Milan Tours in May 2026
Planning for a trip to Milan during May? We offer 50+ tour packages to Milan departing in May 2026 that have 550+ customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Milan on your May holiday.
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10 Best May 2026 Tours in Milan
Join one of these handpicked Milan May 2026 tour packages, tailored to the season.
18% Off Today
Experience Milan at its most captivating on this four-day self-guided art and architecture trip, tailored for seniors who relish cultural discovery at an unhurried pace. Explore Sforza Castle—Europe’s most impressive urban fortress—and the awe-inspiring Duomo Cathedral. Admire Leonardo da Vinci’s Last Supper, stroll the trendy Navigli district, and take a day trip to Lake Como and Lugano. With shopping opportunities in one of the world’s fashion capitals, this tour’s unique selling point is its seamless blend of history, art, and modern style, all within Italy’s vibrant northern hub.
4 days
5% Off Today
Travel from the shores of Venice to the ancient city of Rome on this 8-day guided tour of Italy. Begin your journey in Milan, where a festive feast complete with decadent Italian wines await you. In Venice, relax on a private boat as you pass by the iconic city to St Mark's Square, where you will see a gilded basilica anchoring the bustling piazza. Embark on a traditional gondola ride with your skilled Venetian gondolier, gliding along the canals while enjoying music. See the legendary Colosseum in Rome, then travel to the Vatican Museums, where a Local Expert will lead you through the papal art collection and to Michelangelo’s Sistine Chapel. Celebrate a fantastic trip over dinner in a local restaurant.
8 days
5% Off Today
Italy’s timeless beauty unfolds on the Simply Italy tour, a 15-day journey designed for young adults seeking pure immersion in the country’s rich history and vibrant culture. Wander through Rome’s ancient streets, marvel at Florence’s Renaissance art, and glide along Venice’s romantic canals. Venture to Cinque Terre’s rugged coastlines, savor authentic pasta in the Amalfi Coast, and bask in the sun-drenched charms of Sorrento and Positano.
Every day blends historical discovery with irresistible cuisine and local color. This is the trip for those who crave the good life: art, architecture, food, and the Mediterranean spirit. With all logistics handled, your focus stays on soaking up la dolce vita at every turn.
What sets this tour apart is its all-encompassing itinerary—the best of Italy, from city icons to hidden coastal gems, in a single, unforgettable package.
15 days
5% Off Today
Savor every flavor of Italy with the "Italian Espresso" cultural tour—a 10-day journey for young adults who crave both the classics and the hidden gems. Starting and ending in Rome, you’ll wind through Venice’s canals, Florence’s Renaissance art, and the colorful villages of Cinque Terre. Along the way, indulge in antipasto, Chianti, and local trattorias, while exploring architectural marvels in Pisa, Verona, and Siena. The tour’s unique touch? A seamless blend of culinary delights and world-famous landmarks, all enjoyed with the comfort of included hotels, meals, and expert guidance.
10 days
5% Off Today
If you’ve ever wanted to experience Italy in all its glory, the 22-day Ultimate Italy trip lives up to its name. From Rome’s ancient splendor and Florence’s Renaissance treasures to the glamor of the Riviera, every region tells a story. Enjoy hands-on cooking classes, marvel at timeless monuments, and indulge in Naples’ legendary pizza before exploring the romantic Amalfi Coast. After soaking up the mainland’s culture and cuisine, spend a full week in Sicily—exploring volcanoes, archaeological wonders, and charming coastal towns. This group trip is ideal for young adults ready to fall head over heels for la dolce vita. The USP: the most comprehensive Italian adventure, blending food, history, and natural beauty in one epic package.
22 days
Discover the soul of Southern Europe on the "Essential Portugal, Spain, Switzerland and Italy" tour package—a 13-day journey for experienced travelers drawn to cities brimming with character and history. Begin in Lisbon’s vibrant old city, then cross into Spain to explore Madrid’s grand plazas and Zaragoza’s renowned cathedrals. Artistic wonders await in Barcelona, where Gaudi’s masterpieces dazzle.
