Kayaking in Chesterton

Select Local Merchants

• For $25, you get a Skyscraper Canyon Trip for one person in a single kayak (a $50 value). • For $35, you get a Skyscraper Canyon Trip for two people in a tandem kayak (a $70 value).

3400 North Rockwell Street
Chicago,
IL
US

MunkyBoards' electronic skateboards carry riders on four-wheeled adventures throughout the city at speeds of up to 18 miles per hour. Available in two sizes with different power capabilities, boards can travel as far as 9 miles before they need to recharge—just like clown cars powered by other drivers' fear. Mushc like the boards themselves, designs draw inspiration from both futuristic imagery and contemporary transportation; decks on the shorter boards feature imagery inspired by the coveted hoverboard from Back to the Future Part II, and larger decks sport a map of the CTA's train system.

1923 W. Division Street
Chicago,
IL
US

According to Wheel Fun Rentals’ website, they “were green before green was popular.” Founder Brian McInerney and his staff back up this claim by pairing renters with recreational modes of transportation that are safe for the environment. Visitors can rent a canopied surrey to navigate the trails near Foster Beach or a mountain bike to traverse Lake Michigan Mountain. Single- and double-kayaks allow one to glide over the water and take in the sweeping skyline to the south.

5200 North Lake Shore Drive
Chicago,
IL
US