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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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.

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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Rome To Milan Encompassed - 17 Days - October 2026

18% OFF TODAY

Halloween Super Sales

Rome to Milan Encompassed - 17 days - October 2026

No booking fees

Best price guaranteed

Journey through Italy and beyond on this 17-day tour, starting in Rome and ending in Milan. Begin with ancient wonders like the Colosseum and Roman Forum, before travelling through Assisi, Siena, and Florence, the cradle of the Renaissance. Taste Bologna’s rich gastronomy, glide through Venice’s canals with a spritz in hand, and wander Verona’s romantic streets. Cruise Lake Garda and Lake Como, sip sparkling wines in Franciacorta, and ride the scenic Bernina Express through the Swiss Alps. From Bolzano and Cortina’s Alpine charm to Bassano del Grappa’s traditions, before ending in Milan

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Milan, Rome, Bolzano, Cortina d'

Milan, Rome, Bolzano, Cortina d'Ampezzo, Florence, Venice, Bergamo

18% OFF TODAY

Duration17 days

From

USD 7,715

USD 6,361

Saving

USD 1,354

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Halloween Super Sales

Italian Roundabout Complete End Venice - October 2026

No booking fees

Best price guaranteed

For seniors seeking a comfortable yet immersive Italian experience, the 18-day Italian Roundabout Complete End Venice tour is an excellent choice. Starting in Rome and concluding in the romantic city of Venice, this easy-paced sightseeing trip covers Genoa, Siena, Taormina, and ten other must-see locations. With all accommodations, transport, and meals expertly organized, you can relax as you soak up Italy’s art, history, and cuisine. The USP of this tour is its thoughtfully balanced itinerary, allowing guests to savor the country’s highlights at a gentle, enjoyable rhythm.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Siena, Florence, G

Rome, Venice, Siena, Florence, Genoa, Milan, Verona, Bari, Brindisi, Naples, Salerno, Taormina, Palermo

Duration19 days

From

USD 3,708

USD 3,597

Saving

USD 111

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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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Incredible Italy - 15 Days - October 2026

18% OFF TODAY

Halloween Super Sales

Incredible Italy - 15 days - October 2026

No booking fees

Best price guaranteed

Discover Italy on a 15-day tour from Rome to Venice, weaving together history, scenery and flavour. Explore the Colosseum and Roman Forum, then journey through Assisi and Siena to Florence, the Renaissance jewel. Savour Bologna’s culinary traditions, enjoy a spritz in Venice, and admire fairytale Verona before cruising Lake Garda and Lake Como. Ride the Bernina Express through the Swiss Alps, taste wine in Liguria, and wander the colourful Cinque Terre. With iconic cities and hidden gems combined, this journey captures Italy at its finest.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Venice, Milan, La Spezia

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

18% OFF TODAY

Duration15 days

From

USD 7,715

USD 6,361

Saving

USD 1,354

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Italian Highlights & Liguria - 11 Days - October 2026

18% OFF TODAY

Halloween Super Sales

Italian Highlights & Liguria - 11 days - October 2026

No booking fees

Best price guaranteed

Explore Italy’s cities, coastlines, and flavours on an 11-day journey with a scenic Swiss highlight. Wander Florence’s Renaissance landmarks, Siena’s medieval squares, and the timeless canals of Venice, while Milan blends history with modern style. Along the Ligurian coast, visit Santa Margherita Ligure, glamorous Portofino, and the colourful villages of Cinque Terre. In Emilia-Romagna, sample traditional balsamic vinegar and step into Ferrari’s world of speed. For a striking contrast, cross into Switzerland aboard the Bernina Express, gliding past glaciers and alpine peaks before returning to Italy’s charm-filled north.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Venice, Florence, Milan, La Spezia

18% OFF TODAY

Duration11 days

From

USD 6,335

USD 5,223

Saving

USD 1,112

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Halloween Super Sales

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

USD 3,433

Saving

USD 106

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Halloween Super Sales

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

Duration25 days

From

USD 4,869

USD 4,723

Saving

USD 146

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Italian Lakes, Alps & Dolomites - 9 Days - October 2026

18% OFF TODAY

Halloween Super Sales

Italian Lakes, Alps & Dolomites - 9 days - October 2026

No booking fees

Best price guaranteed

Discover the beauty of northern Italy on this 9-day journey, starting and ending in Milan. Begin with time to explore the fashion capital before crossing into Switzerland for a spectacular ride on the Bernina Express. Back in Italy, enjoy a guided walking tour of Milan before heading to Lake Garda, Trento and the alpine charm of Bolzano. Explore medieval towns, sip local wines and take in the breathtaking lakes of the Dolomites from a base in Cortina d’Ampezzo, then head back to Milan via Bassano del Grappa, with a tasting of the local tipple.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Milan, Bolzano, Cortina d'Ampezzo

18% OFF TODAY

Duration9 days

From

USD 3,475

USD 2,865

Saving

USD 610

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Rome To Florence, Alps & Dolomites - 13 Days - October 2026

