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Lakefront Trail
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Our most recommended Lakefront Trail Tours

Chicago: Lakefront Neighborhoods Bike Tour

1. Chicago: Lakefront Neighborhoods Bike Tour

Hop on a bike and explore Chicago's lakefront neighborhoods on this bike tour. Veer off the beaten path and into the opulent neighborhoods, pristine parks, and packed beaches of the near north side of Chicago. Explore the Gold Coast mansions, Old Town historic district, Lincoln Park, and the zoo. Pass by North Avenue beach and Chicago's lakefront while an experienced, knowledgeable guide explains the rich history and culture of the area. This tour is designed for all ages and fitness levels. Safety is the top priority, and guests follow bike paths for most of the tour.

Chicago: Bikes, Bites, and Brews Biking Tour

2. Chicago: Bikes, Bites, and Brews Biking Tour

Working up an appetite won’t be a problem on this signature bike tour combing city sightseeing with the best foods and brews in Chicago.Sample Chicago’s 4 favorite food groups – pizza, hot dogs, brownies, and beer. You’ll learn the history behind the iconic foods and also get a taste of some of Chicago’s most popular neighborhoods. Leave the planning to the local experts. Bobby’s Bike Hike was awarded the following three awards just this year: “Top 10 Food Tours in America” by USA Today, “Top 20 Food Tours in the World” by TA, and “Top 15 Vacation Ideas in USA” by Entrepreneur Magazine. Seize the opportunity for the ultimate Chicago fusion of flavors and sights in a single, unforgettable day! On the daytime version of the tour, cruise through Wrigleyville, Gold Coast, Old Town, Lakeview, and Lincoln Park. On the nighttime version of the tour, bike through the skyscrapers and bars of downtown Chicago and see Millennium Park and Buckingham Fountain at night. On either route, enjoy the beautiful lakefront trail as well. This tour is 13 miles with perfect breaks along the way for sampling. Your experienced guide will keep you safe, in-the-know, and well-fed. Bikes provided.

Chicago: Westside Food Tasting Bike Tour with Guide

3. Chicago: Westside Food Tasting Bike Tour with Guide

Go around the world without leaving Chicago! Sample the best of Chicago’s West side neighborhoods decadent food options. Learn the stories of the immigrants from all over the world who helped make Chicago the city it is today, while tasting their delicious foods. Gaze at the historic homes, warehouses, and skyscrapers of Chicago's most historic neighborhoods. Ride along the new elevated 606 trail and the beautiful Lakefront Trail. Leave the planning to the local experts. Bobby’s Bike Hike was awarded the following three awards just this year: “Top 10 Food Tours in America” by USA Today, “Top 20 Food Tours in the World” by TA, and “Top 15 Vacation Ideas in USA” by Entrepreneur Magazine. Seize the opportunity for the ultimate Chicago fusion of flavors and sights in a single, unforgettable day! Begin your tour in Chicago's bustling River North. Cross the iconic Chicago river, then ride through historic meatpacking district Fulton Market, now Chicago's restaurant and tech ground zero. Sample a delicious Mexican torta and a beer at a celebrity chef's new brewpub. Then ride past Google's new headquarters and some beautiful murals before arriving in Ukrainian Village, where you will taste the world's best Polish pierogis. From there, pass gorgeous 19th-century mansions before having another delicious ethnic snack in hipster hot spot Wicker Park. Bike along the new 606 trail, a bike path on a formal elevated rail line, and then sample some delicious ice cream and toffee in Lincoln Park. From there, head to quaint Old Town for a chocolate tasting, and finish off the tour with a beautiful ride down Chicago's world-famous Lakefront Trail.

Chicago

Chicago

Frequently asked questions about Lakefront Trail Tours

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Other Sightseeing Options in Lakefront Trail

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What people are saying about Lakefront Trail

A great tour! We can recommend this Chicago bike tour to anyone who wants to get to know the city from a slightly different perspective. Our guide Vas took us to many interesting places and was also able to tell many exciting and funny background stories. The bikes were also great, helmets were available in all sizes. Thank you for this great experience!

Paul was fantastic, showed all the interesting places and told us about the history....Totally recommend this Tour...

Fabulous tour. It was amazing how our guide got us through the city streets safely. This is a “don’t miss” tour.

Our cycling tour around Chicago with York was the highlight of our stay there, highly recommend this.

Seeing different parts of the City and the tour guide was great.