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Bike Tour of Chicago's Lakefront Neighborhoods

icon 3 hours Mobile ticket Free Cancellation
Tickets from € 86.07

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June 2025
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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.
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  • Local tour guide
  • Bicycle
  • Helmet
  • Food and drinks
  • $10 per person suggested guide gratuity. (via Cash, Venmo and PayPal)
Departure Point

540 N Lake Shore Dr, Chicago, IL 60611, USA Through the driveway (tunnel) to our entrance

Return Details

540 N Lake Shore Dr, Chicago, IL 60611, USA Through the driveway (tunnel) to our entrance

  • Museum of Contemporary Art, Chicago, Illinois, United States
    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.
  • 1633 N Cleveland Ave, Chicago, IL 60614, USA
    Located in the heart of Old Town, stunning St. Michael’s Church is one of less than a dozen buildings to have survived the Great Chicago Fire of 187
  • The Magnificent Mile, Chicago, Illinois, United States
    The Magnificent Mile is Chicago’s premier commercial district, home to upscale shops, cool restaurants and hotels, and Michigan Avenue.
  • Lincoln Park Zoo, Chicago, Illinois, United States
    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.
    15 minutes
  • Lake Michigan, Illinois, United States
    One of the five Great Lakes and a beautiful Chicago staple.
    15 minutes
  • North Avenue Beach, Chicago, Illinois, United States
    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.
    15 minutes
  • Lakefront Trail, Chicago, Illinois, United States
    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.
    20 minutes
  • Gold Coast, Chicago, Illinois, United States
    Enjoy the oppulent mansions along Chicago's lakefront
    10 minutes
  • Old Town, Chicago, Illinois, United States
    Enjoy Chicago's beautiful neighborhood just north of downtown. Old Town survived the Great Chicago Fire of 1871
    5 minutes
  • Lincoln Park, Chicago, Illinois, United States
    Gorgeous neighborhood on the north coast of Chicago
    10 minutes
  • Lakefront Trail, Chicago, Illinois, United States
    Enjoy the most gorgeous section the 20 mile Lakefront Bike Trail
    10 minutes
  • 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.
You can cancel up to 24 hours in advance of the experience for a full refund.
  • For a full refund, cancel at least 24 hours before the scheduled departure time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
  • This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
RenateJacq
24 May 2025
Mooie tocht met een kleine groep. Gids vertelt heel leuk en laat je plekken zien die je zelf niet zo snel zou ontdekken. Dit is nu de 2e fietstocht bij Bobby's bike. Ze hebben genoeg keus in soort tochten, dus de volgende keer dat ik weer in Chicago ben, ga ik er zéker nog eentje doen.
Gerald_B
21 May 2025
Fran the guide was knowledgeable of the city, pleasant and kind. The weather was windy, rainy at time but the red was enjoyable .
Cathy_T
10 May 2025
So many different neighborhoods with unique histories close to downtown. Guides Fran & Dan kept our group together and explained about the fire of course, the World's Fairs, Abe Lincoln's lucky shoe & why his statue is so tall, Hugh Hefner's former mansion - and so much more! There was a bit of street construction, but that happens. Nice bikes!
This tour in Chicago is organized by Bobby's Bike Hike - Chicago

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