Bike Tour of Chicago's Lakefront Neighborhoods

Overview

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.

City: Chicago

Wed 23 Jul

Other dates

You can choose the date already on the booking website

Starting at $54.99

Make a reservation

Wed 23 Jul

Starting at $54.99

Make a reservation

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What's Included

Local tour guide

Bicycle

Helmet

Additional Info

Public transportation options are available nearby
Specialized infant seats are available
Suitable for all physical fitness levels
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
TripAdvisor rated Bobby’s Bike Hike its highest-level Traveler’s Choice Award each year since 2002.
Operates rain or shine, please dress appropriately. If extreme weather forces cancellation there will be options to change tours or refund.
Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough guests to meet requirements. In the event of this occurring, you will be offered an alternative or full refund.

What To Expect

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 Magnificent Mile

The Magnificent Mile is Chicago’s premier commercial district, home to upscale shops, cool restaurants and hotels, and Michigan Avenue.

Lincoln Park Zoo

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.

Lake Michigan

One of the five Great Lakes and a beautiful Chicago staple.

North Avenue Beach

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.

Lakefront Trail

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.

Gold Coast

Enjoy the oppulent mansions along Chicago's lakefront

Old Town

Enjoy Chicago's beautiful neighborhood just north of downtown. Old Town survived the Great Chicago Fire of 1871

Lincoln Park

Gorgeous neighborhood on the north coast of Chicago

Lakefront Trail

Enjoy the most gorgeous section the 20 mile Lakefront Bike Trail

Show 7 more stops

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Traveler Photos

Reviews (204)

Susan_L

Mar 2025

Gabe did a great job explaining the highlights of the bike tour. The views of the city were amazing! Great seeing some of the neighborhoods. Highly recommend!

Catherine_P

Mar 2025

Easy fun ride with lots of history facts sprinkled in along the ride. This was a great way to see parts of the city that we would have missed otherwise. The bikes were comfortable and easy to ride, and our guide, Dan, kept us safe and was a delightful person to ride with.

FamiliePetersen

Oct 2024

We really enjoyed our tour with Jamal, who was very entertaining, showed us some great places and told us a lot of informative things about the Lakefront neighbourhood. The tour is supereasy, even though traffic can be a bit challenging at some points. However, Jamals was taking good care about us and his clear instructions and guidance made us feel safe at any time on the ride. "Whoop-whoop!" (other paticipants will understand... ;-) )