1. Shoreline Sightseeing

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    Chicago, IL

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    Shoreline Sightseeing

    4.5 (156 reviews)
    Open 9:30 am - 9:15 pm

    Shoreline Sightseeing Photos

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    James K.

    This is a must do if you are in Chicago. Took a 75 min architectural river cruise. Our guide Elliot was amazing. Very knowledgeable and entertaining. Great way to learn about the history, see amazing architecture and see the city. Will do this every time I am in Chicago

    siri g.

    I booked this architecture tour through CityPASS, and it ended up being one of my favorite things I did in Chicago. The tour started right on time, and the entire crew was friendly, organized, and professional. Our guide was knowledgeable and shared lots of interesting facts about Chicago's history, architecture, and the city's iconic buildings. It was the perfect balance of information without feeling overwhelming. If you're visiting in the summer, I'd highly recommend the 7:30 p.m. tour (I went in June). During the 75-minute cruise, you get to experience the city in daylight, during golden hour, and as the skyline begins to light up after sunset. It made for some incredible views and photos. It's a fantastic experience that's enjoyable for all ages and one I'd definitely recommend if you're visiting Chicago.

    rainy day makes people go away
    Chris W.

    As someone who had never been to Chicago I was told that this was one of the "must do" things to get the full experience. Originally I was annoyed that it was going to rain the day that I did it, but that ended up being for the best because it scared a lot of people away. From the look of all the empty chairs they can pack a LOT of people on these boats. I'm not sure I would have enjoyed myself if it was so packed. It was nice that they had restrooms available because this is a lengthy ride. I learned a good deal and got to see some interesting sights. I thought it was worth the time we spent on it.

    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!

    Chicago skyline

    Eric was our tour guide and he did an amazing job. Very fun, very professional and very knowledgeable.

    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.

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    1 year ago

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    1 year ago

    Docent Don was the bomb. I enjoyed the river and it was beautiful weather. Thank you to Shoreline

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    1 year ago

    Fantastic tours, highly recommended. Arch tour is the best. Must do when in Chicago. I loved it.

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    3 years ago

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    1 year ago

    Even in the rain, it was still a great tour. Tour guide knew their stuff and everyone else on deck was friendly and helpful.

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    4 years ago

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    2 years ago

    Great tour! Brook kept everyone entertained and had lots of fun stories. Learned a lot, thank you!

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    2 years ago

    Awesome tour. Loved Sadie and her delivery. What a pro! If you're coming to Chicago, I definitely recommend this tour!

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    9 years ago

    Inexpensive way to get a wonderful view of the city and get where you need to be. We went from navy pier to museum campus for $10

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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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    Marquette Building - The Marquette Building

    Marquette Building

    4.3(6 reviews)
    0.8 miThe Loop

    The Marquette Building is a beautiful example of the Chicago School of architecture. The early…read moresteel framed sixteen story skyscraper was built in 1895. The steel frame is what allowed long "Chicago windows" due to less pressure of the masonry. It was designed by Holabird and Roche. The skyscraper was named for Father Jacques Marquette, the first European settler who explored Chicago in 1674-1675. Mosaics, sculptures and bronzes honor this expedition in the Marquette's entry and lobby. The bronzes and sculptures show the trip and important historic figures that were met along the journey. The railing around the atrium features beautiful Tiffany designed mosaics. Louis Comfort Tiffany was commissioned to create a mosaic frieze to detail the story of Marquette's life, the exploration of Chicago and the Native Americans that he met. Art panels are made of lustered Tiffany glass, mother-of-Pearl and semi-precious stones. It is stunning! The building is free and open to explore. Ask the security guard for a brochure or if you are lucky, he may even share some history about the building. There is also a small exhibit behind the lobby that discusses Chicago skyscrapers and architecture.

    Chicago September 2019…read more Walked into the Marquette Building in downtown Chicago to view the beautiful artwork in the lobby. No admission fee. Just walk in and enjoy the view. The lobby is not too big but filled with stain glass art work that is eye catching. One can view the art from the first or second floor. Many Yelpers have already posted photos with great historical commentary. I'll just add a #metoo. No where to park around here unless you want to spend $30.00 ... I just jump on the CTA and pay $2.50 one way (or $5.00 round trip). Many of the buildings in downtown Chicago have fantastic art work in their lobbies. Most are free to explore. Welcome to Chicago !

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    Marquette Building - Amazing Tiffany mosaics that tell the story of Chicago

    Amazing Tiffany mosaics that tell the story of Chicago

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

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

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    Shoreline Sightseeing - architecturaltours - Updated September 2026

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