10 Best Milan Multiday Tours in September 2026

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

Europe by Rail Budapest to Milan - September 2026

(36 reviews )

No booking fees

Best price guaranteed

Wonderful trip, loved all the destinations! Our guide Sanne was incredible too and very knowledgable about the places we went to.

AdventureTrain tours

Tour Type

Group Tour

Accommodation

Hostel

Age Range

18-40 yrs

Operated in

english

Destinations

Budapest, Milan, Vienna, Bled, Venice

Duration11 days

From

USD 1,975

USD 1,916

Saving

USD 59

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

18% OFF TODAY

Halloween Super Sales

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, 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 - September 2026

18% OFF TODAY

Halloween Super Sales

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

18% OFF TODAY

Duration13 days

From

USD 7,095

USD 5,850

Saving

USD 1,245

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Halloween Super Sales

Europe from West to East - September 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 - September 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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Venice To Milan - 13 Days - September 2026

18% OFF TODAY

Halloween Super Sales

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

18% OFF TODAY

Duration13 days

From

USD 6,695

USD 5,520

Saving

USD 1,175

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Halloween Super Sales

Classic Italy & the Northern Lakes - September 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 3,977

USD 3,858

Saving

USD 119

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Halloween Super Sales

Central & Western Europe: Main Cities & More - September 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

Northern Lakes, Milan & Cinque Terre with Bernina - September 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 3,906

USD 3,789

Saving

USD 117

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Halloween Super Sales

Highlights of Northern Italy: Small Group Tour - September 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 2,988

USD 2,898

Saving

USD 90

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Halloween Super Sales

Classic Italy & the Italian Riviera - September 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

Halloween Super Sales

Alpine Elegance: Small Group Tour to the Dolomites - September 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

Halloween Super Sales

Signature Italy - September 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

Halloween Super Sales

Northern Lakes & the Dolomites with Bernina Expres - September 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

All Milan Tours in September 2026

Page 4 of 63 Trips in Milan during September 2026 with 647 Reviews

Get a customized trip to Milan in September 2026

Page 4 of 63 Trips in Milan during September 2026 with 647 Reviews

Europe by Rail Budapest to Milan - September 2026

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

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

Europe from West to East - September 2026

Crossing Europe end Rome - September 2026

Venice to Milan - 13 days - September 2026

Classic Italy & the Northern Lakes - September 2026

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

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

Highlights of Northern Italy: Small Group Tour - September 2026

Classic Italy & the Italian Riviera - September 2026

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

Signature Italy - September 2026

Northern Lakes & the Dolomites with Bernina Expres - September 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 September 2026

Page 4 of 63 Trips in Milan during September 2026 with 647 Reviews

Get a customized trip to Milan in September 2026

Page 4 of 63 Trips in Milan during September 2026 with 647 Reviews