Urban Kayaks ended up being one of the highlights of our quick weekend trip and was such a fun last-minute decision. Their location right on the Riverwalk is incredibly convenient and surrounded by gorgeous architecture, bars, and restaurants, making it easy to turn into a full evening downtown. The check-in process and safety/education class were simple, informative, and very beginner friendly. Our tour guide, Drew, was absolutely phenomenal. He was kind, funny, incredibly knowledgeable, and did a fantastic job making sure everyone felt comfortable and had a great time. He kept the group moving at a pace that worked well for everyone, which made the experience feel relaxed and enjoyable. We chose the sunset tour and highly recommend it. Seeing the golden glow reflect off the Chicago buildings from the water was stunning and such a unique way to experience downtown Chicago. The tour lasted about two hours and covered roughly two miles, making it the perfect light workout before heading out for late-night sushi afterward. You should definitely expect to get a little wet from paddle splashes, but that's part of the fun. Overall, it doesn't require a ton of physical effort, just a willingness to laugh, paddle, and enjoy yourself! read more

Came here a few months back in the summer and it was a great experience! If you even remotely are interested or enjoy kayaking, you should absolutely try with urban for their downtown river tour! Drew and Caroline gave an excellent tour, as they were friendly, funny and were enthusiastic about sharing the unique information about the architecture downtown. The requirements are pretty straightforward, as they teach you all you need to know and the kayaks are well kept. The tour is about 2 miles overall and 2 hours in total. A bit pricey but I would say it's more than worth it for the experience and I would rent with them again. read more

Urban Kayaks Riverwalk - Rafting/Kayaking Near Me - Chicago, Illinois

My goal coming into this experience was to not tip over and fall into the river, and I'm happy to report that I achieved my goal. This was my first time using Urban Kayaks, and I definitely recommend it because it was such a smooth process and incredible experience from beginning to end! They have a safety video to watch, you put on your life jacket, they have an efficient process of getting you into the kayak, and there was a guide who came along with us. We were in a tandem kayak, which worked out well for us in the end. The starting rate is $30/hour. We would definitely do it again! read more

Had such a fun time kayaking on the Chicago River! It was such a cool and unique experience to be so low in the water and surrounded by these towering historic buildings and boats. We had seen Urban Kayaks online while planning our trip and thought it looked like fun. After seeing it in action on a day that we were doing an architecture tour, we were a little hesitant because of the busy waters, but we decided to do it early morning on a weekday, and we were just about the only ones out on the river. Seriously, only two tour boats passed us the entire time! We went out for about an hour at 9:30am, which seemed to be the perfect time for calm waters. They have an informational video you watch before heading out that does a great job educating you on the safety of the river, and where you can go for the time you're planning. An hour went by super quick, and we were paddling most of the time, so if you want to relax and take in the scenery a little bit more, you may want to allocate more time for this! read more

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Our tour guide was great. I believe his name was Drew. Good views and the tour had some good information. We did the sunset tour. We had to move a day due to the weather and they made that a easy process. read more

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Overall a pleasant experience. Lost 2 stars only because of 1 rude staff member. They have plenty of kayaks for rental so we did not need to worry that they would run out. Our group has had experience kayaking before, so we opted for the rentals and not the guide. Before going out on the river, they had us watch an informational video which was very helpful in understanding how to navigate the river. Then, we were instructed to "pass" one of their male staff member's "test" in order to allow us to go to the river without the guide. They made us sit on these benches and the staff member asked us to demonstrate how to go front, turn right, etc with the paddle. Now kayaking is not rocket science, but this staff member was SO RUDE AND CONDESCENDING FOR NO REASON! We knew how to do the strokes but he kept grilling us and making us feel bad. I listened to their other female staff members conduct this test in other sessions and they were so sweet and helpful but not this man. He completely soured the beginning of our kayaking experience. Thankfully, he allowed us to go without a guide. Honestly felt like a total upsell to try and get us to purchase a guide even though we felt confident to kayak on our own. When we actually got on the river, it was very peaceful, fun, safe experience. read more

