5-Day Italy Weekend Getaway in Milan With Itinerary

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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.
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Enjoy the most refreshing vacation in Italy with this 5-day weekend getaway in Milan! Immerse yourself in the city’s energy, seeing its best sites and visiting famous landmarks.

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.

This fantastic 5-day travel plan is your chance to see the best travel destinations in Italy over the course of a weekend. You’ll stay for 4 nights in Milan, taking in its beauty and energy while maximizing your time in Italy.

Spend your wonderful weekend break in Italy visiting the most popular sightseeing destinations. Expect to see other remarkable attractions in Italy and get a glimpse of the country's unique history and culture.

Your accommodation will be conveniently located for easy access to many of the best places to see and do in Italy. You'll have plenty of time to stroll through local markets and shopping streets. Go souvenir shopping to your heart's content, and take a bit of Italy home with you to remind you of your vacation in Milan.

Your itinerary will take you to the best sights and spots in the city of Milan. You'll visit the unique Parco Sempione, explore the fascinating Sforzesco Castle Art Library, and make lovely memories at the fantastic Piazza Gae Aulenti. By the end of your weekend getaway in Italy, you'll return home happy, with plenty of photos and memories to look back to and share.

This 5-day travel plan covers all you need for an amazing time in Italy. Your itinerary is customizable, giving you the opportunity to create the perfect weekend getaway in Milan. Add tours, tickets, and activities to each day of your itinerary and make the most of your time in Italy.

For your convenience, you can also add a car rental to your weekend getaway package to Italy. This way, you can discover hidden gems and explore Italy at your own pace.

On top of all that, you’ll also have access to 24/7 travel support from your personal agent. We’ll provide you with a step-by-step guide you can easily access on our mobile app, where your travel documents are stored and organized.

Booking a complete vacation in Milan has never been this fast and easy. The best services in Milan fill up quickly, so select a date and start planning your weekend getaway to Italy today!

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Day 1

Day 1

  • Milan - Arrival day
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  • Via Monte Napoleone
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Your exciting weekend getaway in Italy begins as you arrive in Milan. Explore the city's charm while spending 4 nights at one of the best hotels and places to stay in Milan.

Milan is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Via Monte Napoleone, a must-see street, and taking a stroll in the city center. 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.

Transform your weekend getaway in Italy into a memorable experience by exploring the fantastic restaurants and bars in Milan. Dive into the city’s diverse dining and drinking spots to savor its local flavors and enjoy a friendly atmosphere.

Enjoy a lovely dining experience at Hotel Morfeo Milano, a popular restaurant in Milan. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Milan at Contraste, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated UNAHOTELS Galles Milano. It’s yet another ideal choice to enhance your time in Milan tonight.

Keep the excitement of the evening going by visiting a bar or two. Nottingham Forest is an excellent place to start.

Raise your glass in celebration of your incredible weekend getaway in Italy!

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Day 2

Day 2

  • Milan
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  • Royal Palace of Milan
  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • La Scala
  • Pinacoteca di Brera
  • Brera
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As you continue your weekend adventure in Italy on day 2, the charm of Milan awaits. Enjoy the remaining 3 nights as you continue exploring new sights and making lasting memories.

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.

Discover a day packed with fun adventures, picturesque spots, and historic treasures in Milan. Begin your sightseeing with Royal Palace Of Milan. This interesting palace is one of the top attractions in the city. Proceed to Duomo Di Milano Museum, another must-visit attraction.

As you wander through the inviting streets of Milan, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Galleria Vittorio Emanuele Ii. This impressive shopping mall is a traveler-favorite. Not far away, you’ll find La Scala, another key site on your sightseeing itinerary. Pinacoteca Di Brera is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

Tours add variety to your weekend getaway in Milan. For a more memorable vacation, be sure to check out the popular tours and activities you can add to your package.

When it’s time to dine or unwind, Milan offers a wide range of restaurants and bars on your weekend trip. Take your pick from the city’s best dining and drinking spots. Savor a great meal, sip refreshing drinks, and enjoy the nightlife scene before calling it a night in Italy.

Get ready for an unforgettable culinary journey in Milan by reserving a table at Enrico Bartolini al Mudec. Renowned as a 3-star Michelin restaurant, it offers an exceptional creative menu. If you're in the mood to try something new, consider Radisson Blu Hotel Milan, another top spot with a mouthwatering menu.

