10 Best Milan Multiday Tours in Winter

Get a customized trip to Milan in Winter

Plan a multi-country or regional adventure across Milan in Winter, 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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Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Halloween Super Sales

Vibrant Europe - Winter tours

4.4

(10 reviews )

No booking fees

Best price guaranteed

Punctuality, Hotel stay,Food were awesome. Good and helpful guides were there for us throughout the tour.

City sightseeingWalking tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Venice, Prague, Zurich, Milan, Rome

Duration18 days

From

USD 3,055

USD 2,963

Saving

USD 92

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Halloween Super Sales

Majestic Europe - Winter tours

4.1

(8 reviews )

No booking fees

Best price guaranteed

The tour was incredible. There were times we drove more than toured areas so that was a little bit of a bummer but the countries were very spread out so I understand. Only thing was the BMW Welt was a little boring and would have been more fun taking a tour of the olympia park and learned more about the Munich massacre but we got to walk down to it on our own.

City sightseeingWalking tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Prague, Innsbruck, Zurich

Rome, Prague, Innsbruck, Zurich, Milan

Duration9 days

From

USD 1,382

USD 1,341

Saving

USD 41

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Halloween Super Sales

European Ring - Winter tours

4.3

(14 reviews )

No booking fees

Best price guaranteed

The trip was good. Just need to be considerate about the comfort of your clients on the hotels you choose to book them, somewhere that will make them more comfortable after a long day trip. Some of your guides are exceptionally very good, however some of your guides does not know how to communicate well with their passengers hence some miscommunication. The rest of the trip was well organized, you have very good bus drivers. Just need to improve some your itineraries.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Paris, Salzburg, Kitzbuhel, Vien

Paris, Salzburg, Kitzbuhel, Vienna, Prague, Frankfurt, Amsterdam, Lyon, Zurich, Milan, Rome

Duration23 days

From

USD 3,863

USD 3,747

Saving

USD 116

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Halloween Super Sales

Contrasts of Europe - Winter tours

4.5

(2 reviews )

No booking fees

Best price guaranteed

I saw lots of different places

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Lisbon, Budapest, Milan, Rome, F

Lisbon, Budapest, Milan, Rome, Florence, Vienna, Madrid, Barcelona, Amsterdam, Prague, Zurich

Duration24 days

From

USD 3,759

USD 3,646

Saving

USD 113

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18% OFF TODAY

Halloween Super Sales

Italy in Low Season - Winter tours

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

18% OFF TODAY

Duration10 days

From

USD 1,785

USD 1,460

Saving

USD 325

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18% OFF TODAY

Halloween Super Sales

Milan City Break - Winter tours

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 355

USD 293

Saving

USD 62

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Halloween Super Sales

Paris to Rome by Train - Winter tours

(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

USD 1,586

Saving

USD 49

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Halloween Super Sales

Europe from West to East - Winter tours

4.6

(5 reviews )

No booking fees

Best price guaranteed

The destinations we visited were awesome, really beautiful.

City sightseeingWalking tours

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Lisbon, Prague, Zurich, Milan, R

Lisbon, Prague, Zurich, Milan, Rome, Florence, Venice, Salzburg, Vienna, Budapest, Madrid, Barcelona, Girona, Chambery, Leysin

Duration21 days

From

USD 3,274

USD 3,176

Saving

USD 98

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Halloween Super Sales

Rome Revealed: A Classic City Break - Winter tours

Trip customizable

Best price guaranteed

Discover the timeless charm of Rome with this 3-night city break, featuring 4-star accommodation and daily breakfast. Enjoy seamless private transfers to and from the airport or train station, and immerse yourself in the city’s rich history with guided tours of the Vatican Museums and the Sistine Chapel, as well as the Roman Forum, Palatine Hill, and Colosseum. With entrance tickets, professional guides, and headsets included, this package offers an unforgettable journey through the Eternal City

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

12-99 yrs

Operated in

english

Destinations

Milan, Rome

Duration4 days

From

USD 800

USD 776

Saving

USD 24

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All Milan Tours in Winter

Page 2 of 23 Trips in Milan with 572 Reviews

Get a customized trip to Milan in Winter

Page 2 of 23 Trips in Milan with 572 Reviews

Vibrant Europe - Winter tours

Majestic Europe - Winter tours

European Ring - Winter tours

Contrasts of Europe - Winter tours

Italy in Low Season - Winter tours

Milan City Break - Winter tours

Paris to Rome by Train - Winter tours

Europe from West to East - Winter tours

Rome Revealed: A Classic City Break - Winter tours

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 Winter

Page 2 of 23 Trips in Milan with 572 Reviews

Get a customized trip to Milan in Winter

Page 2 of 23 Trips in Milan with 572 Reviews