1. Shoreline Sightseeing

    1. Shoreline Sightseeing

    0

    Chicago, IL

    Shoreline Sightseeing

    4.5 (152 reviews)
    Open 9:30 am - 9:15 pm

    Shoreline Sightseeing Photos

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    Benedict C.

    I got a ticket for Shoreline Sightseeing River Architecture tour via Chicago CityPass. It was easy to book a timeslot through the CityPass app but I'm sure it's not too difficult to secure tickets in other ways. The instructions state to show up at least 15 minutes prior to the time on your ticket and I took that pretty literally. My tour was booked for 5:00PM and showed up at 4:45PM. By the time I got there the line was SUPER long. There's enough seating for everyone but if you want your pick of what seat to sit in you should definitely show up earlier. I ended up sitting on a bench on the side of the boat but I didn't mind at all, it made for good views. Eric, our tour guide, was very knowledgeable and he presented the information in a fun and entertaining way. I went towards the end of May and it was a bit chilly so definitely keep an eye on the weather and pack a jacket if it's appropriate. I guess they don't call it "The Windy City" for nothing. There is a bar on the lower deck that serves alcohol and sells some snacks but my girlfriend and I didn't partake. Nice to know it's there as an option though. I'd definitely suggest you go on the tour if you're visiting Chicago. Maybe it'd be fun even for locals that have never done it before. Very enjoyable experience!

    Chicago skyline
    Amy F.

    Such a great Chicago experience! The ride last 75 mins it's and the guide was so informative - sharing trails about the Chicago skyline. Highly recommend!

    Contextualism
    Anmol L.

    We had a blast at the architecture tour. As someone with limited knowledge about architecture, it was great hearing and learning so much about Chicago's history and the intention behind the buildings and city planning. It was so inspiring hearing the story and life's work of Daniel Burnham! He came up with a plan on how to effectly build a city for and set an example with Chicago. It's amazing to see how they implemented his ideas and how beneficial they have been comparing it to other major cities. We learned about the resilience of the people bouncing back from the fire and the meaning behind Chicago flag. It was great hearing from someone that was knowledgeable and passionate about the topic. It is worth spending you time here as a tourist early on your trip so you can witness your lessons while you tour around!

    View from the boat at the beginning
    Aimee A.

    This is the second time I have done an architecture cruise in Chicago. Different company, but just as great. Took family this time. Our tour guide, Joe, was outstanding. Covered a lot of history and explained the relevance of the architecture. Would go again with this company. Took the 10:45am tour - great views and good weather. Utilized the tickets through the C3 pass.

    Eddie R.

    Very impressive and unexpected. We were at a ball game when someone told us about this tour. This was our first time in Chicago and they highly recommended this tour. I looked it up immediately and found this one. I booked it for the next day. The confirmation was easy to follow and find the meeting point. We took the 1030 tour. It was full but not packed. We had Sadie for our guide. She is a local and was super knowledgeable. Her description of every building on the river was super impressive and very informative. She gave us historical information. She gave us information on building codes from past and present, fun facts, and she made it fun. We learned more about Chicago in 1 1/2 hours than i could have learned from a book or a class. Like what the locals did for me, I will tell you, this is a must. This was worth the cost and time we had during our trip. Make the time and take the tour. You will not be disappointed.

    Brian H.

    Excellent tour of Chicago on the river. Good narrator and plenty places to take beautiful photos and videos. There is a bar downstairs in case you want to grab a ginger ale or brewski. 5 stars!

    Dominique W.

    Architecture tour was a beautiful way to see the Chicago skyline and learn the history. I loved the evening/nighttime tour. Seeing all the buildings lit up was awesome. Our guide was friendly and knowledgeable. They did have a bar so I enjoyed having a cocktail as we sailed !

    Tony H.

    Their ticket booth is location on Michigan Ave. near where that Apple Store is on the north part of the river pass. I did the 75 minute architecture tour hosted by Jeremy, it was absolutely worth it. Shoreline Sightseeing is also part of City Pass so you can get a discount on your ticket with that. The "boats" have bars and food options downstairs, the tour guide gives a lot of history about Chicago and the architecture, there's also a lot of great skyline views during the ride. With all the things you can do in Chicago I would put this tour on the must/you have to try on your first visit here.

