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.

Enchanting Cinque Terre from Milan - October 2026

Trip customizable

Best price guaranteed

Discover the best of Northern and Central Italy on this 6-day journey. Begin in stylish Milan before traveling to Genoa, a historic port city with a rich maritime heritage. Continue to La Spezia, the gateway to the breathtaking Cinque Terre, where pastel-colored villages cling to dramatic cliffs. With your Cinque Terre Train Card, explore the villages at your own pace, from Riomaggiore to Monterosso. End your adventure in the Eternal City of Rome, where ancient wonders and vibrant piazzas await

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Milan, Rome, Genoa, La Spezia, Cinque Terre

Duration6 days

From

USD 1,351

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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 5,335

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15% OFF TODAY

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

15% OFF TODAY

Duration9 days

From

USD 3,445

USD 2,928

Saving

USD 517

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18% OFF TODAY

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

18% OFF TODAY

Duration16 days

From

USD 3,539

USD 2,889

Saving

USD 650

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Super Sales

Europe from West to East - October 2026

4.2

(5 reviews )

No booking fees

Best price guaranteed

I really enjoyed the trip where I could meet many new friends from different countries. Although its a bit hectic but overall its a memorable tour for me and my wife. Thanks.

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

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Super Sales

Majestic Europe - October 2026

4.5

(8 reviews )

No booking fees

Best price guaranteed

It was a wonderful experience with Europamundo.Will like to be with them in my next trip.The guides are thorough professional

City sightseeingWalking tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Prague, Innsbruck, Zurich

Rome, Prague, Innsbruck, Zurich, Milan

Duration9 days

From

USD 1,382

View Tour

15% OFF TODAY

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

15% OFF TODAY

Duration11 days

From

USD 5,645

USD 4,798

Saving

USD 847

View Tour

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

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15% OFF TODAY

Venice to Milan - 13 days - October 2026

No booking fees

Best price guaranteed

Discover the best of northern Italy on this 13-day journey from Venice to Milan, weaving together iconic cities, shimmering lakes and spectacular Alpine scenery. Glide along Venice’s canals, sip spritz with cicchetti, and wander the romantic streets of Verona. Cruise Lake Garda and Lake Como, ride the world-famous Bernina Express through the Swiss Alps, and explore chic Milan. In Trentino-Alto Adige, uncover wine towns, Dolomite lakes and charming villages like Bolzano and Cortina. With guided tours, tastings and scenic drives, this trip blends culture, landscapes and food for a truly memorable Italian adventure.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Milan, Venice, Cortina d'Ampezzo

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

15% OFF TODAY

Duration13 days

From

USD 6,635

USD 5,640

Saving

USD 995

View Tour

15% OFF TODAY

Milan to Venice & the Dolomites - 6 days - October 2026

No booking fees

Best price guaranteed

Discover northern Italy on a 6-day adventure from Milan to the Dolomites and back. The journey begins at sparkling Lake Garda before continuing to Shakespeare’s Verona and enchanting Venice, explored on a guided tour of its canals and piazzas. Rolling prosecco hills in Valdobbiadene lead the way into the Dolomites, where alpine lakes, soaring peaks and panoramic cable car rides showcase the region’s natural beauty. Historic Trento and Bergamo’s hilltop old town provide a cultural finale before returning to Milan.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Milan, Venice, Cortina D’Ampezzo

Milan, Venice, Cortina D’Ampezzo, Trento

15% OFF TODAY

Duration6 days

From

USD 3,825

USD 3,251

Saving

USD 574

View Tour

15% OFF TODAY

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

15% OFF TODAY

Duration17 days

From

USD 7,645

USD 6,498

Saving

USD 1,147

View Tour

15% OFF TODAY

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

15% OFF TODAY

Duration11 days

From

USD 6,275

USD 5,334

Saving

USD 941

View Tour

15% OFF TODAY

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

15% OFF TODAY

Duration15 days

From

USD 7,645

USD 6,498

Saving

USD 1,147

View Tour

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 3,905

View Tour

All Milan Tours in October 2026

Page 3 of 67 Trips in Milan during October 2026 with 451 Reviews

Get a customized trip to Milan in October 2026

Page 3 of 67 Trips in Milan during October 2026 with 451 Reviews

Enchanting Cinque Terre from Milan - October 2026

Signature Italy - October 2026

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

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

Europe from West to East - October 2026

Majestic Europe - October 2026

Venice to Liguria Loop - 11 days - October 2026

Tutta Italia and Sicily with Aeolian Islands - October 2026

Venice to Milan - 13 days - October 2026

Milan to Venice & the Dolomites - 6 days - October 2026

Rome to Milan Encompassed - 17 days - October 2026

Italian Highlights & Liguria - 11 days - October 2026

Incredible Italy - 15 days - October 2026

Northern Lakes, Milan & Cinque Terre with Bernina - 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 67 Trips in Milan during October 2026 with 451 Reviews

Get a customized trip to Milan in October 2026

Page 3 of 67 Trips in Milan during October 2026 with 451 Reviews