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Chicago Lakefront Neighborhoods Bicycle Tour

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2 travelers
This is the tour that made Bobby famous! Bobby’s Bike Hike is America’s longest-running city bicycle tour company, and has been repeatedly recognized for excellence by National Geographic, USA Today, The Associated Press, Conde Nast Traveler, and more! Bobby’s now offers over a dozen specialized tours, but The Lakefront Neighborhoods ride is what started it all. Join one of Bobby’s expert guides on this 3-hour romp through Chicago’s beautiful North Side neighborhoods. See the ever-rising skyscrapers of Streeterville, the luxe residential property of the Gold Coast, the cozy artists’ village of Old Town, and the rolling greenery of Lincoln Park. You’ll finish off with a cruise down the Lakefront Trail, one of the most popular waterfront bike paths in the nation. This leisure-paced journey is sure to make memories that’ll last a lifetime! Tour departs from 540 N. Lake Shore Drive, Chicago.
  • 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
What to Expect
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.
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Important Information
Departure Point
540 N Lake Shore Dr, Chicago, IL 60611, USA
Return Details
Returns to original departure point
  • Bicycle
  • Helmet
  • Local tour guide
  • Food and drinks
  • Gratuity for guide (15-20% suggested, Venmo and PayPal available)
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Additional Info
  • Confirmation will be received at time of booking
  • This tour is appropriate for all ages and fitness levels. Professional guides blend quality information, group interaction, and most of all, fun, to create an unforgettable Chicago experience. Bikes are provided. Child bikes, seats and tagalongs are available.
  • Storage for larger bags/items available for free
  • Please note: children must be strong, capable riders and be able to bike for 9 miles
  • This tour/activity will have a maximum of 15 travelers
Cancellation Policy
For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Reviews (114)
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All reviews easy ride great tour an excellent guide great sights great afternoon great fun lincoln park zoo interesting information hour tour a lot of fun small group highly recommend this tour peter pace finn elliot safety
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6 - 10 of 74 reviews
Reviewed 1 week ago via mobile

We absolutely loved the Lake front Neighborhoods tour. Our tour guide Noah was outstanding, he was funny, informative and helped us navigate the city in a way we could have never figured out on our own. I would highly recommend it to anyone.

Date of experience: September 2019
Thank Josh C
Reviewed 1 week ago via mobile

Loved this tour, so much fun and learned lots about Chicago! Noah was our guide, who was very knowledgeable and good fun :) Best tour I did in Chicago, would definitely recommend!

Date of experience: September 2019
Thank Lauren M
Reviewed 2 weeks ago via mobile

Robert was an excellent guide who was full of valuable information about Chicago! Great pace, safe ride, and lots of historic and beautiful stops along the shoreline and throughout neighborhoods. The entire tour was exceptional and I highly recommend it!!

Date of experience: August 2019
Thank Voyage281815
Reviewed 2 weeks ago

Our family loved our afternoon bike tour with Noah!! It was the perfect balance of light exercise, humor, and history! We came with our kids(age 11 and 13) and although they were very family friendly the rest of our group was adults. Our family felt...More

Date of experience: August 2019
1  Thank Virginia H
Reviewed 3 weeks ago

This tour gave a great outline of the northern part of the city. Felt safe in the hands of Robert our guide even on the busy roads! Great seeing the old town and the lake. Very enjoyable.

Date of experience: August 2019
Thank Minchinhampton10
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Questions & Answers
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6 July 2019|
AnswerShow all 2 answers
Response from Rocky G | Reviewed this property |
I do not believe so, we rode in rain, made it fun. They did provide rain jackets
13 June 2019|
Response from Maps13917538478 |
No, most of the tour is on bike paths and sidewalks. Anytime you are riding on the street is in a wide group and you don't have to really deal with cars at all.
5 October 2018|
Response from Francisco M | Reviewed this property |
Better to call the bike rental place. We did morning
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