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Chicago Tours

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  • Guided Tours
  • Hop-on Hop-off Tours Chicago

    • Top experiences in Chicago

    Free cancellation
    Chicago River cruise boat passing under DuSable Bridge with city buildings in the background.
    Sightseeing Cruises
    90-min Chicago River Architecture Cruise
    $45
    90-min Chicago River Architecture Cruise. Rated 4.9 out of 5 from 319 ratings.From $45
    Free cancellation
    Guests dining on Odyssey Lake Michigan Dinner Cruise at sunset.
    Dinner Cruises
    Odyssey Lake Michigan Dinner Cruise
    from
    $136.68
    Odyssey Lake Michigan Dinner Cruise. Rated 5 out of 5 from 1 ratings.From $136.68
    Free cancellation
    Chicago River cruise boat passing under a bridge with city skyline.
    Sightseeing Cruises
    45-min Chicago River Architecture Cruise
    from
    $28
    45-min Chicago River Architecture Cruise. Rated 4.9 out of 5 from 503 ratings.From $28
    Free cancellation
    big bus: chicago hop-on hop-off bus tour-1
    Hop-on Hop-off Tours Chicago
    Big Bus: Chicago Hop-on Hop-off Bus Tour
    from
    $45
    Big Bus: Chicago Hop-on Hop-off Bus Tour. Rated 4.6 out of 5 from 297 ratings.From $45
    Free cancellation
    Family enjoying Chicago skyline view from observation deck.
    City Cards
    Go City Chicago Explorer Pass: Choose from 39 Attractions
    from
    $84
    Go City Chicago Explorer Pass: Choose from 39 Attractions. Rated 4.5 out of 5 from 2112 ratings.From $84
    Free cancellation
    Big Bus Chicago tour and Chicago 360 observation deck view.
    Combo
    Combo (Save 10%): Chicago Hop-on Hop-off Bus Tour + 360 Chicago Observation Deck Skip-the-Line Tickets
    from $75
    $67.50
    10% off
    Combo (Save 10%): Chicago Hop-on Hop-off Bus Tour + 360 Chicago Observation Deck Skip-the-Line Tickets. Rated 4.5 out of 5 from 440 ratings.From $67.50
    Free cancellation
    Tour boat on Chicago River with city skyline and bridge in background.
    Sightseeing Cruises
    60-min Chicago River Architecture Cruise
    from
    $44.43
    60-min Chicago River Architecture Cruise. Rated 4.4 out of 5 from 98 ratings.From $44.43
    Free cancellation
    Cruise boat on Lake Michigan with Chicago skyline at sunset.
    Sightseeing Cruises
    90-min Scenic Sunset Lake Michigan Cruise
    $45
    90-min Scenic Sunset Lake Michigan Cruise. Rated 4.9 out of 5 from 17 ratings.From $45
    Free cancellation
    Chicago River architecture cruise boat passing under a lift bridge with city skyscrapers in the background.
    Sightseeing Cruises
    90-min Chicago River and Lake Michigan Architecture Cruise
    $45
    90-min Chicago River and Lake Michigan Architecture Cruise. Rated 4.7 out of 5 from 56 ratings.From $45

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    We curate the best ways to experience
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    What our guests say

    Frangelith Bolivar
    US

    Frangelith

    United States
    Feb 2026
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    +1 more

    It was a nice experience. The view he gives us from Chicago was spectacular, and the attention incredible. I give 100 points to this beautiful place

    Combo: Chicago Hop-on Hop-off Bus Tour + 360 Chicago Observation Deck Skip-the-Line Tickets

    Sweta Joshi
    US

    Sweta

    United States
    Jan 2026
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    My mom is visiting Chicago for first time and taking her to the cruise and showing her the city was one of thing on my bucket list.

    45-min Chicago River Architecture Cruise

    Yera Suleiman
    US

    Yera

    United States
    Dec 2025
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    I enjoyed this so much that I did it twice during my trip, once at night and one during the day! The architecture around is so beautiful and the tour guides did an amazing job sharing its history.

    45-min Chicago River Architecture Cruise

    Chetna Dhembla
    US

    Chetna

    United States
    Dec 2025
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    +1 more

    I absolutely loved this tour! The JBL speakers were fantastic and made it so easy to hear the guide clearly, even in a busy and noisy environment. The tour guide was incredibly knowledgeable and shared information in such a fun, engaging, and effortless way that it really stayed with me. I still remember interesting facts like the Chicago River being 22 feet wide and how it turns green on St. Patrick’s Day. The clear sound from the JBL speakers and the amazing guide together made this tour truly memorable and enjoyable.

    90-min Chicago River Architecture Cruise

    Megan Mitchell
    US

    Megan

    United States
    Oct 2025
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    I had the best time with my grandfather on the cruise. He is older and struggles with mobility. This was the best way for him to see the city. Very relaxing. Our tour guide was extremely informative. #1 tourist attraction in Chicago

    90-min Chicago River Architecture Cruise

    Wiss Jérôme

    Wiss

    Dec 2025
    It was an other aspect to see Chicago by the river and i really enjoy the speaker who well explain all the architectures of chicag during the 20th century. Even with this cold weather, the 60 minutes past quite fast. Hope that other visitors will enjoy like i do.

    60-min Chicago River Architecture Cruise

    Rodolfo Icaza
    PA

    Rodolfo

    Panama
    Nov 2025
    The Chicago architecture cruise is absolutely worth it. The views from the river are incredible, and the guides explain the history and design of the buildings in a fun, clear way. It’s relaxing, scenic, and one of the best ways to experience the city. Highly recommended.

    60-min Chicago River Architecture Cruise

    Suryanarayana Murthy Majji

    Suryanarayana

    Oct 2025
    I absolutely loved my experience on the Wendella Chicago River Architecture Cruise! The tour was both relaxing and educational, offering an incredible perspective of Chicago’s iconic skyline and its rich architectural history. Cruising through the river gave me a completely different appreciation of the city’s design — from the classic art deco buildings to the stunning modern skyscrapers. What I enjoyed the most was seeing the downtown view open up as we entered Lake Michigan — the panoramic view from the water was breathtaking. The guide was knowledgeable and engaging, making the entire journey both fun and insightful. A truly memorable Chicago experience!

    90-min Chicago River and Lake Michigan Architecture Cruise

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