10 Best Milan Multiday Tours in October 2026

Halloween Super Sales

European Spotlight - October 2026

No booking fees

Best price guaranteed

Seeking a comprehensive European exploration? The 17-day 'European Spotlight' tour takes you from Lisbon to Rome, visiting Paris, Lyon, Zurich, and five more destinations along the way. With a focus on comfort and ease for mature travelers, this group city sightseeing journey provides hotels, transport, and meals. The unique benefit is the extensive itinerary, allowing you to experience a broad swath of Europe’s cultural and scenic highlights in a single trip.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Lisbon, Rome, Lyon, Zurich, Mila

Lisbon, Rome, Lyon, Zurich, Milan, Madrid, Barcelona, Paris

Duration17 days

From

USD 3,611

USD 3,503

Saving

USD 108

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Halloween Super Sales

European Ring - October 2026

4.3

(14 reviews )

No booking fees

Best price guaranteed

The trip was good. Just need to be considerate about the comfort of your clients on the hotels you choose to book them, somewhere that will make them more comfortable after a long day trip. Some of your guides are exceptionally very good, however some of your guides does not know how to communicate well with their passengers hence some miscommunication. The rest of the trip was well organized, you have very good bus drivers. Just need to improve some your itineraries.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Paris, Salzburg, Kitzbuhel, Vien

Paris, Salzburg, Kitzbuhel, Vienna, Prague, Frankfurt, Amsterdam, Lyon, Zurich, Milan, Rome

Duration23 days

From

USD 3,863

USD 3,747

Saving

USD 116

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Halloween Super Sales

Contrasts of Europe - October 2026

4.5

(2 reviews )

No booking fees

Best price guaranteed

I saw lots of different places

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Lisbon, Budapest, Milan, Rome, F

Lisbon, Budapest, Milan, Rome, Florence, Vienna, Madrid, Barcelona, Amsterdam, Prague, Zurich

Duration24 days

From

USD 3,759

USD 3,646

Saving

USD 113

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18% OFF TODAY

Halloween Super Sales

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 355

USD 293

Saving

USD 62

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Halloween Super Sales

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

Duration9 days

From

USD 1,635

USD 1,586

Saving

USD 49

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Halloween Super Sales

Europe from West to East - October 2026

4.6

(5 reviews )

No booking fees

Best price guaranteed

The destinations we visited were awesome, really beautiful.

City sightseeingWalking tours

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Lisbon, Prague, Zurich, Milan, R

Lisbon, Prague, Zurich, Milan, Rome, Florence, Venice, Salzburg, Vienna, Budapest, Madrid, Barcelona, Girona, Chambery, Leysin

Duration21 days

From

USD 3,274

USD 3,176

Saving

USD 98

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Halloween Super Sales

Crossing Europe end Rome - October 2026

No booking fees

Best price guaranteed

If you’ve ever dreamed of tracing Europe’s most celebrated cities, the "Crossing Europe end Rome" trip offers a 17-day guided sightseeing adventure from Dublin to Rome. Designed with seniors in mind, this group tour covers Paris, Liverpool, London, and several other captivating destinations across France, Switzerland, and more. Enjoy included hotel stays, transport, and meals, with an itinerary that places comfort and accessibility at the forefront. The unique appeal of this trip lies in its diverse selection of destinations, offering a panoramic view of Europe for travelers seeking both variety and ease.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Dublin, Lyon, Zurich, Mila

Rome, Dublin, Lyon, Zurich, Milan, Liverpool, London, Paris

Duration17 days

From

USD 3,559

USD 3,452

Saving

USD 107

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Halloween Super Sales

Northern Lakes, Milan & Cinque Terre with Bernina - October 2026

Trip customizable

Best price guaranteed

Begin in enchanting Venice, soaking in its canals and signature Venetian flavors, then journey through the romantic streets of Verona and the rolling vineyards of Franciacorta. Take in the beauty of Lake Garda, Lake Como, and Bellagio, where charming lakeside villages meet breathtaking Alpine views. From Milan, board the legendary Bernina Express for a scenic rail journey through the Swiss Alps. Continue to the Ligurian coast to explore glamorous Portofino and the iconic Cinque Terre, before indulging in Modena’s rich motor and culinary traditions

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Venice, Bergamo, Milan, La Spezia

Duration11 days

From

USD 3,925

USD 3,808

Saving

USD 118

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Halloween Super Sales

Classic Italy & the Italian Riviera - October 2026

Trip customizable

Best price guaranteed

From the timeless beauty of Rome, Florence, and Venice to the coastal charm of Portofino and the colorful villages of Cinque Terre, discover Italy’s rich cultural heritage, breathtaking landscapes, and culinary delights. Travel in comfort by deluxe coach and high-speed train, enjoy guided visits to iconic sites, sample regional specialties, and ride the legendary Bernina Express through the Swiss Alps. This itinerary blends classic cities, coastal gems, and alpine wonder into one unforgettable Italian adventure

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Rome, Venice, Florence, Milan, L

