Relaxed 14-Day Italy Self-Drive Road Trip With Itinerary from Milan to Florence, Rome, and Arezzo

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Description

Discover Italy stress-free with this 14-day relaxed road trip, winding through Milan, Pisa, Florence, Rome, Arezzo, and Bologna. Enjoy a relaxing self-drive holiday through stunning landscapes and calm adventures.

This self-drive package allows you to travel through picture-perfect landscapes in Italy at a relaxed pace. Get a dose of comfort, fun, and recreation in Milan, Pisa, Florence, Rome, Arezzo, and Bologna. Make yourself at home at top-rated hotels and stay 5 nights in Milan, 3 nights in Florence, 4 nights in Rome, and 1 night in Arezzo. Finally, taste the local food and enjoy a refreshing drink at the most popular restaurants and bars along your road trip route in Italy.

Freedom of choice is key to a relaxing road trip in Italy. For your self-drive vacation, we’ll offer you a selection of the best rental vehicles with CDW insurance. Upon arrival in Milan, you’ll collect your rental car of choice. From there, you’ll begin your 14-day journey across Italy and discover its unique culture, history, and diverse scenery.

Experience the essence of leisurely self-drive exploration across Italy with our handpicked selection of accommodations. From relaxed stays at renowned 5-star hotels offering magnificent views to comfortable 3-star options that cater to budget-conscious travelers, we ensure your journey is optimized for relaxation and comfort. Discover the perfect place to stay and unwind as you embark on a laid-back adventure in Italy.

We’ll introduce you to some of the best travel destinations in Italy. This relaxed road trip features the stunning Trevi Fountain. Another highlight of this self-drive tour is the captivating Colosseum.

Traveling leisurely through Italy means you could spend as much time as you want at the magnificent Pantheon. With this travel plan, you could also soak in the atmosphere of the memorable Piazza Navona. Get close to the spectacular Duomo Di Milano Museum and the wonderful St. Peter's Basilica. You’ll have plenty of time to take in each attraction's unique features, learn its unique history, and appreciate it to the fullest.

Enjoy strolling through Italy's shopping hotspots near your accommodation. Visit shops, discover the locals’ way of life, or try various specialties. Don't forget to bring home a piece of the country that will remind you of your relaxing vacation in Italy.

Between sightseeing, you can make the most of your downtime and join a popular tour in Italy. This relaxed road trip also gives you plenty of time to stroll through Italy's shopping hotspots. Through these experiences, you'll have plenty of opportunities to discover the locals’ way of life and soak in the rich cultural heritage of the Italy.

This self-drive vacation package includes everything you need for a stress-free, easy road trip through Italy. You’ll have a cozy place to stay for 13 nights, with a selection of top-rated breakfast and restaurant options nearby. We'll also provide you with the best rental car you can use throughout the 14 days of your self-drive road trip in Italy. On top of all that, you also have the option to add flights to your travel plan and personalize each day of your itinerary by adding tours and tickets.

This self-drive package includes 24/7 travel support and a step-by-step guide. You can access the guide at any point of your journey through our mobile app, where you can also keep and organize your travel documents.

Spend an amazing 14-day vacation in Italy and get to know more about this fantastic destination. Choose your travel dates and plan a laid-back and relaxed road trip in Italy today!

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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Piazza Gae Aulenti
Duomo di MilanoCathedral SquareGalleria Vittorio Emanuele IILa ScalaPinacoteca di Brera
Milan Natural History MuseumCastello SforzescoSempione ParkTriennale di MilanoArch of Peace
Basilica di Sant'AmbrogioLeonardo da Vinci Museum of Science and TechnologySanta Maria delle Grazie ChurchMUDEC - Museum of Cultures
Pisa CathedralPiazza del Duomo, PisaLeaning Tower of Pisa
DavidGalleria dell'AccademiaPalazzo PittiThe Boboli Gardenspiazzale Michelangelo

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Day 1

Day 1

  • Milan - Arrival day
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  • Piazza Gae Aulenti
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Your relaxed road trip through Italy starts when you reach the incredible city of Milan, where you'll stay for 4 nights. You'll pick up your rental car in Milan and begin your adventure in Italy.

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 Piazza Gae Aulenti or taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

As afternoon approaches, head to your chosen hotel in Milan. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Milan, it's often a good idea to reserve a table in advance.

