10 Best Milan Multiday Tours in September 2026

Get a customized trip to Milan in September 2026

Plan a multi-country or regional adventure across Milan in September 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.

15% OFF TODAY

Venice to Milan - 13 days - September 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 6,715

USD 5,708

Saving

USD 1,007

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15% OFF TODAY

Venice to Liguria Loop - 11 days - September 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 5,705

USD 4,849

Saving

USD 856

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15% OFF TODAY

Scenic Italy & Switzerland - 13 days - September 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

15% OFF TODAY

Duration13 days

From

USD 7,845

USD 6,668

Saving

USD 1,177

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15% OFF TODAY

Rome to Milan Encompassed - 17 days - September 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 7,725

USD 6,566

Saving

USD 1,159

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15% OFF TODAY

Rome to Florence, Alps & Dolomites - 13 days - September 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

15% OFF TODAY

Duration13 days

From

USD 7,115

USD 6,048

Saving

USD 1,067

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15% OFF TODAY

Italian Highlights & Liguria - 11 days - September 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 6,345

USD 5,393

Saving

USD 952

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15% OFF TODAY

Incredible Italy - 15 days - September 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 7,725

USD 6,566

Saving

USD 1,159

View Tour

15% OFF TODAY

Venice, North Lakes & Milan - 8 days - September 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

15% OFF TODAY

Duration8 days

From

USD 3,825

USD 3,251

Saving

USD 574

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Rome Florence Venice and Milan by Rail - September 2026

Trip customizable

Best price guaranteed

This tour will take you on a memorable train ride across the major touristic cities of Italy. You’ll begin by exploring Rome, with stunning feats of civilization, modern and age-old alike. Colosseum, Navona Square, Pantheon, Spain Square, and Trevi Fountain are a few places that you can visit. The next place where you’ll take a train would be Florence. History, art, countryside, and delicious food are the gist of what this capital city of Tuscany has in store for you. Accademia and Uffizi Galleries are a must-visit. After Florence, The City of Water, Venice, awaits your arrival. Though the journey to Venice via rail is gorgeous, the city itself has its charm. Riding into a gondola through the Grand Canal and being mesmerized by the city’s beauty should be on your list. In addition, take a walking tour covering St Mark’s Square, Doge's Palace, Bell Tower, etc. Finally, we are at the last city of this train tour—Milan. An epitome of great fashion and design, Milan is a heart stealer. Apart from the latest cultural trends, you can even get a slice of history by visiting the Milan Cathedral. Also, ensure not to miss Leonardo Da Vinci’s stupefying Cenacolo, the Last Supper, which is one of the most famous artworks in the world. This train journey is one of the most popular Italy travel packages, offering a comprehensive tour of Italy's iconic cities.

Explorer

Tour Type

Independent Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

English

Destinations

Milan, Rome, Florence, Venice

Duration9 days

From

USD 1,102

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15% OFF TODAY

Milan to Venice & the Dolomites - 6 days - September 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 3,865

USD 3,285

Saving

USD 580

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15% OFF TODAY

Milan, Liguria & Venice - 8 days - September 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

15% OFF TODAY

Duration8 days

From

USD 4,375

USD 3,719

Saving

USD 656

View Tour

15% OFF TODAY

Colosseum to Como - 12 days - September 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

15% OFF TODAY

Duration12 days

From

USD 5,775

USD 4,909

Saving

USD 866

View Tour

Lake Maggiore, Como & Garda - 8 days - September 2026

No booking fees

Best price guaranteed

ITALY BY TRAIN: Discover the three most popular Italian Lakes on this 8-day tour, staying besides Lake Maggiore, Lake Como and Lake Garda. Travel by first-class train and enjoy free time at each lake. From Lake Maggiore, there's an optional scenic rail journey to lakeside Locarno in Switzerland via the Centovalli and in Milan there's the opportunity to enjoy a journey on the iconic Bernina Express to St Moritz. End your Italian adventure with two nights in Italy's fashion capital, Milan.

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Milan, Stresa, Lake Maggiore, Co

Milan, Stresa, Lake Maggiore, Como, Desenzano, Lake Garda

Duration8 days

15% OFF TODAY

Italian Lakes, Alps & Dolomites - 9 days - September 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

15% OFF TODAY

Duration9 days

All Milan Tours in September 2026

31 Trips in Milan during September 2026

Get a customized trip to Milan in September 2026

Venice to Milan - 13 days - September 2026

Venice to Liguria Loop - 11 days - September 2026

Scenic Italy & Switzerland - 13 days - September 2026

Rome to Milan Encompassed - 17 days - September 2026

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

Italian Highlights & Liguria - 11 days - September 2026

Incredible Italy - 15 days - September 2026

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

Rome Florence Venice and Milan by Rail - September 2026

31 Trips in Milan during September 2026

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

Milan, Liguria & Venice - 8 days - September 2026

Colosseum to Como - 12 days - September 2026

Lake Maggiore, Como & Garda - 8 days - September 2026

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

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All Milan Tours in September 2026

31 Trips in Milan during September 2026

Get a customized trip to Milan in September 2026

31 Trips in Milan during September 2026