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Sightseeing Cruises

90-min Scenic Sunset Lake Michigan Cruise

People enjoying a sunset cruise on Lake Michigan with a view of a lighthouse and Chicago skyline.
Chicago skyline at sunset viewed from Lake Michigan during a 90-minute scenic cruise.
Downtown Chicago skyscrapers at sunset with a cruise boat on Lake Michigan.
Cruise passengers view Chicago skyline at sunset on Lake Michigan.

Duration

1 hr 30 min

Free cancellation

Free cancellation up to 24 hours before the start of your experience

Book now, pay later

Book now without paying anything. Cancel for free if your plans change.

4.9/5

(17)

Lin Su

Lin

Sep 2025
Verified booking
Wonderful experience!During the one hour tour,you can see different views of Chicago s day and night. The tour guide is very helpful,she talked a lot about Chicago.
Terry moore

Terry

Oct 2025
Verified booking
The view was exceptional! Wish the boat had priority boarding as an option. The boat was crowded. Overall the trip was memorable!
    • Sail into the golden hour on a relaxing 90-minute sunset cruise along the Chicago River and Lake Michigan.

    • Enjoy a relaxing experience that begins with interesting insights as you sail past Chicago’s architectural icons and towards Lake Michigan’s open waters.

    • You can take in the twilight hour without any distractions on your sightseeing cruise and watch Chicago’s skyline come to life as the skies change colors over time.

    • Your premium boat features both open-air decks and a climate-controlled cabin for year-round comfort.

    • Perfect for a date night or just to unwind, take your loved ones on this evening cruise for gorgeous sunset views and a peaceful evening of sailing.

    • 90-min Lake Michigan sunset cruise from the Chicago River

    • Light narration and insights

    • Food and beverages (available for purchase by card only)

    • Tour guide

  • TOTAL DURATION90 minutes
    FREQUENCYOnce per day

    1 Boarding point

    Wendella's Michigan Avenue Docks

    Get direction

    Sights covered

    Chicago Harbor Lock

    Chicago Harbor Lock

    Navy Pier

    Navy Pier

    Oak Street Beach

    Oak Street Beach

    Chicago Lighthouse

    Chicago Lighthouse

    Museum Campus

    Museum Campus

    Buckingham Fountain

    Buckingham Fountain

  • You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

  • 17 reviews

    How do we collect reviews?

    These ratings include verified reviews from both Headout guests and our trusted partners who operate this experience locally. All reviews come from real travelers who've taken this experience.

    15
    2
    0
    0
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    Guests from Mexico, Spain, France and over 8 countries have loved this experience

    What our guests say

    Terry moore

    Terry

    Oct 2025
    Verified booking
    The view was exceptional! Wish the boat had priority boarding as an option. The boat was crowded. Overall the trip was memorable!
    Lin Su

    Lin

    Sep 2025
    Verified booking
    Wonderful experience!During the one hour tour,you can see different views of Chicago s day and night. The tour guide is very helpful,she talked a lot about Chicago.
    Ella Mackenzie

    Ella

    Sep 2025
    Verified booking
    The tour guide was very informative
    Carole Hiltman

    Carole

    Aug 2025
    Verified booking
    The narrator was informative! The sunset was spectacular.
    Anna Hajost

    Anna

    Jul 2025
    Verified booking
    It was absolutely beautiful. I wish we went further into the lake though.
  • What's not allowed

    • Alcohol, weapons, flammables, and explosives are not allowed on board.

    Additional information

    • Boarding begins 15 to 30 minutes before the departure time.

    • Passenger bags are subject to inspection.

    • Snacks are available for purchase on board. Only credit card payments are accepted.

    • Please note that this is not a guided tour, though you are free to ask the crew members any questions you may have.

    • Your voucher will be emailed to you instantly.

    • Display the voucher on your mobile phone with a valid photo ID at the meeting point.

    • Please arrive at the meeting point 15 mins before the scheduled time of your tour to avoid any delays.

    Meeting point

    • Meet your guide at Wendella Tours & Cruises.

    • Address: 400 N Michigan Ave, Chicago, IL 60611, United States.

    • Landmark: The dock is located at the northwest corner of the Michigan Avenue Bridge (now called the DuSable Bridge), at the base of the Wrigley Building on the Chicago River.

    Get directions to the meeting point

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