Urban Kayaks Riverwalk - Urban Kayaks - Rafting/Kayaking Near Me - Chicago, Illinois

We had a fantastic experience with Urban Kayaks. The staff is friendly, knowledgeable and made us feel safe. Perfect way to spend some time to see the Riverwalk from a different view. They gave us great advice to go early - to avoid a lot of boat traffic. read more

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The guide was knowledgeable of the businesses involved in the river. As well as Chicago history. I would recommend getting a room if you dont stay close because you will get wet read more

Urban Kayaks Riverwalk - Rafting/Kayaking Near Me - Chicago, Illinois

Really fun place to kayak and see the city! Went with my friend and we really communicated to eachother well while kayaking! I think coming here for a first date wouldn't be a good idea since it requires a lot of trust I recommended this place even to native chicagoans read more

Urban Kayaks Riverwalk - Rafting/Kayaking Near Me - Chicago, Illinois

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What a unique shared adventure with My Love. It was spectacular kayaking the Chicago River, while enjoying all the beautiful skyscrapers of Chicago ! We can't wait to return with the adult kids and grandchildren!! read more

Urban Kayaks Riverwalk - Rafting/Kayaking Near Me - Chicago, Illinois

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Wanted to take my fiancée on a visit through the riverwalk, but didn't have too much time to do the architecture tour. So instead, we opted for a 1hr rental at Urban Kayaks. Getting here does require about 10-15min minimum of walking pretty much regardless of where you park so plan accordingly. Once you get there though, there are a few safety checks you need to do. Afterwards they direct you to an area to watch a video regarding kayak rules specifically on the river walk. The staff I felt like weren't really paying attention and we ended up sitting for a while just waiting before someone asked and we were told we had to start the video ourselves. A bit annoying to waste some time, but thankfully they don't start you for the hour rental until you're actually on the water which is nice. The kayaking itself is nice. It can be slightly chaotic with all the big and small boats. Waters can be a bit gross, too. But the views of the city while kayaking are second to none. Since we didn't do a tour, we were able to pretty leisurely go around the riverwalk. I've lived here for almost my entire life and have been on the river walk many, many times. But this was the first time I've ever seen it from this angle and I'm really glad I tried it! Definitely would consider this a pretty quintessential activity for summertime Chicago. Though if you're really balling out, probably opt to rent one of those small boats lol. read more

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Great activity! Everyone should experience the river on a kayak at least once, whether you live in the city or are just visiting! The company was easy to work with. We made an online reservation and completed all forms online. We watched a safety video and showed up at our reserved time. We were given life vests, briefly practiced rowing techniques, and got to it! We reserved an hour in the morning, which was perfect because there were barely any boats. At the point where the river splits, you choose which way to go. You can also do guided tours with stops throughout the river. read more

Urban Kayaks Riverwalk - Gorgeous day for kayaking - Rafting/Kayaking Near Me - Chicago, Illinois

Hi, I went on a twilight kayak with Drew, and honestly, it was one of the best evenings I've ever had. It was my first time kayaking, and Drew's clear instructions and friendly attitude made it super easy and fun. Highly recommend booking a session with him! Thanks Drew, for being so cool! Cheers! Ash from MKE read more

The instructors were incredibly helpful in explanations and making us feel safe while kayaking in the busy river. It was a super fun experience! read more

Urban Kayaks Riverwalk - Rafting/Kayaking Near Me - Chicago, Illinois

We are new kayakers and this team made it feel safe, fun and informative. Mendi & Tom were friendly and great guides. read more

Fun way to see all the buildings and sites of Chicago riverwalk. Would def recommend it for out of town. Go at your own pace. read more

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Trinity was our tour guide and made the experience exponentially better than we expected. She was very knowledgeable of the architectural history and the history of Chicago as a whole. We went kayaking with our son and daughter in law and had a wonderful time. The fact that Trinity did the whole tour while paddling backwards was impressive as well. We were in the city for a family wedding. We are from Pensacola FL. This was a fun experience. We highly recommend Urban Kayaks read more

