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Play Pen Yacht Charters

5.0 (1 review)
Open • Open 24 hours

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Wendella Tours & Cruises - Chicago River Architecture Tour

Wendella Tours & Cruises

(1.6k reviews)

Near North Side

We got lucky and pulled the perfect day to be on the river, but even without a beautiful, temperate…read moreday I think it would've been fantastic. Our tour guide, Zack, was a wealth of knowledge, fun facts, puns, and recommendations for other Chicago activities. He was super passionate about the history of the buildings and the styles of architecture, which made the experience more exciting for those of us who (*cough*) don't really care about either topic. The boat was very clean, had ample bathrooms, a bar with all kinds of hard and soft drinks and snacks, and what appeared to be good safety provisions. Glad we didn't have to explore that issue further. 10/10, highly recommend Wendella!

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!

Shoreline Sightseeing - Chicago Fire Department near Navy Pier

Shoreline Sightseeing

(1.9k reviews)

Near North Side

A river tour is a must when visiting Chicago! We decided to do Shoreline Sightseeing, and it was…read moresuch a great experience. We were nervous because my mom gets motion sickness easily, and we weren't sure she'd be able to enjoy the tour. Thankfully, the water was calm enough, and she absolutely loved it! The views were beautiful, and we learned so many fun facts about the city along the way. Definitely recommend adding this to your Chicago itinerary!

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!

Chicago Architecture Center - The new Chicago Architecture Center at 111 E. Wacker Dr!

Chicago Architecture Center

(570 reviews)

$

The Loop

Almost everyone you meet in Chicago who loves their city will ask when you tell them you are…read morevisiting from out of town, "Have you done the architectural boat tour?" People in Amsterdam will also ask if you have done a canal boat tour - and you have to do these when you visit these cities. Our docent volunteer guide, Steve, was excellent. He was very personable and extremely knowledgeable about the city's riverside buildings and its history. The boat staff was also hardworking and ready to help with any issues, from getting a drink at the boat's downstairs bar to handing out covers when the rain hit us. For what we paid, the 1.5 hour tour was more than worth it. I recommend sitting at the top towards the back, as you don't have to crane your neck as much when he points out places of interest. This was a truly wonderful experience and I would do it again in a heartbeat.

Not what I expected overall but it was still a very educational experience. Scoring tickets to…read moreChicago's Architecture Center through our hotel, we used the tickets as a good time filler. Not a must see or do attraction but a great day filler activity as you explore the city. Loved the wealth of information they offer as it's valuable to understand Chicagos importance from the ground up! I thought it would be more about highlighting the amazing architectural buildings around the city but nothing like that. It's was more about the environmental impact the city has and the hurdles when designing buildings around town. The staff were friendly at check in and provided great service overall as they were kind and helpful. Small center that you may explore at your own pace and may or may not be worth the admission price. But scoring free tickets it allowed us to be selective in our day or day plans to include the activity to pay it a visit!

Play Pen Yacht Charters - boattours - Updated October 2026

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