10 Best Milan Multiday Tours in October 2026

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 October 2026

Plan a multi-country or regional adventure across Milan in October 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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25% OFF TODAY

Simply Italy - October 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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29% OFF TODAY

Italian Espresso - October 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

29% OFF TODAY

Duration10 days

From

USD 2,047

USD 1,458

Saving

USD 589

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Central & Western Europe: Main Cities & More - October 2026

No booking fees

Best price guaranteed

Find me… lingering over an espresso in a Roman piazza, getting lost in Florence’s cobbled backstreets, pedalling past Amsterdam’s crooked canal houses and pretending I belong on a yacht along the French Riviera.

Explorer

Tour Type

Small Group Tour

Accommodation

Camping, Hostel, Lodge, Sleeper Train, Villa

Age Range

18-39 yrs

Operated in

english

Destinations

Paris, Rome, Florence, French Ri

Paris, Rome, Florence, French Riviera, Amsterdam, Swiss Alps, Milan

Duration16 days

From

USD 3,539

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5% OFF TODAY

Central & Western Europe: Classic Cities - October 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

5% OFF TODAY

Duration25 days

From

USD 4,869

USD 4,626

Saving

USD 243

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Rome Revealed: A Classic City Break - October 2026

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

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Irresistible Italy: Rome to Venice - October 2026

Trip customizable

Best price guaranteed

Unveil Italy’s splendor with a 12-day journey through Rome, Florence, La Spezia, Milan, and Venice. Indulge in a wine tasting in Chianti, a private transfer from Rome’s airport, and captivating guided tours of the Colosseum, Roman Forum, and Pompeii. Discover Tuscany’s charm on a coach tour, revel in the scenic Cinque Terre with a 48-hour Train Card and embrace the elegance of Lake Como with unlimited boat trips. Savor a gondola ride in Venice and glide through high-speed train adventures across Italy’s iconic landscapes

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Colosseu

Rome, Florence, Venice, Colosseum, La Spezia, Cinque Terre, Milan, Lake Como

Duration12 days

From

USD 3,115

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5% OFF TODAY

Paris to Rome by Train - October 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

5% OFF TODAY

Duration9 days

From

USD 1,635

USD 1,553

Saving

USD 82

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All Milan Tours in October 2026

7 Trips in Milan during October 2026

Get a customized trip to Milan in October 2026

7 Trips in Milan during October 2026

Simply Italy - October 2026

Italian Espresso - October 2026

Central & Western Europe: Main Cities & More - October 2026

Central & Western Europe: Classic Cities - October 2026

Rome Revealed: A Classic City Break - October 2026

Irresistible Italy: Rome to Venice - October 2026

Paris to Rome by Train - October 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 October 2026

7 Trips in Milan during October 2026

Get a customized trip to Milan in October 2026

7 Trips in Milan during October 2026

Simply Italy - October 2026

Italian Espresso - October 2026

Central & Western Europe: Main Cities & More - October 2026

Central & Western Europe: Classic Cities - October 2026

Rome Revealed: A Classic City Break - October 2026

Irresistible Italy: Rome to Venice - October 2026

Paris to Rome by Train - October 2026