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City breaks in Italy

14-Day Italy City Break in Milan With Itinerary

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Milan Cathedral, Duomo di Milano, and Piazza Duomo square in the Milan city center, Italy

Photo of Arch of Peace, or Arco della Pace, city gate in the centre of the Old Town of Milan in the sunny day, Lombardia, Italy.

14-Day Italy City Break in Milan With Itinerary

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Discover Milan with this 14-day city break in Italy, blending cultural richness with exhilarating adventures.

Known as the fashion capital of Italy, Milan is a city that exudes style, art, and innovation. From the iconic Milan Cathedral to the designer boutiques of Via Montenapoleone, Milan pulses with energy and creativity. Its unique blend of historical grandeur, modern art, and a passion for culinary excellence creates an elegant and dynamic atmosphere. Milan's vibrant setting attracts those who appreciate the finer things in life.

With this perfectly planned holiday package, you will experience 13 nights in Milan. It's the the ultimate 14-day Milan city break.

The home for your 14-day holiday in Milan will be one of the city’s best hotels. You’ll choose from a great selection of places to stay, all conveniently located in downtown Milan, close to many of the top attractions and best restaurants in the city.

Milan offers excellent hotels for every budget, ensuring travelers a fantastic city break. You can rest assured that we will always recommend the best available places to stay in the city.

During your vacation in Milan, you'll get the chance to experience some of the best things to see and do in the city.

Maximize your holiday experience in Milan by customizing each day with exciting tours and tickets. Whether you're tracing history on guided tours or savoring the rich flavors of Italy's traditional cuisine, the city offers a range of immersive experiences. Your time in Milan is sure to be anything but ordinary!

Between sightseeing and activities, you will enjoy plenty of time to wander through Milan's best shopping streets and markets. Let the unique souvenirs you find serve as fond reminders of your city break in Italy.

This travel plan is designed to include everything you need to experience the best of Milan. By booking this vacation package, you can avoid spending hours researching and planning your city break and jump straight to enjoying it. Let the experts take care of the details so you can relax and make the most of your time in Italy.

To make sure the city break is fully tailored to your interests and preferences, you can easily customize each day of your journey. Our intuitive trip planning puts you in control, ensuring that every moment in Milan reflects your unique travel style.

Book with us to get an expertly curated step-by-step travel itinerary and access to 24/7 personal travel support before, during, and after your city break in Milan.

The best hotels, flights, activities, and tours in Milan fill up quickly. Select a date and start planning your city break in Milan as early as today!

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Day1

Day 1

Milan - Arrival day
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Corso Vittorio Emanuele II
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Your exciting city break begins as soon as you arrive in the beautiful city of Milan. You’ll stay here for 13 nights and take time to discover what to see in Milan, along with enjoying the city’s best dining and cultural experiences.

Milan is a beautiful city with plenty to discover. Taking a stroll in the city center is a great alternative. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

When the afternoon arrives, make your way to the hotel of your choice in downtown Milan. Check-in at hotels in Italy normally starts around 2 to 3 PM. Each accommodation option in Milan offers a unique blend of comfort and style in addition to prime access to the city’s top attractions.

You have plenty of options for restaurants and bars in Milan. So when you’re hungry or need a break from exploring, all you have to do is take your pick.

Enjoy a delicious meal at Hotel Morfeo Milano, a highly-rated dining destination in Milan.

Explore the vibrant nightlife at Nottingham Forest after your meal, a hub for lively evenings and memorable moments.

Celebrate the start of your 14-day city break in Milan with a toast!

Day2

Day 2

Milan
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La Scala
Piazza Della Scala
Galleria Vittorio Emanuele II
Cathedral Square
Duomo di Milano
Royal Palace of Milan
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Rise and shine for day 2 of your city break in Milan! Delve deeper into the city's offerings, from its iconic landmarks to its hidden gems. With 12 nights remaining, there's ample time to explore.

