns were mentioned by some travelers, so if you’re sensitive to that, it’s something to keep in mind.
This tour seems best suited for travelers who appreciate a relaxed, scenic activity that offers a different perspective on Chicago’s skyline. It’s also a great choice if you’re looking for something active but not overly strenuous, and you’re comfortable around water. Let’s take a closer look at what makes this experience worth considering—and what to keep in mind.
Key Points

- Stunning skyline views from the Chicago River make this a memorable way to see the city.
- Learn paddling techniques in a short, comprehensive lesson, suitable for beginners.
- Flexible options: choose between single or tandem kayaks based on your preference.
- Locations and accessibility: the tour starts in downtown Chicago, making it easy to continue exploring afterward.
- Mixed reviews on water quality highlight the importance of being prepared for potential debris or dead fish.
- Small group setting (limited to 6 participants) ensures personalized attention and a relaxed atmosphere.
Exploring Chicago from the Water

Imagine gliding smoothly through the Chicago River, gazing up at the towering skyscrapers and historic bridges that define the city’s skyline. That’s exactly what this 2-hour kayak rental offers—an opportunity to see Chicago from a different perspective, right in the heart of the city. It’s not just about the views; it’s about how accessible and engaging the experience is.
Starting with a safety briefing and paddling lesson, the tour ensures even newcomers feel comfortable on the water. The instruction is designed to make your ride enjoyable and safe, whether you opt for a single kayak or share a tandem. This approach is appreciated by many, especially those new to kayaking, as it helps build confidence early on.
Once underway, you’ll paddle along the main east/west branch of the Chicago River, which offers some of the most iconic sights. From the launch point, paddlers can go south toward the lake or explore nearby scenic spots. Many reviews highlight the ease of access to scenic views and city landmarks, making it an ideal starting point for further exploration.
While in Chicago, here are other experiences we've covered
What Makes This Kayaking Tour Special

The true draw of this experience is the unique vantage point it provides. From the water, the city’s architecture looks even more impressive. You’ll pass by some of Chicago’s most renowned buildings, and if you’re lucky, you’ll catch reflections of skyscrapers shimmering on the river’s surface.
One reviewer shared that they “casually kayaked along the canyon of beautiful skyscrapers,” which captures how relaxed and scenic the experience can be. Another reviewer loved “seeing Chicago from another view,” emphasizing the different perspective this activity provides. These are great moments to pause, take photos, or just soak in the urban landscape.
The included paddling lesson and safety briefing mean you’re not just thrown into the water blindly. Even if you’re a beginner, you should feel comfortable navigating the river’s calm waters. The small group setting (limited to six people) helps ensure that everyone gets personal attention, making the experience more tailored and enjoyable.
The Water Quality and Environmental Aspects

One of the less glamorous aspects, based on a review, was the observation of dead fish, floating birds, and trash. While some found the water less than pristine, others found the experience still worthwhile once they moved away from the launch point. Interestingly, a traveler who went further south reported the water cleaner and the experience better.
This highlights an important consideration: water conditions can vary, and if you’re sensitive to debris or pollution, you might want to plan accordingly. Wearing quick-drying clothes and being prepared for some waste floating by isn’t a bad idea. For many, the beauty of the cityscape outweighs these issues, especially given the convenience of the location.
Price and Value
At $63 per person for two hours, this tour strikes a good balance for those wanting a quality urban kayaking experience without breaking the bank. It includes the kayak rental, paddling lesson, and safety briefing—meaning no hidden costs at the start.
Considering that you get a guided experience with personalized attention, the price feels reasonable. If you’re someone who enjoys active sightseeing or outdoor adventures, you’ll likely find it a worthwhile addition to your Chicago itinerary.
More Great Tours NearbyLogistics and Practicalities
The tour usually runs in the morning, afternoon, or evening, giving flexibility to fit it into your day. Since transportation isn’t included, you’ll need to plan how to get to the dock, which is conveniently located in downtown Chicago near transit options like El or Metra stations.
Bring along your camera, sunscreen, water, and comfortable clothes suitable for the weather. Participants should be comfortable around water and possess basic swimming skills, but no advanced experience is necessary. The activity isn’t suited for people with mobility impairments or non-swimmers, so keep that in mind.
While in Chicago, here are other experiences we've covered
Final Thoughts
This kayaking tour offers a fantastic way to see Chicago from a fresh angle—on the water, surrounded by some of the most impressive cityscapes. It’s perfect if you’re looking for a quick, active, and scenic experience with the bonus of learning some paddling skills along the way.
While water quality concerns have been mentioned, many travelers find that the views and overall fun outweigh these issues. The small group size makes it feel more personal, and the easy access to downtown means you can easily extend your explorations afterward.
Whether you’re a first-time kayaker or a seasoned paddler wanting to experience Chicago’s skyline differently, this tour has a lot to offer. It’s best suited for adventurous spirits comfortable around water who want a memorable city experience without a full-day commitment.
Chicago: 2-Hour Downtown Kayak Rental
FAQ
How long is the kayak rental?
The experience lasts for 2 hours, giving plenty of time to paddle around and enjoy the sights without feeling rushed.
What’s included in the price?
Your fee covers the kayak rental, a paddling lesson, and a safety briefing, making it straightforward and transparent.
Can I choose between a single or tandem kayak?
Yes, you can select either a single kayak or a tandem, depending on your preference or group size.
Is the experience suitable for beginners?
Absolutely. The tour includes a comprehensive lesson, so even those new to kayaking should feel comfortable.
What should I bring?
Bring a camera, sunscreen, water, and comfortable clothing suitable for the weather. Be prepared for some exposure to the sun.
Is transportation to the dock included?
No, transportation isn’t included. You’ll need to plan your own way to the downtown Chicago launch point.
In the end, this tour offers a dynamic way to enjoy Chicago’s cityscape from a different perspective, blending adventure, sightseeing, and a touch of outdoor activity. If you’re looking for an engaging, scenic activity that’s easy to fit into a day in Chicago, it’s definitely worth considering.
You can check availability for your dates here:More 2-Hour Experiences in Chicago
More Kayak & Canoe Tours in Chicago
More Tour Reviews in Chicago
- Professional Photo Shoot in Chicago
- Adventurous Scavenger Hunt in Chicago by Crazy Dash
- Private Transfer ORD Airport to Chicago / Milwaukee / Oak Brook
- Latino Culinary Walking Tour of Chicago
- Walking Tour: Chicago’s Prairie Ave Dist. – Street of the Elite
- Fun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and Beer
More Chicago experiences we've covered
- Professional Photo Shoot in Chicago
- Adventurous Scavenger Hunt in Chicago by Crazy Dash
- Private Transfer ORD Airport to Chicago / Milwaukee / Oak Brook
- Latino Culinary Walking Tour of Chicago
- Walking Tour: Chicago’s Prairie Ave Dist. – Street of the Elite
- Fun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and Beer
- Chicago: 2-Hour Downtown Kayak Rental
- Chicago Amazing Lakefront Bike Tour
- Private Shooting and Spinning DIY Painting Class in Chicago
- Chicago: Chicago Cubs Baseball Game Ticket at Wrigley Field
- Private Luxury 6-Pax SUV Limo Transfer from or to Chicagoland Airport and Suburb
- Historical and Architectural Chicago Fireboat River/Lake Cruise
