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.

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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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 668

Saving

USD 142

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Super Sales

All About Italy - Winter tours

4.4

(19 reviews )

No booking fees

Best price guaranteed

Breakfast in many hotel should be improved,

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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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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Treasures of Italy - Winter tours

4.7

(7 reviews )

No booking fees

Best price guaranteed

Regarding the MY TRIP ITINERARY, it will be great if there is an estimate time per location, this can help us plan our own time if we want to do side trips or see other sights on our own and make sure we can get back to the bus on time.

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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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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25% OFF TODAY

Italian Espresso - Winter tours

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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Treasures of Paris, Switzerland, Italy and Vienna - Winter tours

Trip customizable

Best price guaranteed

Get ready to see some of the most fascinating cities and amazing landmarks of Europe with this 18-day tour! Start your journey sightseeing Paris, with a Cruise on the River Seine cruise and great views from the Eiffel Tower. Continue to travel to the center of France and explore the region of Bourgogne and Beaune, an area known for its wines. Admire views of castles and vineyards on the way to the Swiss Alps. Experience the rolling hills and majestic mountains of Switzerland. Tour Lake Geneva and enjoy the sights in the Lucern area. Crossover to Italy, a country rich in natural and artistic treasures. Explore its most famous cities: Rome, Milan, Florence, and Venice. While in Venice, admire some of the palazzos and maze of streets and take the opportunity to watch glassblowers create their works as they have done for centuries. Journey through spectacular mountain scenery and picturesque cities in Austria. Marvel the charming Alpine city of Innsbruck. Continue to Salzburg featured in the "Sound of Music", then to Vienna, once the center of the mighty Habsburg Empire and enjoy time cruising along the legendary Danube River. Finally end your tour in vibrant, cosmopolitan Budapest.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

8-99 yrs

Operated in

english

Destinations

Budapest, Paris, Zurich, Innsbru

Budapest, Paris, Zurich, Innsbruck, Rome, Florence, Venice, Kitzbuhel, Vienna, Lyon, Milan

Duration17 days

From

USD 3,097

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Essential Spain, Switzerland, Italy and Austria - Winter tours

Trip customizable

Best price guaranteed

About This Trip On this journey, you will discover some of the most famous destinations in Spain, Switzerland, Italy, and Austria. Start your journey in Barcelona, where you will go on a guided tour to the Monastery of Poblet, located in northeastern Spain, one of the best-preserved medieval monasteries in the world. In Barcelona, tour the city and discover the iconic Ras Ramblas Street. Your tour continues with driving in the region of Provence to arrive in the charming town of Chamberry. Continue to Switzerland and enjoy beautiful lakes and mountains with snow-capped peaks on your way to Zurich. Your journey continues in Rome, the ancient Capital of Italy, and get to know about its history on a panoramic tour and in the Trastevere area. You will also visit St. Peter’s Basilica in the heart of Vatican City and the impressive Roman Coliseum. Moving to Venice, you will take the boat, cross the Grand Canal to the Island of Venice, and visit the marvelous St. Mark´s Square and the Murano Glass Factory. Then travel along a scenic road between the mountains on your way to Kitzbuhel in Austria and take a cable car ride up to the high mountains surrounding the city with fantastic scenery. Later, you will explore the beautiful Traunsee Lake in Traunkirchen and see four castles. Your journey ends in Vienna with majestic avenues, its palaces, and its vibrant city center. Here you will visit the Schonbrunn Palace and enjoy its beautiful gardens.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

8-99 yrs

Operated in

english

Destinations

Vienna, Barcelona, Zurich, Innsb

Vienna, Barcelona, Zurich, Innsbruck, Venice, Kitzbuhel, Girona, Mont Blanc, Gstaad, Milan, Rome, Florence

Duration14 days

From

USD 2,414

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Super Sales

The Essential of Italy end Milan - Winter tours

4.3

(6 reviews )

No booking fees

Best price guaranteed

It was a great tour with a mix of free time and places to visit. I will like to specially mention our guide Filippo with his immense patience who made our trip wonderful.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Milan, Rome, Siena, Florence, Genoa

Duration9 days

From

USD 1,248

USD 1,211

Saving

USD 37

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Rome Florence Venice Milan and Lake Como by Rail - Winter tours

(1 review )

Trip customizable

Best price guaranteed

This train tour across Italy allows you to explore some of the nation’s most prominent landmarks. It starts with Rome which is the foundation of Christian culture and Western civilization. When here, you can visit the Roman Colosseum, Navona Square, Trevi Fountain, St Peter's Basilica and the Vatican Museum. The next stop of this journey is Florence, the capital city of Tuscany. Known for Michelangelo’s David sculpture and taking you through chapters of the renaissance period one by one, Florence is a paradise for people loving art and history. Up next is the City of Canals, Venice. Believed to be of the most romantic cities in the world, Venice also boasts of Doge’s Palace and San Marco Square. The fourth destination of this tour is Milan, Italy’s fashion capital. Apart from being captivated by the stylish Milan streets, you can also explore the Duomo, the Castello Sforzesco, and the famous Navigli canals. Fifth in the line is the place of dreams, Lake Como. Renowned for fabulous lakeside resorts, fine dining restaurants, and alluring beauty, this place will take your breath away! Post this, you will travel back to Milan, coming to the end of one of our Scenic tours of Italy.

Train tours

Tour Type

Independent Tour

Accommodation

Hotel, Resort

Age Range

8-99 yrs

Operated in

English

Destinations

Rome, Lake Como, Milan, Florence

Rome, Lake Como, Milan, Florence, Venice

Duration11 days

From

USD 1,312

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All Milan Tours in Winter

24 Trips in Milan with 283 Reviews

Get a customized trip to Milan in Winter

24 Trips in Milan with 283 Reviews

Italian Intermezzo - Winter tours

Discovering Milan - Winter tours

All About Italy - Winter tours

Jewels of Italy and Milan by Rail - Winter tours

Treasures of Italy - Winter tours

Reflections of Italy - Winter tours

Simply Italy - Winter tours

Italian Treasures - Winter tours

Essential Portugal, Spain, Switzerland and Italy - Winter tours

Italian Espresso - Winter tours

Treasures of Paris, Switzerland, Italy and Vienna - Winter tours

Essential Spain, Switzerland, Italy and Austria - Winter tours

The Essential of Italy end Milan - Winter tours

Rome Florence Venice Milan and Lake Como by Rail - Winter tours

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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

24 Trips in Milan with 283 Reviews

Get a customized trip to Milan in Winter

24 Trips in Milan with 283 Reviews