    Donna K.

    The Thursday night we were in town we took an architectural cruise down the Chicago River with Shoreline Sightseeing. We all boarded the Evening Star and got settled. You could sit in folding chairs facing forward or on the benches on the side. All were comfortable and because the boat was open you had a great view no matter where you sat. We had a wonderful tour guide named Victor. Not only was he knowledgable but hilarious. He kept it light and entertaining while giving us lots of information. I won't pretend to know all the technical terms or to even be able to explain all that we saw. I do know that I saw buildings in a different way than I had before. I had never seen or heard anyone so passionate about architecture, but you could tell Victor was totally in it. He made me want to understand it. The buildings really were beautiful. We also learned about the bridges and the history behind the architects and builders. Victor also went into detail about future projects along the riverside. I was fascinated by the parks and small patches of tranquility along the river within the tall buildings If you are looking for a unique experience, this is it. They do more than architectural tours. They also offer Lake Tours, Fireworks Tours, and Water Taxis.

    My dad and me enjoying the ride.
    Gloria H.

    The guide was very knowledgeable and the experience was laid back and very enjoyable. Drinks were tasty. I was impressed with the navigation as well, there was an amazing amount of water traffic. We did the tour from the lock to east and west of the Chicago river. Loved seeing my hometown from a different angle.

    Risto K.

    Hands down most amazing sightseeing tour I have done in Chicago. I did not know what to expect, but this 75 minute tour was awesome! Our guide Victor knew in and out about every building development, uniqueness, history, architectural styles, pros cons and just a plain history of it! Must do for visitors and locals alike!

    Betty H.

    We took this 90-minute Architecture River Cruise as part of the City Pass, and we loved it. Learning about the architecture, landmarks, history, and stories of Chicago was amazing as first-time visitors in Chicago. We departed from their Michigan Ave. location, which is right by the Apple Store along the water. As you enter the boat, a picture is taken (if you choose to) and will be available for purchase at the end (we paid $25 it includes 1-5"X7" & 2-3"X5"). We checked the weather ahead of time, so we prepared with a coat because it was chilly. They have all type of beverages available for purchase, such as cocktails, soda, coffee, and tea. Restrooms were clean during our tour. Shout out to our tour guide 'Jim', who was extremely knowledgeable, friendly, welcoming, and simply amazing! Overall, we had an informative, excellent experience with Shoreline and are so glad we chose this tour. It did not disappoint.

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    8 years ago

    Great tour for a family of 5 with 3 kids under 10. Ben was an awesome and knowledgeable tour guide.

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    Thanks Ben and crew! I appreciated your passion for architecture and the city of Chicago!

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    Amazing tour tremendous information. History on the building and city of Chicago. Big shout out to Jim for his knowledge!

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    Shoreline Sightseeing Reviews in Other Languages

    Ask the Community - Shoreline Sightseeing

    How long does the journey between Navy Pier to Willis Tower usually take?

    The water taxi trip takes about 15-20 minutes.

    Will the water taxi take me from the Navy Pier to Grant Park to the Taste festival on Sunday ??? What much time will this taxi and how off does it run??? how much?

    Thank you for your question. Our water taxi's operate from Navy Pier to Museum Campus(Shedd Aquarium). We will not be operating to Grant Park that weekend due to our tour schedule.

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    Review Highlights - Shoreline Sightseeing

    The architecture tour with Sarah was very entertaining and relaxing after a long day of traveling and walking.

