Experience the Best Chicago
Discover the Best Chicago Kayak Tours & Rentals
Our Chicago Kayak Tours & Rentals are designed for everyone who loves adventure and fun. As passionate Chicago locals, we believe in showcasing the city that raised us in a unique and memorable way: on kayaks. Whether you join us at our flagship riverwalk location or satellite location on the lakefront, you’ll learn to love Chicago just as much as we do while enjoying a day out on our beloved urban waters.
RIVERWALK
For novice and experienced kayakers alike, our Riverwalk location boasts Navy Pier views and downtown Chicago landmarks. We have several tour options available at the riverwalk, but all excursions include:
- On-land training
- Life jacket and paddle
- Guided tour of the city’s riverbank sights
rent a kayak or paddleboard
Rent a kayak or paddleboard and explore Chicago from a whole new perspective. Set your own pace as you paddle along the scenic Chicago river or stunning lakefront at Monroe Harbor. Urban Kayaks makes it easy to get out on the water and enjoy the adventure your way.
- On-land training
- Paddle and life jacket
- Go at your own pace
paddle the chicago river
Our Chicago Kayak Tours & Rentals are perfect for family outings, friend gatherings, or solo adventures. Founded by Chicago locals, Urban Kayaks offers a one-of-a-kind way to experience the city from the water. Our Chicago Kayak Tours & Rentals team guides guests through paddling basics while sharing stories and insights about Chicago’s most iconic landmarks along both river and lake tours. Discover the city from a whole new perspective with Urban Kayaks and book your Chicago Kayak Tours & Rentals adventure today! Our Chicago Kayak Tours & Rentals provide unforgettable experiences for everyone.
Group Outings and Private Events
Enhane your team-building experience with our Chicago Kayak Tours & Rentals. Book a group outing or corporate event with Urban Kayaks and treat your team to an unforgettable experience on the Chicago River or Lake Michigan. Whether you’re looking for a fun team-building activity or a unique way to celebrate, our guided paddling adventures offer the perfect blend if excitement, scenery, and connection. Let us help you create a memorable event on the water.
Youth Kayak Classes
Our youth classes offer a fun, hands-on introduction to kayaking and paddleboarding for kids and teens in a safe, supportive environment. Led by experienced instructors, participants build confidence, learn essential water skills, and enjoy outdoor activities while creating lasting memories on the water.
Memberships & Pricing
2026 Rental Pass
END OF SEASON PRICING
$149
What’s included:
- Unlimited FREE rentals (single kayak, tandem kayak (2 person), paddleboard)
- Each pass includes 1 boat at either location
- 20% off Guests (2 max per booking)
Access to all locations:
- Chicago Riverwalk: Approx. 5/2/26-10/1/26
- Lakefront at Monroe Harbor: Approx. 5/25/26-9/1/26
2026 Rentals and Tours Season Pass
END OF SEASON PRICING
$269
What’s included:
- Unlimited FREE rentals (single kayak, tandem kayak (2 person), paddleboard)
- Each pass includes 1 boat at either location
- 20% off Guests (2 max per booking)
Access to all locations:
- Chicago Riverwalk: Approx. 5/2/26-10/1/26
- Lakefront at Monroe Harbor: Approx. 5/25/26-9/1/26
Paddle Perfection: Customer Reviews
Join the excitement with our Chicago Kayak Tours & Rentals and make unforgettable memories.
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