Chicago’s Christmas season shines brightest with two standout experiences. A Lake Michigan dinner cruise delivers both city views and elegance, combining a quality 3-course meal with live entertainment as you glide past the illuminated skyline. We especially love the rotating observation deck that ensures everyone gets picture-perfect views of the city lights.

The private evening lights tour ranks as our other top pick, efficiently covering Chicago’s best holiday displays. It stops at the authentic German-style Christkindlmarket and weaves through neighborhoods where local traditions come alive. We particularly appreciate how this tour avoids the usual tourist crowds.

Check our selected tours below for the best Christmas experiences in Chicago.

Key Points

  • Indulge in a 2.5-hour Christmas Eve Gourmet Dinner Cruise on Lake Michigan with a 3-course plated dinner and live DJ entertainment.
  • Embrace the holiday cheer with a Festive Lights Tour that showcases iconic landmarks, holiday decorations, and the vibrant Christkindlmarket Chicago.
  • Enjoy a semi-formal dining experience with breathtaking views of the Chicago skyline, including Navy Pier and Willis Tower.
  • Explore the unique holiday traditions and architecture of Chicago on a private group tour for up to 4 participants.
  • Experience the perfect blend of fine dining, sightseeing, and festive activities to create a memorable Christmas celebration in Chicago.

Chicago: Christmas Eve Gourmet Dinner Cruise Lake Michigan

Chicago: Christmas Eve Gourmet Dinner Cruise Lake Michigan

The Christmas Eve Gourmet Dinner Cruise on Lake Michigan offers a unique and luxurious way to celebrate the holiday season in Chicago. Priced at $184.26 per person, the 2.5-hour cruise provides a 360-degree view of the city’s stunning skyline, including landmarks like Navy Pier and Willis Tower.

Theres some good a delectable 3-course plated dinner, with options ranging from a Honeycrisp Apple Salad to Smoked Chili-Rubbed Atlantic Salmon or Seasonal Potato Gnocchi. The cruise also features live DJ entertainment and a scenic route along the lakefront.

With a non-refundable cancellation policy, it’s essential to book early. The cruise departs from Navy Pier, and semi-formal attire is encouraged. Infants aged 0-2 can attend for free.

Based on the overwhelmingly positive reviews, this Christmas Eve experience on Lake Michigan promises an unforgettable evening of fine dining, breathtaking views, and holiday cheer.

Read our full review: Chicago: Christmas Eve Gourmet Dinner Cruise Lake Michigan Review
Book now: Check availability

Chicago’s Festive Lights: A Magical Christmas Journey

Chicago's Festive Lights: A Magical Christmas Journey

As the temperatures drop and the city is blanketed in a winter wonderland, Chicago’s Festive Lights: A Magical Christmas Journey offers visitors a captivating exploration of the city’s dazzling holiday displays.

This 2-hour private group tour takes guests on a festive adventure, starting at the iconic John Hancock Center adorned with festive decorations. Over the next 40 minutes, the guide leads the group through the skyscraper, providing insights into the building’s architecture and holiday embellishments.

The tour then continues along North State Street, where the group spends an hour immersed in the vibrant glow of the city’s festive lights.

Finally, the experience concludes with a 20-minute guided tour of the Christkindlmarket Chicago, a traditional German Christmas market brimming with holiday cheer, crafts, and seasonal delicacies.

Priced at $663.24 for up to 4 participants, this tour promises a magical Christmas journey through the heart of Chicago.

Read our full review: Chicago’s Festive Lights: A Magical Christmas Journey Review
Book now: Check availability

Frequently Asked Questions

Is the Cruise Suitable for Children?

The cruise can be suitable for children, but it depends on the specific cruise and the age and interests of the children. Parents should research the cruise details and activities to ensure it’s an appropriate fit for their family.

Are There Vegetarian/Vegan Menu Options Available?

Most cruises in Chicago offer vegetarian and vegan menu options to accommodate various dietary needs. Passengers should inquire about the specific menu selections when booking their cruise to ensure their dietary requirements can be met.

Can We Bring Our Own Drinks on the Cruise?

No, bringing your own drinks is typically not allowed on cruises. Most cruise lines have strict policies prohibiting outside beverages to ensure guest safety and maintain control over their bar and food service operations.

How Long Does the Lights Tour Last?

The lights tour typically lasts between 1.5 to 2 hours, depending on the specific itinerary. Guests can expect to see a dazzling display of holiday lights and decorations throughout the city during this guided excursion.

Is the Lights Tour Available on Christmas Day?

The lights tour is typically not available on Christmas Day. Many holiday attractions and events in Chicago close or have reduced hours on the holiday itself, so visitors should check schedules carefully when planning their Christmas activities.

The Sum Up

Chicago’s Christmas experiences are both magical and memorable. The gourmet dinner cruise on Lake Michigan offers a unique and luxurious way to celebrate the holiday season, while the Festive Lights journey provides a dazzling display of twinkling lights that’s sure to enchant. Whether you’re looking for fine dining or a captivating light show, Chicago has plenty to offer for an unforgettable Christmas celebration.