We Found These Experiences For You (35)
Kayak and Illinois
Kayak
Open kayak with paddle Get some exercise and explore the shallow channels on the Chain of Lakes.
Antioch
2-12 Hours
Kayak
Anchor Pointe Marina
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Downtown Adventure Summer Youth Camp
Starting at $449.99 | Full/Half Days Sessions
Bobby's Bike Hike Adventure Summer Youth Camp Bike-Hike-Kayak-Swim-Play-Learn-Gain Chicago pride Rates Prices starting at $449.99 Duration Week-long Sessions Full Day Sessions (9am-4:30pm) Half Day Sessions (9am-1:30pm) Level: Easy (Recommended for Ages 8-16 - (Ages 8-12 / 13-16)
Meet Me in Chicago: Solos & Singles Adventure Club
Come Solo. Leave with New Friends.
Meet Me in Chicago is a monthly adventures club for singles and solo travelers designed to spark connections through guided outings across the city. Events range from bike tours and sunset kayaking to food tastings, urban hikes, and social mixers. Each experience is crafted to encourage natural conversation ...
Chicago
3-4 hours
Bike Tour, City Tour, Food Tour, Kayak, Rentals, Sightseeing Tour, Walking Tour, Winter Activities
Bobby's Bike Hike
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1 Hour Kayak / SUP Rental
1 hour | Starting at $39.99
Bobby's Kayak set out to offer kayak & SUP rentals to compliment all of the other outdoor recreation events offered. Due to busy Chicago River large boat traffic and because the Chicago River has cleanliness issues due to centuries of dumping and neglect, Bobby's only offers kayak experiences ...
2 Hour Kayak / SUP Rental
Starting at $69.99
Bobby's Kayak set out to offer kayak & SUP rentals to compliment all of the other outdoor recreation events offered. Due to busy Chicago River large boat traffic and because the Chicago River has cleanliness issues due to centuries of dumping and neglect, Bobby's only offers kayak experiences ...
One Hour Kayak Rental
Starting at $25 | Single and Tandem Kayaks Available!
Experience Breathtaking Views of Chicago’s Skyline! Rates Single Person Kayak: $25 Tandem Kayak (Seats 2 People): $30 Duration 1 Hour About Enjoy a unique kayaking experience with the awe-struck Chicago Skyline as your background from your single or tandem kayak on Lake Michigan from Chicago Water ...
Chicago
Kayak
Chicago Water Sport Rentals
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Introduction To River Kayaking
Age rule: 15+ for single person kayak, minors need adult present
Are you new to River kayaking and looking for a professional to show you the ropes? Then this class is a great fit for you! Duration 120 Minutes About In this relaxed paced class we will cover the basic fundamentals of kayaking such as: Reading rivers such as eddys and what different ripples mean Kayak ...
North Aurora
Kayak, Water Activities
Howling Wolfe Canoe & Kayak
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Kayak Rescues and Recovery
15 Years Old + • 120 Minutes • Learn to Kayak in a river!
Have you recently purchased a kayak and want to make sure you’re prepared in the event of a capsize? Then this class is a great fit for you! Duration 120 Minutes About In this class we will learn what to do in the event of a capsize, from both the victim and rescuer perspective. We will cover the following: ...
Aurora
Kayak, Water Activities
Howling Wolfe Canoe & Kayak
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North Aurora Self Guided Rental
All Skill Levels • 30 min - 1 Hour • Great for beginners!
The North Aurora paddle is a great option for people who have never paddled on a river before or for those who are looking for a short float with no portages. Duration 30 minutes to 1 hour paddle About Looking for a fun new activity for this summer? Curious about canoeing and kayaking? Experience the ...
North Aurora
Kayak, Water Activities
Howling Wolfe Canoe & Kayak
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Batavia Self Guided Rental
All Skill Levels • 1.5 - 3 Hours • Great for beginners!
The Batavia paddle is a great option for those folks who are looking for a half day adventure with lots of sightseeing, wildlife and plenty of time to paddle! Duration 1.5 - 3 Hours About Looking for a fun new activity for this summer? Curious about canoeing and kayaking? Experience the Fox River from ...
Batavia, North Aurora
Boat Rental, Kayak, Water Activities
Howling Wolfe Canoe & Kayak
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Sunsets & S'mores
All Skill Levels • 2 Hours • Feed your adventurous spirit!
This quick, family-friendly tour is perfect for all skill levels! Duration 2 Hours About Feed your adventurous spirit, as well as your hunger, on our deliciously sweet Sunset & S’mores guided kayak tour. This quick, family-friendly tour is perfect for all skill levels. The journey ends at the Athletic ...
North Aurora
Kayak, Water Activities
Howling Wolfe Canoe & Kayak
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Batavia - Aurora Guided Kayak Tour
All Skill Levels • Up to 4 hours • A guided morning or evening kayak tour!
This tour is perfect for all skill levels! Duration Up to 4 Hours About This guided, morning or evening kayak tour, along the tree-lined Fox River, makes stops at the local favorites such as the Cave of the Spirit at Red Oak Nature Center and the bald eagle’s nest by Mooseheart School. The final stop ...
Batavia, North Aurora
Kayak, Water Activities
Howling Wolfe Canoe & Kayak
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Introduction To Kayaking Level 1
Age rule: 15+ for single person kayak, minors need adult present
Join Howling Wolfe for our Introduction to Kayaking class! Duration 120 Minutes About New to kayaking or just need a refresher? In this relaxed paced class we will cover the basic fundamentals of kayaking such as: Use a PFD Basics of water safety Proper paddling techniques Reading rivers such as eddys ...
Aurora
Kayak, Water Activities
Howling Wolfe Canoe & Kayak
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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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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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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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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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1 Hour Kayak Rentals: North Avenue 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
1 Hour with the option to extend
Kayak
Kayak Chicago
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St. Paddy’s Day Green River Tour
All Ages • 3 Hours • Online discount
Reserve online & Save $2 each! Come join us for St. Paddy’s day as we paddle the emerald water for the annual dying of the Chicago River! Be one of the few to experience the green water as thousands of on-lookers crowd the bridges and river banks. Paddle a single or double kayak or embark in our ...
Chicago
3 Hours
Boat Tour, Kayak
Kayak Chicago
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1 Hour Kayak Rentals: Chicago River
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
1 Hour with the option to extend
Kayak
Kayak Chicago
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Viewing 1 to 25 of 35 Experiences