Milan Tours in May 2027
Planning for a trip to Milan during May? We offer 10+ tour packages to Milan departing in May 2027 that have 490+ 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 2027 Tours in Milan
Join one of these handpicked Milan May 2027 tour packages, tailored to the season.
25% Off Today
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.
11 days
17% 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
20% 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
17% Off Today
Northern Italy Including Cinque Terre is a culinary and scenic feast for travelers who appreciate la dolce vita. Over 8 days, begin and end in Milan, journeying through Baveno, Lake Maggiore, and the Italian Riviera. Savor prosciutto and parmigiano in gourmet encounters, and enjoy the high life amid dazzling lake and seaside views. This guided city sightseeing tour includes hotels, transport, meals, and immersive local experiences—perfect for those seeking a blend of relaxation and indulgence. The unique selling point? Its focus on gourmet flavors and breathtaking settings, delivering the essence of Northern Italy in every sense.
8 days
4% 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
20% 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
13% Off Today
Italy’s irresistible charm takes center stage on the "Splendours of Italy" tour, a 13-day city sightseeing trip starting and ending in Rome. Explore Rome’s ancient wonders, cruise the tranquil Italian Lakes, and wander the cobbled streets of Florence. With stops in Venice, Lugano, and Assisi, this easy-paced group tour is perfect for families and experienced travelers seeking a blend of urban excitement and countryside tranquility. The unique highlight? Time spent soaking up the sun along the Bay of Naples and discovering the spiritual calm of Assisi. With seamless transport, hotel stays, and included meals, this tour package is your key to experiencing Italy’s timeless allure.
13 days
17% 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
17% 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
17% 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
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Top Milan Tour Activities for May 2027
From cultural, religious and historic sites tours to art and architecture and others, here are some popular tour activities in Milan with departures in May 2027.
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25% Off Today
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.
11 days
17% 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
20% 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
17% 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
20% 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
13% Off Today
Discover the splendour of 'la bella Italia' on this 13-day journey through charming countrysides, picturesque towns, and vibrant cities. Explore the ancient history of Rome, the tranquil beauty of the Italian Lakes, and the artistic brilliance of Florence. Find quiet inspiration in Assisi, soak up the sun along the Bay of Naples, and discover why Italy’s allure is truly unmatched.
13 days
17% Off Today
Welcome to 15 days of pure Italian travel immersion. Covering Rome, Florence, 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. 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!
15 days
17% Off Today
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 plenty of world-famous espresso & pizza on the way.
10 days
17% Off Today
We’ve done trips to Italy, but never like this. Starting in Rome, you’ll hit Renaissance Florence, the Riviera’s glitz, and dive into cooking classes and history. Then it’s pizza and Pompeii (and city centre stays) in Naples, the stunning Amalfi Coast, island cruises, and lemon groves. Finally, we’ll wrap it up with a full week in Sicily, exploring volcanoes, ancient ruins & charming towns. Just a few days here and you’ll be head-over-heels. It’s called the Ultimate Italy for a reason.
22 days
13% Off Today
Get ready for 9 mind-blowing days of utter enchantment in Europe’s most romantic spots. Travelling on comfy trains, you’ll have plenty of time to dive deep into every charming city. Panoramic river cruises in Paris. Serene gondola rides in Venice. Fondue dinners in Switzerland. Walking food tours in Rome. This trip will have you swooning over everything that makes Europe special.
9 days
See all Milan May 2027 Tours
Milan May 2027 Tour Types
Discover Milan May 2027 tours in your way! Choose from group tours, private experiences, solo adventures, or guided and escorted tours.
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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