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    4. /Chicago Holiday Food & Walking Tour
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    Chicago Holiday Food & Walking Tour

    Taste Chicago's holiday flavors and festive sights on foot

    4.9 stars• 2.3K reviews

    Duration

    3 hours

    Includes

    Food samples, nonalcoholic drinks

    Highlights

    Explore Chicago's winter holiday season on a guided food and beverage walking tour. Stroll through seasonal city scenes while sampling local favorites and warming up with festive flavors.

    • See the holiday lights along the Magnificent Mile
    • Enjoy a warm, filling slice of deep-dish pizza
    • Experience the German-inspired festivities at Christkindlmarket
    • Toast the season with hot chocolate

    What's Included

    • Food samples
    • Non-alcoholic beverage samples

    Important details

    • Vegetarian and no-beef or pork options are available; gluten-free and vegan options are limited and cannot be guaranteed
    • Some dietary restrictions may incur a surcharge
    • Complete the pre-arrival waiver before you arrive
    • Tours run rain, snow, or shine
    • Arrive 15 minutes early for check-in; late arrivals may be rebooked

    Cancellation Policy

    Cancel at least 72 hours before the tour for a full refund minus a 10% processing fee. No refunds or rescheduling within 72 hours of the tour, and no-shows are charged in full. Changes may incur a rescheduling fee. If the operator cancels due to weather or unforeseen circumstances, receive a full refund. A 2-person minimum applies; if unmet, the tour may be cancelled with a full refund.

    Product ID: A47FCB

    FAQs

    Dietary restrictions need advance notice. Vegetarian and no-beef or pork options are available, but gluten-free and vegan options are limited and cannot be guaranteed. Some restrictions may carry a surcharge.

    Yes. A VIP Christmas cocktail or seasonal craft beer upgrade is available at an additional charge. Ages 21+ only; bring a valid photo ID.

    Bring a bottle of water and a camera. Wear comfortable walking shoes and dress for current conditions; bring rain gear if rain is expected and warm layers in cold or snowy weather.

    Meeting details

    Plaza of the Americas, 430 N Michigan Ave, Chicago, IL 60611

    Experience provided by Bobby's Bike Hike

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Adult

    $92.99

    Ages 12+

    0

    Youth - (Fri-Sun)

    $58.11

    Ages 4-11

    0

    Infant - (Fri-Sun)

    $11.61

    Ages 0-3 (when sharing w/ Adult)

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.9
    Excellent
    2.3K reviews•Google Maps
    1,911
    36
    14
    4
    11

    The guides here are consistently stellar, and travelers are quick to name them. Joe, Jeff, Jessika, and several others get enthusiastic shout-outs for being knowledgeable, funny, and genuinely caring hosts who make everyone feel comfortable. These aren't just rehearsed tours – guides share insider tips on where to eat later, adjust for weather needs, and greet past guests like old friends when they bump into them around the city. The food and bike tours seem to be the crowd favorites, taking groups through Chicago's iconic dishes at signature spots while weaving in local history and hidden gems. The routes avoid busy streets when possible, bikes are well-maintained and comfortable, and groups stay small enough that everyone feels looked after. Whether you're exploring downtown, Chinatown, or neighborhood breweries, expect a good mix of sightseeing, storytelling, and excellent eating. Several people mention doing the tour early in their visit so they can revisit favorite spots discovered along the way.

    What people are saying

    Review 1 of 5
    5/5

    Went on a tour of Chinatown with York and I had a great time. He was so kind and very knowledgeable, and the food we ate was amazing 🌟🌟🌟🌟

    Photo of Lilllian Belford

    Lilllian Belford

    September 1, 2026

    Review 1 of 1
    5/5

    Went on a tour of Chinatown with York and I had a great time. He was so kind and very knowledgeable, and the food we ate was amazing 🌟🌟🌟🌟

    Photo of Lilllian Belford

    Lilllian Belford

    September 1, 2026

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