Perfect customer service, very knowledgeable staff and wonderful experience overall. It was a really pretty day too, perfect for kayaking read more

Urban Kayaks Riverwalk - Rafting/Kayaking Near Me - Chicago, Illinois

The group that was managing the kayaks our day was terrific. They were quick and efficient and very personable. They gave us the rules of the road on the video which is very helpful. We have kayaked in many areas but never in a VERY busy river with many large boats coming and going. The video is critical to a great experience so don't ignore it or skip it. There are BTW some very large fish in the river so be prepared to meet them as they jump up to greet you! read more

Fun activity, but the guides were hard to hear and people not directly beside him (Mende) could not hear. The other one spent most of the time talking about crass jokes and yawning (Tyler) can't recommmend esp with these guides read more

We rented kayaks while visiting CHI. I have also taken a tour with Water Riders and both are great companies. The staff here was very friendly and we had a place to store our luggage too. It was easy to get on a kayak and return toboats, their dock. It does get a little dicey crossing the river and dodging the tour boats but once across stay near the edge of the river and you will be fine. This is a fantastic way to see downtown CHI. read more

Urban Kayaks Riverwalk - Rafting/Kayaking Near Me - Chicago, Illinois

Best time to go kayaking is as early as you can; the sun is not too hot, the wind is comforting and the waters are calm. DO wear sunscreen, bring a hat, some water and sunglasses. Dress comfortable and expect to get a bit wet from water dripping off the paddles. Nelly, my guide was the bomb dot com. Very skillful, talented and patient. She started me out with a paddle lesson to test my comfort level and asked questions to check my fear level. No fear here. So far, this is the BEST thing I have done all summer. Anyone interested in kayaking, please try it. The views from the water are amazing. Being in the water is amazing. Working the paddles to navigate your ride is an amazing upper body work out. Lol. read more

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Was visiting Chicago for the first time and my friend really wanted to go kayaking on the Chicago River. We stumbled across Urban Kayaks while exploring the Riverwalk and found that it was the only place to rent kayaks. They offer various packages from single to tandem kayaks during different times of the day. For normal hours, they charge $35/person/hour for experienced kayakers and $45/person/hour for beginners. Service: (5/5) The manager, Matthew, was extremely kind and helpful with assisting us during the rental process. He was very patient and guided us throughout the whole process. After payment, I was given a card to hold onto to check in/check out the kayak on the dock (this card can later be presented to receive 10% off food and drinks at the next door taqueria). We were instructed to watch a brief safety video that explained the rules of the river and how to safely navigate it. We were also given a practice demonstration and recap on how to kayak before we proceeded. Both the safety video and practice demonstration were very helpful and informative. I am very grateful that they provide both of these as this is the first time I've kayaked in this type of environment. Urban Kayaks has a nearby restroom and offers locker rentals for $3 which was extremely convenient. We put on our life vests and proceeded onto the river. Ambiance/Experience/Overall: (5/5) All in all, I had an amazing experience kayaking on the Chicago River. This was definitely a once in a lifetime opportunity and I am glad we set out the time to do this while visiting Chicago. It was great being able to take in the amazing city views while being on the river. My only wish was to be able to kayak to Chinatown ourselves and return the kayaks there to save time. Huge shoutout to Matthew and all the Urban Kayak staff members for being so kind and helpful throughout the whole process! Would definitely reccommend this to anyone visiting the windy city! read more

Very Friendly and just as advertised. Easy check in and out, and they remembered my name on departure and return. Highly recommended, I always wanted to kayak the Chicago River and it was clean and all that I expected. DO IT ! read more

I was a little apprehensive, at first, kayaking on the Chicago River but I really wanted to try. Laura was a wonderful guide; patient, kind, safe. We had a little review session before climbing into our kayaks. Which was a great idea. I brought friends from out of town. They loved it too. read more

Urban Kayaks Riverwalk - Kayaks & high rises - Rafting/Kayaking Near Me - Chicago, Illinois