    Mentioned in 14 reviews

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    Family Secrets Tour - Frank Jr

    Family Secrets Tour

    5.0(66 reviews)
    0.5 miNear North Side

    This was probably one of the best tours I've been on, and my fiancé (who has very high standards…read moreabout these things) agrees. We booked a tour for Saturday at 2 pm. There were some technical difficulties and the TV system on the bus ended up not working. Mr. Frank Calabrese Jr was very professional and good-humored about the situation. He offered everyone on the bus the opportunity to come back free of charge so that we may have the full experience with the photos he had been intending to show us. He proceeded to do the tour without the presentation, which honestly was great in itself. He is a very good story-teller, and had a great narrative. He had notes with him but only referenced them a few times to make sure he wasn't forgetting anything. Everything was super authentic and off the cuff. I loved that we went around Chicago and we were able to get glimpses of how the city was like in the 60s-90s. What made this tour so great was that these stories were first-hand. It didn't come from someone who spent hours studying the history; this was his real life. He was very genuine about his experiences, and his anecdote about his kids at the very end of the tour made me tear up a bit. He even invited us to stay for happy hour at the Chop House to have a drink with him to talk. I would highly recommend this tour to anyone, regardless of whether you know the mob history or not. I personally didn't know too much, and still was captivated by his stories. He does have a book (which I definitely intend to read) and a movie in the works!

    I'm a huge fan of true crime and Chicago history, so I'm surprised to say that this was my first…read morecrime tour ever. But everything happens for a reason, and it seems that reason was that I was meant to wait until the perfect one came along -- that, my friends, happened to be the Family Secrets Tour. I met Mr. Calabrese Jr. weeks ago when he presented some of his intriguing life stories at an event at Chicago Chop House, and I knew that evening that I had to book and experience the real deal, aka his bus tours. My friend and I booked a tour for a Friday afternoon recently that started at 2pm, and though there was a bit of a delay because our bus's TV monitors weren't working, Mr. Calabrese Jr. smoothly filled the time with some behind-the-scenes stories he said he usually doesn't share on the tour. I was hooked immediately. To be honest, before this tour, I had no idea the stories his family was involved in were so high-profile (I even talked to my family afterward, and they ALL knew every detail and were mad I didn't invite them! Sorry family!). But even while he showed us news clips, a lot of photos, and told all of his stories, he remained modest, which made the entire experience endearing. Mr. Calabrese Jr. is super charismatic and a great storyteller, and you can tell he genuinely loves telling his story and showing everyone around the neighborhoods where he grew up, and where big moments happened in history to people who were in "the life." I truly enjoyed this tour and I recommend it for anyone who wants an real, honest, non-theatrical recap of Chicago's mob history. The Family Secrets Tour is engaging and delightful. Thank you so much for captivating us, Frank! Can't wait to bring my family along some time!

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    Aftermath of the car bomb attached to the underside of Michael Cagnoni's silver 1979 Mercedes-Benz.

    Family Secrets Tour - Assistant State's Attorney William H. McSwiggin a.k.a. "Hangman Prosecuter"

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    Chicago Architecture Center

    Chicago Architecture Center

    4.8(816 reviews)
    0.1 miThe Loop

    This is a must-do when you visit Chicago. The architectural tour was very fascinating and…read moreinformative. While the tour is an architectural focus, Chicago's history is intertwined, and it was interesting to see how historical events influenced design and the planning of the area. Our tour guide, Jessica, was so knowledgeable and a great speaker. The tour lasted almost 90 minutes, and traverses the three branches of the Chicago River. The boat offers seating on the top deck and inside. For the best views, the top deck is better. We took the 10:00 tour, and there was ample seating in early June.

    If you're in Chiago you have to do the Architecture tour at least once. If you're in Chicago…read moreduring the Summer as I was you can seek sanctuary in the air conditioned lower level. I wish the audio was a little bit louder on that level due to the sound of the fans and people talking. If you like my reviews, consider "following" my profile for reviews all across the SF Bay Area . Why "follow" someone? It causes the person you follow's reviews to tier to top when you pull up a business. I find this very handy when researching venues. Rod's Review grading scale explained. Essentially I personally base it on the likelihood of a return visit and I try to be stingy with 5 star reviews since they should be "special" in my eyes. Price/Value also play a role obviously but there are $ and $$$$ littered across my grading scale. 5 stars - "I'll go out of my way" (approx 6 % of my reviews) 4 stars- "If I was in the area I'd go here and would recommend", (approx 38% of my reviews) 3 stars "Maybe if was nearby", (approx 37% of my reviews) 2 stars -"Would likely not return, Only if you want to go", (approx 16% of my reviews) 1 star -"No thanks, even if I was hungry", (approx. 3 % of my reviews)

