Chicago River Kayaking: Twilight Paddle Urban Adventure
Difficulty
moderate
Duration
1 hour
Fitness Level
Participants should have a basic level of fitness and comfort paddling in calm water conditions at night.
Overview
Glide beneath Chicago’s shimmering skyline on Urban Kayaks’ Twilight Paddle, a serene one-hour night ride through the city’s illuminated waterways. Discover urban beauty and quiet river moments after dark.
Twilight Paddle
Starting at $50 | 18+ (All Ages If Accompanied By an Adult) | 1 Hour | Perfect nighttime paddle!
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Adventure Photos
About This Adventure
Experience the magic of the Chicago River at night with Urban Kayaks' guided twilight paddle. This unique one-hour excursion offers a chance to explore the city’s stunning skyline and serene waters under the stars. Perfect for adventurers aged 18 and up, it's an unforgettable way to connect with nature and the urban landscape.
A guided nighttime excursion on the Chicago River's main branch.
Rates
Ages 18+ or accompanied by an adult.
- Single Kayak - $50
- Tandem Kayak - $100
Duration
1 hour
About
Urban Kayaks' skilled guides lead a group twilight paddle down the river's main branch. Book your kayak today this one-of-a-kind paddle!
More details:
- Arrival time: Please arrive 15 minutes before the scheduled tour time to check-in and store anything you don't want to take on the water in one of our lockers. If you are late to a scheduled paddle, we can get you caught up as long as the group is still on-land. Once the group is on the water, we can no longer get you caught up, and you will need to reschedule.
- Launch site: This tour starts and finishes at our Riverwalk location.
- How to dress: Bring only what you need. Plan on getting wet.
Adventure Tips
Bring a waterproof flashlight
A small waterproof light helps you navigate and signal others safely during the night paddle.
Dress in layers
Even summer nights can be chilly on the water—wear moisture-wicking and insulating layers for comfort.
Secure loose items
Night paddling means extra care to keep phones and cameras safe and dry in waterproof containers.
Arrive early for safety briefing
Prompt arrival ensures you receive important guidelines to navigate the river confidently after dark.
Local Insights
Wildlife
- River otters
- Migrating waterfowl
History
The Chicago River was famously reversed in 1900 to protect Lake Michigan's water quality, a remarkable engineering feat still affecting the river today.
Conservation
Urban Kayaks emphasizes Leave No Trace principles and partners with local groups to keep the river clean and vibrant for recreational use.
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Adventure Hotspots in Chicago
Frequently Asked Questions
Recommended Gear
Personal flotation device (PFD)
Required for safety during all kayaking excursions.
Waterproof flashlight/headlamp
Illuminates your path and signals others on the water after dark.
Layered clothing
spring specific
Waterproof dry bag
Protects personal belongings from water exposure.