Ghosts and Gangsters of Hustlertown Kayak Tour

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5.0 | 1 review

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Event Category

Fitness & Wellness

Event Overview

With the 1848 arrival of the railroad and the Illinois and Michigan Canal to Chicago, the city began its unprecedented boom. Alongside the growth of business came the explosion of the city’s infamous criminal underworld.

Join us for a unique take on Nelson Algren’s “Hustlertown, USA.” Kayak the Chicago River as the sun sets into twinkling darkness and experience the legacy of our nefarious gangsters. You will learn about the city’s early Wild West reputation; how one man rose from poverty to become the most powerful man the city has ever seen; how part of the river purportedly became haunted; why everyone in Chicago feared a man the size of a child; and all about the world-renowned Italian crime lineage including the likes of mobsters Jim Colosimo, Johnny Torrio, and, of course, Al Capone.

What to Bring

Please bring water-friendly clothing and shoes. Blue jeans not recommended. Bring electronics at your own risk.

Minimum age

All ages welcome


No prior experience needed, come ready to learn and practice!

What's Provided

Price includes boat rental, life vest, paddle, guide(s), paddling lesson, dry bags, and sunscreen.

Cancellation Policy


Wateriders offers unique Chicago kayak tours as well as hourly kayak rentals. Since 1997, we have led tens of thousands of adventurous people from all over the globe on recreational kayak tours that reveal the history and magnificent architecture of our great city.

Our tours give you an unforgettable experience from the peaceful platform of a kayak while paddling through the steel and concrete canyons in the heart of downtown Chicago. For twenty years, we have offered our clients a safe, fun and unique adventure on the Chicago River, led by experienced, knowledgeable and professional guides.


  • Default user photo
    Scott M.
    Reviewed on 06/10/17

    Just a fun time

    Just a fun time

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