Treat yourself to a wonderful meal at Hotel Morfeo Milano, a top-rated dining spot in Milan. If you're in the mood for something new, try Contraste, another premier location with a delectable menu. You might also want to book a table at UNAHOTELS Galles Milano. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Milan.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Nottingham Forest, a well-loved spot among locals and tourists. Or, head to Armani/bamboo Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Mag Cafe, another top-rated place in the area.

Raise a toast as you look back into the highlights of today’s laid-back and relaxed road trip adventure in Italy. Enjoy your first taste of Milan as you soak in the city’s unique vibe.

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Day 2

Day 2

  • Milan
  • More

Drive 2 km, 34 min

  • Duomo di Milano
  • Cathedral Square
  • Galleria Vittorio Emanuele II
  • La Scala
  • Pinacoteca di Brera
  • More

Day 2 introduces you to many popular attractions and activities in Milan, further proving that leisurely self-drive tours in Italy are extraordinary.

Discover a day packed with fun adventures, romantic experiences, and breathtaking views in Milan. Begin your sightseeing with Duomo Di Milano Museum. This timeless church is one of the top attractions in the city. Proceed to Cathedral Square, another must-visit attraction that enhances the city’s allure.

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 extraordinary shopping mall is a traveler-favorite. Not far away, you’ll find La Scala, another key site on your sightseeing itinerary. Conclude your day at Pinacoteca Di Brera and uncover why it's recognized as one of the city's most notable attractions.

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Milan, explore the city like a local by trying out the best restaurants in the area.

Begin your culinary exploration in Milan by securing a reservation at Enrico Bartolini al Mudec. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another dining delight, visit Seta by Antonio Guida, celebrated for its delectable international and contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Il Luogo Aimo e Nadia, a top local spot known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Italy.

Continue your lively evening at Kilburn Cocktail Bar Milano, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bar Frida is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, The Friends Pub Milano ensures a night out tailored to your taste.

Look back at an amazing day filled with adventure in Italy. And don’t forget to get some rest so you can continue your relaxed holiday in Italy tomorrow with new energy.

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Day 3

Day 3

  • Milan
  • More

Drive 7 km, 59 min

  • Milan Natural History Museum
  • Castello Sforzesco
  • Sempione Park
  • Triennale di Milano
  • Arch of Peace
  • More

Day 3 of your relaxed road trip through Italy means 24 hours of making the best memories in Milan. You’ll go sightseeing at famous attractions in Milan. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Milan!

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Milan allows for both. Start by heading to Milan Natural History Museum. This worthwhile museum provides an insightful glimpse into the city's identity. Next, discover Sforzesco Castle Art Library, a picture-perfect castle, promising a delightful encounter.

Continue your sightseeing with a visit to Parco Sempione, an astonishing park. When you’re done, don’t forget to make a stop at the intriguing Triennale Di Milano. Round off your day at Arch Of Peace, another gem in Milan with breathtaking features to discover.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Milan offers a wide selection of experiences for every traveler.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Enjoy a delicious meal at Bice Restaurant, a highly-rated dining destination in Milan. If you're eager to try something different, consider Alto Ristorante, another top spot with a tantalizing menu. You might also want to secure a reservation at Nero 9. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Milan this evening.

Experience the amazing nightlife in Milan and unwind at the coolest bars in the city.

Continue your evening by exploring the vibrant nightlife scene at Bhangrabar, a prime destination for a thrilling night out. Also, don’t forget to check out Rufus Cocktail Bar, a bar that offers unique local touches. Likewise, Ostello Bello Grande provides an excellent alternative for a fun evening.

Raise your glass and relax after another big day of your leisurely paced road trip in Italy!

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Day 4

Day 4

  • Milan
  • More

Drive 9 km, 59 min

  • Basilica di Sant'Ambrogio
  • Leonardo da Vinci Museum of Science and Technology
  • Santa Maria delle Grazie Church
  • MUDEC - Museum of Cultures
  • More

On day 4 of your leisurely self-drive tour across Italy, you’ll go deep into Milan, where you'll stay for 1 night, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Milan, and meet locals along the way!

Today’s well-planned self-sightseeing route offers several family-friendly attractions, picturesque spots, and history-rich sites. 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. Basilica Di Sant'ambrogio is the first of them. Spend some time admiring this culturally significant church before continuing your journey. Museo Della Scienza E Della Tecnologia "leonardo Da Vinci" is your next stop. This captivating museum 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 Santa Maria Delle Grazie Church. This inviting church is a sight to behold. To round off your sightseeing experience, visit Mudec - Museum Of Cultures.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Milan. There are so many fun and eye-opening activities to try out in Milan that will make your slow-paced self-drive tour in Italy more memorable. Check out all the most recommended and top-rated tour options in the city of Milan to find the best options for you!

