Chicago Experiences

Tour Chicago with a Local Expert Guide

Popular Chicago Experiences

Chicago is a lively city bursting with distinguished architecture, diverse neighborhoods, and a rich culture of food, history, and music throughout.

Filled with friendly folks from all walks of life, Chicago is a welcoming place to explore and you’ll see why millions of people happily call this Midwest metropolis home.

Walking Tour

Best of Chicago: Architecture & Highlights City Private Tour

Let us plan your Chicago experience! From the Iconic Bean to the gorgeous views of the Chicago Riverwalk you’ll get to know the windy city like a true local!
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Boat Tour

Chicago River by Private Boat Tour

To understand the city of Chicago, you need to know its river. Hop aboard a private boat with a Windy City local to hear how the Chicago River has shaped the city’s skyline and its very identity, taking in its beautiful architecture from a truly unique perspective!
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Walking Tour

Chicago Architecture by Train Experience

Chicago is often defined by its wild architecture, satisfying staples such as its famous deep dish pizza, and iconic sculptures like “The Bean” of Millennium Park. But how do you get from one attraction to another with ease? The Chicago “L”!
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Community Impact

By limiting tour group sizes, WeVenture promotes togetherness and accessibility and gives us the chance to build stronger relationships with our guests and connect them to Chicago. Whether you’re with family and friends or flying solo, we’re able to share impactful experiences that create strong memories and bring people closer together in our community.

Our food tours help support Chicago’s vibrant culinary scene. While our guests enjoy the best of the city’s fine dining and street food on our tours, our local vendors benefit from the unique relationships we build with them over time.

Our tours aim to increase awareness of Chicago’s public thriving arts and culture scene, featuring both internationally recognizable and local artists that in turn help inspire our guests and support the arts.

Choosing a tour experience that includes walking and public transit helps us reduce our carbon footprint and contribute to a more sustainable city.

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