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Sightseeing Cruises

Chicago Architecture Evening Cruise by Shoreline

Tour boat on Chicago River at sunset, surrounded by tall buildings and orange sky.
DuSable Bridge illuminated at twilight with Chicago skyline in the background.
Boat tour on Chicago River with group, surrounded by modern skyscrapers and bridges.
People on a boat deck viewing Chicago skyline at dusk with water and cloudy sky.

Duration

1 hr 15 mins

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.

Meals included

Indulge in a sumptuous meal as a part of your experience
    • Commentary in English

    • 75-min evening sightseeing cruise departing from Michigan Avenue (as per tour selected)

    • 30-min evening sightseeing cruise departing from Navy Pier (as per tour selected)

  • TOTAL DURATION45 minutes
    MODE OF TRANSFERBoat

    1 Boarding point

    Navy Pier

    Get direction

    Sights covered

    Hancock Building (875 North Michigan Avenue)

    Hancock Building (875 North Michigan Avenue)

    Chicago Lighthouse

    Chicago Lighthouse

    Willis Tower

    Willis Tower

    The Museum Campus

    The Museum Campus

    Shedd Aquarium

    Shedd Aquarium

    Adler Planetarium

    Adler Planetarium

    Field Museum of Natural History

    Field Museum of Natural History

    Centennial Wheel

    Centennial Wheel

    Aon Center

    Aon Center

    Aqua Tower

    Aqua Tower

    Field Museum of Natural History

    Field Museum of Natural History

    Adler Planetarium

    Adler Planetarium

    Shedd Aquarium

    Shedd Aquarium

    Chicago Harbor Lighthouse

    Chicago Harbor Lighthouse

    Lake Point Tower

    Lake Point Tower

    Grant Park

    Grant Park

    TOTAL DURATION75 minutes
    MODE OF TRANSFERBoat

    1 Boarding point

    Michigan Avenue

    Get direction

    Sights covered

    Tribune Tower

    Tribune Tower

    Lake Point Tower

    Lake Point Tower

    Centennial Fountain

    Centennial Fountain

    NBC Tower

    NBC Tower

    Wrigley Building

    Wrigley Building

    Trump International Hotel & AMA Plaza Tower

    Trump International Hotel & AMA Plaza Tower

    Marina City

    Marina City

    Reid-Murdoch Center

    Reid-Murdoch Center

    Merchandise Mart

    Merchandise Mart

    Wolf Point Development

    Wolf Point Development

    River Point

    River Point

    333 West Wacker

    333 West Wacker

    Chicago Riverwalk

    Chicago Riverwalk

    77 West Wacker

    77 West Wacker

    Leo Burnett Building

    Leo Burnett Building

    35 East Wacker

    35 East Wacker

    Carbide and Carbon Building

    Carbide and Carbon Building

    London Guarantee Building

    London Guarantee Building

    Crain Communications Building

    Crain Communications Building

    Aon Center

    Aon Center

    Aqua Tower

    Aqua Tower

    Chicago Marine Safety Station

    Chicago Marine Safety Station

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

  • 38 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.

    35
    3
    0
    0
    0

    What our guests say

    Leticia P

    Couple
    Verified booking
    Last week
    Unfortunately, we couldn't find a tour in Spanish, so we couldn't understand the guide's explanations,

    Yi G

    Group
    Verified booking
    Last week
    Well organized and very informative.

    Francisco J

    Couple
    Verified booking
    2 weeks ago
    It was fun and very informative, the night cruise was very beautiful!

    Zachary T

    Family
    Verified booking
    2 weeks ago
    The tour was incredible!! The view was spectacular and our guide very knowledgeable!!! Our whole family enjoyed it!!

    Hussam I

    Solo
    Verified booking
    May 2026
    I really enjoyed the trip. The tour leader was really helpful
  • What to bring

    • Credit card for onboard purchases (no cash accepted).

    • Light layers or sun/rain protection, especially for boats with open upper decks.

    • Camera or smartphone for capturing skyline views.

    What's not allowed

    • Outside food and beverages are not permitted on board.

    • Motorized or oversized wheelchairs are not allowed on most ramps and boats.

    Accessibility

    • Architecture River Tour dock at Navy Pier is wheelchair accessible (for narrow-base wheelchairs only).

    • Michigan Avenue dock is not wheelchair accessible.

    • Some boats have restrooms on lower decks that are not accessible due to lack of elevators.

    • Upper decks are open-air with minimal weather protection.

    Additional information

    • Life jackets are available but will only be distributed in an emergency.

    • Tours follow local, state, and federal health and safety guidelines.

    • Most boats are double-decker; some have partial overhead cover, while a few have no cover at all.

    • Restrooms are available onboard.

    • Light snacks and beverages are available for purchase.

    • Leashed dogs are welcome on board.

    • Your voucher will be emailed to you shortly.
    • Display the voucher on your mobile phone with a valid photo ID at the starting point.
    • Please check your final voucher for the starting point details & specific instructions.

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