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Milan, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

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. 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. Experience the culinary magic of UNAHOTELS Cusani Milano, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After dinner, it’s time to fall in love with the amazing nightlife in Milan and unwind at some of the best bars in the city.

Keep the evening going at Qc Termemilano, a great choice for enjoying the after-dinner hours with a drink. You could also go to Yguana Cafè, which offers a similarly pleasant setting and great drinks.

Raise your glass and toast to another unforgettable, laid-back road trip adventure in Italy!

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Day 5

Day 5

  • Milan
  • Pisa
  • Florence
  • More

Drive 380 km, 4 hours 51 min

  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • More

Day 5 of your relaxed road trip across Italy promises an exciting agenda full of discovery. You’ll start your day in the city of Pisa and drive in the direction of the city of Florence for some laid-back sightseeing. You’ll end your day in the city of Florence, where you’ll stay for 3 nights.

Embrace the thrill of the open road as you wave goodbye to Milan and set your GPS to Pisa. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 3 hours 17 min. Upon reaching Pisa, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Make your way to Pisa Cathedral, a worthwhile church that draws attention for its grand features. Spend some time soaking in the atmosphere before continuing to Piazza Del Duomo, Pisa, a grand public square that stands out in the city. Next, visit Leaning Tower Of Pisa, a globally renowned monument that offers a unique experience.

In the city of Florence, you’ll find plenty of stay options that will accommodate your need for rest and relaxation after spending your day on the road. Our top recommendations perfectly complement your relaxed road trip vacation in Italy.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Florence, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Start your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Italy.

Unwind after your meal by stepping into Manifattura. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Se·sto On Arno Rooftop Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Il Vinile, another top-rated bar in the area.

Raise your glass and toast to another unforgettable, laid-back road trip adventure in Italy!

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Day 6

Day 6

  • Florence
  • More

Drive 8 km, 1 hour 28 min

  • David
  • Galleria dell'Accademia
  • Palazzo Pitti
  • The Boboli Gardens
  • piazzale Michelangelo
  • More

Day 6 introduces you to many popular attractions and activities in Florence, further proving that leisurely self-drive tours in Italy are extraordinary.

Start your adventure at David. This well-known statue is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the heritage-rich wonders of Galleria Dell'accademia, a must-see art gallery 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 Pitti Palace. This popular palace offers an enriching experience. For a change of pace, head to The Boboli Gardens, where you can take in its respected features. Conclude your self-guided sightseeing tour with a visit to Piazzale Michelangelo. This romantic observation deck offers a fulfilling end to a perfect day.

Italy makes the perfect setting for a calming but fun exploration. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

Exploring new places makes you hungry. Luckily, Florence has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Enjoy a delicious meal at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

Explore the vibrant nightlife at Bar 50 Rosso after your meal, a hub for lively evenings and memorable moments. Or, head to Bitter Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery is perfect for those looking to extend their night with a touch of local flavor.

Soak in the unique atmosphere of Florence as you commemorate this day of your relaxed road trip through Italy with a toast. Cheers to a memorable leisurely self-drive holiday in Italy!

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Day 7

Day 7

  • Florence
  • More

Drive 11 km, 55 min

  • Parco delle Cascine
  • Basilica of Santa Maria Novella
  • Central Market
  • Cathedral of Santa Maria del Fiore
  • Brunelleschi's dome
  • More

Day 7 of your relaxed road trip through Italy means 24 hours of making the best memories in Florence. You’ll go sightseeing at famous attractions in Florence. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Florence!

Set out on a day brimming with family-friendly attractions, romantic experiences, and natural wonders. Start at the interesting Parco Delle Cascine, an eye-catching park in Florence. Next, go to Basilica Di Santa Maria Novella, Firenze (fi).

After visiting Parco Delle Cascine and Basilica Di Santa Maria Novella, Firenze (fi), take time to explore Florence's streets and absorb its charm. Continue your sightseeing by heading to Central Market. This eye-catching food market offers a unique experience. Cathedral Of Santa Maria Del Fiore is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Brunelleschi's Dome, one of the most visually striking places to visit in Florence.

