1 Hour Kayak & SUP Rentals: Montrose Beach

All Ages & Skills • Single Double Kayaks & SUPs • Save $2 each by booking online!

Reserve online & Save $2 each! Single and double kayak rentals on the Chicago River. Chicago’s original kayak and paddleboard outfitter. Our kayak shops have everything you need for your urban adventure. Enjoy a single kayak on your own, or share the experience with a partner in a double kayak! ...

Chicago
1 Hour with the option to extend
Kayak
Kayak Chicago
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Architectural Tour

Most Popular • 3 Hours • All Ages • Online discount

Reserve online & Save $2 each! Paddle the architectural canyons of the Chicago River on our architectural tour! Join us as we embark on a voyage of history and architecture through downtown Chicago. Your tour begins with a lesson in paddle strokes, safety, and rules of the water. In addition, after ...

Chicago
3 Hours
Boat Tour, Kayak
Kayak Chicago
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Lake Shore Skyline Paddle

All Ages & Skills • 2.5 hours • Save $2 each online!

Your skyline paddle tour begins with an orientation to paddling. You will learn basic paddle strokes, safety, and rules of the water. Once on the water, our guides will lead you along the shoreline for an incredible view of the city. Together we'll paddle past beaches & breakwalls truly experiencing ...

Chicago
2.5 Hours
Boat Tour, Kayak
Kayak Chicago
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2 Hour Kayak & SUP Rentals: Montrose Beach

All Ages & Skills • Single & Double Kayaks • Save $2 each by booking online!

Reserve online & Save $2 each! Single and double kayak rentals on the Chicago River. Chicago’s original kayak and paddleboard outfitter. Our kayak shops have everything you need for your urban adventure. Enjoy a single kayak on your own, or share the experience with a partner in a double kayak! ...

Chicago
2 Hours
Kayak
Kayak Chicago
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City Lights Night Paddle

All Ages • 3 Hours • Online discount

Reserve online & Save $2 each! The city lights are gorgeous at night, and the Spring and Summer weather is perfect for an evening paddle. We will start at dark and paddle down the Chicago River to enjoy the city lights reflecting in the river and off the buildings. With lights on your boat we will ...

Chicago
3 Hours
Boat Tour, Kayak
Kayak Chicago
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Rental Season Passes

Free Rentals

Planning on paddling more than 10 hours this season? Then this pass is perfect for you. Accordingly, you can use this as your low impact daily workout, there’s no better way of getting in shape or just enjoying a leisurely paddle on the water. Also, you can kayak at any of our three locations: Montrose ...

Chicago
Gift Card, Kayak
Kayak Chicago
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Air and Water Show Tour

2 Days Only: 2026 August 15-16 • 4 hours • All Ages • Online discount!

Two days only. Reserve online & Save $2 each! Join us on the water during the air and water show for the best seat in the house! The tour begins at Montrose beach with an orientation, teaching paddle strokes, safety and rules of the water. Once on the water, we will paddle towards North Ave. Beach ...

Chicago
4 Hours
Kayak
Kayak Chicago
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Fireworks Tour

All Ages • 3 Hours • Online discount

Reserve online & Save $2 each! Paddle through the city at night to watch the Fireworks Spectacular at Navy Pier, which takes place from Memorial Day through Labor Day. Their fireworks display is a great show for you and your friends, especially on a kayak. Gift certificates are available if you would ...

Chicago
3 Hours
Boat Rental, Gift Card, Kayak
Kayak Chicago
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Intro to Sea Kayaking

All experience levels welcome • 4 Hours

Sea Kayaking In this 4-hr. Introduction to sea kayaking course, you will learn kayak nomenclature, paddling techniques, rescues and everything you need to be safe and feel comfortable on the water. We will teach the basics of paddle stroke techniques, wet-exits, cowboy rescues, partner assisted T-rescues, ...

Chicago
4 Hours
Kayak
Kayak Chicago
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Sunset on the Chicago River

All Ages • 3 Hours • Online discount

Reserve online & Save $2 each! Enjoy the sunset on the Chicago River. See the sunset as it reflects off of the towers of glass and steel and onto the water beneath you. Your evening begins with an orientation to kayaking. You will begin the evening by meeting your guides near the North Branch of ...

Chicago
3 Hours
Boat Tour, Kayak
Kayak Chicago
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Intermediate Kayaking

Must have previous kayaking experience or completed our Introduction to Kayaking course • 4 Hours

Intermediate Kayaking Ready for the next level in your sea kayaking training? Our intermediate sea kayaking class will thoroughly advance your paddling skills and confidence on open water. Our certified instructor will cover: Hip snap development (controlling your boat with your body) Self rescues (paddle ...

Chicago
4 Hours
Kayak
Kayak Chicago
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Captain Rich Brand

Never. Miss. A. Moment.

About Me From the wild coast of Alaska to the awe inspiring waters of Antarctica, I have successfully chartered guests to wonderful experiences. Professionalism and safety are top priorities in all of the journeys. I will be waiting for you at your boat with a kind smile, communicated itinerary, and ...

Chicago
3-4 Hours
Kayak
Knot My Boat Charters
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Kayak and Paddleboard Lake Rentals

30 Min - 1 Hour • Single Kayaks, Tandem Kayaks & Stand-Up Paddleboards

Kayak Rentals are at Lisle Community Park on Short Street. The address 1825 Short St, Lisle, IL 60532 will take you to the lake where you can find parking in any of the lots nearby. You will find our staff on the east side of the lake under our canopy. State regulations now require every renter to view ...

Lisle
30 Minutes - 1 Hour
Kayak
Naperville Kayak
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Kayaking River Trip

2-2.5 Hour Trip • Single Kayaks

Duration Approximately 2-2.5 Hours depending on location and water flow. Naperville/DuPage River Take a river trip down the West Branch of DuPage River. This winding and gentle branch of the DuPage River will offer you a memorable experience and a view of Naperville you’ve never seen before. See the ...

Naperville
Kayak
Naperville Kayak
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Gift Card

Share an experience they’ll truly remember.

Give the perfect gift with a fully customizable gift card that never expires. Riverwalk Kayak Rental — $35 single / $70 tandem Riverwalk Intro Paddle — $40 single / $80 tandem Historic Chicago Tour — $60 single / $120 tandem Lakefront Rental — $30 single / $60 tandem Sunset Tour — $65 single ...

Chicago
Private Tours
Gift Card, Kayak
Urban Kayaks
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Riverwalk Kayak Rental Gift Certificates

Purchase a fantastic gift or gifts: each gift certificate is the exact value of one of our offerings but must be used within 1 year of purchase. Gift certificates are only valid for the related offering and cannot be refunded or exchanged.

Chicago
Gift Card, Kayak
Urban Kayaks
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