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You are here: Home / Travel / Americas / North America / Chicago Architecture River Cruise: CAF First Lady Review

Chicago Architecture River Cruise: CAF First Lady Review

Last Updated: May 20, 2025 // by Rhonda Albom // 37 Comments
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Marina City seen from a Chicago architecture river cruise

Chicago is the birthplace of the American skyscraper, and there is no better way to see its highlights than from a Chicago architecture river cruise.

Cruising on the river holds a unique advantage over walking on the streets. First, we were a distance away, yet there was nothing to get in our way. Therefore, we could see entire buildings. Secondly, the distance afforded by the river means we don’t need to strain our necks to look up.

While the city’s eclectic architecture can best be enjoyed from the river, multiple companies offer a Chicago architecture river cruise. We chose a Chicago Architecture Foundation (CAF) River Cruise aboard Chicago’s First Lady Cruises. We tell you why below.

Some of our favorite architectural examples

Our guide kept it light and entertaining as she pointed out examples of historical revival, art deco, mid-20th century modern, post-modern, and contemporary design within Chicago architecture.

The commentary throughout our 90-minute cruise included architectural information as well as some of the city’s fascinating and colorful history.

Much of the city we see today was rebuilt after the Great Chicago Fire of 1871.

Even before we pulled away from the dock, our CAF-trained volunteer docent guide highlighted some of the interesting buildings near our starting pier at the Chicago River walkway, including the Wrigley Building and Tribune Tower.

Wrigley Building
Wrigley Building
Tribune Tower in Chicago
Tribune Tower

Three more interesting examples of the eclectic architectural styles:

  • Marina City has a historic designation. Considered very innovative when built in 1967, today Marina City is a Chicago landmark and, I think, ranks among the most unusual architecture in the world. Architect and designer Bertrand Goldberg believes, “There are no right angles in nature.”
  • The art deco, post-modern NBC Building has structural gothic flying buttresses.
  • This curved reflective tower on Wacker Drive is an example of contextualism.
The two round towers of Marina City as seen from a Chicago architecture river cruise
Marina City
The Art Deco, post-modern NBC Building has structural gothic flying buttresses.
NBC Building
This curved reflective tower on Wacker Drive is an example of contextualism
333 Wacker Drive

A few key skyscrapers along the way

  • The Willis Tower (Sears Tower) was the tallest building in the world until 1996. Today, it is the third tallest in the United States.
  • When built, the John Hancock Center was the second tallest in the world.
  • At 98 stories high, the Trump Tower in Chicago is one of the world’s tallest residential buildings.
Willis Tower, once the tallest building in the world
Willis Tower
John Hancock Center, Willis Tower, once the second tallest building in the world
John Hancock Center
At 98 stories high, the Trump Tower in Chicago is one of the world's tallest residential buildings.
Trump Tower

Bridges on the Chicago architecture river cruise

Chicago’s first drawbridge was at Dearborn Street. It completed construction in 1834. Following that, the city built a total of 52 movable bridges, of which 43 of the original bridges are still in operation. I think we passed under about 18 of them on our tour, but I didn’t count.

These bridges vary in style from Art Deco to Beaux-Art to Modernism.

They ALL operate a few times each year to let boats pass along the river and out to Lake Michigan. It’s a really cool event to watch.

Therefore, it’s not surprising that Chicago earned the moniker drawbridge capital in North America. In fact, it currently has more bridges than any city in America.

Two of the more than 50 movable bridges in Chicago
Two of the more than 50 movable bridges in Chicago
Drawbridge up

Residential life along the river

The Chicago River was so polluted it was toxic only 30 years ago. Now cleaned-up, river-front condos are considered desirable housing. Some of the housing high rises even have green grass parks at the riverfront.

Another draw card for river life is that River City has the only non-freezing marina in Chicago.

