Kayak Tours of Chicago

Explore Chicago's Lakefront

Bobby’s Kayak Company offers top rated Kayak Rentals and Tours designed to help you discover Chicago’s lakefront of Lake Michigan. Rent a kayak and paddle through the clear, clean and turquoise water at your leisure. Kayak single or go tandem with a partner! Great for a day on the water, family outing, date night, team outing, or just to get outdoors and enjoy time on Lake Michigan. *Guided group kayak tours coming soon, contact us for a large private booking.

Our Kayaking Headquarters is located at Ohio Street Beach, all kayaking experiences will depart and return to this location (600 North Lake Shore Drive). *Note this location is different from our main shop location.

When you think of Chicago, you probably think of sports, culture and food. The city boasts an incredible range of restaurants, from places showcasing our signature deep-dish pizza to steakhouses with amazing ethnic cuisine you will remember years from now. It’s no wonder that when people visit Chicago, they want to sample our diverse selection of food. We’re here to help you do it.

couple kayaking on lake michigan
Rentals

Tandem Kayak Rentals in Chicago

FromUSD$39.99
Enjoy a quiet and romantic paddle along Chicago’s iconic coastline and take in the views of our world world-class city!
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Rentals

Family Kayak Rentals Lake Michigan

FromUSD$39.99
Enjoy a family kayaking adventure along Chicago’s iconic coastline and take in the views of our world-class city with kayak rentals!
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group team building while kayaking on lake michigan with the chicago downtown skyline behind them
Rentals

Sunset Kayak Rental on Lake Michigan

FromUSD$35.99
Paddle along Chicago’s iconic coastline at sunset and take in the electric views of our world-class city!
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couple kayaking on lake michigan
Rentals

Kayak & Paddleboard Rentals at Ohio Street Beach

FromUSD$39.99
Paddle the calm, clean and turquoise waters of Lake Michigan at your own pace.
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