Kayak Chicago 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.

  • group with kayak rentals in Chicago

    Kayak Rentals at Ohio Street Beach

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    11am - 6pm Daily | May-October

    Kayak rentals on Lake Michigan - single and tandem kayaks available. Paddle past: Ohio Street Bech, The Playboy Building, Navy Pier, The Wrigley Building, Marina City and Chicago Lakefront Trail.

    Related Tours
    Student / Military
    Kids under 12
    Kids under 4
    Map Graphic
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    Bottom Link -2
    Students / Seniors 65+
    Private Group Request
    Array
    Adult
    $35.99
    PRICE
    $35.99
    DURATION
    1 hr - 2hrs
    Custom Line
    11am - 6pm Daily | May-October
    SCHEDULE
    11am - 6pm | May-October
    AGE
    4+ (must be 18+ to sign for kayak)
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    PRICE

    (Discount Online Rate includes kayak)

    Price: Fri-Sun
    1 Hour Kayak Rental $35.99
    2 Hour Kayak Rental $69.99
    LEVEL
    Easy
    Highlights
    Kayak Lake Michigan with a rental at Ohio Street Beach (next to Navy Pier). Single/tandem kayaks available.
    LENGTH
    at your leisure
    Gift Certificates
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  • Lakefront Sunset Kayak Rental

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    5pm Daily | May-October

    Sunset kayak rental experience on Lake Michigan. Paddle past: Ohio Street Bech, The Playboy Building, Navy Pier, The Wrigley Building, Marina City and Chicago Lakefront Trail.

    Related Tours
    Student / Military
    Kids under 12
    Kids under 4
    Map Graphic
    Students / Seniors 65+
    Private Group Request
    Array
    Adult
    $35.99
    PRICE
    $35.99
    DURATION
    1 -2 hrs
    AGE
    18+ to rent kayak (16+ if guardian signs)
    SCHEDULE
    5:00pm | May-October
    Custom Line
    5pm Daily | May-October
    Reserve Now
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    Bike Tours Chicago - Let Bobby's Lead the Way!

    PRICE

    (Discount Online Rate includes kayak and life jacket)

    Price: Daily
    1 Hour Kayak Rental $35.99
    2 Hour Kayak Rental $69.99
    Bottom Link -1

    LEVEL
    Easy
    Highlights
    Kayak Lake Michigan at your leisure with a rental. Single and tandem kayaks available.
    LENGTH
    at your leisure
    Gift Certificates
    {"text":"Gift Certificates","link":"https:\/\/fareharbor.com\/embeds\/book\/bobbysbikehike\/items\/45691\/calendar\/?u=9efbf3d0-ddae-4331-8765-6f33490d72a6&from-ssl=yes&ga=UA-46449336-1,388302409.1507320438%3BUA-16142268-1,388302409.1507320438%3B","page_id":"3490","use_internal":"false"}
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  • Lake Michigan Family Paddle

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    11am - 6pm Daily | May-October

    Family kayak rentals on Lake Michigan. Those under 17 years old must paddle in a tandem kayak with an experienced paddler. Paddle with the family past: Ohio Street Bech, Ferris Wheel, Navy Pier, The Wrigley Building, Marina City and Chicago Lakefront Trail.

    Related Tours
    Student / Military
    Kids under 12
    Kids under 4
    Map Graphic
    Students / Seniors 65+
    Private Group Request
    Array
    Adult
    $35.99
    PRICE
    $35.99
    DURATION
    1 hr - 2hrs
    Custom Line
    11am - 6pm Daily | May-October
    SCHEDULE
    11am - 6pm | May-October
    AGE
    4+ (must be 18+ to rent kayak)
    Reserve Now
    Bottom Link -2

    Bike Tours Chicago - Let Bobby's Lead the Way!

