Cheap 10-Day Italy Road Trip from Milan to Florence, Siena, Rome, Arezzo, and Bologna

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Get ready for an exciting vacation without hitting your budget hard with this 10-day cheap road trip in Italy. Venture into the heart of Milan, Parma, Florence, Siena, Rome, Arezzo, and Bologna, where every mile is packed with value and excitement. Embrace the freedom of the open road and make memories that last a lifetime, all within your budget.

Explore Italy for less and on your own terms. This customizable and cheap Italy travel package promises an exhilarating 10-day adventure. We'll introduce you to many famous and affordable vacation spots in the country.

Stay comfortably at a top-rated budget hotel for 3 nights in Milan, 1 night in Florence, 1 night in Siena, 2 nights in Rome, 1 night in Arezzo, and 1 night in Bologna. Dine with locals at popular restaurants and bars across Italy and get a taste of the people’s hospitality and authentic food. We'll help you have an unforgettable road trip experience in Italy at the lowest price!

On arrival in Milan, you'll pick up your rental vehicle. From there, you'll begin your journey to the best and cheapest places to travel to in Italy. Italy offers a wealth of world-class natural and scenic beauty you wouldn't want to miss!

During your cheap holiday in Italy, the choice of accommodation is entirely yours. Enjoy the freedom to select the ideal budget-friendly stay that perfectly matches your needs. Rest assured, your affordable accommodation will provide a welcoming retreat after a day of exploration and discovery.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This affordable holiday package includes everything you need for a fantastic 10-day vacation in Italy. We'll offer you cheap flights and arrange your hotel reservations for 9 nights. We'll also provide you with the best budget rental car in Italy with CDW insurance.

You can customize your Italy travel plan for a more personalized holiday experience. Choose from popular and competitively-priced tours and tickets in Italy and add your picks to your itinerary. For example, get cheap tour tickets to uncover the stories behind Italy's famous sights. Or, try out some of the most fantastic excursions. There's no better way to add more culture and inspiration to your trip!

Booking this cheap holiday package in Italy offers you many perks. You'll get 24/7 travel support. In addition, you'll have access to a step-by-step guide in our mobile app. Here, you'll find all your travel documents organized in one place.

So what are you waiting for? Enjoy a hassle-free vacation in Italy with this cheap holiday deal! The best and most affordable tours in Italy fill up fast, so book your adventure today!

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Day 1

Day 1 – Milan - arrival day

  • Milan - Arrival day
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  • Arch of Peace
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Your exciting road trip through Italy starts when you reach the incredible city of Milan, where you'll stay for 2 nights. You'll pick up your rental car in Milan and begin your adventure in Italy.

Milan is a popular cheap holiday destination in Italy with something to offer every traveler. More than a city in Italy, Milan is also a great place to find top-rated budget accommodations. You’ll find many of these accommodations close to bustling markets and cultural attractions.

Start your sightseeing with a visit to Arch Of Peace. This monument is rated an average of 4.6 out of 5 stars from 27,502 visitors.

Savor the culinary delights of Milan, where affordability meets excellence in dining and drinking. From inviting bars crafting signature cocktails to cozy eateries serving up local favorites, the city offers an unforgettable experience for every taste bud.

Recharge and refresh your energy with a visit to Contraste, known for its delectable cuisine and inviting ambiance. While immersing yourself in the local culture during your budget-friendly getaway, make sure to stop by Radisson Blu Hotel Milan - a hidden culinary gem loved by locals and travelers alike. For those craving exquisite flavors, Bice Restaurant promises to deliver a feast for the senses.

After dinner, look back into the highlights of today’s adventure and visit one of the best bars in Milan, Nottingham Forest. Alternatively, visit Armani/bamboo Bar, a great place for anyone who is into classic bar drinks. You can also drop by Mag Cafe, where you can have drinks, let loose, and socialize.

Enjoy toasting the start of a terrific road trip vacation and a cheap holiday experience in Italy!

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Day 2

Day 2 – Milan

  • Milan
  • More

Drive 9 km, 1 hour 18 min

  • Garibaldi Gate
  • Pinacoteca di Brera
  • Castello Sforzesco
  • Sempione Park
  • Leonardo da Vinci Museum of Science and Technology
  • More

Day 2’s road trip itinerary introduces you to many popular attractions and activities in Milan, proving that cheap holidays in Italy can be extraordinary. You have 1 night left in Milan. So make the most of today by going to the best places to visit, eat, and drink in the city.

