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

Tutta Italia With Beautiful Campania and Sicily - September 2026

No booking fees

Best price guaranteed

Experience an enchanting blend of Italy’s celebrated cities and southern gems on the Tutta Italia With Beautiful Campania and Sicily tour. Over 17 leisurely days, seniors will traverse from Rome to Palermo, visiting Venice, Siena, and Palermo plus nine other scenic stops. This easy-paced city sightseeing tour includes all the essentials—accommodation, transport, and meals—so you can focus on enjoying Italy’s art, cuisine, and culture. The unique selling point is its inclusion of both Campania’s coastal beauty and Sicily’s distinct heritage, creating a truly well-rounded Italian adventure.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Venice, Perugia

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

Duration17 days

From

USD 3,232

USD 3,135

Saving

USD 97

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13% OFF TODAY

Halloween Super Sales

Splendours of Italy - September 2026

(27 reviews )

No booking fees

Best price guaranteed

Very organized with a professional tour director and Driver!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Florence, Bay Of Naples, A

Rome, Florence, Bay Of Naples, Assisi, Venice, Milan

13% OFF TODAY

Duration13 days

From

USD 2,725

USD 2,361

Saving

USD 364

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Halloween Super Sales

Crossing Europe - September 2026

No booking fees

Best price guaranteed

For travelers eager to experience the breadth of Europe without the rush, "Crossing Europe" provides a 19-day guided sightseeing tour from Dublin to Venice. Seniors will appreciate the easy-going pace as you journey through Ireland, Italy, and several other dynamic cities, with all accommodations, transport, and meals included. The standout aspect of this trip is its comprehensive itinerary, allowing for immersive exploration of each locale without sacrificing comfort. Perfect for those who want to explore Europe’s rich diversity in a relaxed, supportive group environment.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Venice, Dublin, Lyon, Zurich, Mi

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

Duration19 days

From

USD 3,905

USD 3,788

Saving

USD 117

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Colosseum To Como - 12 Days - September 2026

18% OFF TODAY

Halloween Super Sales

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

18% OFF TODAY

Duration12 days

From

USD 5,765

USD 4,753

Saving

USD 1,012

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Halloween Super Sales

European Spotlight - September 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

Vibrant Europe - September 2026

4.4

(10 reviews )

No booking fees

Best price guaranteed

Punctuality, Hotel stay,Food were awesome. Good and helpful guides were there for us throughout the tour.

City sightseeingWalking tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Venice, Prague, Zurich, Milan, Rome

Duration18 days

From

USD 3,055

USD 2,963

Saving

USD 92

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Milan, Liguria & Venice - 8 Days - September 2026

18% OFF TODAY

Halloween Super Sales

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, La Spezia

18% OFF TODAY

Duration8 days

From

USD 4,365

USD 3,599

Saving

USD 766

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Halloween Super Sales

Majestic Europe - September 2026

4.1

(8 reviews )

No booking fees

Best price guaranteed

The tour was incredible. There were times we drove more than toured areas so that was a little bit of a bummer but the countries were very spread out so I understand. Only thing was the BMW Welt was a little boring and would have been more fun taking a tour of the olympia park and learned more about the Munich massacre but we got to walk down to it on our own.

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

USD 1,341

Saving

USD 41

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Venice To Liguria Loop - 11 Days - September 2026

18% OFF TODAY

Halloween Super Sales

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

18% OFF TODAY

Duration11 days

From

USD 5,695

USD 4,696

Saving

USD 999

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Halloween Super Sales

European Ring - September 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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Venice, North Lakes & Milan - 8 Days - September 2026

18% OFF TODAY

Halloween Super Sales

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, Bergamo

18% OFF TODAY

Duration8 days

From

USD 3,825

USD 3,154

Saving

USD 671

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Halloween Super Sales

Contrasts of Europe - September 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

View Tour

Halloween Super Sales

Tutta Italia and Sicily with Aeolian Islands - September 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

View Tour

Milan To Venice & The Dolomites - 6 Days - September 2026

18% OFF TODAY

Halloween Super Sales

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

18% OFF TODAY

Duration6 days

From

USD 3,855

USD 3,178

Saving

USD 677

View Tour

All Milan Tours in September 2026

Page 3 of 74 Trips in Milan during September 2026 with 650 Reviews

Get a customized trip to Milan in September 2026

Page 3 of 74 Trips in Milan during September 2026 with 650 Reviews

Tutta Italia With Beautiful Campania and Sicily - September 2026

Splendours of Italy - September 2026

Crossing Europe - September 2026

Colosseum to Como - 12 days - September 2026

European Spotlight - September 2026

Vibrant Europe - September 2026

Milan, Liguria & Venice - 8 days - September 2026

Majestic Europe - September 2026

Venice to Liguria Loop - 11 days - September 2026

European Ring - September 2026

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

Contrasts of Europe - September 2026

Tutta Italia and Sicily with Aeolian Islands - September 2026

Milan to Venice & the Dolomites - 6 days - 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 3 of 74 Trips in Milan during September 2026 with 650 Reviews

Get a customized trip to Milan in September 2026

Page 3 of 74 Trips in Milan during September 2026 with 650 Reviews