Sunset, Bonfire & S’mores or Architectural Kayaking Tour on the Chicago River with Kayak Chicago

Kayak Chicago
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Paddle through Chicago’s iconic waterways with two unforgettable kayaking experiences: soak in golden hour views and unlimited s’mores at the Sunset, Bonfire & S’mores Tour, or dive deep into the city’s architectural wonders on the guided River Tour.

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Explore Chicago from the Water with Kayak Chicago

Chicago's Original Watersport Outfitter – Since 1999

Kayak Chicago offers an unforgettable way to experience the city—by water. Guests can paddle past architectural giants, float through tranquil nature zones, and enjoy the sun and skyline from a fresh perspective. For over 25 years, this trusted outfitter has guided adventurers through the Chicago River and beyond.


Sunset Tour

Sunset, Bonfire & S’mores Kayaking Tour

May & June | Tuesday, Thursday, and Sunday at 6:00pm | 1.5 hr paddle + 1 hr bonfire

This seasonal favorite begins with a relaxed paddle through the Wild Mile, ending at Wolf Point for sweeping views of the skyline. After returning to shore, participants gather around a bonfire, settle into Adirondack chairs, and enjoy music with unlimited s’mores.

Each session includes a brief safety and paddle orientation. All gear is provided, and the format is ideal for trios looking for a casual evening outdoors.


Architectural Tour

Chicago River Architectural Kayaking Tour

3 Hours | Daily through October

This guided tour offers a deep dive into Chicago’s legendary architecture—told from the best seat in the city: a kayak. After a short on-land introduction, paddlers head into the heart of the city, where towering structures line the historic riverway. Guides share stories of design, innovation, and transformation as the group moves through downtown’s iconic corridors.

Tailored for small parties, this tour delivers rich insight alongside a dynamic physical experience.


Why Paddle

Why Paddle with Kayak Chicago?

The Wild Mile offers a gentle launch into the Chicago River, surrounded by floating gardens and wildlife. It's the perfect setting to build confidence before continuing downtown, where the waterway transforms into a corridor of architectural wonders.

Every outing includes a paddle lesson and safety overview. Equipment is always included, and the staff ensures that each group—especially groups of three—feels prepared and supported. From nature to skyscrapers, each trip strikes the balance between adventure and ease.

About Kayak Chicago

Explore Chicago by kayak with guided tours and rentals on the Chicago River and Lake Michigan!  Kayak Chicago is Chicago's premier watersports outfitter, guiding paddlers since 1999!  With three Chicago locations, enjoy summer on the water with kayak and standup paddle board rentals on the Chicago river, Montrose Beach and North Ave. beach.  Our certified instructors share their love of paddling, by teaching you everything you need to know to enjoy the water and be safe.  Join us for a guided tour or explore on your own with rentals by the hour, and experience the magic of paddling through the downtown canyons of glass and steel. We look forward to seeing you on the water soon!

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    • Online reservation required. Taxes and fees are INCLUDED in the Groupon price. Subject to weather. Must use Groupon in 1 visit. Valid only for option purchased. Must sign waiver. Younger than 18 must have guardian signed waiver.
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About Kayak Chicago