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Duration: 3 hours

Overview

Pedal past the Gold Coast mansions, Lincoln Park, and Lake Michigan's beaches on this relaxed three-hour bike tour through Chicago, Illinois neighborhoods, rated TripAdvisor's best sightseeing tour in the city.

🚲 Ride through Streeterville, the Gold Coast, and Old Town on a guided three-hour route

🏖️ Stop at North Avenue and Oak Street Beaches along Lake Michigan

🌳 Cruise through Lincoln Park, the city's largest park, past the free zoo

🏛️ Learn the history behind landmarks like the original Playboy Mansion site and St. Michael's Church

Enjoy a three-hour, seven-mile ride away from the tourist crowds and into the neighborhoods where Chicagoans actually live. Riders depart from the Streeterville headquarters and head straight into the Gold Coast, past the building that once housed the original Playboy Mansion, before rolling through leafy Lincoln Park and the quiet, historic streets of Old Town.

From there the route heads east to Lake Michigan, passing North Avenue and Oak Street Beaches before returning along the paved Lakefront Trail. The pace is easy enough for first-time riders and families, with child bikes and tag-alongs available on request, and the tour runs rain or shine with ponchos provided if needed.

Enjoy a three-hour, seven-mile ride away from the tourist crowds and into the neighborhoods where Chicagoans actually live. Riders depart from the Streeterville headquarters and head straight into the Gold Coast, past the building that once housed the original Playboy Mansion, before rolling through leafy Lincoln Park and the quiet, historic streets of Old Town.

From there the route heads east to Lake Michigan, passing North Avenue and Oak Street Beaches before returning along the paved Lakefront Trail. The pace is easy enough for first-time riders and families, with child bikes and tag-alongs available on request, and the tour runs rain or shine with ponchos provided if needed.

When do I choose a date?

After purchase, you can request your preferred dates and times by following the instructions in the email you receive. If it's a gift, the recipient will also get an email with booking instructions.

Seasonal,
June-October:
Daily
*Limited availability in November and March-May

When do I choose a date?

After purchase, you can request your preferred dates and times by following the instructions in the email you receive. If it's a gift, the recipient will also get an email with booking instructions.

Seasonal,
June-October:
Daily
*Limited availability in November and March-May

Any restrictions to participate?

  • Age: All age groups are welcome.
  • Physical limitations: Riders must be able to ride a bike; child equipment is available for those who cannot ride independently.
  • Experience level: All levels are welcome, rated an easy ride.

Who can you accommodate for?

  • Children: Kids' seats and tag-along bikes are available for younger children.
  • Pets: Sorry, no pets allowed.

What to expect on the day of the experience?

  • Duration: 3 hours
  • What's included: Bike, helmet, and tour
  • Who will be present: A guide is present at all times, along with other participants on the tour.
  • Photo/video: Photos encouraged, plenty of picture opportunities along the route.

How to prepare?

  • Weather dependency: Tours run rain or shine. Ponchos are provided if rain is announced.
  • Arrival: Please arrive a few minutes in advance to get setup.
  • What to wear: Comfortable clothing and closed-toed shoes are preferred.
  • What to bring: A camera for photo opportunities

Any restrictions to participate?

  • Age: All age groups are welcome.
  • Physical limitations: Riders must be able to ride a bike; child equipment is available for those who cannot ride independently.
  • Experience level: All levels are welcome, rated an easy ride.

Who can you accommodate for?

  • Children: Kids' seats and tag-along bikes are available for younger children.
  • Pets: Sorry, no pets allowed.

What to expect on the day of the experience?

  • Duration: 3 hours
  • What's included: Bike, helmet, and tour
  • Who will be present: A guide is present at all times, along with other participants on the tour.
  • Photo/video: Photos encouraged, plenty of picture opportunities along the route.

How to prepare?

  • Weather dependency: Tours run rain or shine. Ponchos are provided if rain is announced.
  • Arrival: Please arrive a few minutes in advance to get setup.
  • What to wear: Comfortable clothing and closed-toed shoes are preferred.
  • What to bring: A camera for photo opportunities

Unused Experience Vouchers can be returned within 14 days for a full refund to the original purchaser, no questions asked.

If you have any unused Experience Vouchers, you can exchange them for anything else in our marketplace, no matter when. If you choose an experience that's more expensive, you'll need to pay the difference, but if you choose one that costs less, you'll receive a credit towards your next booking.

No refunds are allowed once the experience is booked, but you can reschedule up to 72 hours before your experience, for a date within a year of the original booking. To reschedule, contact the experience provider directly. No-shows or rescheduling less than 72 hours in advance means losing the value of your experience.

Unused Experience Vouchers can be returned within 14 days for a full refund to the original purchaser, no questions asked.

If you have any unused Experience Vouchers, you can exchange them for anything else in our marketplace, no matter when. If you choose an experience that's more expensive, you'll need to pay the difference, but if you choose one that costs less, you'll receive a credit towards your next booking.

No refunds are allowed once the experience is booked, but you can reschedule up to 72 hours before your experience, for a date within a year of the original booking. To reschedule, contact the experience provider directly. No-shows or rescheduling less than 72 hours in advance means losing the value of your experience.

How it works

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