Visiting La Scala is always a good idea. This interesting opera house is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the history-steeped wonders of Piazza Della Scala, a must-see public square in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Galleria Vittorio Emanuele Ii. This impressive shopping mall offers an enriching experience. For a change of pace, head to Cathedral Square, where you can take in romantic features. Conclude your self-guided sightseeing tour with a visit to Duomo Di Milano Museum and Royal Palace Of Milan These sights offer a fulfilling end to a perfect day.

When you’re ready to eat, treat yourself to a nice meal at a top-rated restaurant in the city.

Experience a harmony of flavors at Enrico Bartolini al Mudec in Milan by securing a reservation in advance. Known for its 3-star Michelin status, Enrico Bartolini al Mudec offers a delightful variety of dishes highlighting its delicious creative menu.

Continue your lively evening at Armani/bamboo Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in.

Savor the memories of an amazing day in Milan, Italy!

Day3

Day 3

Milan
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Piazza Castello Fountain
Castello Sforzesco
Sempione Park
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On day 3 of your city break, you will set out to discover Milan, including some of the most amazing things to see and do in the city. You’ll stay 11 nights in Milan and enjoy plenty of time for exploring.

Whether you decide to explore Milan on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Make time for Piazza Castello Fountain, an often recommended public square that is worthwhile a visit in the city. Nearby, you’ll find Sforzesco Castle Art Library, enchanting visitors with its stunning appeal. Continue your exploration at Parco Sempione. This park is one of the city’s most spectacular spots.

Before you know it, it’s time to head out for dinner. Treat yourself to a delicious meal at a nice restaurant in Milan.

Enjoy a lovely dining experience at UNAHOTELS Galles Milano, a popular restaurant in Milan. This acclaimed establishment has earned the admiration of countless food lovers in the city.

If you’re not ready to end the night just yet, Mag Cafe offers a perfect venue to relax and savor a drink.

Get some rest at your hotel in preparation for another wonderful day of your vacation to come!

Day4

Day 4

Milan
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Pinacoteca di Brera
Garibaldi Gate
Brera
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As day 4 dawns in Milan, discover the city's vibrant culture, delicious cuisine, and captivating sights at your own pace. With 10 nights left, the possibilities for discovery are endless.

Set aside time today to explore Brera, a standout neighborhood that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day.

Whatever your travel style is, Pinacoteca Di Brera is an essential stop in Milan. This captivating art gallery provides an insightful glimpse into the city's identity. Next, discover Porta Garibaldi, a symbolic monument, promising a delightful encounter.

Exploring the most popular attractions in Italy can make you lose track of time. Be sure to grab something to eat at one of the best restaurants in Milan.

Dive into a culinary adventure like no other in Milan by booking a table at Seta by Antonio Guida. This popular restaurant holds 2 Michelin star and offers an exceptional menu of international and contemporary cuisine.

Keep the excitement of the evening going by visiting a bar or two. Kilburn Cocktail Bar Milano is an excellent place to start.

No matter where in Milan you end up, an amazing evening of relaxation and enjoyment is guaranteed.

Day5

Day 5

Milan
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MUDEC - Museum of Cultures
Navigli
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Wake up to day 5 of your vacation in Milan. With 9 nights left, you'll have ample time to explore and savor all Milan has to offer.

Don’t miss Navigli today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks.

No visit to Milan is complete without Mudec - Museum Of Cultures. This well-known museum is one of the top attractions in the city.

When you’re ready for dinner, we recommend you try one of the best restaurants in Milan.

Treat yourself to a wonderful meal at Radisson Blu Hotel Milan, a top-rated dining spot in Milan.

Cap off your dinner by heading to Bar Frida, ideal for a leisurely evening with a drink in hand.

As the day draws to a close, enjoy Milan at night. Rest well for more adventures tomorrow.

