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Chicago Lakefront Neighborhoods Bicycle Tour

  • 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
Chicago Lakefront Neighborhoods Bicycle Tour
From US$46.30
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  • Overview
  • What to Expect
  • Important Information
  • Reviews
  • Q&A
Select Date and Travellers
10:30am Lakefront Tour
Lakefront Neighborhoods Bicycle Tour
2:30pm Lakefront Tour
Lakefront Neighborhoods Bicycle Tour
1:00pm Lakefront Tour
Lakefront Neighborhoods Bicycle Tour
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.
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.
Write a ReviewReviews (68)

1 - 5 of 26 reviews

Reviewed yesterday
Fantastic tour of Chicago - exceeded all expectations

Amazing bike tour led by a fabulous guide (Courtney). I took this tour with my twelve year old daughter and her aunt. It was well organised and we all thoroughly enjoyed it. It was such a joy to cycle around some of the lovely leafy...More

Thank arlene r
Reviewed 1 week ago
Good way to know several Chicago neighborhoods

Very professional bike tour. Well managed by Peter. Good bikes. Well designed tour as you get to visit several very nice neighborhoods, parks, zoo and lake. It gives you a good idea on Chicago's bike trails and entices you to rent bikes on following days.

Thank Francisco M
Reviewed 1 week ago
A little disappointed!

Overall, the experience is ok except for the "incidents" for the bike. Rear wheel somehow got stuck and I couldn't move forward at all. The guide couldn't fix it completely so the problem came on and off during the second half of the tour. I...More

1  Thank BIN W
Reviewed 2 weeks ago
Great Bike Excursion-Five Stars

We couldn't have been more pleased with the tour Peter led us on of the Old Town, Gold Coast and lakefront trail enjoyed over a few hours on a beautiful day. Last minute decision and we had no issue being added to an afternoon tour....More

Thank jeff g
Reviewed 4 weeks ago
A must do, if visiting Chicago!!

Wonderful tour. Knowledgeable guides!! Sammie Joe and Gabe both accompanied us on this tour......Would have been great with a large group, but with just two of us, it was extra special. We will be back for the food tour next time!! Wish Sammie Joe and...More

Thank catkate
Questions & Answers
Ask a question
Sally S
12 July 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
Cheri S
30 June 2018|
Response from catkate | Reviewed this property |
about 2 hrs
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