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    Shoreline Sightseeing

    4.5 (155 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.

    Chicago skyline

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

    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.

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    1 month ago

    Sam S. Was great today!!! Very knowledgeable and good humor as well. A+++++++ would love to do this tour again soon.

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    2 months ago

    Great $$, Plenty of room on the boat and wonderful commentator! I would definitely recommend

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    3 months ago

    It was wonderful. Liam (spelling??) was our guide and was HILARIOUS!! The view of the buildings from the river was like no other.

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    4 months ago

    This was one of the cheaper tour options, so my expectations were low - but Josh did an outstanding job! Very informative and entertaining.

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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.

    View All 3 Questions

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

    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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    Shoreline Sightseeing - Chicago Fire Department near Navy Pier

    Shoreline Sightseeing

    4.7(1.9k reviews)
    0.6 miNear North Side

    This tour was on the top 10 list of our things to do in Chicago. I researched all the boat…read morecompanies that offered the Chicago architecture boat cruises and Shoreline Sightseeing came out hands down #1 for us in tour length, type of cruises, accessibility and in price for what you got. Best deal. Our tour guide was happy, energetic, and very knowledgeable about Chicago because he was born and raised there. We chose the 75 minute, 4pm Chicago River tour and it covered a lot! We never lost interest and learned about Chicago's history. It is well worth it! Our Architecture River Tour boat departed from the dock at Navy Pier. We learned that their boats are the most accessible at this location. Their boats can accommodate wheelchairs up to 30-inches wide. Your wheelchair must be able to navigate a ramp with a 2-inch step at one end. I needed one that was kind to my knees. Best to call them for more details. They were very helpful whenever we called them. Their boats are both double-decker and single-level boats, and there is generally no protection from the sun, rain, or wind. There is a small bar on the main level. Restrooms are located on the lower deck, which is accessible only via stairs from the upper deck. Enjoy! It's amazing!

    Sam S was a great tour guide!…read more Awesome tour! Great info, lovely views! The boat was large, comfy, onboard restrooms and bar.

    Photos
    Shoreline Sightseeing - The Chicago Architecture Tour boat cruise was amazing!

    The Chicago Architecture Tour boat cruise was amazing!

    Shoreline Sightseeing - Top deck - guide Joe

    Top deck - guide Joe

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    Chicago River Boat Architecture Tours - Our boat

    Chicago River Boat Architecture Tours

    4.7(292 reviews)
    0.3 miNear North Side

    Such a great city for architecture, the very oldest building sitting next to the newest…read moreskyscrapers. I loved this tour...even though it rained and we had to spend part of the tour inside to stay dry without much of a view, it was still a great tour for the cost. We were warned to make a reservation cause the tours do fill up, and this was a holiday weekend. Do not leave Chicago without doing this!

    There are many different boat tours out there with different prices and different lengths of time I…read morewould definitely recommend the architect boat river tour. I would say if you have 90 minutes this boat tour is a must do. I believe the option times that we had to choose from was anywhere from 10:00 a.m. for the first boat going out and the last boat was 4:00 p.m. but check the website for exact times. We booked our tour online to make sure that we got the time and date that we wanted to we preferred earlier in the day. We booked about 2 months out. These tours fill up quickly especially in the summer time. We started lining up about an hour before to make sure we got a seat up top so we could enjoy the view. If you prefer to sit inside you still will be able to hear the tour guy just you may not be able to see everything he is announcing it may be on the other side of the boat which you may not see if you're inside because of other people that are sitting. Our tour guide was wonderful explaining the different buildings and if you had any questions he would definitely answer those questions later on. This was my second time in Chicago I learned many new things by going on the tour I am glad that I did and I would recommend anyone else to do so as well.

    Photos
    Chicago River Boat Architecture Tours - Boat top floor

    Boat top floor

    Chicago River Boat Architecture Tours
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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

    I've been to Chicago many times, but never did the architectural boat tour thinking 'oh it's too…read moretouristy.' This time I gave in thinking the weather is nice and I want to do something relaxing. Wendella was highly ranked and a friend recommended them. I was bummed when I saw the 90 minute sunset tour was sold out. I saved $50. lol I was happy to find that they had a 45 minute tour at 8pm. This was actually perfect and for $28! I got to see a little bit of light when we boarded and the actual sun setting and views of the city in the dark. Very beautiful. The host tries to tell us history and be funny, but I think most were busy taking photos or just relaxing as a breeze hit. The ride is smooth so not to worry if you typically get motion sick. I felt fine. You may book tickets online and I'd show up by 7-7:15pm to get on the 8pm boat. The line gets long and if you want premium seating in the back or along the sides, then you want to be early. This 45 minute tour takes off a little bit further in than the 90 min one that has entry just off the bridge by Michigan Ave. Not sure if the boat had a restroom. Overall I'd budget about 2ish hours for this activity from the time waiting in line, cruise, and getting off the boat. Highly recommend!

    So many choices, lucked out with today's architectural tour with the amazing John narrating…read more Knowledgeable, comical, and personable, I learned an incredible amount of Chicago history and architecture while being entertained. Who knew? Plus over 75 photos!!! This is a MUST DO for visitors and locals alike !!! Thank you John!!

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    Wendella Tours & Cruises
    Wendella Tours & Cruises
    Wendella Tours & Cruises

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    Shoreline Sightseeing - architecturaltours - Updated August 2026

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