About this Experience
What you'll do:
Paddle the Main Branch of the Chicago River with a guide who knows the story behind every building you pass.
Learn the Basics - Your guide covers safety, river etiquette, and paddling technique in a quick 20-minute orientation before you get on the water.
Paddle the Main Branch - Head out onto the Chicago River for a 90-minute guided paddle through the heart of downtown.
Hear the City's History - Your guide stops along the route to share the stories behind the skyline, from early architecture to the moments that shaped the city.
Take In the Skyline - See landmark buildings from the water, an angle most visitors never get.
Ask Questions Along the Way - Your guide is with you the whole time, so you can ask anything about the buildings, the river, or the city as you go.
By the end, you've paddled through downtown Chicago and picked up a real sense of how the city came to look the way it does.
Why we love it for your group:
Beginner-Friendly - No kayaking experience needed; the on-land orientation gets everyone comfortable before paddling.
Small Group Guiding - Your guide paces the tour so the group stays together and no one feels rushed.
Local Storytelling - You get context you would not find on your own, tied directly to what you are looking at.
Central Location - Paddling starts right in the heart of downtown Chicago, easy to reach and close to everything else on your itinerary.
Gear Included - Kayak, paddle, and life jacket are all provided, so you just show up ready to paddle.
About this experience partner:
Urban Kayaks runs guided kayak tours along the Main Branch of the Chicago River, focused on pairing paddling with the history and architecture that shaped the city. Guides are trained to lead beginners through the basics before heading out, so no prior kayaking experience is needed. The tour is a regular pick for visitors and locals who want to see downtown Chicago from a different vantage point.
Additional information:
What's included: an experienced guide, kayak, paddle, and life jacket.
What's not included: lockers for belongings, water, sunglasses, and sunscreen. Bring these yourself.
Comfortable, quick-dry clothing and closed-toe shoes are recommended.
Best for guests comfortable being on the water for about 2 hours total.
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Book This Experience
Visit the experience booking site to check availability and book your experience.
LocationChicago, IL
Chicago, IL 60601, USAChicago, IL
Reviews
Frequently Asked Questions
what is the alcohol policy?
We have a no alcohol policy. For your own safety, we do not allow drinking alcoholic beverages before or during kayaking. We invite you to enjoy a beverage AFTER kayaking at our restaurant next door, TacoRio, where kayakers receive 10% off.
what is the bad weather policy?
The weather changes quickly in downtown Chicago, and it is often hard to predict what will happen in advance. We will make a call on whether tours are safe to continue at the time of your appointment. In the event of severe weather, such as heavy rain and thunderstorms, we will cancel and offer a refund or option to reschedule. If there is light rain or scattered showers, we often stay open. If we are open and you would like to cancel, you must do so at least 24 hours in advance of your tour or rental time to receive a refund. You always have the option to reschedule. Our Lakefront location may close in the event of high winds on the lake.
Are there storage facilities/bathrooms available?
Yes we have ADA accessible bathrooms. Locker rentals are available on-site for a minimal fee. Free open-air “cubbies” are also available. Bring all belongings at your own risk. We are not responsible for lost or damaged valuables during your outing. We do not provide free dry bags, but we do sell them for $10. Please plan accordingly for any electronics or other valuables you wish to keep dry.
What should I wear on my tour?
Keep in mind that we will be kayaking through downtown Chicago. Do not wear nice/dressy clothing. If you plan on going out after kayaking, bring a change of clothes. The chances of tipping your kayak are extremely low. However, you are likely to get wet. Please dress appropriately. Wear athletic clothing, preferably no jeans or cotton pants. Water-resistant clothing/quick-drying materials are suggested. We have a customer changing room on-site for your convenience. Protect your skin and wear sunscreen. Shoes are required.
What are the requirements for guided tours?
All participants must be at least 18 years of age or be accompanied by a parent or guardian who can give consent on their behalf. You must be physically able to perform the basic tasks necessary to paddle safely. All guests will need to sign a release of liability and indemnity waiver before being allowed on the water. You must be willing to disclose any and all medical conditions that may inhibit your ability to participate safely. You must be capable of understanding and communicating with the staff and accompanying tour members.




















