10 Best Milan Multiday Tours in Winter

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.

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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Recommended by

20% OFF TODAY

Italian Intermezzo - Winter tours

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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Super Sales

Discover Italy end Milan - Winter tours

4.3

(6 reviews )

No booking fees

Best price guaranteed

Our coordinator or guide Alvar

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Milan, Rome, Florence, Genoa

Duration7 days

From

USD 948

USD 920

Saving

USD 28

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18% OFF TODAY

Super Sales

Discovering Milan - Winter tours

(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 669

Saving

USD 142

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Super Sales

All About Italy - Winter tours

4.7

(19 reviews )

No booking fees

Best price guaranteed

I’m very happy with the service, everything was organized. The guide answered all my questions and was nice. Thank you Europamundo.

Sightseeing ToursWalking tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Milan, Rome, Verona, Venice, Per

Milan, Rome, Verona, Venice, Perugia, Naples, Salerno

Duration8 days

From

USD 1,326

USD 1,286

Saving

USD 40

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Super Sales

Italian Holidays - Winter tours

4.7

(9 reviews )

No booking fees

Best price guaranteed

Europamundo exceeded my expectations. I traveled alone yet I always felt at ease and accompanied. The tour guide Antonio Toti was excellent, knowledgeable, caring and funny. The bus drivers were friendly, prompt and buses were impeccable. Filipo, the second tour guide in Rome had a wealth of information. Location of the hotels were a bit distant from the popular areas but were very nice and surrounded by restaurants. So what did I like most about the tour? EVERYTHING I am already looking into my next trip with Europamundo and once again, KUDOS to Antonio Toti for being a great tour guide

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Milan, Rome, Verona, Venice, Perugia

Duration7 days

From

USD 1,020

USD 989

Saving

USD 31

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Jewels of Italy and Milan by Rail - Winter tours

(1 review )

Trip customizable

Best price guaranteed

I’ve always loved Italy, but doing it by rail added a special touch. Over eight days, we hit Rome, Florence, Venice, and wrapped up in Milan, all by high-speed train. The pace worked perfectly for me (I’m 58), with fresh city arrivals each morning and comfortable hotels each night The highlights: a hop-on hop-off loop in Rome hit the Colosseum, Pantheon, Trevi Fountain , an optional wine tasting tour that I booked in Florence and Venice’s gondola ride. Everything flowed perfectly well..no dragging suitcases or missed trains. For travelers in our age bracket, this tour blends comfort, culture, and hassle-free travel. If you want Italy’s treasures without the planning headache, this rail tour delivers in a big way.

City sightseeingTrain tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Milan, Rome, Florence, Venice

Duration8 days

From

USD 1,417

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Super Sales

Treasures of Italy - Winter tours

4.3

(7 reviews )

No booking fees

Best price guaranteed

It is good that Miguel is also recommending restaurants to dine in, they have good price, good food and good service.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Perugia, Siena, Fl

Rome, Venice, Perugia, Siena, Florence, Genoa, Milan, Verona

Duration13 days

From

USD 1,901

USD 1,844

Saving

USD 57

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Super Sales

Italy and Switzerland - Winter tours

4.7

(7 reviews )

No booking fees

Best price guaranteed

Every thing was good hotels in Zurich was perfect also in Roma and very very thanks to our tour guide she’s name is Eva she was the best of our trip and I hope I will go all my tours with europmound and with Eva 🤍🌹

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Zurich

Rome, Florence, Venice, Zurich, Milan

Duration9 days

From

USD 1,487

USD 1,442

Saving

USD 45

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Amazing Italy - Winter tours

(3 reviews )

Trip customizable

Best price guaranteed

Absolutely incredible! Italy’s history, food, and charm blew us away. The small group setting was perfect, and everything was tailored for Canadian travelers. Highly recommend!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Rome, Florence, Verona, Sorrento

Rome, Florence, Verona, Sorrento, Venice, Perugia, Naples, Salerno, Siena, Genoa, Milan

Duration15 days

From

USD 2,729

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Reflections of Italy - Winter tours

4.8

(142 reviews )

No booking fees

Best price guaranteed

Trip of a lifetime every time. Daniel was magnificent. Highly recommend this trip.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Milan, Rome, Lake Como, Perugia

Milan, Rome, Lake Como, Perugia, Florence, Venice

Duration10 days

From

USD 2,949

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Super Sales

Discover Italy - Winter tours

4.2

(21 reviews )

No booking fees

Best price guaranteed

Our tour guide Racquel and our driver Marco were so helpful it made our trip even more memorable.We noticed a disparity between the type and location of hotels that we were put up in and the Spanish speaking group were put up in which should not have happened.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Florence, Genoa, M

Rome, Venice, Florence, Genoa, Milan, Verona

Duration9 days

From

USD 1,258

USD 1,220

Saving

USD 38

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25% OFF TODAY

Simply Italy - Winter tours

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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Italian Treasures - Winter tours

Trip customizable

Best price guaranteed

Get ready to see some of the most famous landmarks, fascinating attractions, and architectural sites in Southern Europe with this 12-day tour of Italy! Your journey will begin in Rome, home to the world-famous Colosseum and the Trevi Fountain. Take a trip to Vatican City, where you will visit St. Peter’s Basilica, the largest church in the world. From there, you will travel to Florence, the Birthplace of the Renaissance. Head over to the hilltop Piazzale Michelangelo, situated by the banks of the River Arno, to uncover the best views of Florence in the city. Make your way west to see the Leaning Tower of Pisa and drive through Cinque Terre, a World Heritage Site consisting of five Italian villages, known for its scenic trails stretching along the coast of the Italian Riviera. Take the train to Levanto to explore the Genoa Old Port and visit Santa Margherita Ligure. Lay back in the Riviera Region in Portofino before you travel to Milan, the fashion capital of Italy. From there, you will explore the Italian Lakes Region with breathtaking trips to Lake Orta, Lake Maggiore, and the Borromean Islands. Your next destination will be Verona, the home of Romeo and Juliet. Head on a boat ride to St. Mark’s Square in Venice, the City of Canals. Stop in Padova before you travel to the Adriatic coast to see San Marino, an independent country sitting atop a fortified mountain. Pass by Gubbio, home to the Palace of Consuls, and travel to Perugia, surrounded by the valleys and mountains of Umbria. Explore Assisi and see the Basilica of St. Francis before you make your way back to Rome, where your tour of Italy will come to an end. This well-rounded itinerary is perfect for those seeking immersive and unforgettable Italy vacations.

Art and architectureCulture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Rome, Florence, Verona, Umbria &

Rome, Florence, Verona, Umbria & Marche, Perugia, Genoa, Milan, Venice

Duration11 days

From

USD 1,942

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Essential Portugal, Spain, Switzerland and Italy - Winter tours

(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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All Milan Tours in Winter

76 Trips in Milan with 810 Reviews

Get a customized trip to Milan in Winter

76 Trips in Milan with 810 Reviews

Italian Intermezzo - Winter tours

Discover Italy end Milan - Winter tours

Discovering Milan - Winter tours

All About Italy - Winter tours

Italian Holidays - Winter tours

Jewels of Italy and Milan by Rail - Winter tours

Treasures of Italy - Winter tours

Italy and Switzerland - Winter tours

Amazing Italy - Winter tours

Reflections of Italy - Winter tours

Discover Italy - Winter tours

Simply Italy - Winter tours

Italian Treasures - Winter tours

Essential Portugal, Spain, Switzerland and Italy - 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

76 Trips in Milan with 810 Reviews

Get a customized trip to Milan in Winter

76 Trips in Milan with 810 Reviews