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    Chicago Architecture Center
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    Charnley-Persky House

    Charnley-Persky House

    3.3(6 reviews)
    1.3 miGold Coast, Near North Side

    One of the many Frank Lloyd Wright houses on our list, we bought tickets while in town…read more I will say apart from the house being somewhat contradictory to many attributes that make up a Wright design, the house was very nice. The tour however was probably one of the weakest I have been to. Our guide was forgetful and really didn't go over the basics with the house as we are accustomed to with Wright tours: commission of the home, Wright himself, change of hands with home, and while walking thru it- design aspects chosen inside the home. There's three levels - you only get to see two, and the second floor is currently an office so it is hard to get a real feel for the place. Easily the weakest tour we have been on

    I love the work of Louis Sullivan and Frank Lloyd Wright, so touring this house made perfect since…read moreas both were involved in its design. The mansion is located in a gorgeous corner of the Gold Coast and represents an important part of the city's architectural story. That being said, it's not the most impressive historic house I've ever been in. In fact, it wasn't the most impressive one I went in on that day. For me, the things that made this tour worth doing were the small details like the windows, doors, wood screen in the hallway, and the fireplace surround. There aren't many rooms and the furnishings are not original. The textured walls seem odd and the lighting has been altered in several places (like he sconces). The tour guide was very knowledgeable, but they don't know much about the original owners due to their private nature. The building is now used as offices, so the upstairs bedrooms contain desks and bookshelves rather than being set as they were intended. It takes some imagination when you walk though them. The house is only open two days a week - Wed and Sat. I bought tickets I advance, but you can probably get them in person most times. I'm glad I went, it the friend who accompanied me thought it wasn't as impressive as the other houses we toured that afternoon.

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    Charnley-Persky House
    Charnley-Persky House
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    Wendella Tours & Cruises - Chicago River Architecture Tour

    Wendella Tours & Cruises

    4.4(1.6k reviews)
    0.1 miNear North Side

    First time on the architecture boat tour on the recommendation of a bunch of friends who had…read morealready taken the tour in the past. Personally, I was pleasantly surprised. The words "architecture" and "boat tour" don't immediately spell a fun time in my mind. But this tour is 1) a pleasant way to see the center of Chicago from the water, 2) actually interestingly informational, as the tour guides are extremely on top of their game, 3) much more dense that you expect (these guys are talking non-stop), and 4) surprisingly good views, especially when you get all the way out into the edge of the harbor! Finding the place was a bit roundabout, but once we got there, staff were super friendly, and it was easy to get on the boat and off to our next stop afterwards. Parking suggestions on the site are solid too. I'm not sure whether I'd do it again, but I'd definitely recommend it as a must-do stop on any visit!

    90 minute Architecture tour…read more It was a cloudy, windy, and cold day in June. Even with the clouds rolling in & out and blocking a lot of the views it was still interesting and our awesome guide, Bobby, was knowledgeable, funny, and kept it interesting and flowing for adults and kids. The tour starts on the river heading towards Lake Michigan. The ride into the lock was a little lengthy as we had to wait for them to fill it with boats first. Once we made it onto Lake Michigan it was very chilly, but I'd rather be freezing than sweating like crazy on a hot humid day. We were on a smaller boat which was nice. - upper deck: Seats long the outside and chairs in the middle. Only wish they had cushions. - lower deck: had some small seating outside and standing bar tables - lower deck: indoor restrooms and bar area - snacks, drinks available for purchase If rain is in the forecast bring paper towels to clean off your seats. I also saw some people with Wendella rain ponchos, but not sure where to get them? Really fun and beautiful way to see the city! Highly recommend!

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    Wendella Tours & Cruises
    Wendella Tours & Cruises
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    Shoreline Sightseeing - architecturaltours - Updated July 2026

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