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Lakefront Neighborhoods Bike Tour

Bike Along Chicago’s Lakefront Trail & Local Neighborhoods

Rated the best Chicago sightseeing tour of 2021 by TripAdvisor, Most Organized Bike Ride of Chicago by the Chicago Reader, and Best Chicago Tour by Citysearch make it one of the best, if not the best family-friendly Chicago bike tour along the Lakefront Trail!

This ‘live like a local’ Chicago bike tour experience is what made Bobby’s famous, taking you off the tourist route and into the quiet neighborhood streets, city parks, and sunny beaches of the city’s North Side. This three-hour guided bike tour will give you a generous glimpse at how Chicagoans enjoy their beautiful city via bike.

What To Expect

Named for Captain George Wellington Streeter, Streeterville is the bustling downtown district east of Michigan Avenue, north of the Chicago RIver. Streeterville is home to such beloved landmarks as the John Hancock Center and the Museum of Contemporary Art.

Opened in 1967, The Museum of Contemporary Art, or MCA, is home to one of the largest collections of post-WWII visual art in the world.

The Gold Coast neighborhood is world-famous for its upscale dining and shopping, and high-end real estate, located just north of the Chicago Loop.

The original Playboy Mansion was located on State Street in Chicago’s legendary Gold Coast neighborhood. Purchased by Hugh Hefner in 1959, the mansion still boasts a basement pool and swim-up bar.

Lincoln Park is Chicago’s largest municipal park, covering 5 miles of the Lake Michigan waterfront, and 1200 acres of land. It is home to numerous bike and walking paths, sports fields, playscapes, and one of America’s largest free zoos.

Old Town is one of Chicago’s most historic North Side neighborhoods. Beloved by beatniks in the 1950s and 60s, and hippies in the 70s, Old Town is now a quiet, tree-line arts district.

Located in the heart of Old Town, stunning St. Michael’s Church is one of less than a dozen buildings to have survived the Great Chicago Fire of 1871.

The Lincoln Park Zoo is free for all to enjoy and is home to hundreds of beautiful animals from all over the world including lions, tigers, penguins, reptiles, gorillas, and camels.
North Avenue Beach is one of the Windy City’s most popular public beaches. It features white sand, kayak and jet-ski rentals, bars, restaurants, and the clear, freshwater of the great Lake Michigan.

The sprawling Lakefront Trail is an 18-mile, paved bike and walking path that straddles the shore of Lake Michigan, and connects the Windy City’s north and south side neighborhoods.

Group on Bike Tour of Chicago NeighborhoodsChicago Lakefront Neighborhood Street View on City Bike Tour
Group on Chicago Sightseeing Bike Tour
Group Touching Abe Lincoln Statue on Chicago Tour
Group Bike Ride through Chicago Lakefront Area

What Our Customers Are Saying“We were so happy we did this. Our guide was so knowledgeable about the history of Chicago and gave us a wonderful overview of the city. We saw beautiful neighborhoods on the tour we would never have seen on our own.”

– Ellie G.  New Orleans, LA

Lakefront Neighborhoods Bike Tour

Duration: 3 hours
Length: 7 mi/11 km
Level: Ridiculously Easy
Schedule: 1:30pm Weekdays, 10:30am & 2:30pm Weekends
Age: 1+

(Discount Online Rate includes bike)

Price: Fri-Sun Mon-Thurs
Adults $49.99 $45.99
Youth (Ages: 4-11) $29.99 $25.99
Infants (Ages: 0-3) $7.99 $6.99
Electric Bike Upgrade $19.99

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