Milan September 2026 Tours and Trip packages

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.

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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.

31 Trips in Milan during September 2026 with 627 Reviews

Showing 1 - 10 of 31 results

Italy: Pasta & Piazzas - September 2026

4.6

(102 reviews )

No booking fees

Best price guaranteed

Some of the food that was pre paid for was really average and not all that great.

Explorer

Tour Type

Small Group Tour

Accommodation

Hostel, Hotel, Villa

Age Range

18-39 yrs

Operated in

english

Destinations

Rome, Florence, Sorrento, Venice

Rome, Florence, Sorrento, Venice, Milan, La Spezia

Duration14 days

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Central & Western Europe: Classic Cities - September 2026

4.6

(238 reviews )

No booking fees

Best price guaranteed

Had a really good time! Trip leader and bus driver were awesome and made some amazing friends in our group.

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

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

4.4

(287 reviews )

No booking fees

Best price guaranteed

AMAZING!! so much fun. Very busy the whole time but awesome experience.

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

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Irresistible Italy: Rome to Venice - September 2026

Trip customizable

Best price guaranteed

Experience a grand sweep of Italy’s heritage on the 12-day “Irresistible Italy: Rome to Venice” tour, a journey that invites families and travelers of all ages to soak in the country’s timeless allure. Start with private transfers in Rome and delve into the city’s legendary sites, from the Colosseum to the Roman Forum. Sip Chianti in Tuscany, take a coach tour through Florence’s artistic heart, and enjoy the freedom of a 48-hour train card in the picturesque Cinque Terre. Glide along Lake Como’s waters and finish with a gondola ride in Venice, all while traveling effortlessly by high-speed trains. This trip’s unique advantage lies in its blend of guided tours and independent exploration, offering both structure and flexibility for an enriching Italian adventure.

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Colosseu

Rome, Florence, Venice, Colosseum, La Spezia, Cinque Terre, Milan, Lake Como

Duration12 days

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Rome Revealed: A Classic City Break - September 2026

Trip customizable

Best price guaranteed

Step into the heart of ancient Rome with the "Rome Revealed: A Classic City Break" tour package. Perfect for families, young adults, and seniors, this 4-day trip includes 4-star hotel accommodation, seamless private transfers, and guided tours of the city’s most iconic sites. Explore the Vatican Museums, marvel at the Sistine Chapel, and walk among the ruins of the Roman Forum and Colosseum. With entrance tickets and professional guides included, this city break delivers an immersive and hassle-free Roman experience. The unique selling point: expertly curated access to the city’s legendary history, making every moment in the Eternal City memorable.

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

12-99 yrs

Operated in

english

Destinations

Milan, Rome

Duration4 days

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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

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Italy’s Grand Tour - September 2026

Trip customizable

Best price guaranteed

Discover world-famous landmarks, medieval towns, and stunning natural landscapes while indulging in Italy’s rich culinary traditions. Explore ancient ruins in Rome, the masterpieces in Florence, and romantic canals in Venice. Journey through the lakes of Como and Garda, ride the scenic Bernina Express through the Swiss Alps, and wander the cultural treasures of Milan, Bolzano, and Cortina d’Ampezzo. With guided tours, regional delicacies, and unforgettable scenic drives, this grand tour offers the very best of Italy—perfectly crafted for travelers seeking a once-in-a-lifetime Italian experience

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Milan, Rome, Bolzano, Merano, Do

Milan, Rome, Bolzano, Merano, Dolomites, Florence, Venice, Bergamo

Duration17 days

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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

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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

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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

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Tours and Trip Packages to Milan in September 2026

Get a customized trip to Milan in September 2026

31 Trips in Milan during September 2026 with 627 Reviews

31 Trips in Milan during September 2026 with 627 Reviews