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Guided Tours in Chicago

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    • Top experiences in Chicago

    8 experiences

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    Free cancellation
    Cruise boat on Lake Michigan with Chicago skyline in the background.
    Cruises
    45-Min Lake Michigan Tour
    NEW
    $32.50
    Tour boat on Chicago River with city skyline and bridge in background.
    Cruises
    75-min Chicago River Architecture Cruise
    4.3(95)
    Rated 4.3 out of 5.0 from 95 ratings.
    from
    $44.43
    Free cancellation
    Chicago River cruise boat passing under DuSable Bridge with city buildings in the background.
    Cruises
    90-min Chicago River Architecture Cruise
    4.8(186)
    Rated 4.8 out of 5.0 from 186 ratings.
    $45
    Free cancellation
    Chicago River cruise boat passing under a bridge with city skyline.
    Cruises
    45-min Chicago River Architecture Cruise
    4.8(260)
    Rated 4.8 out of 5.0 from 260 ratings.
    from
    $28
    Free cancellation
    Cruise boat on Lake Michigan with Chicago skyline at sunset.
    Cruises
    90-min Scenic Sunset Lake Michigan Cruise
    4.9(17)
    Rated 4.9 out of 5.0 from 17 ratings.
    $45
    Free cancellation
    Chicago River architecture cruise boat passing under a lift bridge with city skyscrapers in the background.
    Cruises
    90-min Chicago River and Lake Michigan Architecture Cruise
    4.7(49)
    Rated 4.7 out of 5.0 from 49 ratings.
    $45
    Free cancellation
    Guests dining on Odyssey Lake Michigan Dinner Cruise at sunset.
    Cruises
    Odyssey Lake Michigan Dinner Cruise
    NEW
    from
    $135.31
    Selling out fast
    Guest viewing Chicago skyline from lakefront during Skydeck and Architecture Cruise tour.
    Willis Tower Skydeck Tickets
    Chicago Skydeck & Architecture Cruise with Small Group Guided Tour
    NEW
    $129
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    Millions love heading out with us

    Bebs Catherine Mediana
    US

    Bebs

    United States
    Sep 2025
    5/5
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    The tour gave us an amazing experience and a picturesque view of the Chicago architecture which is really awesome. Natalie the tour guide was the best! 😊

    75-min Chicago River Architecture Cruise

    Barbara Stender

    Barbara

    Aug 2025
    5/5
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    +1 more

    I thought the tour was perfectly guided, educational and beautiful! The seats were nice, the tour guide was very witty and hilarious! I learned so much on our guide today.

    75-min Chicago River Architecture Cruise

    Courtlyn Ward
    US

    Courtlyn

    United States
    Aug 2025
    5/5
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    We loved the moderator John, he was very informative and creative in his guided speech. His personality shined through in his jokes and our seats on the boat was perfect.

    90-min Chicago River Architecture Cruise

    James Warner
    US

    James

    United States
    Aug 2025
    5/5
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    My wife and I really enjoyed the architectural boat tour. Lots of very interesting facts related to Chicago's history that most people will never have a clue about. Quite the shame as there's so much there. Tour just touched the surface I'm sure but a big eye opener for sure.

    90-min Chicago River Architecture Cruise

    Janet Stache

    Janet

    Aug 2025
    5/5
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    We are very happy that we did this cruise! I would say the best cruise I've ever made. Our guide Charlie was a major part in this though. Without him that would only have been half as good.

    Chicago Architecture Evening Cruise

    Oluwatomilola Kuyoro

    Oluwatomilola

    Oct 2025
    5/5
    I came from London and it was so lovely. I love Chicago and our host gave us a good description of the history of Chicago and it was perfect during sunset!

    45-min Chicago River Architecture Cruise

    David Naibei
    US

    David

    United States
    Oct 2025
    5/5
    This was just a lifetime experience. It was like rediscovering the whole history of Chicago in less than a hour. Perfect date with my girlfriend. We learned a lot while having hun.

    45-min Chicago River Architecture Cruise

    Terry moore

    Terry

    Oct 2025
    4/5
    The view was exceptional! Wish the boat had priority boarding as an option. The boat was crowded. Overall the trip was memorable!

    90-min Scenic Sunset Lake Michigan Cruise

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