When you’re ready for some sightseeing, make your way to Porta Garibaldi. This much-appreciated point of interest is rated 4.4 out of 5 stars in 3,436 reviews.

Next up is Pinacoteca Di Brera. This art museum has an average rating of 4.7 out of 5 stars from 26,077 visitors. As one of the top places to visit in the city, Pinacoteca Di Brera welcomes 417 visitors annually.

Another top sightseeing recommendation is Sforzesco Castle Art Library. This library has been rated 4.6 out of 5 stars in 68,714 reviews.

Parco Sempione is another attraction you have the opportunity to visit today. This park has an average rating of 4.6 out of 5 stars from 72,914 reviews.

To continue your sightseeing, head over to Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". This technology museum is rated an average of 4.5 out of 5 stars in 22,235 reviews. Approximately 532,084 people come to see this attraction every year.

Touring the best attractions in Italy offers you a glimpse of the country’s history and culture. But, you’ll be surprised to know that there’s more to Italy you are yet to discover. Take part in an eye-opening experience to make the best of your affordable vacation in Italy. Choose from all of the popular and budget-friendly tickets and activities available on this day of your cheap holiday in Italy.

Going on cheap, budget vacations in Italy shouldn’t stop anyone from dining at top-rated restaurants and bars. More than just an affordable travel destination, Milan is also home to a variety of excellent dining and drinking spots. When it’s time for a meal, we recommend you try some of the city's best places to eat and enjoy refreshing drinks.

Kilburn Cocktail Bar Milano is an excellent example of a great bar in Milan offering drinks at reasonable prices. You can also hang out at Bar Frida, another of locals’ go-to bars in Milan. But if you’re curious about bars that give you a taste of the nightlife scene in Milan, The Friends Pub Milano is for you.

Celebrate another day of your adventure-filled road trip through Italy with a toast. Cheers to a memorable cheap vacation experience in Italy!

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Day 3

Day 3 – Milan, Parma, and Florence

  • Florence
  • Milan
  • Parma
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Drive 324 km, 4 hours

  • La Scala
  • Galleria Vittorio Emanuele II
  • Duomo di Milano
  • Palazzo della Pilotta
  • More

Day 3 of your road trip across Italy offers you the chance to visit 2 popular cheap holiday destinations in the country, including Milan, and Parma. You'll conclude your sightseeing and exploration in Florence, where you'll stay for 1 night.

Take the opportunity to see La Scala. This attraction has an average rating of 4.7 out of 5 stars from 26,219 visitors.

Galleria Vittorio Emanuele Ii is another sightseeing hotspot in the area. This commercial gallery has been rated an average of 4.7 out of 5 stars by 91,394 travelers.

Milan is also the home of Duomo Di Milano Museum. This art museum gets more than 341,609 visitors on an annual basis. Around 138,554 people have rated this art museum an average of 4.8 out of 5 stars.

As you’ve unraveled the marvels of Milan, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Parma may take around 1 hour 31 min. Upon your arrival in Parma, you’ll be greeted with the opportunity to do some sightseeing and exploring.

When you're ready to see some sights, Palazzo Della Pilotta is a great place to start. This palace is rated an average of 4.5 out of 5 stars by 5,085 visitors. Palazzo Della Pilotta attracts more than 60,666 visitors every year.

You’ll also have your choice of the best budget-friendly accommodations in the city of Florence. So when it's time for a break from your adventures in Florence, relax and restore your energy at your preferred affordable place to stay.

As this day progresses, satisfy your hunger and quench your thirst at one of the city's best restaurants and bars. Many restaurants in Florence offer good food and drink options at even better prices; the perfect combination for travelers on affordable vacations in Italy.

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Archea Brewery provides an excellent environment for a relaxed and enjoyable evening.

Toast to another unforgettable road trip adventure during your cheap holiday in Italy!

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Day 4

Day 4 – Florence, and Siena

  • Siena
  • Florence
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Drive 71 km, 1 hour 46 min

  • piazza della Signoria
  • Cathedral of Santa Maria del Fiore
  • Ponte Vecchio
  • Uffizi Gallery
  • piazzale Michelangelo
  • More

On day 4 of your road trip through popular and cheap vacation spots across Italy, you’ll experience 1 charming destinations — Florence. How much time you’ll spend in each location is up to you. You’ll end your day in the city of Siena, where you'll stay for 1 night.

Begin your sightseeing with a visit to Piazza Della Signoria. This square is rated an average of 4.8 out of 5 stars in 66,956 reviews.

Next up, make your way to Cathedral Of Santa Maria Del Fiore. This church has an average rating of 4.8 out of 5 stars from 76,359 reviews.

