10 Best Milan Multiday Tours in October 2026

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Italian Intermezzo - October 2026

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

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Discovering Milan - October 2026

(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 812

USD 670

Saving

USD 143

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11% OFF TODAY

Country Roads of Northern Italy - October 2026

4.5

(48 reviews )

No booking fees

Best price guaranteed

Keep the flexibility of the add on activities.

AdventureCity sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Milan, Trento, Lake Maggiore

11% OFF TODAY

Duration10 days

From

USD 3,695

USD 3,281

Saving

USD 415

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Reflections of Italy - October 2026

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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North Of Italy, Private Tour - October 2026

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North Of Italy, Private Tour - October 2026

(1 review )

Trip customizable

Best price guaranteed

One week custom private tour in northern Italy was outstanding overall. tour director, hotels, day trips, transport were excellent.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Milan, Venice, Verona, Como

18% OFF TODAY

Duration8 days

From

USD 2,616

USD 2,157

Saving

USD 459

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Classic Italy, Private Tour - October 2026

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Classic Italy, Private Tour - October 2026

(1 review )

Trip customizable

Best price guaranteed

Drive through some of Italy's most iconic locations on this six-day tour that takes you through Florence, Siena, Verona, Venice, Sirmione and Milan. Considered the birthplace of the Renaissance, Florence breathes history at every corner, while Venice will enchant you with its shimmering canals.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Florence, Venice, Milan

18% OFF TODAY

Duration6 days

From

USD 2,758

USD 2,274

Saving

USD 484

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8 Days Art Cities Of Italy, Private Tour - October 2026

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8 Days Art Cities Of Italy, Private Tour - October 2026

(1 review )

Trip customizable

Best price guaranteed

They did a great job with everything!

Art and architectureHoneymoon

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Rome, Florence, Venice, Milan

18% OFF TODAY

Duration8 days

From

USD 3,336

USD 2,750

Saving

USD 585

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In The Footsteps Of Leonardo: 7 Days From Venice To Florence, Private Tour - October 2026

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In The Footsteps Of Leonardo: 7 Days From Venice To Florence, Private Tour - October 2026

Trip customizable

Best price guaranteed

Join our seven days tour for a “full immersion” into Leonardo Da Vinci’s life. Visit Accademia Gallery in Venice, Cenacolo and Pinacoteca Ambrosiana in Milan and Uffizi Gallery in Florence. Our expert guides will lead you to the most important sites of these cities to show you the famous masterpieces of this amazing artist and his life.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Florence, Venice, Milan

18% OFF TODAY

Duration7 days

From

USD 1,967

USD 1,622

Saving

USD 345

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Enchanting Waters: Discovering The Lakes Of Italy, Self-drive - October 2026

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Enchanting Waters: Discovering The Lakes Of Italy, Self-drive - October 2026

Trip customizable

Best price guaranteed

Choose this self-drive tour in the Lombardy region and spend 8 memorable days exploring the beautiful landscapes and culture of Italy. Visit mesmerising lakes of Maggiore, Como and Garda, take a boat to Bellagio and admire the beauty and tranquillity of the scenery that surrounds you. Walk through the medieval streets of Bergamo and visit Verona, a city full of history. This trip will fill all your senses and will leave great memories for a lifetime.

Self-drive or vehicle rental

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english

Destinations

Milan, Lake Maggiore, Lake Garda

18% OFF TODAY

Duration8 days

From

USD 1,706

USD 1,406

Saving

USD 299

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11% OFF TODAY

Splendours of Italy - October 2026

(27 reviews )

No booking fees

Best price guaranteed

Very organized with a professional tour director and Driver!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Florence, Bay Of Naples, A

Rome, Florence, Bay Of Naples, Assisi, Venice, Milan

11% OFF TODAY

Duration13 days

From

USD 2,725

USD 2,435

Saving

USD 291

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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 799

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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 3,113

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18% OFF TODAY

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Milan City Break - October 2026

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 357

USD 294

Saving

USD 63

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All Milan Tours in October 2026

13 Trips in Milan during October 2026 with 289 Reviews

Get a customized trip to Milan in October 2026

13 Trips in Milan during October 2026 with 289 Reviews

Italian Intermezzo - October 2026

Discovering Milan - October 2026

Country Roads of Northern Italy - October 2026

Reflections of Italy - October 2026

North Of Italy, Private Tour - October 2026

Classic Italy, Private Tour - October 2026

8 Days Art Cities Of Italy, Private Tour - October 2026

In The Footsteps Of Leonardo: 7 Days From Venice To Florence, Private Tour - October 2026

Enchanting Waters: Discovering The Lakes Of Italy, Self-drive - October 2026

Splendours of Italy - October 2026

Rome Revealed: A Classic City Break - October 2026

Irresistible Italy: Rome to Venice - October 2026

Milan City Break - 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

13 Trips in Milan during October 2026 with 289 Reviews

Get a customized trip to Milan in October 2026

13 Trips in Milan during October 2026 with 289 Reviews