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Experience Chicago's skyline at night with a 1.5-hour moonlight kayak tour on the Chicago River, guided by water experts for a peaceful, scenic paddle.

Paddle through the calm waters of the Chicago River during a 1.5-hour guided tour for $58 per person. This nighttime adventure offers an excellent chance to see Chicago’s iconic skyline illuminated by the moonlight. The tour departs from downtown Chicago and is designed for small groups, limited to 6 participants, ensuring a more intimate experience.
This paddle takes place after sunset, providing a serene alternative to daytime sightseeing. While the tour features beautiful views of landmarks like the Willis Tower and Marina City, it also comes with practical elements like a safety orientation and kayak equipment. It suits those comfortable with paddling and who want a quieter, less crowded way to enjoy the city’s nighttime scenery. However, it’s worth noting that large motor boats pass through the river, which can affect the sense of safety, and the experience may not be ideal for non-swimmers or those with mobility issues.
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The tour begins at the river’s edge in downtown Chicago, where participants receive a brief safety orientation and instructions on kayaking. This preparation ensures everyone is ready to navigate the calm waters of the river before setting off into the night. The guides are knowledgeable and attentive, helping to make the experience accessible for those with some paddling experience.
Once on the water, the scene transforms as the city skyline lights up against the night sky. The less-trafficked route means the paddle feels more peaceful compared to daytime river activities. Most of the city’s busiest boat traffic remains below the surface, contributing to the tranquil ambiance, despite passing motor boats.

During the paddle, you’ll pass by famous Chicago landmarks like the Willis Tower and the Marina City towers. These structures, lit against the night, create a stunning backdrop for photos and memorable moments. The illuminated skyline adds a magical touch, especially under the moonlight.
The guided commentary highlights the significance and history of these buildings, enhancing the experience. The unobstructed views are a highlight, offering a different perspective compared to river cruises or observation decks. The peaceful environment allows for taking in the scenery without the daytime crowds.
The tour includes kayak and all necessary equipment, such as paddles and safety gear. Participants are advised to bring comfortable clothing, water, sunscreen, and a camera to capture the city’s stunning night views. Wearing weather-appropriate attire is recommended, as the temperature can drop after sunset.
Since the tour is limited to small groups, the guides can provide personalized assistance and safety oversight. It’s important that participants feel comfortable paddling a kayak, as the activity involves some physical effort, and non-swimmers should consider their comfort level before booking.
More Great Tours NearbyPaddling along the less-trafficked sections of the Chicago River offers a serene experience, far from the busy daytime river traffic. The calm waters and gentle paddle strokes create a relaxing atmosphere, perfect for enjoying the city’s nighttime glow.
Most reviews highlight the helpful guides and the beauty of the skyline, especially under the moonlight. However, some note that the passing motor boats can be a safety concern, so keeping awareness during the paddle is important. Despite this, the overall experience remains peaceful and visually stunning.
This tour operates mainly in the evening, with the duration of 1.5 hours making it a manageable activity after dinner or prior to nightlife plans. The small group size ensures more personalized guidance, which is appreciated by participants seeking a quieter, more controlled experience.
The flexible booking options allow for free cancellation up to 24 hours in advance and the ability to reserve now and pay later, offering peace of mind and flexibility in planning.
While the tour provides safety instructions and equipment, it is not suitable for non-swimmers or people with mobility impairments. Participants should be comfortable paddling a kayak and dressed appropriately for the weather. The single kayak supports up to 275 lbs, and the double kayak can hold about 475 lbs.
The activity involves some physical effort, so those with health concerns should assess their suitability before booking. Alcohol and drugs are not allowed on the tour, ensuring safety and clarity during the paddle.
Unlike daytime river cruises, this moonlight paddle offers a quiet and intimate perspective of Chicago’s skyline. The small group setup creates a more personal connection with the guides, who are experienced and helpful.
Compared to other Chicago water experiences, such as larger architecture cruises or lake tours, this activity emphasizes serenity and a personal connection with the city’s nighttime glow. The less-trafficked route provides a more relaxed environment, ideal for paddling enthusiasts or those seeking a peaceful escape.
While the scenic views and guides’ expertise are strong points, some reviews caution about the presence of motor boats and the lack of detailed guide commentary during the tour. The activity can feel somewhat rushed if there are delays in starting, and the number of participants can sometimes exceed expected limits.
It’s also worth noting that the pacing may be challenging for those who are nervous about paddling or unfamiliar with kayaking. Non-swimmers should consider their comfort level, as safety is a priority during the tour.
The Chicago Moonlight Paddle Tour presents a unique way to see the city’s iconic skyline from a peaceful vantage point on the Chicago River. The guided experience, combined with beautiful city lights and the tranquil waters, makes it an engaging activity for adventure seekers and water lovers alike.
While passenger safety and boat traffic are points to consider, most participants find the personalized guidance and stunning views well worth the effort. This tour is ideal for those comfortable with paddling, looking for a quiet, scenic night activity that offers a different perspective on Chicago’s urban landscape.
If you appreciate a small-group environment and are prepared for weather variations, this moonlight kayaking tour becomes a memorable way to enjoy Chicago’s nighttime magic. It’s a relaxing, scenic activity that complements the city’s other famous attractions.
Is the tour suitable for non-swimmers?
No, the activity is not suitable for non-swimmers, as participants need to be comfortable paddling a kayak.
How long does the tour last?
The tour lasts approximately 1.5 hours.
What is included in the price?
The price includes a guided night-time paddle, safety orientation, kayak, and kayak equipment.
Are there any group size limits?
Yes, the tour is limited to 6 participants for a small-group experience.
What should I bring?
Bring a camera, water, sunscreen, and comfortable, weather-appropriate clothing.
Is the tour available in other languages?
No, the tour guide speaks English.
What should I wear?
Dress appropriately for the weather, considering the temperature at night, and wear comfortable clothes suitable for paddling.
Are there any safety concerns?
Motor boats pass through the river, which could pose safety considerations. The guides provide safety instructions to mitigate risks.
Can I cancel this activity?
Yes, you can cancel up to 24 hours in advance for a full refund.
Is there an option to reserve and pay later?
Yes, you can reserve now and pay later, offering flexibility in planning your trip.