All Milan Tours in May 2026
Page 2 of 39 Trips in Milan during May 2026 with 428 Reviews
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Classic Italy, Private Tour - May 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
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USD 415
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Italian Espresso - May 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
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USD 157
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Art and architectureHoneymoon
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USD 2,858
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USD 504
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In The Footsteps Of Leonardo, Private Tour - May 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
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USD 296
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Enchanting Waters: Discovering The Lakes Of Italy, Self-drive - May 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
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USD 258
Rome Florence Venice Milan and Lake Como by Rail - May 2026
4
This train tour across Italy allows you to explore some of the nation’s most prominent landmarks. It starts with Rome which is the foundation of Christian culture and Western civilization. When here, you can visit the Roman Colosseum, Navona Square, Trevi Fountain, St Peter's Basilica and the Vatican Museum. The next stop of this journey is Florence, the capital city of Tuscany. Known for Michelangelo’s David sculpture and taking you through chapters of the renaissance period one by one, Florence is a paradise for people loving art and history. Up next is the City of Canals, Venice. Believed to be of the most romantic cities in the world, Venice also boasts of Doge’s Palace and San Marco Square. The fourth destination of this tour is Milan, Italy’s fashion capital. Apart from being captivated by the stylish Milan streets, you can also explore the Duomo, the Castello Sforzesco, and the famous Navigli canals. Fifth in the line is the place of dreams, Lake Como. Renowned for fabulous lakeside resorts, fine dining restaurants, and alluring beauty, this place will take your breath away! Post this, you will travel back to Milan, coming to the end of one of our Scenic tours of Italy.
Train tours
USD 1,312
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Milan to Amsterdam Rail Express - May 2026
5
Very good for travellers who enjoy trains rather than buses. I particularly liked the Swiss Alps experience and the Rhine Valley. The tour leader was very helpful and patient with all of us. Great group of people too.
Train tours
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USD 2,645
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USD 540
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Splendours of Italy - May 2026
4.2
Very organized with a professional tour director and Driver!
City sightseeing
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USD 2,288
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USD 487
Highlights of Northern Italy: Small Group Tour - May 2026
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
USD 3,039
Northern Lakes, Milan & Cinque Terre with Bernina - May 2026
Begin in enchanting Venice, soaking in its canals and signature Venetian flavors, then journey through the romantic streets of Verona and the rolling vineyards of Franciacorta. Take in the beauty of Lake Garda, Lake Como, and Bellagio, where charming lakeside villages meet breathtaking Alpine views. From Milan, board the legendary Bernina Express for a scenic rail journey through the Swiss Alps. Continue to the Ligurian coast to explore glamorous Portofino and the iconic Cinque Terre, before indulging in Modena’s rich motor and culinary traditions
Explorer
USD 3,973
Classic Italy & the Italian Riviera - May 2026
From the timeless beauty of Rome, Florence, and Venice to the coastal charm of Portofino and the colorful villages of Cinque Terre, discover Italy’s rich cultural heritage, breathtaking landscapes, and culinary delights. Travel in comfort by deluxe coach and high-speed train, enjoy guided visits to iconic sites, sample regional specialties, and ride the legendary Bernina Express through the Swiss Alps. This itinerary blends classic cities, coastal gems, and alpine wonder into one unforgettable Italian adventure
Explorer
USD 4,415
Unforgettable Gems of Italy - May 2026
Embark on a timeless journey through Italy, where history, art, and natural beauty converge. From the ancient grandeur of Rome, with its iconic Colosseum and the Vatican's awe-inspiring masterpieces, to the romantic allure of the Amalfi Coast, where sun-kissed beaches and charming villages line the coastline. Immerse yourself in the heart of Tuscany, renowned for its world-class wines, picturesque landscapes, and historic cities like Florence and Siena. Discover the Cinque Terre, a collection of five colorful villages perched on cliffs overlooking the Ligurian Sea, offering breathtaking views and quaint charm. This extraordinary tour offers a perfect blend of history, culture, and natural beauty, promising unforgettable memories.
Art and architecture
USD 9,195
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Milan City Break - May 2026
Milan, the bustling metropolis of northern Italy, is renowned worldwide as a fashion and design capital, boasting historic fashion houses and cutting-edge contemporary designers. The city's architectural treasures include the magnificent Gothic cathedral, Duomo di Milano, and the grandiose opera house, Teatro alla Scala. Milan is also a hub of cultural richness, with world-class art galleries like the Pinacoteca di Brera and Leonardo da Vinci's iconic mural, "The Last Supper," housed in the Convent of Santa Maria delle Grazie.
Art and architecture
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USD 299
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USD 53
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Europe by Rail Budapest to Milan - May 2026
5
The trip was amazing. Our tour guide Rhyannon always made sure we were looked after, took us to the best recommendations, and went above and beyond to make sure we have the best experience. I would travel with her again as our guide!
AdventureTrain tours
USD 1,916
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USD 59