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Me and my wife did a sunset kayak paddle. It was great Trinity our tour guide was very knowledgeable about the history of the city and shared great stories. I would highly recommend the tour especially with Trinity. read more

My first kayaking experience was great! Everyone in my group were inexperienced and Ashlynn was so patient with us! She gave a thorough safety and paddling training and continued instructing while we were on the water. I felt safe in her hands! read more

Fun, but exhausting- must be on high alert at all times due to busy boat traffic on the river. If you are looking for a peaceful and serene kayaking experience, this isn't for you. This is like kayaking in a traffic jam in a big city read more

My fiancé, and I, and his brother, kayaked on the Fourth of July weekend. Such a fun time, worth the money! read more

Sasha was so much fun!!! Best jokes! Highly recommend the sunset tour. Great for all skill levels. read more

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Excellent customer service. Great experience. Would definitely use this company again and will recommend it to our family and friends!

Beautiful twilight cruise. Josh made it fun with excellent training tips and Cole was great also would highly recommend and hope to do it again. read more

I have been a member of Urban Kayaks for about 5 years now. I love it. I kayak both the River and Lake locations depending on the day. The joy of our great city is brought to life with a bit of great exercise and outdoor time! The River from a boat is so different and the lake and its views are special. It is great knowing I can sign in, reserve and have a kayak, paddle and life jacket all set. Well one thing is as great, the people who work here add so much to the experience. I thank Urban Kayaks and its people for making summers so great and highly recommend them to visitors and residents alike! read more

Kayaking the Chicago river is fun interesting and a nice photo op. You will find Urban Kayak at the far end of the RiverWalk just before the entrance to Lake Michigan. Due to Covid as of today you must buy tickets on line When you arrive you will leave a credit card and receive a time card. There is a video to watch to learn a out the rules of navigation . After that you select a snug life jacket and are ready to go. You will meet a staff person at the kayak ramp who will mark your start time on your card. You walk down a ramp and board your kayak receive your paddle and you are ready to launch. The launch ramp has rollers so you roll your kayak into the water pulling on handrails. There is a fair amount of Boat traffic between tour boats, work barges and pleasure craft. If you stay close to the river walk on either side, you will be fine. You can take your time on the river. There is A lot to see . If you are gone past your hour time, no problem. For every 15 minutes past your paid hour, you will be charged $7. read more

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Loved this experience. Would do it again for sure. Next time I would do the sunset or firework tour. read more

Urban Kayaks Riverwalk - Rafting/Kayaking Near Me - Chicago, Illinois

I rented a Kayak for a self-guided one-hour tour on 7/19/2025. A truly fantastic experience. I would highly recommend doing the earliest time available due to the boat traffic on the river. I think only three or four tour boats passed me on the three mile round trip. While in Chicago, I did the architectural boat tour and walking tour, however, this one was the best way to see the river. The customer service of the staff was excellent and accomodated my length by giving me a larger kayak. read more

Very friendly and helpful staff! Great experience and beginner friendly and would definitely recommend them!!

Went last night (Saturday) and not great. They had like 8 tours going in at one time. So crowded. Guides would get mad if you tried to go around all the kayaks even thought we were packed sardines along the wall. I've kayaking a few times, even guiding ones like this and have never had just a bad experience. I couldn't wait to get off the kayak during the chaos. read more

I had not planned on kayaking, but as I was awaiting slow walking friends, I began chatting with Dana. A shared interest in weight-lifting, kayaking, photography, and travel, along with a nudge to go for it created the "What the heck - why not?" shove I needed. After a quick video on river safety, I was paddling across the river for my hour long sojourn. What made this excursion worth it was that Dana offered to join me on my trip up river, great conversation regarding his studies and work (a true academic with a PHd). The negatives: Sign said solo ride was $35. I was charged $40. Disinterested female staff behind counter. Lockers available to store your belongings. read more

Urban Kayaks Riverwalk - Kayaking Chicago - Rafting/Kayaking Near Me - Chicago, Illinois

Drew was a great guide! Not my first Chicago tour but he still taught me many new and fun things. Staff were all nice and made sure everyone was safe. read more