Chicago Riverwalk Kayak Tours

Paddle The City: Kayaking Chicago

Explore the cityscape and waterways of Chicago when you book a Kayak Tour or rental with Urban Kayaks. You haven’t seen the Windy City until you’ve seen it from the water!

Learn From The Locals

Born from the passion of 2 brothers and a lifelong friend, Urban Kayaks is an ode to Chicago’s unique culture, history, and population. See the city through the eyes of a local as you kayak with guides proud of their Chicagoland heritage.

See History Up-Close-And-Personal

Get a visual of Chicago’s many iconic landmarks and engineering accomplishments. Each Urban Kayaks tour focuses on the history and lore of the city. Nothing beats learning while getting a little on-the-water exercise, right?

Celebrate With Dinner and A Drink

At Urban Kayaks, we craft experiences that go beyond mere kayaking excursions. Socialize, bond, and enjoy a post-kayak cocktail or 2 when you unwind at Urban Kayaks’ very own TacoRio Cantina next door.

Browse All Chicago River Kayak Tours

Looking for a unique and exciting way to experience Chicago? Kayaking on the Chicago River might just be the answer! Urban Kayaks’ downtown location lies on the renovated Chicago Riverwalk and offers Guided Kayak Tours and rentals for all skill levels. Make sure to catch one of our beautiful sunset kayak trips or watch fireworks off Navy Pier as you float down the Chicago River. Book a Chicago River kayak tour online today!

Riverwalk Kayak Intro Paddle

FROM

$40

Location

Riverwalk

Duration

1 Hour

Perfect for families and first-time kayakers, paddle along the Chicago Riverwalk for your first taste of kayaking, accompanied by our skilled guides.

Happy Hour Chicago Riverwalk Paddle

FROM

$50

Location

Riverwalk

Duration

1 Hour

Accompanied by seasoned guides from Urban Kayaks, embark on the Happy Hour Paddle as you glide along the Chicago River in the afternoon. Following your adventure, indulge in a complimentary beverage of your preference at TacoRio Urban Cantina conveniently located nearby.

Twilight Paddle — Chicago Night Kayaking

FROM

$50

Location

Riverwalk

Duration

1 Hour

A guided night-time excursion on the main branch of the Chicago River. Watch the buildings come to life as the sun goes down and the skyline lights up.

Fireworks Paddle

FROM

$60

Location

Riverwalk

Duration

1.5 Hours

Take a guided hourlong paddle through the city canyon as it’s illuminated at night and reflecting off the water right next to you.

Historic Chicago Tour

FROM

$65

Location

Riverwalk

Duration

2 Hours

Experience our most sought-after tour with Urban Kayaks, as we guide you along the main branch of the Chicago River. Let our engaging tour guides regale you with captivating tales of Chicago’s rich history and renowned architecture.

Sunset Kayak Tour Chicago

FROM

$65

Location

Riverwalk

Duration

2 Hours

Paddle against the backdrop of a Chicago sunset on this 2-hour kayaking tour. See some of Chicago’s most iconic landmarks and historical buildings.

Ultimate Fireworks Tour

FROM

$75

Location

Riverwalk

Duration

2.5 hours

Urban Kayak’s premium product, we combine our Historic Chicago Tour with the twice-weekly Navy Pier fireworks show.

Urban Adventures

FROM

$100

Location

Riverwalk

Duration

3-4 hours

Urban Adventures take you deeper along the Chicago River, exploring either the North or South Branch of the Chicago River.

Explore the Chicago River with Urban Kayaks

Open seven days a week at the newly renovated Riverwalk, Urban Kayaks offers kayaking lessons for all skill levels. We also offer a broad selection of kayak rentals and guided tours of the Chicago River. Contact us today to learn more!