Chicago's Lakefront Neighborhoods Bicycle Tour

Bobby's Bike Hike - Chicago Bike, Walking & Food Tours540 N. Lake Shore DriveChicago, IL 60611
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Starting at
$54.99
Total Price: $61.59 (USD)
INSTANT CONFIRMATION

Overview

This award-winning Chicago bike tour takes you through vibrant neighborhoods and along the scenic Lakefront Trail. Explore Lincoln Park, Old Town, and the Gold Coast with a local guide. Bikes and helmets are included, with photo stops at some of the city's most iconic views.

up to 3 hrs 1 or more people

Good To Know

  • Tour lasts approximately 3 hours.
  • Bike for approximately 9 miles at a leisurely pace.
  • Please arrive 15 minutes before your scheduled tour time.
  • Includes bike rental and helmet.
  • Suitable for all ages and experience levels.
  • Wear weather-appropriate, comfortable clothing and closed-toed shoes.
  • Tours run rain or shine. Ponchos are provided when it rains.

Description

Ride through the real Chicago on a guided bike tour that traces the scenic Lakefront Trail and dives deep into the city's North Side neighborhoods. This award-winning experience has been voted the Best Chicago Sightseeing Tour of 2024 by TripAdvisor and named Best Chicago Tour by USA Today.

Your three-hour adventure kicks off in Streeterville at Bobby's Bike Hike headquarters, located near Navy Pier. Cruise through the historic Gold Coast, home to grand Victorian mansions and the original Playboy Mansion, then glide under the shady trees of Lincoln Park—the city's largest green space. In Old Town, you'll pass the spired St. Michael's Church and learn how this quiet neighborhood weathered the Great Chicago Fire.

From there, pedal east to the shores of Lake Michigan and feel the energy of North Avenue and Oak Street beaches, where locals gather by the thousands in summer. The ride wraps up with a scenic cruise down the paved Lakefront Trail, one of the most popular waterfront bike paths in the nation.

This family-friendly tour is easy-paced and guided by local experts. Bikes, helmets, and optional child equipment are included. Whether you're a first-time visitor or returning to discover more, this ride invites you to live like a local—on two wheels.
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Chicago's Lakefront Neighborhoods Bicycle Tour is located at Bobby's Bike Hike - Chicago Bike, Walking & Food Tours540 N. Lake Shore DriveChicago, IL 60611
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Frequently Asked Questions about Chicago's Lakefront Neighborhoods Bicycle Tour

Where does the tour depart from?

The tour departs from and returns to Bobby’s Bike Hike headquarters at 540 N. Lake Shore Drive.

How long and strenuous is the bike tour?

This tour covers approximately 9 miles of Chicago neighborhoods. The pace is easy and ideal for all ages and experience levels.

Is the bike tour beginner-friendly?

Yes. This route follows scenic, low-traffic paths along the lakefront and through quiet neighborhoods, making it perfect for first-time visitors or casual riders.

Is water provided on the tours?

No. It is recommended that guests bring their own water.

What should I wear?

Wear tennis shoes and comfortable, loose-fitting clothes that are appropriate for the weather conditions on the day of your tour. Wear layers, particularly in spring and fall. Many of our tours ride close to Lake Michigan, which is one of the largest lakes in the world, and can alter the temperature quickly based on the direction of the wind. They offer pouches on the front of our bikes that allow you to store wallets, cameras, cell phones, and other smaller items, and you are welcome to keep any larger items back to their shop while you are out on a tour.

What should I bring?

Bring small items such as a camera/smartphone, a valid photo ID, a credit card, and cash (to tip the guide).

Can I bring a pet?

Only ADA-defined service animals are allowed on the bike tour.

What happens if it rains?

Tours run rain or shine. Ponchos will be provided in case of rain.

Are guide gratuities included in the price?

No, but if you had a great time, gratuities are highly accepted by the tour guides.