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  • Mobile Ticket Accepted
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  • Languages Offered: English
Meet your guide at the designated place on Lake Shore Drive to get outfitted with your bicycle and helmet, and hear a short safety briefing.

When ready, set out with your guide on your tour of Chicago’s lakefront neighborhoods. Cruise along the Lake Michigan shore to tree-shaded parks and residential neighborhoods on the North Side, including Rush Street and the Magnificent Mile. Pass by elegant homes and mansions in the Gold Coast Historic District, and popular destinations such as North Avenue Beach and Lincoln Park Zoo.

Hear commentary from your guide about the distinct character of different neighborhoods and highlights such as Oprah Winfrey’s penthouse, Old Town, St Michael's Church, and the Playboy Mansion.

Expect to cycle at a leisurely pace for about 9 miles (14.5 kilometers) of mostly flat terrain. This tour is suitable for all ages and fitness levels, but children should be comfortable riding on city streets.
Locations visited
The Magnificent Mile
Lincoln Park Zoo
Bobby's Bike Hike Chicago
See all 5 locations
Explore the lakefront districts of Chicago's North Side on a bike tour along quiet streets and waterside paths in the Windy City. You cover ground quickly as you pedal with your guide from Lake Shore Drive to the Magnificent Mile, passing by places such as Oprah’s penthouse, the Playboy Mansion, and Victorian homes in Old Town. Choose from departures in the morning or afternoon for an easy fit with your sightseeing schedule.
  • Get an overview of Chicago's North Side neighborhoods and landmarks
  • Take in views of Lake Michigan while biking along the shore
  • Cover more ground in a short time span on a bike vs. by foot
  • Go off the beaten path to parts of Chicago that locals enjoy
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1 - 5 of 29 reviews
Reviewed 2 weeks ago via mobile
Great tour!

Just had a great tour with Sammy Jo! Weather was perfect. Very informative and an easy bike ride. It was recommended from a friend, and I would highly recommend as well.

Thank Stephen H
Reviewed 3 weeks ago via mobile
Great tour

We really enjoyed our tour of the Chicago neighborhoods. We got to see a lot of the city and had fun too. Elliot was an excellent guide! We will definitely return for another tour.

Thank AmyG2105
Reviewed 3 weeks ago
Experience Quiet Neighborhoods in the Middle of a Big City

Nate was very personable & knowledgeable and made a great guide! The quiet of these neighborhoods (especially Old Town) is quite amazing.

Thank Laurence W
Reviewed August 12, 2018 via mobile
Great bike tour!

3 hour tour. Easy riding and very informative! Our guide, Elliot, was amazing. He has an entertaining yet informative style. Recommended highly!

Thank _tlee6565
Reviewed August 3, 2018
Well worth it - great way to discover the local neighbourhoods that you'd otherwise not get to.

I chose this tour based on all the other TA reviews, and I was not disappointed. Pete (our guide) led us on a leisurely three hour tour of local neighbourhoods and lesser visited places in Chicago. The group size was medium (about 10 of us)...More

Thank AdsMan
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Sally S
July 11, 2018|
Response from Francisco M | Reviewed this property |
Bobby’s Bike Hike meeting at: Lake Shore Dr. & Ohio St. 540 N. Lake Shore Drive Chicago, Illinois 60611 312-245-9300
June 29, 2018|
Response from catkate | Reviewed this property |
about 2 hrs
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