Journey through France’s historic cities—Arles, La Garde, and Chambery—before Switzerland’s pristine landscapes beckon. Geneva’s cosmopolitan flair, Gstaad’s alpine beauty, and the dramatic Grindelwald cable car ride set the stage for Lucerne and Zurich’s sophisticated charm. Continue to Milan, Italy’s fashion capital, and end in Rome, where iconic landmarks like the Colosseum and Trevi Fountain await.
A major highlight of this trip is the seamless transition across five countries, offering an exceptional mix of tradition and innovation. With accommodations, transport, and meals expertly managed, this tour package makes exploring Europe’s essential cities effortless and deeply rewarding.
13 days
13% Off Today
The allure of Italy comes alive on the 'Italian Glory' tour—13 days from Milan to Rome, journeying through Lake Como, the Amalfi Coast, Venice, and more. This chill out tour is perfect for seasoned travelers who crave scenic beauty and vibrant culture. Accommodation, meals, and transport are all included, ensuring a relaxed, immersive experience. The trip’s unique highlight is its sweeping coverage, from the serene lakes to the pastel Amalfi villages and Venice’s romantic waterways. If Italy’s diversity is what you seek, this tour package captures the country’s heart and soul in one unforgettable journey.
13 days
Rail enthusiasts and culture seekers alike will relish the "Jewels of Italy and Milan by Rail" tour package, an eight-day city sightseeing journey through the artistic and architectural heart of Italy. Start in Rome, where ancient wonders like the Colosseum and Pantheon meet vibrant city life. Glide by high-speed train to Florence, Italy’s Renaissance jewel, to admire masterpieces at the Accademia and Uffizi galleries.
Continue your trip to Venice, the "City of Water," where an iconic gondola ride and a day exploring its labyrinthine streets offer unforgettable memories. The journey’s grand finale is Milan, where the majestic Duomo, Castello Sforzesco, and lively Navigli canals showcase the city’s unique style.
This tour package stands out for its efficient use of Italy’s world-class rail network, delivering comfort, speed, and scenic views while connecting you to the country’s most celebrated cities—all with accommodation, transport, and meals included for a worry-free adventure.
8 days
11% Off Today
Marvel at the alpine grandeur of Northern Italy on this 10-day adventure trip, 'Country Roads of Northern Italy.' Starting and ending in Milan, you’ll enjoy the elegance of Cortina d’Ampezzo’s ski resort, explore Venice’s atmospheric canals while serenaded by local musicians, and witness Venetian glass artistry firsthand. Savor a farm-to-table dinner on Isola dei Pescatori in Lake Maggiore, featuring fresh fish and local wines. Perfect for travelers who cherish both scenery and culture, this tour package stands out for its blend of exclusive culinary experiences and access to Italy’s most picturesque regions.
10 days
18% Off Today
Discover some of Italy’s most important cities on this eight-day tour beginning in the Eternal City of Rome and ending in the fashion capital of Milan. On the way, explore the artistic and cultural heritage of Florence and Venice with its shimmering canals as well as the cities of Verona and Siena.
8 days
See all Milan May 2026 Tours
Top Milan Tour Activities for May 2026
From explorer tours to art and architecture and others, here are some popular tour activities in Milan with departures in May 2026.
Milan May 2026 Tours for all Age Groups
Milan tours in May 2026 designed for all ages—families, young adventurers, seniors, and everyone in between.
Trending Milan May 2026 Tour Deals
Popular Milan May 2026 multiday tours now available at reduced prices, on sale for a limited time.
18% Off Today
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.
4 days
15% Off Today
From the grand boulevards of Turin to the fashion streets of Milan, this nine-day journey takes you through the lakes, countryside and traditions of northern Italy. Spend time in Verona and Modena, where you’ll visit an acetaia for a MAKE TRAVEL MATTER® Experience and taste aged balsamic vinegar made using centuries-old methods. Settle into the lakes to explore the winding shores of Lakes Garda, Maggiore and Como. Visit the Enzo Ferrari Museum and share a home-cooked meal with the Serenelli family on their farm, a site tied to the Battle of Solferino. Along the way, take in the scenic towns, local flavours and an easy going pace of life.