    PRICE

    (Discount Online Rate includes kayak)

    Price: Daily
    1 Hour Kayak Rental $35.99
    2 Hour Kayak Rental $69.99
    Bottom Link -1

    LEVEL
    Easy
    Highlights
    Kayak Lake Michigan at your leisure with family rentals. Single and tandem kayaks available.
    LENGTH
    at your leisure
    Gift Certificates
    {"text":"Gift Certificates","link":"https:\/\/fareharbor.com\/embeds\/book\/bobbysbikehike\/items\/45691\/calendar\/?u=9efbf3d0-ddae-4331-8765-6f33490d72a6&from-ssl=yes&ga=UA-46449336-1,388302409.1507320438%3BUA-16142268-1,388302409.1507320438%3B","page_id":"3490","use_internal":"false"}
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  • couple in tandem kayak on lake michigan

    Lake Michigan Couples Paddle

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    11am - 6pm Daily | May-October

    Couples kayak rentals on Lake Michigan. Paddle past: Ohio Street Bech, The Playboy Building, Navy Pier, The Wrigley Building, Marina City and Chicago Lakefront Trail.

    Related Tours
    Student / Military
    Kids under 12
    Kids under 4
    Map Graphic
    Students / Seniors 65+
    Private Group Request
    Array
    Adult
    $35.99
    PRICE
    $35.99
    DURATION
    1 hr - 2hrs
    Custom Line
    11am - 6pm Daily | May-October
    SCHEDULE
    11am - 6pm Daily | May-October
    AGE
    18+ to rent kayak (16+ if guardian signs)
    Reserve Now
    Bottom Link -2

    Bike Tours Chicago - Let Bobby's Lead the Way!

    PRICE

    (Discount Online Rate includes kayak)

    Price: Daily
    1 Hour Kayak Rental $35.99
    2 Hour Kayak Rental $69.99
    Bottom Link -1

    Highlights
    Couples kayak rentals on Lake Michigan. Single and tandem kayaks available for rent.
    LEVEL
    Easy
    LENGTH
    at your leisure
    Gift Certificates
    {"text":"Gift Certificates","link":"https:\/\/fareharbor.com\/embeds\/book\/bobbysbikehike\/items\/45691\/calendar\/?u=9efbf3d0-ddae-4331-8765-6f33490d72a6&from-ssl=yes&ga=UA-46449336-1,388302409.1507320438%3BUA-16142268-1,388302409.1507320438%3B","page_id":"3490","use_internal":"false"}
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Paddle along the Chicago Lakefront!

Nestled along Chicago’s magnificent downtown skyline, Lake Michigan offers beautifully calm, turquoise clear and clean water to explore the heart and soul of the city. Responsible for our entire history of recreation, trade, and travel, this vibrant waterway is a beloved local institution, international treasure and natural wonder. There’s no better way to experience the city or skyline than by paddling down the gorgeous lakefront from Ohio Street beach in a kayak!

Kayaking along Chicago’s lakefront has become insanely popular in the last two decades and there’s no better company to get in the water with than Bobby’s Kayaks. Our water staff and tour guides are top notch, and we have been trusted for 20+ years as a local tour operator that provides memorable Chicago experiences for visitors and locals alike.

Learn More About Kayaking In Chicago

Bobby’s Kayak Rentals and Tours are a guaranteed good time. Prepare to be endlessly entertained and informed! Our expert guides put an equal emphasis on safety and fun, ensuring that you and your party make memories that will last a lifetime!

Paddling along the Chicago Lakefront with a Bobby’s kayak rental or tour allows you to experience the city with all five senses. You’ll get up close and personal with the architecture and attractions, interacting with the city in a way that is impossible to do while sitting idle on a big boat or bus tour.

Our tours utilize recreational kayaks, both singles and tandems, built for stability and comfort, so you can relax and enjoy the excitement of the afternoon.

Anyone and everyone! Our rental and tours are set at a relaxed pace, perfect for all skills levels. No prior kayaking experience is necessary! This makes Bobby’s Kayak
Rentals and Tours perfect for the whole family. Kayakers under 17 will paddle in a two-person tandem kayak with another adult.  All equipment is provided with your tour purchase, including a world class guide to help you get the most of your Chicago tour experience.

We provide life jackets with each kayak rental and tour and they are required to paddle.

We do kayak in light rain. If weather is extreme and we must cancel the kayak experience you will be offered a full refund (minus 10% processing fee) or full value to a gift card that never expires and fully transferable.

Dress for a variety of weather activities, layers always recommended because weather can shift quickly when on the Lake. Wear materials you don’t mind getting wet.  Bring a hat and sunscreen.

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