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    Wateriders Kayak Tours

    4.5 (308 reviews)
    Closed 9:00 am - 8:00 pm
    Updated 3 months ago

    Wateriders Kayak Tours Photos

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    Faith D.

    Was looking for something to do last minute on our last night in Chicago and saw that Wateriders does a moonlight tour. I was unable to book online same day, but I called and they said that I could still swing by and join them in an hour. My group and I chose to all do single kayaks, but you can also do doubles if you'd like. Kayaking through the Chicago River at night is absolutely BEAUTIFUL! I highly recommend. The city looks so amazing at night and it was a pretty easy route. Larger boats come through too and it wasn't very hard to stick to the sides out of their way. The guides with us that night were Peter, Jack, and Sarah, I believe and they were all great. I learned some good fun facts about Chicago too! I did think the mixture of experience of other people in the tour was the one thing I did not like. I'm not an expert kayaker but I do know enough not to splash other people or hit them in the head with the paddle, both of which happened to me. People were also pretty inconsiderate and would cut off other kayakers. It definitely put a damper in the experience but that was just the combination of people in my tour, so fyi!

    Chicago
    Andrew P.

    Man, this was the unexpected highlight of my recent 5-day trip to Chicago. Booked this on a whim through a Chicago friend... I wanted an activity to help show my cousin around Chicago for the first time so we did the Architecture & History tour, each in our own kayak. He'd never kayaked before, and it was a simple, fun, and safe little training session while we got going. Beautiful summer day and what a fascinating way to explore the city and see those buildings. Our leader, Matt, was a funny and gregarious guide and always directed us safely and helped create a vibe of camaraderie in the group. Super nice guy and just spouted knowledge about Chicago's history and the history of the Chicago river. It was such a sensory experience to get some exercise in while feeling the Chicago sun and hearing the water and factoids about Chicago ghosts and boats etc! I even had a chance run-in with an old friend I hadn't seen in years who happened to be walking along the Chicago Riverwalk at the very moment I was paddling down below. The whole thing was magical. Special thanks to Charlie who helped set us up with the right tour for what we wanted, and our tour guide Mateo H. for being the best we could have asked for. Trips are precious - sometimes they're a flurry of activity and you get home and begin to process the whole series of moments... this is a standout moment and I highly recommend this for anyone who is experiencing Chicago for the first time or - like me - experiencing it anew from a new vantage point. THANK YOU for a beautiful memory!

    Amanda W.

    We got a Groupon for the Rockwell tour and it was amazing. Two hours was plenty of time to explore the river. I wanted to see downtown but we could see the buildings from so far away. It was relaxing and I found myself exhausted after paddling for an hour. I didn't think I would had made it back to the dock in time. We did luckily. I think the Rockwell location was awesome. Lots of choices for food and entertainment. Really nice atmosphere.

    Devon B.

    We had a really great tour with Derek! He had great energy and kept us safe throughout our time on the River. I learned tons of new things about Chicago, despite having been to Chicago close to twenty times. The best part was how beautiful the city was from the vantage point of the kayak.

    Chicago downtown view while kayaking
    Naveen K.

    Been a wonderful experience with Tanner at Water riders Kayak tours. We did the moonlight tour (stating and 8:15 pm for 90 minutes).Kayaking though Chicago downtown at night is a beautiful experience and happy to do this with a friendly team at Waterriders Kayak Tours.Highly recommend.

    I am ready to go.
    Paul H.

    Derek and Ethan did a terrific job with the architectural tour this afternoon. I had a blast! They provided a short tutorial for any first time kayakers, and I found it very helpful. I had rowed in a canoe before, but this was a little different, as you are holding your paddle nearly the entire time while you're in the water, and if you tip too far to either side, you'll capsize. So, you have to be sensible. Once I got over some early jitteriness and got the hang of kayaking, I really enjoyed myself. I highly recommend Wateriders. Their entire staff was great and knew what they were doing. Very professional. You should definitely give them a try.

    After a half an hour of balancing my son became a pro
    Frances I.

    First time and we'll go back. the hosts Jack and Jack were wonderful with how to enjoy your time. Don't forget your sunscreen and have lots of fun!!

    Merchandise mart & chicago river
    Kori S.

    My sister and niece were visiting from out of state and this was the perfect chicago architectural tour for us on the water. Our tour guides were awesome and knowledgeable. The parking and kayak entrance area were perfect and less busy than what I was anticipating so that was a plus too. I plan to go again soon!

    Joee L.

    I'm so torn over this review. We did the Saturday night fireworks tour. The guides were fantastic and the fireworks spot was amazing! The only thing I didn't like about this tour but it was as a big thing was there was SOOO many people on it and most had no idea how to kayak. Which meant a lot of people running into my kayak when there was plenty of room or traffic jams with kayaks all on top of each other or getting wet from people's paddles running into me. If you are new to kayaking this tour is for you. Extremely patient funny guides. If you aren't new to kayaking keep in mind you are going to be surrounded by a lot of people that have never kayaked in their life. I would guesstimate there were close to 50 people on our tour. There was a lot of guides to look after everyone, it was just a big group with a lot of time spent getting in and out of the water etc. I thought the location was super easy to find based on the email directions. Overall though, this is a great way to see the city and enjoy the fireworks.

