Things to do in
Lakefront Trail

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Lakefront Trail: Our most recommended tours and activities

Chicago: Bikes, Bites, and Brews Biking Tour

1. 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. 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.

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Chicago: Westside Food Tasting Bike Tour with Guide

2. 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. 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.

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Bobby's Bike Hike Chicago: Lakefront Neighborhoods Tour

3. Bobby's Bike Hike Chicago: Lakefront Neighborhoods Tour

Hop on a bike and explore Chicago's lakefront neighborhoods! Bobby's Lakefront Neighborhoods Bicycle Tour is Chicago's longest-running and most popular 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, all on the bike. 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 our top priority, and guests follow bike paths for a majority of the tour. Bikes and helmets are provided.

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Other Sightseeing Options in Lakefront Trail

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What people are saying about Lakefront Trail

Overall rating

4.9 / 5

based on 103 reviews

We loved our tour with Lou! The biking was super easy and fun. He took us down some great residential streets that felt safe and had great homes to look at. All the food was incredible! It did not disappoint! I loved that the food choices were not "traditional Chicago", but eclectic and representative of the various neighborhoods and vibes. We definitely felt like we got our money's worth and Lou was a great guide! Great way to see the city and it's neighborhoods.

Our tour guide was Thomas. The tour was very fun and the food was delicious. First stop was the deep dish pizza and craft beer. Very light to my surprise . Next the Chicago Hotdog and last the gelato. Lastly a beer. It was a great start to my first time in Chicago.

Great day tour of Chicago ~14 miles total, on a hot summer day you’ll be tired and sweaty at the end of it. Stopped at some good food spots - deep dish pizza and Chicago dog.

Excellent tour! The bikes were good and easy to ride; the food was terrific and the tour guide was attentive, funny and knowledgeable. Highly recommend!!!

Very nice experience if you like exercise, food and views