Chicago’s Christmas scene delivers practical, well-organized holiday experiences.
The Christmas Tree Crawl stands out as a smart choice, offering a manageable 2-mile walk past the city’s best decorations. I especially love this tour because it hits all the major displays while avoiding tourist traps.
The Lake Michigan Christmas Eve dinner cruise is worth splurging on – you’ll get a quality 3-course meal and unbeatable skyline views without fighting downtown crowds.
For something more intimate, the Festive Lights guided tour efficiently covers the city’s top holiday spots with expert commentary.
Check out these recommended Christmas tours in Chicago:
Key Points
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The Christmas Tree Crawl Experience provides a festive 2-hour walking tour covering 2 miles and highlighting historical insights from a knowledgeable local guide.
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The Christmas Eve Gourmet Dinner Cruise on Lake Michigan offers a 2.5-hour cruise with a 3-course plated dinner, stunning city views, and DJ entertainment.
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Chicago’s Festive Lights: A Magical Christmas Journey is a private tour that showcases the city’s festive attractions, starting at American Girl Place and ending at Christkindlmarket.
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The Christkindlmarket Chicago is a popular traditional German Christmas market with handcrafted gifts, festive treats, and live entertainment.
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The Museum of Science and Industry’s Christmas Around the World and Holidays of Light exhibit features a large tree and displays from various cultures.
The Christmas Tree Crawl Experience Chicago at the Holidays
During the holiday season, the Christmas Tree Crawl Experience Chicago offers a festive and informative walking tour through the heart of the city. Lasting approximately 2 hours and covering 2 miles, this tour takes visitors on a journey to discover the city’s best Christmas decorations and learn about the history behind them.
Led by a knowledgeable local guide, the tour starts at Peets Coffee in the Wrigley Building plaza and ends at the iconic Christkindlmarkt. Along the way, you will enjoy special holiday-themed snacks and discover hidden decorations they may have otherwise overlooked.
With a maximum group size of 20 travelers, the experience provides an intimate and personalized exploration of Chicago’s Christmas cheer.
While some reviewers felt the number of decorations was less than expected, the majority of travelers praised the tour, highlighting the fascinating historical insights and the overall festive atmosphere.
At $35 per person, the Christmas Tree Crawl Experience is a unique and enjoyable way to embrace the holiday spirit in the Windy City.
Read our full review: The Christmas Tree Crawl Experience Chicago at the Holidays Review
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Chicago: Christmas Eve Gourmet Dinner Cruise Lake Michigan
For those seeking a truly memorable Christmas Eve in Chicago, the Christmas Eve Gourmet Dinner Cruise on Lake Michigan offers an unparalleled experience. Priced from $184.26 per person, this 2.5-hour cruise features a 3-course plated dinner with options like turkey, salmon, and gnocchi, along with a seasonal dessert station.
Guests can enjoy unlimited coffee, tea, and stunning 360-degree views of the city’s skyline and landmarks, including Navy Pier and Willis Tower.
The cruise also offers onboard DJ entertainment and impeccable service, with a non-refundable cancellation policy. Semi-formal attire is encouraged, and infants aged 0-2 can attend for free.
While smoking is only permitted on outdoor decks, the comfortable indoor areas and open-air spaces provide the perfect setting to celebrate the holiday season.
With an overall 5/5 rating based on customer reviews, this Christmas Eve cruise is sure to create lasting memories for couples, families, and solo travelers alike.
Read our full review: Chicago: Christmas Eve Gourmet Dinner Cruise Lake Michigan Review
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Chicago’s Festive Lights: A Magical Christmas Journey
Discover the enchanting world of Chicago’s holiday lights on this private tour, immersing visitors in the city’s festive ambiance. Operated by Opatrip.com USA, the “Chicago’s Festive Lights: A Magical Christmas Journey” offers a unique opportunity to explore the city’s dazzling light displays and Christmas markets.
Priced from £266.30 per person, the tour allows your group to experience the magic at your own pace.
The tour starts at the iconic American Girl Place and ends at the renowned Christkindlmarket Chicago, where you can embrace the traditional German Christmas market atmosphere.
Along the way, a private guide will lead you through the city’s festive highlights, ensuring you don’t miss a single enchanting moment.
The tour isn’t wheelchair accessible, but it’s conveniently located near public transportation, making it accessible to most travelers.
With a flexible cancellation policy and the option to reserve now and pay later, this tour is an excellent choice for those seeking a memorable Christmas experience in Chicago.
Read our full review: Chicago’s Festive Lights: A Magical Christmas Journey Review
Book now: Check availability
Recap
Chicago offers a wealth of festive experiences during the holiday season. From admiring the city’s dazzling lights and decorations to indulging in gourmet meals on a scenic cruise, there’s something for all to enjoy. Whether you’re looking for a cozy and intimate gathering or a grand, magical adventure, Chicago’s Christmas offerings won’t disappoint. With so many options, you’re sure to create unforgettable memories in the Windy City this holiday season.