Riverfront condos in Chicago
River City has the only non-freezing marina in Chicago. The Willis Tower is seen in the background.
River City
a riverfront residential area, complete with a park.  in Chicago
Riverfront condos with balconies in Chicago

How to choose a Chicago architecture river cruise

With so many options, there are plenty of things to consider when making your selection. Here are some factors to consider:

  • Tour duration
    Tours tend to run from 45 minutes to 2 hours. We had a 90-minute tour and thought it was perfect. Remember, you will need to arrive early (most often 30 minutes early) when you figure out how much total time you are allocating to the cruise.
  • Tour route
    There are three legs of the Chicago River. Take a look at this map of the CAW route which highlights the key sites, and make sure the tour you pick goes past the buildings you want to see.
  • Seating options
    Outdoor seating is optimal for a Chicago architecture river cruise as so many of the buildings are tall skyscrapers. However, if you prefer being indoors, make sure that option exists. Also, while cushioned seats sound nice, if it rains, they will be and stay wet for a while.
  • Onboard amenities
    I believe all commercial boats running a Chicago architecture river cruise have restrooms onboard. Some also have full bars, snack bars, or other amenities like free stroller storage.
  • Price
    I put this criteria last on purpose. Most of the cruise pricing is comparable for what they are offering, and choosing the cheapest option may not be the best choice.

Why we chose the Chicago Architecture Foundation Center River Cruise aboard Chicago’s First Lady

Based on our criteria above, the Chicago Architecture Foundation Center river cruise aboard Chicago’s First Lady:

  • Tour duration: 90 minutes
  • Tour route: Cruises on all three legs of the Chicago River
  • Seating options: Enough outdoor seating for everyone, plus indoor options.
  • Onboard amenities: It has a restroom, full bar, and snack bar
  • Price: In the range. Check here and reserve your spot on the CAF First Lady.
Architecture Foundation (CAF) River Cruise aboard Chicago’s First Lady Cruises
Architecture Foundation (CAF) River Cruise aboard Chicago’s First Lady Cruises
Photo Credit: Chicago’s First Lady Cruises

Best alternative: Shoreline Sightseeing

If CAF First Lady isn’t what you are looking for, our next recommendation is Shoreline Sightseeing. While we haven’t personally sailed with them, the over 8000 reviews resulting in a five-star rating is very impressive. From the reviews and webpage, we can conclude:

  • Tour duration: 75 minutes
  • Tour route: Cruises on all three legs of the Chicago River
  • Seating options: Enough outdoor seating for everyone, plus indoor options.
  • Onboard amenities: It has a restroom and a full bar on some cruises
  • Price: In the range. Check here and reserve your spot with Shoreline Sightseeing.

What you need to know before any Chicago architecture river cruise

  • The cruising season typically runs from April through mid-November.
  • Bring sunglasses, a cap, or a visor, as the amount of sunshine at any moment frequently changes as you cruise past some of the taller buildings, thus affecting your vision.
  • Most cruises run regardless of the weather, so bring a light wind/rain jacket.
  • Advance reservations are usually recommended regardless of who you sail with, especially on weekends and holidays.

Extra tips if you are cruising on CAF First Lady

  • Arrive early for the best seats, which I think are on the small deck at the front of the boat. We sat on the large upper deck, where the specific seat isn’t that important as for the most part, we were looking up. However, from our observation, more highlighted features were on the left side (port).
  • Most people stayed in their seats for the entire tour; however, I moved about the boat to get better photos.
  • The dock for Chicago Architecture Foundation River Cruise aboard Chicago’s First Lady Cruises is located on the Riverwalk at the Michigan Avenue Bridge and Wacker Drive.
  • The tours are hourly from 10 am, with additional sailings on weekends.
  • The CAF River Cruise aboard Chicago’s First Lady Cruises ranked among the top ten tours in the USA by Trip Advisor in 2015 and is the current USA Today’s Readers Choice poll’s #1 best boat tour.
  • Reserve your spot with CAF First Lady here.

A personal side note:

I was born and raised in this city, and lived here until my mid-20s. Today, I come back to visit friends and family, all of whom live in the suburbs. Yet, Chicago architecture still fascinates me, and I have taken more than one river cruise over the past few visits.

