All Milan Tours in September 2026
18 Trips in Milan during September 2026 with 337 Reviews
Most Popular
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Italy Rail Express - September 2026
4.8
I loved this tour! We visited so many places and saw so much! Our tour leader, Antonio was wonderful! He was attentive to all in the group and took care of any special needs cheerfully and efficiently.
Train toursCity sightseeing
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USD 2,445
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USD 530
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Italian Intermezzo - September 2026
4.6
This tour is the BEST way to see all the infamous spots in Italy, plus local hidden gems, at a reasonable cost and if you are short on time (we had a school break time limitation). It covered everything! We budgeted for the add-ons, especially those with meals, but you could choose to have more free time if you wanted. The food was extraordinary, the bus was roomy and immaculately clean, our driver Antonello was superb, and our Travel Director Anneleis was amazing! She was so talented at integrating the tour highlights, guests, keeping it fun even in the rainy weather, knowledgeable, and able to troubleshoot anything to ensure we had the best experience of a lifetime!! I would love to go back and explore Southern Italy next. The hotels were elegant (only one was just "OK" only because it was in need of some renovations) and the service with our luggage, tipping, etc. was seamless. I highly recommend the Italian Intermezzo tour and Insight Vacations. Favoloso!
Cultural, religious and historic sites
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USD 2,667
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USD 728
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Discovering Milan - September 2026
4
Join this four-day short break in Milan and discover Sforza Castle the most impressive urban castle in Europe, and Duomo Cathedral, a striking example of Gothic art and the largest church in Italy. Admire the famous Last Supper of Leonardo Da Vinci, enjoy the Navigli district and take a trip to Lake Como and Lugano. Don’t miss the shopping opportunity as Milan is one of the most important cities in the world of fashion.
Art and architecture
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USD 696
Saving
USD 123
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Northern Italian Lakes & Countryside - September 2026
3.9
This tour took us to some amazing destinations. Our tour director, and our bus operator were absolutely exceptional.
City sightseeing
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USD 2,636
Saving
USD 384
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Country Roads of Northern Italy - September 2026
4.5
Keep the flexibility of the add on activities.
AdventureCity sightseeing
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USD 4,348
Saving
USD 702
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Northern Italy Including Cinque Terre - September 2026
4.5
We covered a lot of ground and it was fast paced, but that allowed us to see and do so much. Our tour director and the local guides made for a wonderful experience.
City sightseeing
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USD 2,178
Saving
USD 347
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Italian Glory - September 2026
4.8
Great itinerary and tour director. Suggest: a slightly slower pace - limiting yourself to 1 optional experience/ day to avoid too/ long days -exhaustion, provide more suggestions for authentic food / restaurants on ‘free’ days.
Chill outSightseeing Tours
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USD 4,011
Saving
USD 684
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North Of Italy, Private Tour - September 2026
5
One week custom private tour in northern Italy was outstanding overall. tour director, hotels, day trips, transport were excellent.
Art and architecture
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USD 2,242
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USD 396
8% OFF TODAY
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Simply Italy - September 2026
Welcome to 15 days of pure Italian travel immersion. Covering Rome, Florence, Milan, Venice and beyond, this one brings you the blissful best of this soul-stirring country. Explore Rome's historical highlights, travel through the streets of Michelangelo's Florence, indulge in some authentic pasta on the Amalfi Coast. Stop by to see the stooping slopes of Sorrento or the picture perfect Positano for your summery soul. And that's just an aperitivo. Beauty, romance and all the pasta you can fit in; the good life just got even better. That's amore!
Cultural, religious and historic sites
8% OFF TODAY
USD 2,515
Saving
USD 214
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Classic Italy, Private Tour - September 2026
4
Drive through some of Italy's most iconic locations on this six-day tour that takes you through Florence, Siena, Verona, Venice, Sirmione and Milan. Considered the birthplace of the Renaissance, Florence breathes history at every corner, while Venice will enchant you with its shimmering canals.
Art and architecture
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USD 2,350
Saving
USD 415
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Italian Espresso - September 2026
10 days of la dolce vita, pronto. This one is pure Italian travel, covering all the big bucket-list destinations of Venice, Florence & Rome, plus the smaller charms of Pisa, Verona, and Siena. We'll ooh and aah over antipasto & chianti, dine on regional specialities in local trattorias, boat through the canals and islands of Venice, and explore the architecturally magnificent city of Florence. Expect comfy hotels and plenty of world-famous espresso & pizza on the way.
Cultural, religious and historic sites
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USD 1,848
Saving
USD 157
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Art and architectureHoneymoon
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USD 2,858
Saving
USD 504
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In The Footsteps Of Leonardo, Private Tour - September 2026
Join our seven days tour for a “full immersion” into Leonardo Da Vinci’s life. Visit Accademia Gallery in Venice, Cenacolo and Pinacoteca Ambrosiana in Milan and Uffizi Gallery in Florence. Our expert guides will lead you to the most important sites of these cities to show you the famous masterpieces of this amazing artist and his life.
Art and architecture
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USD 1,676
Saving
USD 296
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Enchanting Waters: Discovering The Lakes Of Italy, Self-drive - September 2026
Choose this self-drive tour in the Lombardy region and spend 8 memorable days exploring the beautiful landscapes and culture of Italy. Visit mesmerising lakes of Maggiore, Como and Garda, take a boat to Bellagio and admire the beauty and tranquillity of the scenery that surrounds you. Walk through the medieval streets of Bergamo and visit Verona, a city full of history. This trip will fill all your senses and will leave great memories for a lifetime.
Self-drive or vehicle rental
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USD 1,462
Saving
USD 258