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Chicago, null
Chicago, null
0%
OFF
fr £ 729.00
fr £ 729
pp
4
Nights
Nights
Dinner Cruise Holiday
What Our Clients Say
What Our Clients Say
Get a quick look at your holiday experience
Experience the enchantment of Christmas in Chicago, when the city changes into a beautiful winter paradise adorned with shimmering lights, holiday markets, and seasonal festivities. Explore the famed Christkindlmarket, observe the wonderfully decorated streets, go ice skating, do some Christmas shopping, and take in the stunning winter vistas along the city skyline. From historic monuments to warm cafés and holiday festivities, Chicago has the right balance of Christmas charm, culture, and amazing winter experiences.
Your package includes everything you need

Discover your day-by-day holiday flow
The Heart of Chicago’s Holiday Cheer
Start your morning with a delicious breakfast, then head downtown to visit the iconic Christkindlmarket, Chicago’s famous German Christmas market. Browse artisan stalls brimming with handcrafted gifts, seasonal treats, and steaming mugs of mulled wine. Next, explore Millennium Park to see the dazzling “Crown Fountain” and the magnificent “Christmas Tree” lighting. In the afternoon, embark on the unforgettable Chicago River 90-minute Architecture Tour, where the city’s skyline is even more breathtaking with a winter backdrop. Finish your day with a festive dinner at a cosy local eatery.
Cultural Christmas & Festive Lights
After breakfast, visit the Art Institute of Chicago to marvel at world-renowned art, including winter-themed masterpieces. Spend your afternoon ice skating at the Maggie Daley Park Ice Skating Ribbon, surrounded by the glittering cityscape. As dusk falls, take a trip to Lincoln Park ZooLights, a spectacular display of millions of twinkling lights, festive shows, and holiday cheer for all ages. Savour a holiday-inspired dinner near the zoo or back downtown.
Explore & Experience Local Traditions
Begin your day with a leisurely brunch, then head to the historic Navy Pier, where festive holiday events and seasonal markets await. Enjoy a ride on the Ferris wheel for panoramic views of Lake Michigan and the city’s winter wonderland. Later, visit the Chicago History Museum to learn about the city’s rich heritage during the holiday season. Wrap up your day with a visit to a cosy jazz club or a classic holiday performance like The Nutcracker at the Chicago Symphony Orchestra.
Farewell & Last-Minute Shopping
On your final morning, enjoy a relaxed breakfast and take a last stroll through the city’s festive streets. Pick up any last-minute gifts or souvenirs at the Magnificent Mile or the Christkindlmarket. Transfer to the airport with wonderful memories of a magical Chicago Christmas getaway that you’ll cherish for years to come.
Day 1
Welcome to the Windy City
Arrive in Chicago and settle into your stylish 4-star accommodation at the Ambassador Gold Coast. Spend your afternoon exploring the vibrant Gold Coast neighbourhood, filled with charming shops and festive decorations. As evening falls, take a leisurely stroll along Michigan Avenue’s Magnificent Mile, where dazzling holiday lights and window displays bring the Christmas spirit to life. Warm up with a cosy dinner at a nearby restaurant before turning in for the night.
Comfortable and luxurious stays
Ambassador Gold Coast - The Chicago Hotel Collection
Nestled in Chicago’s prestigious Gold Coast neighbourhood, the Ambassador Gold Coast – The Chicago Hotel Collection offers an elegant and comfortable 4-star retreat just steps from the city’s top attractions. This boutique hotel combines classic charm with modern amenities, featuring stylish rooms designed for relaxation and convenience. Guests can enjoy easy access to the Magnificent Mile, historic architecture, and vibrant dining and shopping options nearby. With attentive service, cosy lounges, and a welcoming atmosphere, the Ambassador Gold Coast is the perfect base for exploring Chicago’s urban energy and seasonal festivities. Whether visiting for business or holiday leisure, this hotel ensures a memorable stay in the heart of the Windy City.
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4
Nights
from
£ 100
pp
Chicago
Extra fun add-ons to elevate your trip

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Low Deposits: The first low deposit, due per person, will be presented at the time of booking.
You can customise your payment plan by speaking to your Holiday Vibes expert.
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