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Shoreline Sightseeing

4.7 (1.9k reviews)
Open • 9:30 am - 7:30 pm
Updated 3 weeks ago

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Riss G.

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

Wendy F.

Absolutely spectacular! We went to this location for the accessibility and no stairs. Walked right onto a ramp that led us to the boat. The views were amazing, our tour guide was very knowledgeable and knew a ton of history of all the buildings. The only downside is there was no shade on most of the seating so being in the direct sun was rough. But regardless we learned a lot and really enjoyed it. Definitely recommend doing it at least once!

Rachel S.

We did the 7:30 architecture cruise. Our tour guide Lia was so funny and had so much great energy! The cruise went up north and south branch of the Chicago river and ended near the navy pier. On the boat they have a bar and and bathroom, they also have a nice awning on the boat. I enjoyed learning about the buildings but I also just simply enjoyed chilling on the boat and watching all the other boats and kayaks go by.

Lydia F.

Loved it! This boat tour was my favorite part of our trip!! The boat had plenty of room. Some seating was protected from the sun with an overhang and a bar. It also had an open area with bench seats that had a good amount of lean, so that you can see the highest points. The guide was awesome. I learned a lot about Chicago's history and architecture trends over the years. A lot of the buildings "front" side faces the river, so the view is very different from the boat. The boat ride was smooth with great views. I highly recommend!!!

Jasmine P.

Spent the day cruising Lake Michigan on the shoreline cruise. The staff was very friendly, the tickets were affordable, and I had a blast with my family. It was very clean and very peaceful if you're looking for something to do that that's a little different. Definitely check this out 10 out of 10.

Scott L.

We took this tour early in the morning and it was not very crowded. Walked up and got our tickets shortly before sailing. We left from near the Navy Pier and then up one branch of the rivers while the guide gave us a humorous teching of the different building and history of the area. This included designs and the purpose of them, challenges with the river and train lines, and just fun facts with a lot of dad jokes. Highly recommend! Also, if you buy the tickets you can get a discount on the lake tour which is good for a few days (does not have to be the same day).

Ken Y.

My work friends and I took the Chicago River architecture cruise which nothing short of amazing. It was a warm breezy night with fantastic views of the city at a level below ground. Katherine, the tour guide, provided some really interesting facts about the city's history and background on the designs of so many iconic buildings I highly recommend taking this cruise if you're ever in the Windy City.

The view at the end of the tour and the captain turn the whole boat horizontally so everyone can get the perfect photo
Mimi G.

OMG--best tour I've ever taken! I tried to get on this tour three different times, and this year I finally made it aboard. It was absolutely worth the wait. The staff were amazing, both on deck and throughout the boat. We had Spencer as our guide, and he was incredibly knowledgeable and engaging. His dad jokes might need a little work, but he more than made up for it with the great information and experience he provided. If you have the chance to take a tour with him, I highly recommend it--and don't forget to leave him a tip after docking! Anna was our bartender during the 75-minute tour and did a fantastic job. She offered a variety of options including draft beer, bottled beverages, cocktails, and non-alcoholic drinks. Card payments are accepted, which made everything easy and convenient. Highly recommend this tour to anyone considering it!

Beautiful summer day
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. These photos had auto-captions - enjoy!

Regina C.

Visited Chicago three times and I've done the Architecture Boat Cruise twice. If you are visiting Chicago, this is MUST to be added to your itinerary. To give some details and not spoil the whole experience, the tour guide describes the different architectural facts that surround the Chicago river. It was truly the experience that markets Chicago as a great city.

Nick G.

Took the Shoreline Sightseeing architecture tour at noon on a clear, sunny day. The boat was comfortable with plenty of seating and good views no matter where you sat. Cruising along the river with the sun out made the city feel alive, and the skyline looked even better from the water. The guide Mary Rose was knowledgeable and mixed history with fun details about the buildings, which kept it engaging without feeling like a lecture. The tour moved at a relaxed pace, long enough to take everything in without dragging. Being out on the water in perfect weather made it even better. The tour itself was about 1 hour 15 minutes. If you're visiting Chicago, this is one of the best ways to see the city and get a sense of its architecture. Highly highly recommend.

