10 Best Milan Multiday Tours in October 2026

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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23% OFF TODAY

Halloween Super Sales

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

23% OFF TODAY

Duration8 days

From

USD 2,595

USD 2,008

Saving

USD 587

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18% OFF TODAY

Halloween Super Sales

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 808

USD 666

Saving

USD 142

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Northern Italian Lakes & Countryside - October 2026

20% OFF TODAY

Halloween Super Sales

Northern Italian Lakes & Countryside - October 2026

3.9

(48 reviews )

No booking fees

Best price guaranteed

This tour took us to some amazing destinations. Our tour director, and our bus operator were absolutely exceptional.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort, Lodge

Age Range

5-99 yrs

Operated in

english

Destinations

Milan, Baveno, Bergamo, Verona

Milan, Baveno, Bergamo, Verona, Mantua, Garda, Modena

20% OFF TODAY

Duration9 days

From

USD 2,725

USD 2,189

Saving

USD 536

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North Of Italy, Private Tour - October 2026

18% OFF TODAY

Halloween Super Sales

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 2,604

USD 2,147

Saving

USD 457

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27% OFF TODAY

Halloween Super Sales

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

27% OFF TODAY

Duration15 days

From

USD 2,893

USD 2,105

Saving

USD 788

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Classic Italy, Private Tour - October 2026

18% OFF TODAY

Halloween Super Sales

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 2,745

USD 2,263

Saving

USD 482

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27% OFF TODAY

Halloween Super Sales

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

27% OFF TODAY

Duration10 days

From

USD 2,047

USD 1,489

Saving

USD 558

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

18% OFF TODAY

Halloween Super Sales

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 3,320

USD 2,737

Saving

USD 583

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

18% OFF TODAY

Halloween Super Sales

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 1,958

USD 1,614

Saving

USD 344

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13% OFF TODAY

Halloween Super Sales

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

13% OFF TODAY

Duration13 days

From

USD 2,725

USD 2,361

Saving

USD 364

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Colosseum To Como - 12 Days - October 2026

18% OFF TODAY

Halloween Super Sales

Colosseum to Como - 12 days - October 2026

No booking fees

Best price guaranteed

Discover the heart of Italy and beyond on this 12-day journey from Rome to Milan. Begin with sightseeing of the Colosseum and Roman Forum in the Eternal City before travelling through Assisi, Siena and the Renaissance treasures of Florence. Enjoy Bologna’s food culture, glide through Venice’s canals, and wander Shakespearean Verona with a stop for wine tasting in Franciacorta. Highlights also include a boat trip on Lake Garda, the elegance of Lake Como, and a spectacular ride on Switzerland’s Bernina Express. Round your tour off in stylish Milan, with guided touring and free time to explore your way.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Milan, Rome, Florence, Venice, Bergamo

18% OFF TODAY

Duration12 days

From

USD 5,765

USD 4,753

Saving

USD 1,012

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Milan, Liguria & Venice - 8 Days - October 2026

18% OFF TODAY

Halloween Super Sales

Milan, Liguria & Venice - 8 days - October 2026

No booking fees

Best price guaranteed

Discover northern Italy and the Swiss Alps on this 8-day group tour from Milan to Venice via Liguria. Start with guided sightseeing and free time to explore Milan’s fashion streets and landmarks before crossing into Switzerland for the Bernina Express, one of the world’s most scenic train rides. Journey on to the Ligurian coast to visit Portofino and the colourful Cinque Terre villages, then travel inland for a taste of Ferrari heritage in Maranello and traditional balsamic vinegar in Modena. End your trip in magical Venice, with its canals, piazzas and iconic sights.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Milan, Venice, La Spezia

18% OFF TODAY

Duration8 days

From

USD 4,365

USD 3,599

Saving

USD 766

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Venice To Liguria Loop - 11 Days - October 2026

18% OFF TODAY

Halloween Super Sales

Venice to Liguria Loop - 11 days - October 2026

No booking fees

Best price guaranteed

Explore the best of northern Italy on this 11-day journey, starting and ending in Venice. Begin with a guided tour of Venice’s iconic sights before heading to romantic Verona and the wine country of Franciacorta. Cruise across Lake Garda and Lake Como, stopping in elegant Bellagio, then enjoy the spectacular Bernina Express through the Swiss Alps. Discover Milan’s grand landmarks before travelling to the Ligurian coast for Portofino and the colourful Cinque Terre. Along the way, enjoy tastings of local wines and delicacies, visit the Ferrari Museum in Maranello, and experience Modena’s famous balsamic vinegar tradition before returning to Venice.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Venice, La Spezia, Bergamo, Milan

18% OFF TODAY

Duration11 days

From

USD 5,695

USD 4,696

Saving

USD 999

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

18% OFF TODAY

Halloween Super Sales

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 1,698

USD 1,400

Saving

USD 298

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All Milan Tours in October 2026

24 Trips in Milan during October 2026 with 147 Reviews

Get a customized trip to Milan in October 2026

24 Trips in Milan during October 2026 with 147 Reviews

Italian Intermezzo - October 2026

Discovering Milan - October 2026

Northern Italian Lakes & Countryside - October 2026

North Of Italy, Private Tour - October 2026

Simply Italy - October 2026

Classic Italy, Private Tour - October 2026

Italian Espresso - 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

Splendours of Italy - October 2026

Colosseum to Como - 12 days - October 2026

Milan, Liguria & Venice - 8 days - October 2026

Venice to Liguria Loop - 11 days - October 2026

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

24 Trips in Milan during October 2026 with 147 Reviews

Get a customized trip to Milan in October 2026

24 Trips in Milan during October 2026 with 147 Reviews