Rome, Venice, Florence, Milan, Liguria, Cinque Terre

Duration11 days

From

USD 4,362

USD 4,231

Saving

USD 131

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Halloween Super Sales

Classic Italy & the Northern Lakes - October 2026

Trip customizable

Best price guaranteed

Begin in the Eternal City with ancient wonders like the Colosseum before traveling through the hill towns of Assisi and Siena to Renaissance Florence. Savor the flavors of Bologna and glide through the romantic canals of Venice. Discover Shakespearean Verona, sip wine in Franciacorta, and admire the scenic beauty of Lake Garda, Como, and Bellagio. Conclude in Milan with a thrilling ride on the Bernina Express through the Swiss Alps and a guided tour of the city’s iconic landmarks. From medieval towns to alpine peaks, this tour is a perfect blend of Italy’s timeless charm and natural beauty

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Milan, Rome, Florence, Venice, Bergamo

Duration12 days

From

USD 3,997

USD 3,877

Saving

USD 120

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Halloween Super Sales

Highlights of Northern Italy: Small Group Tour - October 2026

Trip customizable

Best price guaranteed

Embark on an unforgettable 8-day small group journey through Northern Italy, from Milan to romantic Venice, with breathtaking experiences along the way. Ride the world-famous Bernina Express through the Swiss Alps, wander the colorful coastal villages of the Cinque Terre, and explore the elegance of Portofino. Indulge in local food and wine tastings in Liguria and Modena, and dive into Italian automotive excellence at the Ferrari Museum. With hand-picked hotels, expert local guides, and unique culinary moments, this tour blends culture, scenery, and flavour for the perfect Northern Italian trip

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

7-99 yrs

Operated in

english

Destinations

Milan, Venice, Liguria, Cinque Terre

Duration8 days

From

USD 3,003

USD 2,913

Saving

USD 90

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Halloween Super Sales

Alpine Elegance: Small Group Tour to the Dolomites - October 2026

Trip customizable

Best price guaranteed

Experience the magic of Northern Italy and the scenic Alps on this 9-day small group tour that combines elegant cities and breathtaking Alpine landscapes. Begin in Milan with a guided city tour and ride the world-renowned Bernina Express through dramatic mountain passes. Discover the lakeside charm of Peschiera del Garda, explore medieval towns like Bolzano, Merano, and Vipiteno, and savor the natural wonders of the Dolomites, including Lake Braies and Tre Cime di Lavaredo. With curated local experiences, this journey is perfect for travelers seeking culture, nature, and unforgettable views

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

7-99 yrs

Operated in

english

Destinations

Milan, Bolzano, Merano, Cortina

Milan, Bolzano, Merano, Cortina, Dolomites

Duration9 days

From

USD 3,496

USD 3,391

Saving

USD 105

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Halloween Super Sales

Signature Italy - October 2026

Trip customizable

Best price guaranteed

Experience the best of Italy on this unforgettable 15-day journey. Walk in the footsteps of emperors at the Colosseum, explore Renaissance treasures in Florence, and glide along Venice’s canals. Savor Tuscan flavors, sip Franciacorta wines, and enjoy authentic culinary experiences from Bologna to Modena. Cruise the pristine waters of Lake Garda and Lake Como, ride the legendary Bernina Express through the Swiss Alps, and wander the colorful villages of Cinque Terre and Portofino. With expert guides, handpicked hotels, this is Italy at its most enchanting

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Rome, Venice, Milan, La Spezia

Rome, Venice, Milan, La Spezia, Florence, Bergamo

Duration15 days

From

USD 5,363

USD 5,202

Saving

USD 161

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Halloween Super Sales

Northern Lakes & the Dolomites with Bernina Expres - October 2026

Trip customizable

Best price guaranteed

Begin in Venice with its timeless charm, then explore historic Verona, the vineyards of Franciacorta, and the scenic beauty of Lake Garda and Lake Como. Ride the famous Bernina Express through the Swiss Alps, uncover Milan’s cultural gems, and journey through the elegant towns of Bolzano, Merano, and Cortina d’Ampezzo. With guided tours, wine tastings, scenic boat rides, and unforgettable landscapes, this immersive itinerary blends Italy’s refined heritage with natural beauty at every turn

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Milan, Venice, Cortina, Dolomite

Milan, Venice, Cortina, Dolomites, Bergamo, Bolzano, Merano

Duration13 days

From

USD 4,648

USD 4,508

Saving

USD 139

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All Milan Tours in October 2026

Page 2 of 34 Trips in Milan during October 2026 with 134 Reviews

Get a customized trip to Milan in October 2026

Page 2 of 34 Trips in Milan during October 2026 with 134 Reviews

European Spotlight - October 2026

European Ring - October 2026

Contrasts of Europe - October 2026

Milan City Break - October 2026

Paris to Rome by Train - October 2026

Europe from West to East - October 2026

Crossing Europe end Rome - October 2026

Northern Lakes, Milan & Cinque Terre with Bernina - October 2026

Classic Italy & the Italian Riviera - October 2026

Classic Italy & the Northern Lakes - October 2026

Highlights of Northern Italy: Small Group Tour - October 2026

Alpine Elegance: Small Group Tour to the Dolomites - October 2026

Signature Italy - October 2026

Northern Lakes & the Dolomites with Bernina Expres - 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

Page 2 of 34 Trips in Milan during October 2026 with 134 Reviews

Get a customized trip to Milan in October 2026

Page 2 of 34 Trips in Milan during October 2026 with 134 Reviews