Day6

Day 6

Milan
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Arch of Peace
Branca Tower
Triennale di Milano
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Get ready for another exciting day in Milan on day 6 of your city break! From historical sites to modern attractions, there's something for everyone to enjoy. With 8 nights ahead, make the most of your time and create unforgettable memories in Milan.

Let Arch Of Peace set the tone for the day. Spend some time admiring this culturally significant monument before continuing your journey. Branca Tower is your next stop. This often recommended observation deck is one of the best-rated sights in Milan.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Triennale Di Milano. This photogenic museum is a sight to behold.

When it’s time for dinner, try one of the most popular restaurants in Milan. Make sure to reserve a table in advance, as the best restaurants fill up quickly.

Start your culinary exploration in Milan by securing a reservation at Il Luogo Aimo e Nadia. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of italian contemporary and modern cuisine.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at The Friends Pub Milano, a well-loved spot among locals and tourists.

Raise a toast and celebrate another memorable day in Milan, Italy!

Day7

Day 7

Milan
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Villa Necchi Campiglio
Via Monte Napoleone
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Wake up to day 7 of your exciting city break in Milan. You still have 7 nights left in Milan, and we recommend that you spend this day relaxing, sightseeing, and dining at the most wonderful places the city has to offer. Here's how you can make the most of today!

Via Monte Napoleone is one of the highlights of today. Take your time exploring this iconic street in Milan, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city.

One of the most up-and-coming attractions included on the itinerary is Villa Necchi Campiglio. This picture-perfect museum will help you start your sightseeing on top.

Throughout the day, make sure to take breaks to appreciate the surroundings.

You have plenty of options for restaurants and bars in Milan. So when you’re hungry or need a break from exploring, all you have to do is take your pick.

Enjoy a delicious meal at Bice Restaurant, a top-rated dining destination in Milan.

Extend your evening after a delightful meal by visiting Bhangrabar, which offers the perfect atmosphere for a night out.

Reflect on the adventures of the day as you unwind in the comfort of your hotel in Milan. Tomorrow is a new day!

Day8

Day 8

Milan
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Leonardo da Vinci Museum of Science and Technology
Santa Maria delle Grazie Church
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On day 8 of your fun city break in Milan, you’ll experience more of the best attractions and activities in the city. You now have 6 nights left in Milan.

Milan is brimming with adventures.

Make a stop at Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". This well-known museum is a must-visit for travelers looking for a unique holiday experience. Make your way to Santa Maria Delle Grazie Church located in Milan for another exciting encounter.

After a full day of exploring, we recommend you try one of the best places to eat in Milan. Enjoy the local flavors, unwind, and reflect on the day's adventures.

Enjoy a delicious meal at Alto Ristorante, a highly-rated dining destination in Milan.

Keep the evening going at Rufus Cocktail Bar, a great choice for enjoying the after-dinner hours with a drink.

Wind down and recharge for tomorrow's escapades in Italy.

Day9

Day 9

Milan
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Piazza Gae Aulenti
Monumental Cemetery
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Rise and shine for day 9 of your city break in Milan! Delve deeper into the city's offerings, from its iconic landmarks to its hidden gems. With 5 nights remaining, there's ample time to explore.

Catch Piazza Gae Aulenti before the crowds roll in. This awe-inspiring public square is sure to ignite your curiosity.

Exploring can easily make you lose track of time. Make sure to grab something to eat and use this opportunity to learn more about Milan's food culture.

Savor the flavors at Nero 9, a top pick for dinner tonight.

Explore the vibrant nightlife at Ostello Bello Grande after your meal, a hub for lively evenings and memorable moments.

Raise your glass and relax after another amazing day in Milan, Italy.

Day10

Day 10

Milan
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Basilica di Sant'Ambrogio
Basilica San Lorenzo Maggiore
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On day 10 of your city break, you will set out to discover Milan, including some of the most amazing things to see and do in the city. You’ll stay 4 nights in Milan and enjoy plenty of time for exploring.

