Guided tour

Chicago: Lakefront Neighborhoods Bike Tour

Chicago: Lakefront Neighborhoods Bike Tour

From US$ 54.99 per person

Join this guided bike tour of Chicago neighborhoods, parks, and beaches. Pass by the opulent lakeside neighborhoods, Old Town historic district, and North Avenue Beach.

About this activity

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Duration 3 hours
Check availability to see starting times.
Skip the ticket line
Live tour guide


  • Immerse yourself in Chicago's culture as you explore its vibrant neighborhoods
  • Ride by the Lincoln Park Zoo and marvel at Hugh Hefner's original Playboy pad
  • Lose yourself in the quaint streets of the charming Old Town Historic District
  • Stroll along Chicago's picturesque lakefront and soak up the stunning views
  • See the Gold Coast mansions in the 2nd-wealthiest neighborhood in the country
Full description

Hop on a bike and explore Chicago's lakefront neighborhoods on this bike tour. Veer off the beaten path and into the opulent neighborhoods, pristine parks, and packed beaches of the near north side of Chicago. Explore the Gold Coast mansions, Old Town historic district, Lincoln Park, and the zoo. Pass by North Avenue beach and Chicago's lakefront while an experienced, knowledgeable guide explains the rich history and culture of the area.

This tour is designed for all ages and fitness levels. Safety is the top priority, and guests follow bike paths for most of the tour.

  • Entry tickets & places visited
    • Lakefront Trail visit

  • Who you’ll be with
    • Live tour guide: English

  • Transport
    • Transport by bike

  • Food & drink
    • Not included: food & drink

  • Equipment
    • Helmet

Select participants and date



Meeting point

Bobby’s Bike Hike World Headquarters 540 N. Lake Shore Drive Chicago, IL 60611 (entrance on Ohio St. just west of Lake Shore Drive)

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Important information

Not allowed

  • Open-toed shoes

Know before you go

  • Water available for purchase at bike shop. Wear comfortable clothing and shoes. Please arrive 15 minutes before scheduled tour time. Tours run regardless of poor weather. Consider bringing a camera to capture the day's memories.
Customer reviews

Overall rating

4.8 /5

based on 33 reviews

Review summary

  • Guide
  • Transportation
  • Value for money
  • Safety

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Star rating:

From the moment we place the booking to the moment the tour ended, everything was perfect. We were fortunate to be a group of 3 participants, so the experience was almost personalized. The guide showed vast knowledge about the city and was extremely friendly. The bike was very comfortable with wide padded seats.

May 21, 2022

Bobby’s Bike Hike was an awesome experience!! A must do in Chicago!!!

Our guide was awesome! Very knowledgeable and passionate about Chicago as well as our safety! We loved everything about our Bike Hike. The bikes Were easy to handle for all ages and skills. It’s a fun way to see and travel through the city! Think no more about it! Book it! You will love it! We did!!

September 17, 2018

very interesting

very nice guide, good bikes, the round was quite nice. Of course, great attention is paid to security - all American! The tour leads out of the city (where you have already seen everything with Hop on Hop off) and is therefore very interesting if you want to see more.

September 5, 2017

Product ID: 14836