When you’re ready for your next sight of the day, continue to Ponte Vecchio. This deck arch bridge has an average rating of 4.7 out of 5 stars from 118,099 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Uffizi Gallery. This national museum is rated an average of 4.7 out of 5 stars by 61,794 visitors. Visiting Uffizi Gallery means you'll be one of 2,011,219 people who do so every year.

If you’re keen to explore even more, then consider a visit to Piazzale Michelangelo. This square is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 77,744 visitors.

While exploring Italy is a refreshing experience, don’t forget to rest to regain your energy. Siena has plenty of top-rated accommodation options in all price ranges. Travelers visiting Siena on an affordable vacation can easily find a comfortable place to stay in the city.

Don't let a tight budget stop you from enjoying delicious meals and refreshing drinks in Siena. Here are a few top-rated restaurants and bars you may want to check out tonight.

Start your flavor-filled journey at Antica Trattoria Papei, featuring local favorites at reasonable prices. Looking for a taste of the unexpected? Osteria Quattro Venti offers delightful dishes and desserts. If you’re seeking a cozy setting and satisfying meal, Osteria da Divo is the perfect spot for you!

Continue the enjoyment post-dinner at Meet Life Cafè, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Maudit Pub offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Impero Siena. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Raise your glass to celebrate your fun and affordable travel experience in the city of Siena!

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Day 5

Day 5 – Siena, Vatican City, and Rome

  • Rome
  • More

Drive 241 km, 3 hours 23 min

  • Sistine Chapel
  • St Peter's Basilica
  • Saint Peter's Square
  • Vatican Museums
  • More

Day 5 of your self-drive vacation in Italy will take you to the city of Rome, where you'll be staying for 2 nights. On your way to Rome, you'll explore 1 popular cheap holiday destinations in Italy, including Vatican City.

Continue your road trip and head to your next destination, Vatican City, Vatican City. This car ride takes around 2 hours 40 min.

Journey into the unknown at Sistine Chapel, a unique attraction awaiting your visit. This remarkable chapel has an average rating of 4.7 out of 5 stars from 52,083 reviews.

When you’re ready to continue your sightseeing, St. Peter's Basilica is a recommended place to visit. This major basilica is rated an average of 4.8 out of 5 stars in 131,043 reviews. Based on recent data, the attraction hosts 11,000,000 visitors per year.

Another must-see attraction in Vatican City is Saint Peter's Square. Rated an average of 4.8 out of 5 stars by 38,954 travelers, this popular tourist destination in Vatican City offers an experience you will remember.

Vatican Museums is another popular stop on travelers' itineraries in Vatican City. This art museum promises memorable moments of exploring. Other travelers have rated this attraction 4.6 out of 5 stars in 133,310 reviews. Each year, approximately 1,612,530 people travel to visit Vatican Museums.

Rome offers many top-rated accommodations suitable for travelers on a budget vacation in Italy. Whether you're in need of a quick break from your activities or seeking a comfortable place to rest, rest assured you'll find a welcoming and affordable option in the city.

Savor the culinary delights of Rome, where affordability meets excellence in dining and drinking. From inviting bars crafting signature cocktails to cozy eateries serving up local favorites, the city offers an unforgettable experience for every taste bud.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at La Botticella Of Poggi Giovanni, a well-loved spot among locals and tourists. Or, head to Sant' Eustachio Caffè. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Caffè Portofino, another top-rated place in the area.

Cherish every minute of your road trip vacation across Italy. Celebrate this opportunity to enjoy a cheap holiday in Italy!

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Day 6

Day 6 – Rome

  • Rome
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Drive 12 km, 1 hour 7 min

  • Castel Sant'Angelo
  • Trevi Fountain
  • Piazza di Spagna
  • piazza del Popolo
  • Villa Borghese
  • More

On day 6 of your budget-friendly road trip adventure in Italy, you’ll go deep into Rome and see some of the destination’s most unforgettable attractions. Enjoy a feast at the end of the day, making the most of the time you have in the city of Rome — 1 night.

Begin your sightseeing with a visit to Castel Sant'angelo. This extraordinary museum is rated an average of 4.7 out of 5 stars by 72,431 visitors. Each year, around 918,591 people visit this site to learn more about it.

Next, make your way to Trevi Fountain. This top attraction is a sculpture with an average rating of 4.8 out of 5 stars by 343,494 visitors.

We also recommend a visit to Piazza Di Spagna. This square is rated 4.7 out of 5 stars by 113,658 travelers.