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Thembi S.

This was an awesome architecture tour suggested to me by my niece, and she also accompanied me. We arrived around 12:20 for the 12:30 tour. I'd recommend getting there early to get a covered spot. My niece and I were in full sunlight on a 75 degree day. Initially I felt like u was going to melt into a puddle, but cooled off considerably once we got moving - things for sweaty people to keep in mind, lol. The tour was awesome and I learned so much about architecture in general, but Chicago specifically. Idk they had so much art deco. The tour guide was great, had good personality and energy and even handled some overexuberant children very well. Highly recommend this tour!

Brad G.

During our sunset cruise on night one(different company), we saw a smaller boat and noted the name of the company. That company was Shoreline. As it turns out, before we left we were checking and our Citypass still had entry to one place left. One of those places was a Shoreline cruise so we booked our time and started off walking to the area. Our Shoreline cruise was an architecture cruise. It was hot on this day so we ended up on the lower deck to hide from the sun. I caught most of the tour guides voice, stories, and dad jokes but this was more of a relaxing sail on the river. I did like that we got to see the river/buildings west of the main downtown area. Much like the Riverwalk, if you can squeeze in more than one cruise... definitely do one during the day and one during the evening. The bar is also downstairs and we needed some water. I assumed the prices would be higher. I was surprised that water and drinks were priced reasonably. Shoreline is worth your time whether you're looking to learn something or just cruise along.

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Just long enough. So many kids being unattended by their parents, it was hard to hear or pay attention. Mid at best.

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Shoreline Sightseeing Reviews in Other Languages

Ask the Community - Shoreline Sightseeing

Are there restrooms provided on the boat?

Yes

Are dogs allowed?

Contact info Phone: 312.222.9328 ext. 1… 

Where did you all park?

Try ParkWhiz app to locate parking. There are a bunch of garages around.

Did any one have a hard time redeeming their Groupon for the date they picked at the dock the day of the tour? Did they charge additional fees?

I had no problem. They scan your barcode before you board. The Groupon was slightly cheaper than a regular ticket.

Someone's review said that this is narrated by a recording? That would SUCK. Is it true?

We did a tour a few weeks ago and had an awesome guide who narrated our tour. Definitely not a recording but I can't speak to all of their cruises. When in doubt, it would probably be a good idea to give them a call and check the specific cruise… 

How long is the water taxi trip from navy pier to the museum campus?

The water taxi trip is about 15-20 minutes long.

Where does the boat tour depart from? It says 401 N. Michigan ave. Is there a landmark I can look for?

There is an Apple store and their booth right in front of it. If you go down the steps by the Apple store you will see where you can line up for the tour.

Is it necessary to buy tickets in advance or are there plenty of tickets available for walk up buyer?

We didnt need to buy in advanced. But it was in the morning on a week day.

For those in need of wheelchair accessibility, was shoreline a good fit?

There are accessible tours available. Contact them in advance for times.

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Review Highlights - Shoreline Sightseeing

“Did the Architecture tour with Brooke and it was truly a great way to see Chicago for an architecture nerd!”

Mentioned in 201 reviews

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Family Secrets Tour - Frank Jr

Family Secrets Tour

5.0(67 reviews)
1.0 mi•Near North Side

Just went on the tour today. Frank is a really nice man and the tour is Great fun. Entertaining and…read moreI was totally captivated by the stories. There's other "Mob" tours but this is one where the guy giving the tour was actually there. He grew up with all these people around him and his family. Along with his book which I also highly recommend, I would say the entire tale is fascinating and I cannot wait for it to be a movie. After the tour you really feel empathy for what this guy and his family was put through as a result of the mafia street life. If you're visiting the city, or if you are a local, take this tour, you'll love it!

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!

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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"

Assistant State's Attorney William H. McSwiggin a.k.a. "Hangman Prosecuter"

Family Secrets Tour - Tina Cruz and Liz Cote with Frank!!

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Bobby's Bike Hike - Chicago - The best logo in all the land.