More from Chicago that you might like

  • 5 Free Things to Do in Chicago: Don’t Miss These Budget-friendly Activities
  • How to See Chicago in a Day: Three Optional One-Day Chicago Itineraries
  • USA Adventure: Places to Visit on a USA Road Trip
  • Skydeck Chicago: I Stood on a Glass Ledge 103 Floors Above the Street

Have you taken a Chicago architecture river cruise?

Disclaimer: We are frequently provided with complimentary entrances, tours, or sample items to aid in the writing of Albom Adventures. However, the opinions expressed here are strictly our own.

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Category: North AmericaTag: Architecture, Boats, Chicago, USA

About Rhonda Albom

Capturing the essence of travel through photography, Rhonda Albom is the primary author and photographer at Albom Adventures. She is an American expat based in New Zealand. She travels the world with her husband.

Reader Interactions

Comments

  1. Cascia Talbert

    May 20, 2016 at 6:12 am

    I live in the Chicago suburbs, but we don’t go downtown that often. The lake is beautiful and the tall building sure are stunning. You took some beautiful photos.

    Reply
    • Rhonda Albom

      May 21, 2016 at 5:11 pm

      I try to get downtown at least once every time I visit Chicago.

      Reply
  2. Trekking with Becky

    May 20, 2016 at 3:24 am

    Whoa! Marina City is particularly impressive!

    Reply
    • Rhonda Albom

      May 21, 2016 at 5:01 pm

      I like the rounded buildings as well.

      Reply
  3. claire

    May 19, 2016 at 8:41 am

    Oh wow, you got some great pictures. I would love to visit here!!

    Reply
  4. indah nuria savitri

    May 18, 2016 at 11:50 pm

    I love them. A lot to see along the river bank and I guess we need to visit Chicago again..

    Reply
    • Rhonda Albom

      May 19, 2016 at 7:28 pm

      I used to live in Chicago and a river cruise really is the best way to see the architecture.

      Reply
  5. Rhonda Albom

    May 18, 2016 at 5:40 pm

    There is just so much architecture to see in Chicago.

    Reply
  6. Joyce Lansky

    May 18, 2016 at 3:10 pm

    I wish visiting you was still only 600 miles away.

    Reply
    • Rhonda Albom

      May 18, 2016 at 5:58 pm

      If you travelled, we might even be closer than 600 miles at some point.

      Reply
  7. Suzy Godfrey

    May 18, 2016 at 12:36 pm

    Great shots of Chicago!!

    Reply
  8. Alissa Apel

    May 18, 2016 at 9:12 am

    I loved it when we went there. All except for the wind. That I could do without.

    Reply
    • Rhonda Albom

      May 18, 2016 at 5:36 pm

      I was lucky and the day was perfect. Good temperature, no wind, and sunny.

      Reply
  9. Sharon

    May 18, 2016 at 4:17 am

    This tour was a highlight of my trip to Chicago a few years ago. I love all the buildings, and gliding along in the boat and learning about the history of Chicago is so fun. Thanks for sharing!

    Reply
    • Rhonda Albom

      May 18, 2016 at 5:35 pm

      I did a similar tour a number of years ago and the commentary was quite different (and still interesting).

      Reply
  10. Driller's Place

    May 18, 2016 at 2:52 am

    Very nice photo set of one of the most architecturally rich environments in the U.S. There is an apartment building (University Club Tower) in my hometown, Tulsa, OK, that was built in 1967 and obviously got it’s inspiration from the “Marina City” project. Thanks for sharing some very nice images.

    Reply
    • Rhonda Albom

      May 18, 2016 at 5:34 pm

      Perhaps the same architect was involved in the building in your hometown?

      Reply
  11. Patrick Weseman

    May 18, 2016 at 2:36 am

    I have never been to Chicago. I so want to go. Thanks for the tour.

