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Kayak Chicago: Explore Sunset Views, Bonfires & Iconic Architecture by River

Wed, Oct 01, 2025 07:00 AM - Fri, Oct 31, 2025 15:00 PM

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Kayak Chicago: Explore Sunset Views, Bonfires & Iconic Architecture by River

Wed, Oct 01, 2025 07:00 AM - Fri, Oct 31, 2025 15:00 PM

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Overview

Paddle through Chicago’s iconic waterways with two unforgettable kayaking adventures. Take in breathtaking golden hour views and enjoy unlimited s’mores on the Sunset, Bonfire & S’mores Tour, or explore the city’s stunning skyline and history on the guided Architecture River Tour. Whether you're chasing sunset serenity or urban discovery, there’s a perfect paddle waiting for you.

About this Event

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.

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