No expiration date
Easy refund
Free exchange
Easy booking

Chicago-Style Holiday Hike: Festive Food and Walking Tour

Location Chicago, Illinois, USA
$84.99
This is an experience gift voucher. The recipient will book the experience after they redeem the gift voucher.

Overview

There’s nothing more magical than downtown Chicago during the holiday season. Bobby’s Holiday Hike is a 3hr guided walking and food tour through the Chicago Loop, brought to you by Bobby's Bike Hike, internationally recognized for their tours. You’ll get to sample the Windy City’s favorite winter treats; including a slice of deep dish pizza, Chicago-style hot dog, Italian Beef, chocolate brownie, and hot apple cider. Upon arrival, you can add a VIP holiday craft beer package for $19.99/person. Our entertaining guides will get your holiday spirit primed with plenty of food and knowledge. Did you know Rudolph the red-nosed reindeer was a story created in Chicago? You’ll see the Christmas window displays at the original Marshall Field’s department store, Chicago's city Christmas tree, the ice skating rink at Millennium Park, and the legendary Christkindlmarket, a traditional German Christmas Market. No other tour offers such an all-inclusive experience of Chicago during the holidays!
Holiday Hike: Festive Chicago Food and Walking Tour
Tour guide
Language: English
Human tour guide
Duration: 3 hours

Availability depends on seasonality and number of participants. Bookings can not be made for the same day. Please read our TnC’s.

When giving as a gift, your recipient can choose a date at their convenience during a booking process. Otherwise, you can choose one after checkout and voucher redemption.
Check available dates by emailing us at [email protected]
  • Local tour guide
  • Holiday Cocoa or Cider
  • Holiday attractions
  • Food samples
  • Alcoholic Beverages
  • Hotel pickup and drop-off
  • $10 per person (or more) suggested guide gratuity. (via Cash, Venmo and PayPal)

Meeting point
Departure Point: Lou Malnati's Pizzeria - Wrigley Building Directions: Please note that the entrance is located on the Northside of the Wrigley Building - ground level. Your guide will be wearing a Bobby's Bike Hike shirt and paddle.

  • Christkindlemarket
    Enjoy a hot cider at this outdoor german christmas market
  • Palmer House Hilton Historic Lobby
    Stroll down State Street where the lights, decorations and window displays dazzle. Throughout your tour, you'll make stops for a variety of tasty treats, including a brownie sample at the Palmer House Hotel, where the chocolatey treat was invented! While inside the historic building, your guide shows you the magnificent interior architecture of this grand old hotel, where many famous guests have stayed since it opened in 1875.
  • Macy's on State Street
    Enjoy the Holiday decor
  • Millennium Park
    Get a full tour of Millennium Park and gaze over the large outdoor ice-skating rink, flanked by the some of the most iconic buildings on the Chicago skyline. Watch hundreds of skaters twirl as they enjoy the free attraction. See the city’s official Christmas tree, loaded with spectacular ornaments and lights.
  • Cloud Gate
    Iconic Chicago attraction
  • Jay Pritzker Pavilion
    Gorgeous open air amphitheater
  • Daley Bicentennial Plaza
    Enjoy Christkindlmarkt in Chicago
  • Visit Chicago's Christmas Tree
  • Wrigley Building
    Visit one of Chicago's iconic buildings
  • Enjoy Chicago-style deep dish pizza
  • Enjoy a Chicago style hot dog or Italian Beef
  • Palmer House Hilton Historic Lobby
    Visit the iconic Palmer House Hotel lobby and enjoy the original recipe brownie, invented here at the hotel for the 1893 Chicago's Worlds Fair.
  • Enjoy an italian beef sandwich.
  • Amazing collections (pass by)

  • Wheelchair accessible
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • If you have dietary restrictions, please add a note in the special requirements section when booking, and email to [email protected] after booking to confirm they can accommodate.
  • Tour Operator can accommodate vegetarians or those who don’t eat beef or pork but can’t cater for gluten-free (limited options) or vegan (extremely limited options) diets.
  • VIP Adult Beverage upgrade (3 samples) available upon arrival for $19.99 per person extra (Ages 21+)
  • TripAdvisor rated this tour its highest-level Traveler’s Choice Award each year since 2002.
  • Our groups have exclusive VIP access to locations we visit.
  • Operates in all weather conditions, please dress appropriately
  • 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.
  • For a full refund, cancel at least 24 hours before the scheduled departure time.
  • 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.
  • How it works?
    01 You choose from 10 000+ experience gifts
    02 We deliver the eVoucher or the Physical box to the recipient
    03 Recipient books the experience and creates unforgettable memories!

    Chicago-Style Holiday Hike: Festive Food and Walking Tour

    Location Chicago, Illinois, USA
    $84.99
    This is an experience gift voucher. The recipient will book the experience after they redeem the gift voucher.
    How it works?
    01 You choose from 10 000+ experience gifts
    02 We deliver the eVoucher or the Physical box to the recipient
    03 Recipient books the experience and creates unforgettable memories!
    Delivery options
    eVoucher
    • Free
    • Instant delivery
    • Environmentally friendly
    Physical Gift Box
    • $10.00 fee
    • 2-5 business days
    • Shipping Worldwide

    No expiration date
    Easy refund
    Free exchange
    Easy booking
    Planet friendly
    Global availability
    As seen on