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.

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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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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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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Super Sales

Trekking Through the Continent with Classical Italy - Winter tours

(3 reviews )

No booking fees

Best price guaranteed

The "Trekking Through the Continent with Classical Italy" tour unfolds over 17 days, taking you from London to Venice with stops in between. Designed for seniors, this easy-level sightseeing trip features group travel with hotel accommodation, meals, and transport included. The itinerary’s special appeal is its focus on both British and Italian cultural highlights, providing a rich and relaxing journey that blends history, art, and local flavor.

Sightseeing ToursLocal culture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

London, Venice, Zurich, Milan, R

London, Venice, Zurich, Milan, Rome, Florence, Colchester, Amsterdam, Paris, Lyon

Duration17 days

From

USD 3,051

USD 2,959

Saving

USD 92

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Authentic Northern Italy Tour - Winter tours

Trip customizable

Best price guaranteed

This special tour around Northeast Italy is designed to meet your travel expectations. Experience a blend of fun and culture as you discover the beauty of the Dolomiti Alps, the incredible cities of Venice and Milan, and their amazing museums and breathtaking views. The tour includes comfortable private transfers with skilled drivers and native guides, offering authentic experiences that allow you to live this adventure like a local. In Milan, our guides will lead you through the dreamlike "Quadrilatero della Moda," the heart of true Italian style. In Venice, we'll include a unique experience at a hidden spot known to only a few. Important Note: We recommend this tour for those who have visited Italy before or for travelers who enjoy leisure time without too many activities or pressure. This tour is perfect for familiarizing yourself with the northern side of our welcoming country. It includes several private transfers and a dedicated driver, offering a high level of service and comfort. If you prefer a customized tour or wish to add luxury services, we warmly suggest requesting a tailor-made travel plan with us through Bookmundi. We would be glad to provide professional assistance based on your personal interests and expectations.

City sightseeingFood tours

Tour Type

Private Tour

Age Range

1-99 yrs

Operated in

english, spanish

Destinations

Milan, Venice, Venice & Veneto

Milan, Venice, Venice & Veneto, Dolomites, Burano, Bolzano, Navigli

Duration11 days

From

USD 4,906

View Tour

All Milan Tours in Winter

5 Trips in Milan with 71 Reviews

Get a customized trip to Milan in Winter

5 Trips in Milan with 71 Reviews

Italian Intermezzo - Winter tours

Simply Italy - Winter tours

Italian Espresso - Winter tours

Trekking Through the Continent with Classical Italy - Winter tours

Authentic Northern Italy Tour - 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

5 Trips in Milan with 71 Reviews

Get a customized trip to Milan in Winter

5 Trips in Milan with 71 Reviews

Italian Intermezzo - Winter tours

Simply Italy - Winter tours

Italian Espresso - Winter tours

Trekking Through the Continent with Classical Italy - Winter tours

Authentic Northern Italy Tour - Winter tours