    Kate L.

    My first thought after finishing our kayak tour was "when can we do this again?!" After living here for many years, seeing the city from the river was a stunning change of perspective. And Waterriders made for an amazing first experience! My mom and I did the morning architecture tour, and everything from the on-land instructions to the stories when we were in the water was super well done. The whole thing took about three hours, and on a perfect summer day, it was exactly the right amount of time. Our guide was funny and personable, but not over the top cheesy. And the staff helped with getting into and out of the kayaks, so you stayed dry the whole time. In looking at the various kayak companies, I ended up being really glad we chose Wateriders. Urban Kayak's bright green kayaks seemed to be all over the place on the river -- not in popularity but as in lots of them seemed to be floating away, lost and unorganized. Waterriders did an amazing job corralling both the kayaking pros and novices alike to respect the rules of being on the water and keep everyone together to hear the tour. I can't wait to do this tour again or check out their hourly rentals. And I've already been talking it up with basically everyone I know!

    When we started to get in the water
    Lazaro V.

    I finally went Kayaking, I was nervous since I never did it before ; but they were all very welcoming and supportive to everyone. Orion (cool name) went through instructions and we went into the water. The tour was an hour and a half and we saw Chicago in a different light and view. I would definitely recommend this place. You will feel protective and safe. Enjoy

    Chicago River
    Osiris R.

    From the moment we signed in to the moment we left the experience was wonderful. They made sure to provide hand sanitizer upon entry and sprayed down everything you'd be using. We were provided with a beginners course were they walked around to make sure we knew followed exactly what they were teaching us on land before even getting on the water. I appreciated that the most, and although you may think you got it during the class you might get stuck in the water. No worries at all though , because the tour guides stay on the side line to help anyone who may be having difficulties getting into the rhythm. They make a few stops along the way which you can use to take some very good pictures or just take in the amazing view our city has to offer. I'd recommend this ! Go out of your comfort zone a little , you won't regret it!

    Kayaks
    Carol S.

    Great tour! Very organized and professional group of guys. Seth was a great guide...very funny and knowledgeable. A great way to see the city! Highly recommend.

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    Page 1 of 8

    Ask the Community - Wateriders Kayak Tours

    Is there anyone in this organization who can paddle for my husband with limited strength? Please say yes!

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    Review Highlights - Wateriders Kayak Tours

    Our tour guide, Seth, was extremely knowledgable and made the tour extra fun with his good sense of humor.

    Mentioned in 27 reviews

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    When you arrive the signs are very clear. We almost got looped in with the wrong time and the…read moreemployees were very helpful in ensuring we made it to the right boat! A side note there is a Peet's coffee right above this that you can stop in for a snack. They also have a full bar and snacks available for purchase on the boat which was a surprise to me! The bathrooms on board are super clean as well. Now, the best part was Scott! Our tour was engaging, fun, and very informative. You can barely feel yourself moving which is wild! I got a ton of great photos and learned so much about the city. I would do this exact tour again it was so fun. They do have lots of options to choose from!

    I never write reviews, but the experience with Wendella Tours was bizarre and made me angry. AVOID…read moreTHIS TOUR GROUP. Me and my partner scheduled a 90-minute architecture tour for 06/24/2025 at 8:30PM (Total $90 for two tickets). We arrived early and while waiting, we received an email at 7:56PM saying there was an issue with their boat and they had to cancel the tour. We went down to the ticketing office and spoke with the employee. He explained there was an issue with their boat and it was impossible to refund our tickets at his ticketing office. He advised me that we could call the main office number and ask for a refund and then shrugged saying he wasn't sure if they would be able to. The employee stated he could reschedule us to 8:45PM (a firework tour - not what we wanted) or 9:00PM for the architecture tour. I advised him we would be fine with shifting our plans to 9:00PM. He printed me and my partner our tickets and we stepped aside to wait for an hour. We looked at the tickets and noticed that the 9:00PM tour was printed as only 45-minutes long, not the 90-minutes originally purchased. I went back up to the ticketing office and inquired about the discrepancy and asked for a refund on the difference, as the 45-minute tour was only $28 per ticket (Total $56 for two tickets). The employee again said he couldn't refund us for the difference. At this point I was upset because literally, what do you mean you can't refund the difference? After me being persistent (and a different employee also saying no refunds), they finally admitted they actually COULD refund me there, and then issued me a refund / receipt saying my card would be credited for the original amount in 2 - 5 days. I left completely confused by the interaction. How are YOU going to cancel on me, and then say "Oh no refunds" *shrug*. Umm you didn't provide the service I purchased... I would urge you to use literally any other architecture tour group.

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    chicago architecture center boat tour on the "the first lady" was well done. very rainy day but a…read morechoice of remaining upstairs out in the open, where we were given a big umbrella which was nice, or some of our group went downstairs out of the rain. liz our docent was so knowledgable and informing, 11 out of 10 for her.

    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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    Wateriders Kayak Tours - boating - Updated June 2026

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