An Italian Holiday for the Holidays! 

Two festive weeks in Italy? Yes, please!

Photo courtesy of Perfetto Traveler

We teamed up with our friends at Perfetto Traveler in Italia to design a fabulously festive itinerary. While each itinerary is custom designed, here’s a sample to set you daydreaming... 

Photo courtesy of Federico Beccari on Unsplash

Venice 
2 nights 

Arrive in Venice, where a private transfer awaits. Your Poe Travel advisor will help you select the perfect Venetian hotel for your 2-night stay.   

Suggested activities in Venice: 

  • A private highlights tour of the city to get your bearings and see some of the iconic sites such as Doge’s Palace, St. Mark’s Square, and more. 

  • An evening ombre e cicchetti tour (early evening drinks & light Venetian appetizers) with a private guide as you stroll through local pubs enjoying cocktails and local delicacies 

  • A chocolate-making workshop in a Venetian bottega whose doors open exclusively for you 

Sled dogs in the Dolomite Mountains in Italy

Photo courtesy of Perfetto Traveler

The Dolomites  
6 nights 

Travel to the dramatic Dolomite Mountains in northeastern Italy, a winter wonderland like something from a dream. Your 6-night stay is in the magical festive atmosphere of Cortina. An exclusive resort awaits you for the holiday week, welcoming you with ambience, tasty delicacies, and a relaxing spa, all crowned with views of the snow-covered peaks. Along with downtime to relax and celebrate, we have some exclusive experiences to elevate your time here. 

Suggested activities in the Dolomites: 

  • A private full-day skiing excursion in Cortina with an expert guide to share this incomparably beautiful scenery with you, along with its history—the 1956 Winter Olympics were hosted here (and they’ll be hosted here again in 2026!) 

  • Hop on a snowmobile and drive through the woods to a hut lit by the moonlight for a private dinner, followed by time to go sledding under the stars 

  • Hike mountains using ciaspes, a special snowshoe whose origins date to ancient times, with a private guide 

Galleria Vittorio in Milan during Christmas

Photo courtesy of Perfetto Traveler

Milan 
2 nights  

After your cozy days in the Dolomites, head to cosmopolitan Milan for some time in the city. There’s time to take in the local culture, which—of course!—includes a bit of retail therapy. This is the capital of fashion, after all! We’ll help you select the perfect Milanese accommodations for your 2-night stay. 

Suggested activities in Milan: 

  • A private tour of Milan, to visit some of the city’s most famous sites along with some hidden secrets 

  • An exclusive private viewing of Leonardo’s Last Supper with no one else around 

  • A luxury shopping experience with a private personal shopper. 

Lake Como in Northern Italy

Photo courtesy of Karl Moran on Unsplash

Lake Como 
3 nights  

If you arrange your dates just right, you can end your trip by bringing in the New Year in beautiful Lake Como. We have a few favorites up our sleeves as far as hotels in the Como area, so we’ll help you pick the perfect one. 

Suggested activities in Lake Como: 

  • Explore Como and some of the other picturesque towns around the lake with a local guide on a private boat tour on Lake Como  

  • A private wine tasting and winery tour in Valtellina Valley in the Italian Alps  

  • Learn the secrets and the recipes of homemade Italian pasta and other Northern Italian specialties in an intimate Lombardy cooking class  


Want to spend the holidays in Italy this year? Contact your Poe Travel advisor today, and we will work on a personalized itinerary to set you on your way.