Tours and Trip Packages to Milan in September 2026
Traveling to Milan in September 2026? We offer 100+ tours, trips and vacation packages to Milan in September 2026. Our Milan in September 2026 tour packages and trips have 2350+ customer reviews. All the Milan September 2026 tour packages and trips are carried out by hand-picked, qualified local and international Milan tour operators.
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Simple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Comfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
Upscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.
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
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Milan—globally renowned for its cutting-edge design and historic grandeur—is the perfect destination for those seeking a relaxed yet culturally rich city break. This 4-day self-guided art and architecture tour welcomes seniors and travelers who appreciate leisurely exploration, offering a seamless blend of past and present.
Marvel at the awe-inspiring Duomo di Milano, its Gothic spires dominating the skyline, and step inside the storied Teatro alla Scala, a mecca for opera lovers. Art enthusiasts will be captivated by the Pinacoteca di Brera and by Leonardo da Vinci’s legendary mural, 'The Last Supper,' housed within the Convent of Santa Maria delle Grazie.
With accommodation, transport, and meals thoughtfully arranged, this tour package ensures comfort and ease throughout your stay. The standout feature? Milan’s unique combination of style, art, and history—offering travelers a city getaway that is as inspiring as it is accessible.
Art and architecture
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
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
Travel from Rome to Palermo on the Tutta Italia To Sicily by Plane And Aeolian Islands trip, an 18-day sightseeing adventure tailored for seniors. This easy-paced group tour explores Taormina, Verona, and several other Italian treasures, blending city strolls, cultural sites, and scenic landscapes. With all logistics—including comfortable accommodations, transfers, and meals—handled for you, the journey prioritizes relaxation and discovery. The tour’s standout feature is its inclusion of the enchanting Aeolian Islands, offering a tranquil Mediterranean escape alongside Italy’s classic cities.
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.
For seniors seeking a comfortable yet immersive Italian experience, the 18-day Italian Roundabout Complete End Venice tour is an excellent choice. Starting in Rome and concluding in the romantic city of Venice, this easy-paced sightseeing trip covers Genoa, Siena, Taormina, and ten other must-see locations. With all accommodations, transport, and meals expertly organized, you can relax as you soak up Italy’s art, history, and cuisine. The USP of this tour is its thoughtfully balanced itinerary, allowing guests to savor the country’s highlights at a gentle, enjoyable rhythm.
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.
Welcome to 15 days of pure Italian travel immersion with your squad of awesome 35-45 year old travellers. 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 in the breezy winter 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!
City sightseeing
Tour Type
Group Tour
Accommodation
Hotel, Villa
Age Range
18-35 yrs
Operated in
english
Destinations
Rome, Naples, Amalfi Coast, Flor
Rome, Naples, Amalfi Coast, Florence, Cinque Terre, Milan, Venice
Set out on a remarkable journey from Madrid to Prague with the "A European Journey from Madrid to Prague" tour, a 19-day city sightseeing trip designed for travelers eager to immerse themselves in the heart of Europe’s most iconic destinations. This group tour delivers a comprehensive adventure across six countries, complete with accommodations, transport, meals, and expertly guided excursions.
Begin in Madrid, where the vibrant pulse of Spain’s capital comes alive as you stroll down Paseo del Prado and marvel at historic squares like Plaza Mayor. Venture onward to Barcelona, stopping at the medieval Monastery of Poblet, and discover the bustling Las Ramblas. Your route weaves through the scenic region of Provence and the delightful town of Chamberry before reaching Switzerland. Here, the serene lakes and towering peaks surrounding Zurich offer a breathtaking Alpine interlude.
Cross into Italy for an in-depth exploration of Rome, including the Trastevere district, St. Peter’s Basilica, and the awe-inspiring Coliseum. In Venice, take a boat ride across the Grand Canal to St. Mark’s Square and witness the artistry of Murano glassmakers. Austria’s Alpine grandeur awaits in Kitzbuhel, where a cable car ride provides panoramic mountain views. Enjoy the tranquil beauty of Traunsee Lake in Traunkirchen and admire historic castles.
Vienna’s imperial avenues, palaces, and vibrant city center set the stage for a visit to the Schonbrunn Palace and its exquisite gardens. In Hungary, Budapest’s dramatic skyline and a Danube River boat tour create lasting impressions. Finally, the fairy-tale city of Prague welcomes you with its majestic castle and an enchanting cruise on the Vltava River.
The unique selling point of this tour is its masterful blend of bucket-list cities and off-the-beaten-path treasures, all within a relaxed and thoughtfully paced itinerary. For those who appreciate a diverse, culturally rich European trip, this package seamlessly weaves together history, architecture, and scenic wonders for an unforgettable exploration.
City sightseeing
Tour Type
Group Tour
Accommodation
Hotel, Resort
Age Range
8-99 yrs
Operated in
english
Destinations
Madrid, Prague, Zurich, Innsbruc
Madrid, Prague, Zurich, Innsbruck, Rome, Florence, Venice, Salzburg, Vienna, Budapest, Barcelona, Girona, Chambery, Leysin , Milan
Paris, Switzerland, Italy, and Vienna—the very names evoke images of grand boulevards, Alpine vistas, and timeless art. The "Treasures of Paris, Switzerland, Italy and Vienna" trip offers experienced travelers a 17-day guided city sightseeing journey through the heart of Europe, with all accommodations, transport, and meals taken care of for your peace of mind.
Begin in Paris, where the romance of a Seine cruise and awe-inspiring views from the Eiffel Tower await. Travel through the rolling vineyards and medieval castles of Bourgogne and Beaune, then ascend to the Swiss Alps for breathtaking mountain scenes. Tour Lake Geneva and the charm of Lucerne before crossing into Italy, a country renowned for its cultural treasures. Explore Rome’s ancient wonders, Milan’s chic avenues, Florence’s Renaissance beauty, and Venice’s labyrinthine canals—where you’ll also witness the traditional art of glassblowing.
Continue through Austria, marveling at the Alpine city of Innsbruck and Salzburg, immortalized in "The Sound of Music." Vienna’s imperial grandeur and riverside beauty provide a fitting prelude to the final destination—Budapest, a cosmopolitan hub where East meets West. Throughout, the trip’s relaxed pace ensures you have ample time for sightseeing and cultural immersion, with plenty of opportunities to soak up local flavors, art, and history.
This tour stands out for its seamless blend of Europe’s most celebrated cities and scenic landscapes, making it perfect for those seeking a comprehensive and comfortable European adventure. If you dream of an elegantly orchestrated tour package that brings together the continent’s finest, this journey is an inspired choice.
City sightseeing
Tour Type
Group Tour
Accommodation
Hotel, Resort
Age Range
8-99 yrs
Operated in
english
Destinations
Budapest, Paris, Zurich, Innsbru
Budapest, Paris, Zurich, Innsbruck, Rome, Florence, Venice, Kitzbuhel, Vienna, Lyon, Milan
