Chicago · CANOES & KAYAKS
This is the shortlist you would send a friend: 7 kayak trips worth the money, each with its price, its traveller verdict and the one thing to know before you commit.
Taste Chicago classics, stroll downtown landmarks, and add a free bike or kayak rental to this generous three-hour food tour.
“AMAZING! Dylan our tour guide made the day so much fun! The food was amazing and I was so full by the end of the tour but completely satisfied. As a solo traveler I couldn’t rate it anymore.”
Paddle Lake Michigan from Ohio Street Beach with skyline views, Navy Pier access, single or tandem kayaks, and flexible one or two-hour rentals.
“Evan was waiting for us! He was prepared and very friendly! He really helped us and got us off on the right foot (or should I say paddle?)! We came to Evan very stressed out and left with a wonderful memory! We loved paddling around the point to see Navy Pier and then when we were returning the city scape view was stunning! We loved Kayaking in Lake Michigan! Bucket list: kayaking in Lake Michigan: check!!”
Paddle the Chicago River beneath downtown skyscrapers with a lesson, safety briefing, and your choice of single or tandem kayak.
“The person checking us in and giving us our kayaks gave the worst advice on where to kayak. Also, there were so many dead fish and birds floating and a lot of trash. My husband who ended up finishing it and going the opposite way, said it was much better and cleaner.”
Paddle Chicago River after dark for skyline views, Marina City, and Willis Tower, with a small-group guide, kayak gear, and safety briefing.
“Kayaking at night was great, but the activity details were misleading. There were at least 30 participants (even though the activity states that it is limited to 6 participants). We received a notice to check in by 19:30 for this activity to start at 20:00. We were not in the water until a few minutes past 20:30 and docked back at 21:52. This was hardly a tour as the guide did not provide any info and were mainly there to herd us to the sides or cross the river. There was very little kayaking done. We would have preferred renting but unfortunately, this was the only company I found that…”
Paddle Chicago’s downtown river at sunset for skyline views, iconic architecture, a small-group guide, and a relaxed 90-minute kayak tour.
“Eindrückliche Kanu-Tour inmitten von Chicago beim Einnachten… Leider etwas chaotisch organisiert mit Kanus, die viele Reparaturen nötig hätten. Von den Guides keine Hinweise/Erklärungen zur Tour 😳”
Walk Chicago’s Loop, Millennium Park, Riverwalk, and Magnificent Mile, then claim a free two-hour bike or kayak rental.
“Bobby’s Bike Hike Tours was amazing! Thanks so much for accommodating my daughter and I on the Chicago Favorites Food & Walking Tour! Our Tour Guide James was very knowledgeable, energetic, and entertaining! This tours is the absolute BEST way to see and taste Chicago!”
See Chicago’s top landmarks on a two-hour guided walk, then use a free bike or kayak rental to continue exploring the city.
“I appreciated being able to see the sites. Even more, however, I appreciated learning more about Chicago’s history and people, past and present. Thanks, Mikey, for a great tour. The bonus of the bike rental was also appreciated. We had a nice ride along the lake and even a short visit to the Lincoln Park Zoo.”
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Pick a deck, a tower or a table.