    Reply
    • Rhonda Albom

      May 18, 2016 at 5:33 pm

      It is a great place to visit.

      Reply
  12. PARENT CLUB

    May 18, 2016 at 12:36 am

    I did a river cruise of Chicago last year — it was so great to hear the historical stories of the buildings.

    Reply
    • Rhonda Albom

      May 18, 2016 at 5:32 pm

      I agree. And each docent has different stories to tell.

      Reply
  13. stevebethere

    May 17, 2016 at 8:32 am

    I really enjoyed the photos Rhonda I have seen pics of Chicago before but these are much better clearer too 🙂

    Have a tanfastic day

    PS: I will add you to mine

    Reply
  14. Mary Burris

    May 13, 2016 at 1:16 am

    Chicago has some very fascinating architecture. I love skylines and these certainly lend themselves to a great skyline.

    Mary

    Reply
    • Rhonda Albom

      May 13, 2016 at 2:47 am

      The eclectic variety standing side by side is what makes it so interesting to me.

      Reply
  15. Paul F. Pietrangelo

    May 12, 2016 at 5:39 am

    I couldn’t stop laughing honda. oops Rhonda on the ( T ) Rump Building What a photo to keep especially if Trump was to win the presidency , the President of the United States, Mr. Rump. ha,ha,ha.

    I believe that you must be really enjoying your trip. Great. See ya my friend.

    Cruisin Paul

    Reply
    • Rhonda Albom

      May 13, 2016 at 2:47 am

      LOL – Paul, I think the photo is priceless regardless of the outcome.

      Reply
  16. Comedy Plus

    May 12, 2016 at 2:25 am

    Being on the water is where I would want to be too. It’s always far more enjoyable.

    Have a terrific day. ☺

    Reply
    • Rhonda Albom

      May 13, 2016 at 2:46 am

      Well of course you would!

      Reply
  17. Alex J. Cavanaugh

    May 11, 2016 at 11:37 pm

    Rump Hotel – priceless!
    Those are some cool looking condos.
    Riverboat cruises are the best way to see a city.

    Reply
    • Rhonda Albom

      May 13, 2016 at 2:46 am

      I have to admit, I laughed pretty hard when I saw that shadow. And yes, the boat tour is the best way to see the city.

      Reply
  18. Lexa Cain

    May 11, 2016 at 9:08 pm

    I’ve visited Chicago, but I’ve never been on a boat tour. The buildings are amazing. I especially like the Marina City one and the one near the water with the Willis Tower in the background. When I was young I watched the Bob Newhart Show where he was a psychologist in Chicago, and I always dreamed to have his life, be a psychologist and live in a colorful apartment in a high-rise. Funny that I transferred from Psychology to Film in college and am now living in a desert in a 3rd floor apartment … LOL!

    Reply
    • Rhonda Albom

      May 13, 2016 at 2:45 am

      Next time you visit Chicago, head out to the river, it really is the best way to enjoy the architecture and nurse your fantasy a bit.

      Reply
  19. Amy

    May 11, 2016 at 8:23 pm

    wow those are some seriously tall buildings, I have to say architecture and some of the old buildings within Auckland City are what I love, just the history more than anything is awesome.

    Reply
    • Rhonda Albom

      May 13, 2016 at 2:43 am

      Keep an eye out for art week, last year they offered a free architectural tour of Auckland during the week. It was pretty amazing.

      Reply
  20. Hilary

    May 11, 2016 at 6:14 pm

    Hi Rhonda – what wonderful photos and architecture … love the clock tower, but particularly the Bertrand Goldberg buildings – beautiful … A place I’d love to visit one day … cheers Hilary

    Reply
    • Rhonda Albom

      May 11, 2016 at 7:45 pm

      It is a pretty amazing city.

      Reply
  21. stefanie

    May 11, 2016 at 3:54 pm

    You were really able to get some great photos from this tour – I see why you enjoyed it so much! I think I like the reflection of the city in the curved tower on Wacker best – but “Rump” tower does make a statement!

    Reply

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