All Milan Tours in September 2026
41 Trips in Milan during September 2026 with 428 Reviews
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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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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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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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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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Country Roads of Northern Italy - September 2026
4.5
Keep the flexibility of the add on activities.
AdventureCity sightseeing
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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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Lake Como Walking - September 2026
4.9
'Walking Lake Como' was an amazing trip - booking and the pre-trip organisation was efficient and seamless, information about the trip was detailed and accurate (although it does help to read it properly so you don't end up waiting at the wrong terminal at Malpensa Airport wondering where everyone is!), our tour leader, Peppe, was brilliant - kind, considerate, super well-organised, funny and we felt very safe with him in charge. The Hotel Regina was comfortable and the staff without exception very friendly and helpful, and the views of the lake are fantastic. Sitting on the terrace with a prosecco or Aperol spritz after a challenging day's walking, as the sun slips behind the mountains, was a real treat. I found the walks maybe a bit more challenging than I expected (some of the descents were quite steep, but nothing that a good pair of boots and poles couldn't handle), so you do need a decent level of fitness and walking experience, I think. Overall, a great experience and we'll definitely be looking at other, similar trips.
Active and outdoor
Jewels of Italy and Milan by Rail - September 2026
5
I’ve always loved Italy, but doing it by rail added a special touch. Over eight days, we hit Rome, Florence, Venice, and wrapped up in Milan, all by high-speed train. The pace worked perfectly for me (I’m 58), with fresh city arrivals each morning and comfortable hotels each night
The highlights: a hop-on hop-off loop in Rome hit the Colosseum, Pantheon, Trevi Fountain , an optional wine tasting tour that I booked in Florence and Venice’s gondola ride. Everything flowed perfectly well..no dragging suitcases or missed trains.
For travelers in our age bracket, this tour blends comfort, culture, and hassle-free travel. If you want Italy’s treasures without the planning headache, this rail tour delivers in a big way.
City sightseeingTrain tours
From the Canals of Venice to Renaissance-infused Mantua & Milan and Lake Como Extended Stay (port-to-port cruise) - September 2026
From Venice to Mantua, enjoy a unique cruise through the heart of three Italian regions. The region of Veneto opens its doors and invites you to discover Venice, famous Saint Mark's Square and Doge's Palace, the official residence of Venetian dukes. Lombardy welcomes you next with its breathtaking and varied panoramas. You'll visit unique cities such as romantic Mantua. Wrap up your Italian adventure with an enchanting stay in Milan and Lake Como.
Cruise
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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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Italian Scene - September 2026
4.6
The scenery was beautiful. Next time I'd slow it down a bit though and enjoy each city for a few days.
Countryside and village visits
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Reflections of Italy - September 2026
Embark on a captivating journey that takes you from the piazzas of Rome to the canals of Venice. Discover the rolling hills of the scenic Tuscan and Umbrian countryside. Explore medieval hill towns and visit Assisi, the birthplace of St. Francis. Spend time at a historic winery in the heart of the Chianti region and enjoy a chef-led cooking class with lunch. Discover the masterpieces of the Renaissance in Florence. See glass transformed into exquisite art on Murano Island. Linger in iconic Venice for 2 nights. Journey to the shores of glamorous Lake Como. Encounter a land rich in history, culture, art, and romance.
Cultural, religious and historic sites
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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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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
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