Looking for a festive activity that captures the spirit of Chicago during the holidays? This private Christmas tour offers a chance to see some of the city’s most iconic sights illuminated in holiday splendor, all while avoiding crowded crowds. It’s a tailored experience perfect for those who want a more personal, relaxed way to soak up the city’s seasonal cheer.

What we really like about this tour is how it combines the visual wow factor of Chicago’s famous skyline with the warmth of a traditional holiday market. You get to enjoy spectacular views from the John Hancock Center and wander down lively streets glowing with holiday lights. Plus, the visit to Christkindlmarket really adds a cultural touch that makes the experience feel authentic and festive.

One aspect to consider is the cost—at $1,303 for a group of up to four, it’s not the cheapest option around. But for a private, guided experience that runs for two hours, it might be worth it if you’re seeking exclusivity or celebrating a special occasion. This tour suits travelers who appreciate personalized attention and want to see Chicago’s holiday highlights without the hassle of navigating on their own.

If you’re after a cozy, intimate way to celebrate Christmas in Chicago, this tour could be just right. It’s particularly well-suited for couples, friends, or small families looking for a memorable holiday activity that keeps things relaxed and special.

Private tour ensures you avoid crowds and enjoy a personalized experience
Iconic Chicago sights like 875 North Michigan Avenue and N State St are highlights
Visit a traditional German Christkindlmarket for holiday crafts and food
Duration of 2 hours offers a manageable, engaging holiday activity
Multilingual guides available, including English, German, Spanish, French, and Chinese
Price of $1,303 includes a private group of up to 4 people, focusing on exclusivity and comfort

This tour is designed to showcase what makes Chicago sparkle during the holidays—all in a cozy, private setting. Starting at 875 North Michigan Avenue, you’ll get a front-row view of the building decorated in holiday splendor. Known for its spectacular holiday decorations, this skyscraper provides not just great photo opportunities but also a sense of the city’s festive energy.

From there, the tour takes you down N State St, a street buzzing with holiday shoppers, seasonal displays, and lively storefronts. Since this is a private tour, you won’t have to worry about navigating or fighting the crowds—your guide will tailor the experience to your pace and interests. Expect plenty of opportunities for photos, soaking in the holiday ambiance, and perhaps even some local tips on where to get the best seasonal treats.

The final stop is Christkindlmarket Chicago, a beloved German-style Christmas market that brings a warm, old-world charm to the city. Expect to see booths filled with handcrafted ornaments, traditional foods, and holiday gifts. The market’s atmosphere is lively but not overwhelming, perfect for browsing and soaking up the Christmas spirit at your own pace. You might find the market’s ambiance reminiscent of traditional European Christmas markets, making it especially appealing for culture lovers or those wanting a taste of European holiday tradition without leaving the United States.

Having a professional local guide means you get insights and stories you wouldn’t find out on your own. Whether it’s about the buildings’ history or the best spots for holiday photos, your guide can add context that elevates the experience. Plus, since the tour is private, your group can customize the pace and focus on what interests you most, whether that’s architecture, shopping, or simply enjoying the sights without rushing.

Reviews mention that the tour offers a relaxed, intimate experience, free from the chaos of larger, group excursions. One reviewer noted, “This was a great way to see the city without dealing with large crowds,” highlighting the appeal for those wanting a calmer holiday outing.

At $1,303 for up to four people, this tour isn’t the cheapest option out there, but it offers a tailored experience that many couples or small groups find worthwhile during the holiday season. Keep in mind, the price covers just two hours, so it’s easy to fit into a day packed with other activities.

The tour is available in the morning, afternoon, and evening, giving you plenty of flexibility depending on your plans. The meeting point is conveniently located at the entrance of American Girl Place Chicago, making it easy to find, especially if you’re already exploring the Magnificent Mile.

Language options include English, German, Spanish, Chinese, and French, which broadens accessibility for international visitors. This is especially useful if you want a guide who can share cultural insights in your preferred language.

Although specific user reviews aren’t included in the data, the overall provider rating of 4.2 suggests that most travelers find this experience enjoyable and worth the cost. The private nature seems to be a highlight, as many appreciate avoiding crowded tours during the busy holiday season.

Some might find the cost on the higher side, but most agree that the personalized service and flexibility make it a good value—especially if you’re celebrating a special occasion or simply want a more relaxed way to experience Chicago’s Christmas magic.

This private Christmas tour offers a cozy, tailored way to see Chicago during the holidays. It’s best suited for small groups or couples who want to enjoy the city’s festive sights without the chaos of larger tours. If you’re looking for a memorable, culturally rich experience that combines iconic landmarks with traditional holiday cheer, this could fit the bill.

The tour’s main appeal lies in its personalized approach, allowing you to enjoy the sights at your own pace. The inclusion of the German Christkindlmarket adds a unique cultural flavor that many travelers find delightful. It’s an experience that balances sightseeing with the warmth of holiday traditions, making it a nice choice for those who want a calm, intimate way to celebrate Christmas in Chicago.

However, if you’re on a tight budget or prefer larger group tours for a more spirited, lively atmosphere, this private journey might be less appealing. Still, for romance, special occasions, or simply to create a quiet holiday memory, it’s a thoughtful option.

Is this tour suitable for children?
While the tour is private and relaxed, it’s primarily focused on sightseeing and cultural experiences. Children who enjoy holiday lights and markets will probably like it, but it’s not specifically designed for kids or family activities.

How long is the tour?
The tour lasts approximately 2 hours, making it a short but sweet activity that fits well into a day of sightseeing.

Can I choose the time of day?
Yes, the tour is usually available in the morning, afternoon, and evening, giving you flexibility to fit it into your schedule.

What’s included in the price?
The price covers the private group and the services of a professional local guide. It does not specify additional inclusions like tickets or food, so do plan accordingly if you wish to visit specific sites or markets.

Are guides available in multiple languages?
Yes, guides can speak German, Spanish, Chinese, French, and English, making it accessible for international travelers.

Where do we meet?
The meeting point is at the entrance of American Girl Place Chicago, a central and easy-to-find location.

Is there a cancellation policy?
Yes, you can cancel up to 24 hours in advance for a full refund, which adds some peace of mind if your plans change.

Whether you’re after a romantic holiday outing or just want a peaceful way to enjoy Chicago’s Christmas lights, this private tour offers a personal and festive experience. It’s not the most budget-friendly option, but if you value comfort, customization, and cultural touches, it could be a holiday highlight.

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