10 Best Milan Multiday Tours in December 2026

Get a customized trip to Milan in December 2026

Plan a multi-country or regional adventure across Milan in December 2026, with help from a local expert.

Alessandra GalassiTravel Expert in Italy
Danilo CataniaTravel Expert in Italy
Enrico Maria MalacarneTravel Expert in Italy
Elena KyrimiTravel Expert in Greece & Italy
Simon H.Travel Expert in Belgium, France, Italy & Switzerland

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20% OFF TODAY

Italian Intermezzo - December 2026

4.6

(68 reviews )

No booking fees

Best price guaranteed

This tour is the BEST way to see all the infamous spots in Italy, plus local hidden gems, at a reasonable cost and if you are short on time (we had a school break time limitation). It covered everything! We budgeted for the add-ons, especially those with meals, but you could choose to have more free time if you wanted. The food was extraordinary, the bus was roomy and immaculately clean, our driver Antonello was superb, and our Travel Director Anneleis was amazing! She was so talented at integrating the tour highlights, guests, keeping it fun even in the rainy weather, knowledgeable, and able to troubleshoot anything to ensure we had the best experience of a lifetime!! I would love to go back and explore Southern Italy next. The hotels were elegant (only one was just "OK" only because it was in need of some renovations) and the service with our luggage, tipping, etc. was seamless. I highly recommend the Italian Intermezzo tour and Insight Vacations. Favoloso!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Milan, Rome, Venice, Florence

20% OFF TODAY

Duration8 days

From

USD 2,595

USD 2,070

Saving

USD 525

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18% OFF TODAY

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Discovering Milan - December 2026

(1 review )

Trip customizable

Best price guaranteed

Join this four-day short break in Milan and discover Sforza Castle the most impressive urban castle in Europe, and Duomo Cathedral, a striking example of Gothic art and the largest church in Italy. Admire the famous Last Supper of Leonardo Da Vinci, enjoy the Navigli district and take a trip to Lake Como and Lugano. Don’t miss the shopping opportunity as Milan is one of the most important cities in the world of fashion.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english

Destinations

Milan

18% OFF TODAY

Duration4 days

From

USD 811

USD 668

Saving

USD 142

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North Of Italy, Private Tour - December 2026

18% OFF TODAY

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North Of Italy, Private Tour - December 2026

(1 review )

Trip customizable

Best price guaranteed

One week custom private tour in northern Italy was outstanding overall. tour director, hotels, day trips, transport were excellent.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Milan, Venice, Verona, Como

18% OFF TODAY

Duration8 days

From

USD 2,612

USD 2,154

Saving

USD 458

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25% OFF TODAY

Simply Italy - December 2026

No booking fees

Best price guaranteed

Welcome to 15 days of pure Italian travel immersion. Covering Rome, Florence, Venice and beyond, this one brings you the blissful best of this soul-stirring country. Explore Rome's historical highlights, travel through the streets of Michelangelo's Florence, indulge in some authentic pasta on the Amalfi Coast. Stop by to see the stooping slopes of Sorrento in the breezy winter. And that's just an aperitivo. Beauty, romance and all the pasta you can fit in; the good life just got even better. That's amore!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Naples, Amalfi Coast, Flor

Rome, Naples, Amalfi Coast, Florence, Cinque Terre, Milan, Venice

25% OFF TODAY

Duration15 days

From

USD 2,893

USD 2,170

Saving

USD 723

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Essential Portugal, Spain, Switzerland and Italy - December 2026

(4 reviews )

Trip customizable

Best price guaranteed

Four amazing countries in one trip! Each place had its own unique charm, and the itinerary was perfectly balanced. Switzerland’s Alps and Italy’s gelato were highlights!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

8-99 yrs

Operated in

english

Destinations

Lisbon, Rome, Zurich, Mont Blanc

Lisbon, Rome, Zurich, Mont Blanc, Milan, Madrid, Barcelona, Girona, Leysin

Duration13 days

From

USD 2,309

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Classic Italy, Private Tour - December 2026

18% OFF TODAY

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Classic Italy, Private Tour - December 2026

(1 review )

Trip customizable

Best price guaranteed

Drive through some of Italy's most iconic locations on this six-day tour that takes you through Florence, Siena, Verona, Venice, Sirmione and Milan. Considered the birthplace of the Renaissance, Florence breathes history at every corner, while Venice will enchant you with its shimmering canals.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Florence, Venice, Milan

18% OFF TODAY

Duration6 days

From

USD 2,754

USD 2,270

Saving

USD 483

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25% OFF TODAY

Italian Espresso - December 2026

No booking fees

Best price guaranteed

10 days of la dolce vita, pronto. This one is pure Italian travel, covering all the big bucket-list destinations of Venice, Florence & Rome, plus the smaller charms of Pisa, Verona, and Siena. We'll ooh and aah over antipasto & chianti, dine on regional specialities in local trattorias, boat through the canals and islands of Venice, and explore the architecturally magnificent city of Florence. Expect plenty of world-famous espresso & pizza on the way.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Venice, Florence, Cinque T

Rome, Venice, Florence, Cinque Terre, Milan

25% OFF TODAY

Duration10 days

From

USD 2,047

USD 1,535

Saving

USD 512

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8 Days Art Cities Of Italy, Private Tour - December 2026

18% OFF TODAY

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8 Days Art Cities Of Italy, Private Tour - December 2026

(1 review )

Trip customizable

Best price guaranteed

They did a great job with everything!

