Sightseeing Cruises

Official Chicago Architecture Cruise by First Lady

Duration

1 hr 30 mins

Guided tour

4.9/5(645)

Donald L

Couple
Verified booking
3 days ago
On an absolutely gorgeous Sunday morning, my wife and I boarded the First Lady with a friendly and warm welcome. Within minutes, we were underway to experience what turned out to be an extraordinary 90 minutes. Our very knowledgeable tour guide, Kimberly, shared her enthusiasm about the stunning buildings that hug the Chicago River. These Giants of Chicago with their unique architectural style and design were explained by Kimberly in great detail without missing a beat and nonstop interesting facts. All said and done, the First Lady tour was a fantastic experience and one I highly recommend.

Lynn W

Solo
Verified booking
4 days ago
My time on the water is always great. I've been on this boat times before. What was NOT great was that I attempted to cancel and even purchased protection that was supposed to allow me to be able to cancel without cause but found no way to do so. There was no clear instruction on how and all that I saw everywhere I looked was that the ticket could not be cancelled even after I paid for cancellation protection. I feel it was a rip off. I had no choice but to attend rather than reschedule. I will never purchase from this site again and will inform others about my experience.

Shellene C

Group
Verified booking
3 days ago
The volunteer docent, Sarah, was terrific! I learned soooo much about the history of Chicago, the river and the magnificent buildings. Her knowledge & enthusiasm was contagious ! I also appreciated the helpful staff and how clean the First Lady restrooms are 😉. I was surprised that the volunteers do not accept tips ~ I think if you had QR code stickers on the back of each chair, guests (all holding their phones taking photos) would immediately lean forward and make a donation to the Chicago Architecture Center. Loved this tour❤️

Bonnie S

Group
Verified booking
Yesterday
Friendly and professional crew on a very clean boat. Boarding was quick- Diane narrated an amazing tour without any notes in her hand! I loved that she still referred "Sears Tower" (instead of Willis) for us longtime Chicago folks. Architecture boat tours are my #1 booking to introduce Chicago to family and friends. This was my 3rd First Lady cruise in the past couple years of about 7. We had a perfect weather day, too!

Paul G

Solo
Verified booking
4 days ago
Brad super guide. Architect. Always explained termanology without dumbing down the tour or waisting time of diverse backgrounds of tourists. He'd thought out his presentation, timed it well to ships schedule. His local pride was obvious, but not obnoxious. Every one learned. No one was bored.

Susan H

Group
Verified booking
6 days ago
The expert guide. She really enjoyed sharing her knowledge. I had a lot of difficulty dealing with getting my digital tickets, however. Another time I would go directly to the Architecture Society for tickets and information. The boat ride was really smooth and delightful. Thank you.
    • 90-minute guided architecture river cruise

    • Live narration by Chicago Architecture Center docents

    • Covers all three branches of the river

    • Guaranteed open-air outdoor seating

    • Restrooms onboard

    • Free stroller storage

    • Limited mobility services

    • Food and beverages (available for purchase at the bar/snack bar)

    • Gratuities

    • Parking (discounted parking available with validation, but not included)

    • Transportation or hotel pickup

  • TOTAL DURATION1 hour 30 minutes - 1 hour 30 minutes
    FREQUENCYEvery 20-30 mins
    MODE OF TRANSFERBoat

    1 Boarding point

    112 E. Wacker Drive

    Get direction

    Sights covered

    NBC Tower

    NBC Tower

    Trump International Hotel and Tower

    Trump International Hotel and Tower

    Civic Opera House

    Civic Opera House

    Chicago Mercantile Exchange

    Chicago Mercantile Exchange

    Wrigley Building

    Wrigley Building

    Tribune Tower

    Tribune Tower

    DuSable Bridge

    DuSable Bridge

    Marina City

    Marina City

    333 Wacker Drive

    333 Wacker Drive

    Willis Tower

    Willis Tower

    Aon Center

    Aon Center

    875 North Michigan Avenue

    875 North Michigan Avenue

    Aqua Tower

    Aqua Tower

    Lake Point Tower

    Lake Point Tower

    Merchandise Mart

    Merchandise Mart

    Lyric Opera

    Lyric Opera

    The Rookery

    Carbide & Carbon Building

    Carbide & Carbon Building

    Chicago Board of Trade

    Chicago Board of Trade

    Navy Pier

    Navy Pier

    Adler Planeterium

    Adler Planeterium

    La Salle Street Bridge

    La Salle Street Bridge

  • These tickets can't be cancelled or rescheduled.

  • 645 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.

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    United Kingdom
    France
    Brazil
    Australia
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    Italy
    India
    Philippines
    Guests from Canada, United Kingdom, France and over 25 countries have loved this experience

    What our guests say

    Dulguun T

    Couple
    Verified booking
    Aug 2026
    We absolutely loved our Chicago Architecture Cruise! Our guide, a Chicago native, was wonderful. Her speech was clear, simple, and easy to understand, which was especially helpful for us as international visitors. She explained the architecture and history in an interesting and engaging way. We also really enjoyed the comfortable onboard bar and the interesting cocktails. But what impressed us most was how friendly and welcoming everyone was from the very beginning. The staff member by the bridge kindly showed us where to go, the ticket staff were helpful, and the entire crew, bartender, and lifeguards were friendly and professional. We felt welcomed and well taken care of throughout the whole experience. The beautiful views of Chicago from the river made the cruise unforgettable. We would definitely recommend it to anyone visiting Chicago!

    Giorgi M

    Couple
    Verified booking
    3 weeks ago
    Fantastic way to experience Chicago’s architecture from a completely different perspective. Our guide was knowledgeable, engaging and entertaining, and the 90 minutes passed incredibly quickly. A must-do in Chicago, especially for anyone interested in architecture and the history of the city.

    Avishai H

    Group
    Verified booking
    Aug 2026
    The guide from CAC was amazing! Great experience. The cruise was very smooth and effortless. Bar provided hit and cold drinks.

    Timothy K

    Couple
    Verified booking
    2 weeks ago
    First Lady made the experience enjoyable, fun, and interesting. We really enjoyed the knowledgeable, articulate tour guide. Car parking for this Cruise is wonderful and discounted!... great for old people (me included). We parked at the recommended parking spot across the street from the boat launch. It was a little tricky to find even with GPS. I took the on line advice and validated our parking ticket at the tour ticket office when the cruise was over... 15 bucks... a bargain in downtown Chicago... the total experience was great. Enjoy the River Walk (too) when the tour is over. Remember though...your discounted parking is 4 hours max.

    Donald L

    Couple
    Verified booking
    3 days ago
    On an absolutely gorgeous Sunday morning, my wife and I boarded the First Lady with a friendly and warm welcome. Within minutes, we were underway to experience what turned out to be an extraordinary 90 minutes. Our very knowledgeable tour guide, Kimberly, shared her enthusiasm about the stunning buildings that hug the Chicago River. These Giants of Chicago with their unique architectural style and design were explained by Kimberly in great detail without missing a beat and nonstop interesting facts. All said and done, the First Lady tour was a fantastic experience and one I highly recommend.

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