9 days
11% Off Today
See the breathtaking scenery of Northern Italy on this 10-day guided tour. Settle into Cortina d'Ampezzo, an exclusive ski resort nestled in the limestone peaks of the Dolomites; explore designer stores and enjoy panoramic views of the unique mountain range. In Venice, drift along the city’s famous canals as you are serenaded by traditional songs — then see a skilled craftsman turn molten glass into a colorful work of art. Indulge in a feast of local cuisine during a Farm-to-Table dinner featuring fresh-caught fish and delicious local wine on the Isola dei Pescatori, an idyllic island nestled in the heart of Lake Maggiore.
10 days
15% Off Today
The Italian Riviera meets Italy’s beautiful Lake District on a gourmet-filled journey through the north and its many treasures. All you need to do is live the high life on this most epic of Northern Italy trips, filled with the flavours of prosciutto and parmigiano.
8 days
13% Off Today
Get set for one of our most glorious Italy trips, from the stunning scenery of the beautiful Italian Lakes to the colourful Amalfi coast with its pretty cliffside villages and sun-kissed seaside vibe and the waterways of Venice to what was once the ‘Eternal City’ of Rome. Italy will truly capture your heart.
13 days
18% Off Today
An exciting tour through the alluring sites of the North of Italy visiting the main points of interest famous worldwide such as Venice, Verona, Como and Milan. From the Main Squares and historic cradle of the towns, you will be led across the highlights of each city.
8 days
18% Off Today
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.
6 days
18% Off Today
Discover some of Italy’s most important cities on this eight-day tour beginning in the Eternal City of Rome and ending in the fashion capital of Milan. On the way, explore the artistic and cultural heritage of Florence and Venice with its shimmering canals as well as the cities of Verona and Siena.
8 days
18% Off Today
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.
7 days
18% Off Today
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.
8 days
Milan May 2026 Tour Types
Discover Milan May 2026 tours in your way! Choose from group tours, private experiences, solo adventures, or guided and escorted tours.
Milan Travel Styles
Explore Milan with our diverse travel styles! Choose from luxurious tours that pamper you with comfort and elegance, or budget-friendly options that let you experience the beauty of Milan without breaking the bank. Whether you're indulging in fine dining or discovering hidden gems, there's a perfect adventure waiting for you.
Reviews of our Milan Tours for May
Feedback from guests whose tour started in/around Milan during May.
Anonymous | Traveled in May
Absolutely wonderful tour and great itinerary! Highly recommend for a tour of Northern Italy. Travel time was planned smartly and efficiently to ensure the time was spent well. It's easy to add another extension before or after the group tour as well with Milan as a central location.
Michelle C. | Traveled in May
The tour manager was outstanding making everything perfect During the conclave we were able to witness it and the tour guides managed it perfectly even with the chaos in the city The bus driver was always on time and safe driver The excursions were excellent Restaurants chosen were ideal entertainment and food choices Cultural details provided in depth from tour manager and guides
Stephen T. | Traveled in May
It’s a fast paced 10 day tour. You should be prepared to do a lot of walking. Travel light as possible. Many early morning departures for bus rides to the next city. Great dinners. Great service Made many new friends. Great cultural learning experience.
Susan G. | Traveled in May
We saw a lot of sites in 6 days! You can't see it all at once, but this was a wonderful, safe way to travel and see many places, enjoy great company on the tour, and enjoy the country of Italy.
Anonymous | Traveled in May
tour director was very nice and tries to accomodate my kids needs w/ gluten free etc wasn't happy the transfer person didn't show up at airport to take us to hotel b/c there was a delay in the flight and emergency number was no use as no one answered. but i supposed not trafalgar's fault but i think trafalgar needs to vent the transfer company better !!
Anonymous | Traveled in May
I thoroughly enjoyed the trip and want to return to Italy, and explore another area. My pretrial to Sicily was amazing and I would consider that to be my favorite.
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