Bobby's Bike Hike - Chicago

4.8(1.1k reviews)
0.3 mi•River East, Near North Side

I had a blast at Bobby's Bike Hike!! It was really fun to explore Chicago on our bikes. I really…read moreenjoyed going to the farm in Lincoln park petting zoo, and we got to feed the chickens and pet the goats! You can tell they put a lot of work to make this camp really fun for us! We went to the Chicago Field Museum and spent hours on end splashing in the waves at Ohio Street Beach each day. Our counselors took us on a fun side quest to observe Chicago's sky line from the south side of Chicago's perspective. Our counselors, Matt and Eden were exceptional!! Matt knew a ton about Chicago's history and architecture. He was really engaging and would play football with us. Eden is a natural leader and ensured that kids were safe while having a good time. Overall I had an excellent time at Bobby's Bike Hike.

Chicago Favorites Food & Walking Tour…read more Bottom Line Up Front: Tour: 5 Stars Food: 3.5 Stars Value: 3.5 Stars First of all, the tour was amazing thanks to our tour guide, Braeden. He was super passionate about the city and the food and was a wealth of knowledge on both topics. He also was very charismatic and when he shared stories of Chicago and the food, time flew by. Reflecting on the tour afterwards, my girlfriend and I remembered so many different things we learned because he was so good at keeping things interesting. In terms of the food, we hit the core Chicago staples of deep-dish pizza, roast beef sandwiches, and Chicago-style hotdogs. This was supplemented by a very small bag of popcorn and a small fudge bar. Now I've been on 20+ food tours and for a 3.5 hour tour costing $85, I'm used to 5-6 full food stops with 1-2 small bites compared to the 3 full food stops and 2 small bites, so that fell short. The tour also had an excessively large group with 14 people while many food tours are capped at 10 guests. This led to a few stops selected solely to accomodate a large group that had no significance to being authentically Chicago or foodie-driven like eating the Chicago-style hotdog at the touristy Millenium Hall (3.5 stars on Yelp). If you want to balance both the food and the tour of the city, then I'd recommend this tour for you. However, if you're only in it for the food, there might be better options out there.

Photos
Bobby's Bike Hike - Chicago - Returning from Obama Stimulus tour

Returning from Obama Stimulus tour

Bobby's Bike Hike - Chicago - Biking to the Gold Coast

Biking to the Gold Coast

Bobby's Bike Hike - Chicago - Quality Information

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Quality Information

Charnley-Persky House

Charnley-Persky House

3.3(6 reviews)
1.4 mi•Gold 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
Charnley-Persky House

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Wendella Tours & Cruises - Chicago River Architecture Tour

Wendella Tours & Cruises

4.4(1.6k reviews)
0.7 mi•Near North Side

We went on the architecture tour tonight. It was fun and informative. However, the amount of…read morespiders on the boat is ridiculous. When on the lower level you are hoping a spider isn't go to fall on you.

We bought tickets for a Sunday morning cruise (depart 10am) online and when we departed the boat…read morewas half full on the top level. We were blessed with perfect sunny skies and temps around 68-70 degrees the whole time. Our small group took up the one back corner of the boat and had a great time. The boat took us out through the lock into the harbor and then out around the breakwater into the open lake, around the lighthouse and then back through the lock (about an hour) to a nice cruise down river (30 mins). We turned around where the main branches come together at a Y. Along the way we learned about the history of the City, the great fire, why the lock exists, some local neighborhood history, reverse flow/pollution of the river, lots of building info/architecture new and old and about the lake. The lock and lake part of the trip was fun for the kids. I would recommend this type of tour if you have children so it keeps them a little entertained instead of hearing about buildings for 90 mins. The bathroom on board was clean. The bar area downstairs looked good, but we didn't drink or buy snacks. We walked from our hotel so I can't help you with parking. It's a couple flights of steps down to get to the loading area for the boat and the same steps back up to street level when you leave the boat. Last thing, when we got off our boat the lines for all the boat companies were long. If you hate lines, get the boat tour done early!! Thanks guys!

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

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Shoreline Sightseeing - architecturaltours - Updated October 2026

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