After your meal, keep the night alive at a bar like Armani/bamboo Bar, known for its lively atmosphere.

Sit back and relax as you savor every minute of your stay in Milan. Celebrate Italy and your 5-day weekend getaway!

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Day 3

Day 3

  • Milan
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  • Piazza Gae Aulenti
  • Garibaldi Gate
  • Arch of Peace
  • Triennale di Milano
  • Sempione Park
  • Castello Sforzesco
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As day 3 continues during your relaxing weekend break in Italy, dive deeper into the charm of Milan. With 2 nights still ahead, there's plenty more to see and do in this lovely place.

Today’s agenda in Milan includes a public square, a monument, a museum, a park, a castle and much more! Piazza Gae Aulenti is must-visit public square and a great starting point for the day. Next, continue your journey to Porta Garibaldi, an up-and-coming monument, located just a leisurely stroll away. Next, head to Arch Of Peace, a detailed monument, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Milan. When you're ready, let your sightseeing route take you to the frequently visited Triennale Di Milano. If you’re looking for more, Parco Sempione is also an extraordinary attraction that is worthwhile a visit. Lastly, don’t miss Sforzesco Castle Art Library, a place of picture-perfect interest in the city.

Tours add variety to your weekend getaway in Milan. For a more memorable vacation, be sure to check out the popular tours and activities you can add to your package.

Milan is filled with restaurant and bar options that fit all budgets. After a day spent exploring, choose from the city’s best dining and drinking establishments. End this day of your weekend getaway in Italy with a delicious meal and a relaxing drink.

Experience a harmony of flavors at Seta by Antonio Guida in Milan by securing a reservation in advance. Known for its 2-star Michelin status, Seta by Antonio Guida offers a delightful variety of dishes highlighting its delicious international and contemporary menu. If you're looking to mix things up, Alto Ristorante offers an enticing alternative with its varied menu.

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

Soak in the unique vibe of the city of Milan tonight! Relax with a drink after your rewarding weekend getaway experience in Italy!

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Day 4

Day 4

  • Milan
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  • Palazzo Borromeo
  • Santa Maria delle Grazie Church
  • Leonardo da Vinci Museum of Science and Technology
  • Basilica di Sant'Ambrogio
  • Navigli
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Today marks day 4 of your relaxing weekend break in Italy. Embrace the beauty and spirit of Milan as you look forward to 1 night filled with joy and adventure.

Navigli is a fantastic place you can explore today in Milan. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Milan-way-of-life and visit all the nearby sights.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and breathtaking views. 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. Palazzo Borromeo is the first of them. Spend some time admiring this standout palace before continuing your journey. Santa Maria Delle Grazie Church is your next stop. This popular church 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 Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". This visually striking museum is a sight to behold. To round off your sightseeing experience, visit Basilica Di Sant'ambrogio.

Tours add variety to your weekend getaway in Milan. For a more memorable vacation, be sure to check out the popular tours and activities you can add to your package.

Transform your weekend getaway in Italy into a memorable experience by exploring the fantastic restaurants and bars in Milan. Dive into the city’s diverse dining and drinking spots to savor its local flavors and enjoy a friendly atmosphere.

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. Immerse yourself in the culinary delights of Pasticceria San Carlo, a popular restaurant in Milan. With a menu designed to delight, it ensures a dining experience that transcends the ordinary.

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

Raise your glass in celebration of your incredible weekend getaway in Italy!

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Day 5

Day 5

  • Milan - Departure day
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  • Corso Vittorio Emanuele II
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Your remarkable weekend getaway in Italy is about to end. Soon, you’ll say goodbye to Milan. Day 5 is your departure day and your chance to catch one last glimpse of the city and Italy's charming sights.

On your last day in Italy, take time to indulge in shopping at Milan’s popular marketplace, Galleria Vittorio Emanuele II. Look for keepsakes or souvenirs to remind you of your trip. If you’re in the mood for luxury shopping, high-end stores await you.

Before you conclude your weekend getaway in Milan, drop by a top-rated restaurant for a last chance at a memorable dining experience in the city. Savor the local food culture over a fantastic meal.

Have a fantastic dining experience at Vento di Sardegna, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Palazzo Parigi Hotel & Grand Spa Milano offers an enticing alternative with its varied menu.

You’ll then say farewell to Italy and begin your journey home, now filled with memories of your unforgettable weekend getaway in Milan!

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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
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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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