Basilica Di Sant'ambrogio is an ideal stop early in the day. This locally renowned church is a must-visit in the city. When you’re ready for your next discovery, continue to Basilica San Lorenzo Maggiore, which may be one of the most monumental places you will experience today.

When it’s time to eat, Milan has restaurants and bars to suit all budgets.

Make sure to reserve a table at Ristorante la Brisa, an iconic dining spot in Milan. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world.

To truly maximize your evening out, consider visiting Qc Termemilano after dinner. This bar is known for offering some of the best drinks and vibes in the city.

Savor the memories of an amazing day in Milan, Italy!

Day11

Day 11

Milan
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Milan Natural History Museum
Quadrilatero del Silenzio
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As day 11 dawns in Milan, discover the city's vibrant culture, delicious cuisine, and captivating sights at your own pace. With 3 nights left, the possibilities for discovery are endless.

Milan Natural History Museum is perfect for a self-paced visit during the day. This eye-catching museum is sure to impress. Next on your list is Quadrilatero Del Silenzio, another must-visit landmark and increasingly popular street renowned for its history-steeped features.

After a long day of sightseeing, try one of the best restaurants in Milan.

Dine in style at Pasticceria San Carlo, a top recommendation for dinner tonight.

Unwind after your meal by stepping into Yguana Cafè. This venue is celebrated for its extensive drink selections and cozy vibes.

Get some rest at your hotel in preparation for another wonderful day of your vacation to come!

Day12

Day 12

Milan
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Rotonda della Besana
Arco di Porta Romana
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Wake up to day 12 of your vacation in Milan. With 2 nights left, you'll have ample time to explore and savor all Milan has to offer.

Experience Rotonda Della Besana, an underrated historical landmark in the city. Then, head to Arco Di Porta Romana and soak in the ambiance of this symbolic monument.

After or in between exploring, treat yourself to a delicious meal. Milan offers many excellent restaurants to choose from.

Treat yourself to a delightful dinner at UNAHOTELS Cusani Milano, highly recommended for tonight's dining.

No matter where in Milan you end up, an amazing evening of relaxation and enjoyment is guaranteed.

Day13

Day 13

Milan
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Ambrosian Library
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Get ready for another exciting day in Milan on day 13 of your city break! From historical sites to modern attractions, there's something for everyone to enjoy. With 1 night ahead, make the most of your time and create unforgettable memories in Milan.

Whether you decide to explore Milan on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Awaiting your discovery is the increasingly popular Ambrosian Library, an eye-catching library in Milan.

When you’re ready to eat, treat yourself to a nice meal at a top-rated restaurant in the city.

Enjoy a lovely meal at Vento di Sardegna, a top-rated place to have dinner tonight.

As the day draws to a close, enjoy Milan at night. Rest well for more adventures tomorrow.

Day14

Day 14

Milan - Departure day
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Palazzo Borromeo
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Your city break in Milan is coming to an end, and it's soon time to say goodbye to the city. Before you leave, make sure to capture a few last moments to cherish your rejuvenating vacation in Italy.

If you're up for some more sightseeing, begin at Palazzo Borromeo. This frequently visited palace is a hotspot among locals.

Depending on how much time you have to spare on your departure day, you may want to do some last-minute shopping at downtown Milan. It's the perfect place for browsing souvenirs and gifts to bring back home with you.

Before you conclude your city break in Milan, drop by a top-rated restaurant for your last chance at a memorable dining experience in the city. Savor the destination's local atmosphere over a delicious meal.

As your city break in Milan draws to a close, cherish the memories you've made. With your travel plans in place, you're all set for a safe journey home.

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Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.

Easily make changes

Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.

Enjoy seamless planning

With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.

Explore with confidence

From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

Secure your spot

Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.

Get instant confirmation

Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.

Personalize your itinerary

Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.

Easily make changes

Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.

Enjoy seamless planning

With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.

Explore with confidence

From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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Your trip is protected, personalized, and priced right. No surprises, no stress.

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