Milan May 2026 Tours and Trip packages

Get a customized trip to Milan in May 2026

Plan a multi-country or regional adventure across Milan in May 2026, with help from a local expert.

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Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Classic Italy, Private Tour - May 2026

(1 review )

Trip customizable

Best price guaranteed

Discover the soul of Northern Italy on the Classic Italy, Private Tour—a six-day odyssey designed with seniors in mind. Start in Florence, birthplace of the Renaissance, and wind your way through Siena, Verona, Venice, Sirmione, and Milan. Enjoy the freedom of a private, self-guided experience, with all arrangements taken care of so you can focus on the art, history, and scenic beauty that define Italy. The unique selling point: a relaxed, personalized itinerary, showcasing Italy’s most iconic cities with comfort and ease.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Florence, Venice, Milan

Duration6 days

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8 Days Art Cities Of Italy, Private Tour - May 2026

(1 review )

Trip customizable

Best price guaranteed

They did a great job with everything!

Art and architectureHoneymoon

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Rome, Florence, Venice, Milan

Duration8 days

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Irresistible Italy: Rome to Venice - May 2026

Trip customizable

Best price guaranteed

Experience a grand sweep of Italy’s heritage on the 12-day “Irresistible Italy: Rome to Venice” tour, a journey that invites families and travelers of all ages to soak in the country’s timeless allure. Start with private transfers in Rome and delve into the city’s legendary sites, from the Colosseum to the Roman Forum. Sip Chianti in Tuscany, take a coach tour through Florence’s artistic heart, and enjoy the freedom of a 48-hour train card in the picturesque Cinque Terre. Glide along Lake Como’s waters and finish with a gondola ride in Venice, all while traveling effortlessly by high-speed trains. This trip’s unique advantage lies in its blend of guided tours and independent exploration, offering both structure and flexibility for an enriching Italian adventure.

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Colosseu

Rome, Florence, Venice, Colosseum, La Spezia, Cinque Terre, Milan, Lake Como

Duration12 days

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Rome Revealed: A Classic City Break - May 2026

Trip customizable

Best price guaranteed

Step into the heart of ancient Rome with the "Rome Revealed: A Classic City Break" tour package. Perfect for families, young adults, and seniors, this 4-day trip includes 4-star hotel accommodation, seamless private transfers, and guided tours of the city’s most iconic sites. Explore the Vatican Museums, marvel at the Sistine Chapel, and walk among the ruins of the Roman Forum and Colosseum. With entrance tickets and professional guides included, this city break delivers an immersive and hassle-free Roman experience. The unique selling point: expertly curated access to the city’s legendary history, making every moment in the Eternal City memorable.

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

12-99 yrs

Operated in

english

Destinations

Milan, Rome

Duration4 days

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In The Footsteps Of Leonardo: 7 Days From Venice To Florence, Private Tour - May 2026

Trip customizable

Best price guaranteed

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

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Florence, Venice, Milan

Duration7 days

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North Of Italy, Private Tour - May 2026

(1 review )

Trip customizable

Best price guaranteed

One week custom private tour in northern Italy was outstanding overall. tour director, hotels, day trips, transport were excellent.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Milan, Venice, Verona, Como

Duration8 days

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Enchanting Waters: Discovering The Lakes Of Italy, Self-drive - May 2026

Trip customizable

Best price guaranteed

Imagine exploring Italy’s magnificent lakes at your own relaxed pace—"Enchanting Waters: Discovering The Lakes Of Italy, Self-drive" offers just that. Designed for seniors seeking comfort and tranquility, this private 8-day journey begins and ends in Milan, meandering through the serene waters of Lake Maggiore, Como, and Garda. Each day brings a new scenic delight—boat rides to Bellagio, strolls along medieval streets in Bergamo, and time to revel in Verona’s rich history. With premium hotel stays and the ease of self-driving, you’ll immerse yourself in landscapes renowned for their beauty and cultural depth. The USP of this trip is the freedom to savor Italy’s lakes and towns on your own terms, blending serene nature with gentle cultural exploration for lasting memories.

Self-drive or vehicle rental

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english

Destinations

Milan, Lake Maggiore, Lake Garda

Duration8 days

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Enchanting Cinque Terre from Milan - May 2026

Trip customizable

Best price guaranteed

Discover the best of Northern and Central Italy on this 6-day journey. Begin in stylish Milan before traveling to Genoa, a historic port city with a rich maritime heritage. Continue to La Spezia, the gateway to the breathtaking Cinque Terre, where pastel-colored villages cling to dramatic cliffs. With your Cinque Terre Train Card, explore the villages at your own pace, from Riomaggiore to Monterosso. End your adventure in the Eternal City of Rome, where ancient wonders and vibrant piazzas await

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Milan, Rome, Genoa, La Spezia, Cinque Terre

Duration6 days

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Icons of Italy: Rome to Milan - May 2026

Trip customizable

Best price guaranteed

Discover the soul of Italy on this perfectly paced 8-day journey from Rome to Milan. Begin your adventure amid the ancient ruins of the Eternal City, step into the heart of Renaissance Florence, glide through Venice’s enchanting canals by gondola, and cap off your experience in the stylish streets of Milan. With guided tours, scenic high-speed trains, and time to explore at your own pace, this tour offers the ideal blend of cultural discovery, iconic landmarks, and authentic Italian charm. Let Italy’s timeless beauty unfold before you—one unforgettable moment at a time

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Milan, Rome, Colosseum, Florence

Milan, Rome, Colosseum, Florence, Venice

Duration8 days

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Lake Maggiore, Como & Garda - 8 days - May 2026

No booking fees

Best price guaranteed

ITALY BY TRAIN: Discover the three most popular Italian Lakes on this 8-day tour, staying besides Lake Maggiore, Lake Como and Lake Garda. Travel by first-class train and enjoy free time at each lake. From Lake Maggiore, there's an optional scenic rail journey to lakeside Locarno in Switzerland via the Centovalli and in Milan there's the opportunity to enjoy a journey on the iconic Bernina Express to St Moritz. End your Italian adventure with two nights in Italy's fashion capital, Milan.

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Milan, Lake Maggiore, Locarno, L

Milan, Lake Maggiore, Locarno, Lake Como, Bellagio, Lake Garda

Duration8 days

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Tours and Trip Packages to Milan in May 2026

Get a customized trip to Milan in May 2026

11 Trips in Milan during May 2026

Classic Italy, Private Tour - May 2026

8 Days Art Cities Of Italy, Private Tour - May 2026

Irresistible Italy: Rome to Venice - May 2026

Rome Revealed: A Classic City Break - May 2026

In The Footsteps Of Leonardo: 7 Days From Venice To Florence, Private Tour - May 2026

North Of Italy, Private Tour - May 2026

Enchanting Waters: Discovering The Lakes Of Italy, Self-drive - May 2026

Enchanting Cinque Terre from Milan - May 2026

Icons of Italy: Rome to Milan - May 2026

Lake Maggiore, Como & Garda - 8 days - May 2026

11 Trips in Milan during May 2026

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Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

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Beach, romance, getaways and relaxation

Special interests and hobbies

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Tours and Trip Packages to Milan in May 2026

Get a customized trip to Milan in May 2026

11 Trips in Milan during May 2026

11 Trips in Milan during May 2026