Art and architectureHoneymoon

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Rome, Florence, Venice, Milan

18% OFF TODAY

Duration8 days

From

USD 3,330

USD 2,746

Saving

USD 584

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In The Footsteps Of Leonardo: 7 Days From Venice To Florence, Private Tour - December 2026

18% OFF TODAY

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In The Footsteps Of Leonardo: 7 Days From Venice To Florence, Private Tour - December 2026

Trip customizable

Best price guaranteed

Join our seven days tour for a “full immersion” into Leonardo Da Vinci’s life. Visit Accademia Gallery in Venice, Cenacolo and Pinacoteca Ambrosiana in Milan and Uffizi Gallery in Florence. Our expert guides will lead you to the most important sites of these cities to show you the famous masterpieces of this amazing artist and his life.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Florence, Venice, Milan

18% OFF TODAY

Duration7 days

From

USD 1,964

USD 1,619

Saving

USD 345

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Central & Western Europe: Classic Cities - December 2026

No booking fees

Best price guaranteed

Find me... munching on strudel in a chandelier-lit Viennese café, chasing gelato through Florence’s cobbled streets, getting lost in Prague’s fairytale lanes and lazing by the river in laid-back Ljubljana.

Explorer

Tour Type

Small Group Tour

Accommodation

Camping, Hostel, Sleeper Train

Age Range

18-39 yrs

Operated in

english

Destinations

Amsterdam, Ljubljana, Venice, Ro

Amsterdam, Ljubljana, Venice, Rome, Florence, Milan, Swiss Alps, Berlin, Paris, Prague, Vienna

Duration25 days

From

USD 4,869

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Paris to Rome by Train - December 2026

(1 review )

No booking fees

Best price guaranteed

This was a great trip to explore each city. Personally, this felt a bit more independent type travel (exploring the city by yourself or if you made a friend with them) vs other Contikis (more time with the group). Hotels were great and fantastic locations (centrally located near metros and the main train station). Fantastic free time add ons as well.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-35 yrs

Operated in

english

Destinations

Paris, Rome, Lausanne, Milan, Venice

Duration9 days

From

USD 1,635

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24% OFF TODAY

Italy in Low Season - December 2026

No booking fees

Best price guaranteed

Looking for a winter escape? Expat Explore’s unforgettable Italy tour packages await! Uncover Northern Italy's ancient history, rich culture and mouthwatering cuisine during low season. Explore the epic sights of Rome, Florence and Venice - the art cities of Italy. Tuck into famous local foods in Parma, Bologna and Tuscany. Discover hidden gems like Ferrara, the UNESCO-listed city and the awe-inspiring Trento, located in the Dolomite Mountains. Marvel at the majestic Italian Lake District, pose with the Leaning Tower of Pisa and style it up in Milan on this affordable tour!

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Rome, Florence, Milan, Trento, V

Rome, Florence, Milan, Trento, Venice, Bologna

24% OFF TODAY

Duration10 days

From

USD 1,785

USD 1,355

Saving

USD 430

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18% OFF TODAY

Super Sales

Milan City Break - December 2026

Trip customizable

Best price guaranteed

Milan, the bustling metropolis of northern Italy, is renowned worldwide as a fashion and design capital, boasting historic fashion houses and cutting-edge contemporary designers. The city's architectural treasures include the magnificent Gothic cathedral, Duomo di Milano, and the grandiose opera house, Teatro alla Scala. Milan is also a hub of cultural richness, with world-class art galleries like the Pinacoteca di Brera and Leonardo da Vinci's iconic mural, "The Last Supper," housed in the Convent of Santa Maria delle Grazie.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Milan

18% OFF TODAY

Duration4 days

From

USD 356

USD 294

Saving

USD 62

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All Milan Tours in December 2026

13 Trips in Milan during December 2026 with 77 Reviews

Get a customized trip to Milan in December 2026

13 Trips in Milan during December 2026 with 77 Reviews

Italian Intermezzo - December 2026

Discovering Milan - December 2026

North Of Italy, Private Tour - December 2026

Simply Italy - December 2026

Essential Portugal, Spain, Switzerland and Italy - December 2026

Classic Italy, Private Tour - December 2026

Italian Espresso - December 2026

8 Days Art Cities Of Italy, Private Tour - December 2026

In The Footsteps Of Leonardo: 7 Days From Venice To Florence, Private Tour - December 2026

Central & Western Europe: Classic Cities - December 2026

Paris to Rome by Train - December 2026

Italy in Low Season - December 2026

Milan City Break - December 2026

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Milan Tours in December 2026

13 Trips in Milan during December 2026 with 77 Reviews

Get a customized trip to Milan in December 2026

13 Trips in Milan during December 2026 with 77 Reviews