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

Exploring the food culture in Florence offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Treat yourself to a delightful dinner at Ristorante Buca Mario, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Agricola Toscana? It's another excellent option with a diverse menu. Consider reserving a table at Eataly Firenze as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

Following your dinner, dive into the local bar culture at Gosh*. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Antico Caffè Del Moro - Art Bar Firenze, the perfect place for those looking to experience the best of the nightlife. Similarly, Quelo Bar provides excellent drinks and a great atmosphere, ensuring a memorable night out.

A leisurely self-drive holiday in Florence can’t get any better than this! Toast to another amazing day in Italy!

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Day 8

Day 8

  • Florence
  • Rome
  • More

Drive 285 km, 3 hours 26 min

  • piazza della Signoria
  • Ponte Vecchio
  • Uffizi Gallery
  • Basilica of Santa Croce in Florence
  • More

On day 8 of your laid-back and relaxed road trip adventure, you’ll have the chance to visit more than one remarkable area in Italy. Since this self-drive tour offers freedom and flexibility, you can decide how much time you want to spend in each place to enjoy the memorable travel destinations in Italy.

Prepare for a day full of family-friendly attractions, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Piazza Della Signoria. This impressive public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Ponte Vecchio, one of the city’s most promising highlights.

Next, check out Uffizi Gallery, one of the most top-rated places to see in Florence. This art gallery is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Basilica Of Santa Croce In Florence. Wander around and soak in the heritage-rich atmosphere this church offers.

When you’re not exploring beautiful places, you’ll have a relaxed time at Rome. Here, you can choose from the best selection of hotels and places to stay as you get to know more about this spectacular city.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Rome, explore the city like a local by trying out the best restaurants in the area.

Prepare for an extraordinary culinary adventure in Rome by booking a table at La Pergola, a 3-star Michelin restaurant that boasts an exceptional mediterranean and contemporary menu. For a different flavor experience, head to Il Pagliaccio, renowned for its delectable creative and innovative dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Enoteca La Torre, a local gem known for its delightful mediterranean and creative cuisine in Rome. Nestled in the city's heart, this 2-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

As the day is coming to an end, stop at some of Rome’s best bars to celebrate this day of your slow-paced adventure in Italy.

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 Almalu Trastevere. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Viminale Di Pepi Maurilio, another top-rated place in the area.

Look back at an amazing day filled with adventure in Italy. And don’t forget to get some rest so you can continue your relaxed holiday in Italy tomorrow with new energy.

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Day 9

Day 9

  • Rome
  • More

Drive 8 km, 1 hour 2 min

  • Trevi Fountain
  • Pantheon
  • Piazza Navona
  • Campo de' Fiori
  • Castel Sant'Angelo
  • More

On day 9 of your leisurely self-drive tour across Italy, you’ll go deep into Rome, where you'll stay for 3 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Rome, and meet locals along the way!

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most iconic attractions included on the itinerary is Trevi Fountain. This culturally significant monument will help you start your sightseeing on top. Then, take a leisurely stroll to Pantheon and learn what makes this culturally significant monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the iconic Piazza Navona. After exploring the public square, head to Campo De' Fiori. This famous public square is a highlight in Rome. Lastly, don’t forget to check out the famous Castel Sant'angelo. Enjoy exploring this incredible castle at your own pace.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Rome offers a wide selection of experiences for every traveler.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Rome.

Savor the flavors at RomAntica, a top pick for dinner tonight. Alternatively, Coso Ristorante beckons with its unique menu offerings. Also, consider DEROMA - Farine Romane. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Rome. The bars in Rome make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

After your meal, keep the night alive at a bar like Sant' Eustachio Caffè, known for its lively atmosphere. Yellowsquare Rome is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Caffè Portofino offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Italy!

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Day 10

Day 10

  • Rome
  • More

Drive 5 km, 1 hour 9 min

  • Circus Maximus
  • Colosseum
  • Roman Forum
  • Altare della Patria
  • largo di Torre Argentina
  • More

Day 10 introduces you to many popular attractions and activities in Rome, further proving that leisurely self-drive tours in Italy are extraordinary.

Savor the day by visiting some of the best places to see in Rome, including an archeological site and a monument. Start your adventure at Circus Maximus. This locally renowned archeological site is a must-visit for travelers looking for a unique holiday experience. Make your way to Colosseum located in Rome for an enchanting atmosphere.

Next, immerse yourself in the setting of Roman Forum. Its breathtaking features will captivate you. After the archeological site, continue your tour of the city with a visit to Altare Della Patria. This monument has a culturally significant appeal. For a change of pace, head to Largo Di Torre Argentina. As one of the most popular attractions in Rome, this archeological site is an excellent place to end your self-guided tour.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Rome. There are so many fun and eye-opening activities to try out in Rome that will make your slow-paced self-drive tour in Italy more memorable. Check out all the most recommended and top-rated tour options in the city of Rome to find the best options for you!