If you’re keen to keep exploring, visit Piazza Del Popolo. This highly recommended sightseeing destination has received an average rating of 4.6 out of 5 stars from 89,807 travelers.

Today is also your chance to spend some time at Villa Borghese. This urban zone of rome is rated an average of 4.6 out of 5 stars by 69,749 travelers.

Make your vacation in Italy more memorable and epic without spending a fortune. Take advantage of the cheap holiday deals you'll find in Italy and add budget-friendly activities to your travel plan.

Discovering the culinary wonders of Rome is a must-do on your budget-friendly vacation! When hunger strikes, make your way to one of the city's top dining spots.

Discover the heart of Rome through its culinary scene, starting with DEROMA - Farine Romane. Not only will you discover mouthwatering dishes, but you'll also be pleasantly surprised by their budget-friendly offerings. For a taste of tradition, try La Taverna Italiana, where time-honored recipes are served. Or, explore Centro, renowned for its delicious offerings and cozy ambiance.

After dinner, look back into the highlights of today’s adventure and visit one of the best bars in Rome, The Apartment Bar Roma. Alternatively, visit Hotel Hassler Roma, a great place for anyone who is into classic bar drinks.

A road trip vacation in Rome can’t get any better than this! Toast to another amazing day in this cheap holiday destination in Italy!

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Day 7

Day 7 – Rome, and Arezzo

  • Arezzo
  • Rome
  • More

Drive 224 km, 3 hours 22 min

  • Roman Forum
  • Colosseum
  • Altare della Patria
  • Pantheon
  • Piazza Navona
  • More

Day 7 of your road trip across Italy is another proof that cheap holidays in Italy can indeed provide you an extraordinary travel experience. Today's agenda includes touring 1 wonderful destinations — Rome. You’ll explore along your route leading to the city of Arezzo, where you'll be spending 1 night.

Make Roman Forum one of your first sightseeing stops in Rome. Rated an average of 4.7 out of 5 stars by 114,450 travelers, a visit to this local attraction makes for a great introduction to the area.

Colosseum is a worthwhile attraction you can visit next. This roman amphitheatre is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 328,821 reviews. Up to 7,400,000 travelers visit this site every year to make their time in Rome special.

Today is also the perfect opportunity to drop by Altare Della Patria. This architectural structure has been rated an average of 4.8 out of 5 stars by 49,843 visitors. Up to 1,683,070 people travel to this site annually.

If you’re keen to explore more, head to Pantheon and find out why 30,000,000 people visit this spot every year. A trip to this popular roman temple is also your opportunity to see if it lives up to the reputable 4.8 out of 5-star rating as given by 189,682 previous visitors.

Another top place to visit is Piazza Navona. This square enjoys an average rating of 4.7 out of 5 stars from 158,771 local and international travelers.

You’ll also have your choice of the best budget-friendly accommodations in the city of Arezzo. So when it's time for a break from your adventures in Arezzo, relax and restore your energy at your preferred affordable place to stay.

Discovering the culinary wonders of Arezzo is a must-do on your budget-friendly vacation! When hunger strikes, make your way to one of the city's top dining spots.

Recharge and refresh your energy with a visit to Il Covo dei Briganti, known for its delectable cuisine and inviting ambiance. While immersing yourself in the local culture during your budget-friendly getaway, make sure to stop by La Clandestina - a hidden culinary gem loved by locals and travelers alike.

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

Raise your glass in celebration of your incredible road trip adventure and cheap holiday experience in Italy!

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Day 8

Day 8 – Arezzo, La Verna, and Bologna

  • Bologna
  • Arezzo
  • More

Drive 229 km, 3 hours 47 min

  • San Francesco, Arezzo
  • piazza Grande
  • La Verna - Franciscan Sanctuary
  • More

On day 8 of your cheap holiday travels in Italy, you’ll tour 2 destinations: Arezzo, and La Verna. You'll stay in Bologna for 1 night, giving you enough time to satisfy your wanderlust and craving for new experiences.

Start your sightseeing with a visit to San Francesco, Arezzo. This minor basilica is a popular stop on travelers’ itineraries in Arezzo, with an average rating of 4.6 out of 5 stars by 2,377 visitors. Around 20,939 people visit this attraction every year.

Piazza Grande is another popular place of interest you can visit today. The average rating of 4.6 out of 5 stars from 14,465 reviews gives you an idea of other visitors’ experience at this attraction.

When you’re ready to jump back into the car and say goodbye to Arezzo, you’ll hit the road in the direction of La Verna. This drive usually takes around 1 hour 5 min. When you arrive, enjoy some sightseeing.