18% OFF TODAY

Halloween Super Sales

Rome to Florence, Alps & Dolomites - 13 days - October 2026

No booking fees

Best price guaranteed

Discover Italy and Switzerland on this 13-day journey from Rome to Milan, uncovering art, history and stunning landscapes along the way. Wander medieval Assisi and Siena before delving into Florence’s Renaissance treasures. Explore Bologna’s lively piazzas and Venice’s canals, then continue to chic Milan. Ride the Bernina Express through the Swiss Alps, take in Lake Garda and the wine routes of Trento and Kaltern, and enjoy the Alpine charm of Bolzano, Merano and Vipiteno. Marvel at the lakes and peaks of the Dolomites from Cortina d’Ampezzo, before rounding off with a taste of Bassano del Grappa’s heritage and culture.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Milan, Rome, Florence, Cortina d

Milan, Rome, Florence, Cortina d'Ampezzo, Venice, Bolzano

18% OFF TODAY

Duration13 days

From

USD 7,095

USD 5,850

Saving

USD 1,245

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Scenic Italy & Switzerland - 13 Days - October 2026

18% OFF TODAY

Halloween Super Sales

Scenic Italy & Switzerland - 13 days - October 2026

No booking fees

Best price guaranteed

Experience scenic Italy and Switzerland on this 13-day tour from Milan, blending lakeside beauty, historic cities, and dramatic alpine landscapes. Discover Lake Garda and fair Verona before immersing in the charm of Venice. Travel through the Dolomites for soaring peaks, alpine lakes, and sweeping passes, then continue to Trento. Cruise across Lake Como, explore elegant Stresa, and visit the UNESCO-listed Sacro Monte of Ghiffa. Cross the Simplon Pass to Zermatt for unforgettable views of the Matterhorn, then explore Lausanne, Gruyères and Gstaad. End the adventure with Lauterbrunnen’s waterfalls, Interlaken’s Mountain scenery, Entlebuch’s pastures and Bellinzona’s medieval castles before returning to Milan.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

18-80 yrs

Operated in

english

Destinations

Milan, Venice, Lausanne, Interla

Milan, Venice, Lausanne, Interlaken, Cortina d'Ampezzo, Trento, Locarno

18% OFF TODAY

Duration13 days

From

USD 7,835

USD 6,460

Saving

USD 1,375

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Venice, North Lakes & Milan - 8 Days - October 2026

18% OFF TODAY

Halloween Super Sales

Venice, North Lakes & Milan - 8 days - October 2026

No booking fees

Best price guaranteed

Experience the beauty of northern Italy on this 8-day Italy group tour from Venice to Milan. Begin with canals, cicchetti and the landmarks of Venice before heading to romantic Verona and the wine country of Franciacorta. Explore Bergamo with day trips to shimmering Lake Garda and postcard-perfect Lake Como, where a boat ride to Bellagio is a highlight. In Switzerland, board the Bernina Express for one of Europe’s most scenic train rides through the Alps. The trip ends in stylish Milan, with time to explore its cathedrals, galleries and buzzing café culture.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Milan, Venice, Bergamo

18% OFF TODAY

Duration8 days

From

USD 3,825

USD 3,154

Saving

USD 671

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Halloween Super Sales

Tutta Italia and Sicily with Aeolian Islands - October 2026

No booking fees

Best price guaranteed

Let the charm of Italy sweep you away on the 16-day Tutta Italia and Sicily with Aeolian Islands tour, crafted for those who appreciate a relaxed, insightful journey. Starting in Rome and ending in Palermo, this group tour weaves through Siena, Florence, and seven other captivating destinations. Senior travelers will appreciate the easy pace, comfortable accommodations, and seamless transport. The highlight is the opportunity to explore the picturesque Aeolian Islands—providing an idyllic contrast to Italy’s bustling cities and rich history.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Venice, Milazzo

Rome, Palermo, Venice, Milazzo, Taormina, Siena, Florence, Genoa, Milan, Verona

Duration16 days

From

USD 3,236

USD 3,139

Saving

USD 97

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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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All Milan Tours in October 2026

Page 3 of 55 Trips in Milan during October 2026 with 456 Reviews

Get a customized trip to Milan in October 2026

Page 3 of 55 Trips in Milan during October 2026 with 456 Reviews

Contrasts of Europe - October 2026

Rome to Milan Encompassed - 17 days - October 2026

Italian Roundabout Complete End Venice - October 2026

Milan City Break - October 2026

Incredible Italy - 15 days - October 2026

Italian Highlights & Liguria - 11 days - October 2026

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

Central & Western Europe: Classic Cities - October 2026

Italian Lakes, Alps & Dolomites - 9 days - October 2026

Rome to Florence, Alps & Dolomites - 13 days - October 2026

Scenic Italy & Switzerland - 13 days - October 2026

Venice, North Lakes & Milan - 8 days - October 2026

Tutta Italia and Sicily with Aeolian Islands - 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

Page 3 of 55 Trips in Milan during October 2026 with 456 Reviews

Get a customized trip to Milan in October 2026

Page 3 of 55 Trips in Milan during October 2026 with 456 Reviews