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Milan Vacation Packages & Tours

Located in northern Italy, Milan is the country’s fashion capital and financial heart. It’s steeped in history yet it’s as ancient as it is modern. As it’s been ruled by many, from the Caesars and Napoleon to the Austro-Hungarians, it has a fascinating culture while many contributions from each historical period can still be seen standing today. Visitors can marvel at magnificent gothic architecture like the spectacular Milan Cathedral, grand palaces, Renaissance buildings, and the 4th-century churches that have stood the test of time at the city gates. The spires of the Duomo share the skyline with impressive modern buildings designed by top 21st-century architects and every year Milan Fashion week puts all eyes on the city. The streets are lined with design studios and flagship fashion stores, with names like Versace, Valentino, and Armani. There are over 60 museums and galleries to explore, from the Museum of Italian Design to the Milan Archaeological Museum. 

Milan Trip Inspiration

Get inspired with our Milan example trips and then get in touch to plan your own adventure.

  • Authentic Northern Italy

    Milan - Benevello - Como

    8 Nights
    From $3,990 pp
    Northern Italy is renowned for its natural beauty, with everything from vineyard-covered hills and spectacular mountains to vast sparkling lakes. On this authentic 8-night journey, you’ll travel from Milan, home to Leonardo da Vinci’s original The Last Supper, as well as being an international capital of fashion. You’ll spend two nights here before heading to Benevello in the Tuscan countryside with one of the highlights a cooking class at a farmhouse and winery. Next up is Como, the main town on Lake Como, the ideal base for exploring the sapphire waters backed by the Italian Alps and villages along its magnificent shores.
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Best Hotels in Milan

You’ll find a wide variety of hotels in Milan, with many three- and four-star establishments along with two dozen or so 5-star hotels, including some with pools. Boutique hotels set with grand historic palazzos are common. Before making your selection, you’ll want to choose the neighborhood that suits your plans the best. Those visiting the city for the first time who want to take in the top attractions, including museums and historical landmarks, will find the area around the Piazza Duomo in Centro Storico, or the historic center. There’s a neighborhood for everyone, including those who want to enjoy the buzzing nightlife, the most mouthwatering eats, art, and more. Families might want to consider the area focused around Sempione Park, the city’s largest park with lots to do for kids and parents alike. To avoid disappointment, no matter what your choice, book well in advance for visits between June and September, around holidays, and fashion weeks.

Check out our guide on where to stay in Milan.

Things to do in Milan

There is plenty of things to do in Milan, but for the first-time visitor, there are some absolute musts.

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When to visit Milan

Milan is a year-round destination, with the only month to avoid widely regarded as August as most Milanese will be taking their vacations and many businesses close, leaving the streets packed with tourists enduring the heat and the humidity. The best time to visit Milan is when the weather is pleasant, not too hot or too cold, in April, May, September, or October. The temperatures will be in the 60s or 70s and while there may be occasional rain, the skies are often clear. If you want to avoid the biggest crowds, skip the summer month, fashion weeks, and around holidays. For those on a tight budget, consider a winter visit, outside of the Christmas and New Year’s holidays. Both discounted airfare and hotel rates are possible now and if it gets too wet and chilly out, there are plenty of indoor attractions, including the over 60 museums and countless shops.

Check out our guide on when to visit Milan.

Vacations to Milan FAQ

How many days do you need in Milan?

Milan is a city that offers a wealth of unique and exciting experiences for luxury travelers. Here are some unique experiences to include in a luxury Milan vacation itinerary:

  1. Private fashion tours: Milan is known for its fashion and luxury brands, and a private fashion tour can provide a unique behind-the-scenes look at the fashion industry. Tour designer showrooms, meet with fashion insiders, and explore Milan’s fashion districts.
  2. Helicopter tours: Take to the skies with a helicopter tour of Milan, and enjoy panoramic views of the city’s skyline and surrounding countryside.
  3. Wine tasting tours: Take a break from the hustle and bustle of the city and enjoy a private wine tasting tour in the nearby countryside. Sample some of the region’s best wines and learn about the local wine-making traditions.
  4. Art tours: Milan is home to a wealth of art museums and galleries, including the famous Pinacoteca di Brera. A private art tour can provide a personalized and in-depth look at Milan’s art scene, with visits to museums, galleries, and private collections.
  5. Opera performances: Milan is known as the birthplace of Italian opera, and attending a performance at the famous La Scala opera house is a must-do for many luxury travelers. Enjoy world-class performances in one of the most beautiful theaters in the world.

These are just a few of the unique experiences that can be included in a luxury Milan vacation itinerary. Whether you’re interested in fashion, art, food, or culture, Milan has something to offer every luxury traveler.

How long should I plan to stay in Milan to see all the major sights?

The length of time you should plan to stay in Milan to see all the major sights depends on your interests and preferences. However, to get a good overview of the city and its attractions, a stay of at least three to four days is recommended. This will allow you to visit the major sights, enjoy some of Milan’s famous shopping and dining, and experience the city’s vibrant culture and nightlife.

Is food in Milan expensive?

As a major international city, Milan offers a range of dining options at different price points. While some restaurants in Milan can be expensive, there are also plenty of affordable options for those on a budget.

In general, dining at upscale restaurants in Milan can be costly, with prices comparable to other major cities in Europe. However, there are also many trattorias, pizzerias, and cafes that offer delicious food at more reasonable prices. For example, you can find a tasty pizza or a plate of pasta for around €10-€15 at many casual dining spots.

In addition, Milan is known for its famous aperitivo culture, which can offer great value for money. Many bars and cafes offer aperitivo specials in the evening, which typically include a drink and a selection of appetizers for a fixed price, usually around €10-€15.

Overall, while dining in Milan can be expensive at high-end restaurants, there are plenty of options for those on a budget, and the city’s famous food and wine culture can be enjoyed at a range of price points.

Which are the 3 most luxurious neighborhoods to stay in Milan for a high-end vacation experience?

Milan is a city that offers a range of luxury accommodations in different neighborhoods. Here are three of the most luxurious neighborhoods to stay in Milan for a high-end vacation experience:

  1. Quadrilatero d’Oro (Golden Rectangle): This is Milan’s most exclusive neighborhood, located in the heart of the city. It is home to many of the world’s most prestigious fashion and jewelry brands, as well as luxury hotels and high-end restaurants. Stay here for easy access to Milan’s high-end shopping and dining.
  2. Brera: This charming neighborhood is known for its picturesque streets and historic buildings, as well as its thriving art scene. It is home to many galleries, museums, and art schools, as well as luxury boutiques and fine dining restaurants. Stay here for a more laid-back and artsy atmosphere.
  3. Porta Nuova: This is Milan’s newest and most modern neighborhood, with sleek skyscrapers, contemporary art installations, and luxury shopping centers. It is also home to many high-end hotels and restaurants, making it a great choice for those seeking a modern and luxurious vacation experience.

These neighborhoods offer different experiences, so choose the one that suits your preferences and interests best. Whatever your choice, a luxury vacation in Milan promises to be an unforgettable experience.


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