Make La Verna - Franciscan Sanctuary one of your first sightseeing stops in La Verna. Rated an average of 4.8 out of 5 stars by 7,374 travelers, a visit to this local attraction makes for a great introduction to the area.

While exploring Italy is a refreshing experience, don’t forget to rest to regain your energy. Bologna has plenty of top-rated accommodation options in all price ranges. Travelers visiting Bologna on an affordable vacation can easily find a comfortable place to stay in the city.

When it's time to eat or savor a refreshing drink, treat yourself to a delightful dining and drinking experience without paying more than necessary. Bologna has restaurants and bars for all budgets, perfect for cheap holiday-goers.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar Freud E Squisito stands out as an excellent choice for a post-dinner cocktail. Alternatively, Osteria Del Sole offers an ideal atmosphere to enjoy the pleasures of the night. Macondo - Cocktail Bar is also a great option that provides a perfect setting for a relaxing evening.

Celebrate another day of your adventure-filled road trip through Italy with a toast. Cheers to a memorable cheap vacation experience in Italy!

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Day 9

Day 9 – Bologna, and Milan

  • Milan
  • Bologna
  • More

Drive 223 km, 2 hours 49 min

  • Bologna Cathedral
  • Piazza Maggiore
  • Two Towers
  • Piazza Santo Stefano
  • More

Day 9 of your road trip across Italy offers you the chance to visit 1 popular cheap holiday destinations in the country, including Bologna. You'll conclude your sightseeing and exploration in Milan, where you'll stay for 1 night.

Journey into the unknown at Bologna Cathedral, a unique attraction awaiting your visit. This remarkable catholic cathedral has an average rating of 4.6 out of 5 stars from 3,852 reviews.

When you’re ready to continue your sightseeing, Piazza Maggiore is a recommended place to visit. This square is rated an average of 4.7 out of 5 stars in 64,523 reviews.

Another must-see attraction in Bologna is Two Towers. Rated an average of 4.7 out of 5 stars by 25,975 travelers, this popular tourist destination in Bologna offers an experience you will remember.

Piazza Santo Stefano is another popular stop on travelers' itineraries in Bologna. This square promises memorable moments of exploring. Other travelers have rated this attraction 4.8 out of 5 stars in 7,617 reviews.

Milan offers many top-rated accommodations suitable for travelers on a budget vacation in Italy. Whether you're in need of a quick break from your activities or seeking a comfortable place to rest, rest assured you'll find a welcoming and affordable option in the city.

Savor the mouthwatering delights of Milan, where top-quality dining experiences blend seamlessly with budget-friendly options. Check out the city's best restaurant and bar options, offering a tantalizing array of flavors to satisfy every palate. Whether you're in the mood for a casual bite or a refreshing cocktail, these spots have something for everyone.

Vento di Sardegna stands out as a haven for budget-conscious travelers seeking exceptional flavors. Indulge in a delightful array of mouthwatering options. For those craving a casual dining experience, Palazzo Parigi Hotel & Grand Spa Milano offers mouthwatering dishes that are sure to satisfy any palate. Don't miss out on the charming ambiance and diverse menu at Galleria Restaurant, where every bite promises a delightful dining experience.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bhangrabar, known for its inviting atmosphere. Rufus Cocktail Bar is another great option if you’re looking for a place to get the night started. Similarly, Ostello Bello Grande provides a great setting to enjoy the night away.

A road trip vacation in Bologna can’t get any better than this! Toast to another amazing day in this cheap holiday destination in Italy!

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Day 10

Day 10 – Milan - departure day

  • Milan - Departure day
  • More
  • Piazza Gae Aulenti
  • More

Your budget road trip vacation in Italy is about to end. Day 10 is your departure day and your last chance to capture the beauty of Milan.

On your last day in Italy, take time to indulge in shopping at Milan’s popular marketplace. Look for keepsakes or souvenirs to remind you of your trip.

One fantastic attraction you could visit on your last day in Milan is the remarkable Piazza Gae Aulenti. This square and popular place of interest has an average rating of 4.6 out of 5 stars from 30,398 visitors.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Milan.

If you have an appetite for one last delicious meal in Milan, consider a top-rated restaurant like Tommasi Milano, offering a menu of appetizing and affordable meals. Da Vic is an excellent alternative if you feel like trying something different. Another popular restaurant you could check out is G. B. Bar, which is a great place to enjoy meals that will remind you of your fun memories in Milan.

You’ll then say farewell to Milan. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!

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