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Rome, explore the city like a local by trying out the best restaurants in the area.

Enjoy a lovely meal at Hotel de Russie, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, La Taverna Italiana is another top choice with a popular menu. You could also check for a table at The Parrot Bar. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

If you feel like it, head out to a bar to celebrate another fantastic day in Rome and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

Let the evening flow smoothly from dinner to drinks at The Apartment Bar Roma, a top-rated bar in the area. For other recommendations, Hotel Hassler Roma provides a perfect setting for rounding out your night with style and great drinks.

Cherish every minute of your relaxed road trip vacation across Italy.

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Day 11

Day 11

  • Rome
  • More

Drive 9 km, 1 hour 8 min

  • Villa Borghese
  • piazza del Popolo
  • Spanish Steps
  • Piazza di Spagna
  • Basilica di Santa Maria Maggiore
  • More

Day 11 of your relaxed road trip through Italy means 24 hours of making the best memories in Rome. You’ll go sightseeing at famous attractions in Rome. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Rome!

Prepare for a day full of fun adventures, romantic experiences, and natural wonders. When you’re ready, kick off your sightseeing adventure at Villa Borghese. This famous park is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Del Popolo, one of the city’s most promising highlights.

Next, check out Spanish Steps, one of the most extraordinary places to see in Rome. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Di Spagna. Wander around and soak in the history-steeped atmosphere this public square offers. Finally, take the path to the interesting Basilica Di Santa Maria Maggiore, the last of our attraction recommendations for today.

Italy makes the perfect setting for a calming but fun exploration. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Have a fantastic dining experience at Sofitel Roma Villa Borghese, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Centro offers an enticing alternative with its varied menu. Additionally, Ristorante Tema is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

Before calling it a day, visit one of the best bars in Rome. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

Free your mind of worries as you enjoy the taste of freedom on your laid-back, relaxed road trip adventure across Italy.

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Day 12

Day 12

  • Rome
  • Arezzo
  • More

Drive 225 km, 3 hours 10 min

  • St Peter's Basilica
  • Sistine Chapel
  • Saint Peter's Square
  • Vatican Museums
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Day 12 of your relaxed road trip across the beautiful country of Italy will take you on a self-paced journey to more than one incredible place in one day. See some of the best attractions in Italy, taste the most delectable foods and exquisite drinks, and make incredible memories as you go!

Vatican City’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Rome behind. This drive usually takes around 11 min. Vatican City welcomes you with a multitude of unique vacation experiences.

Savor the rest of your day by heading to St. Peter's Basilica, a globally renowned major basilica that draws visitors from near and far. Next, explore Saint Peter's Square, yet another captivating place to see in the area. After the square, make time to go to Vatican Museums.

After a day of exploration, relax at one of the top hotels or accommodations in Arezzo. Staying in the city enhances your laid-back road trip experience in Italy by offering a comfortable and welcoming environment to recharge in this charming destination.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Arezzo.

Enjoy an outstanding dining experience at Octavin, a 1-star Michelin restaurant offering an exceptional creative menu. Alternatively, experience a taste of Arezzo at La Clandestina, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated.

Before calling it a day, visit one of the best bars in Arezzo. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

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

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!

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Day 13

Day 13

  • Arezzo
  • Bologna
  • Milan
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Drive 390 km, 4 hours 39 min

  • Two Towers
  • Piazza Maggiore
  • Fountain of Neptune, Bologna
  • Palazzo Re Enzo
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Day 13 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience more than one place in one day. You will start your day by exploring some of the best sights in the city of Bologna. By the end of the day, you’ll drive in the direction of the city of Milan, where you’ll stay at a top-rated hotel of your choice for 1 night.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Bologna allows for both.

After soaking in Arezzo’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Bologna. Expect your car journey to take a minimum of 2 hours 5 min. When you arrive in Bologna, it's time to take a break from the road.

Take your self-guided tour to Two Towers, a captivating monument that everyone visiting Bologna should see. Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Next, head to Piazza Maggiore. This history-steeped public square is one of the most astonishing attractions in the region. Don’t miss out on Fountain Of Neptune, Bologna, a symbolic monument, popular among locals as well as travelers. Palazzo Re Enzo is an excellent attraction to visit next. Spend some time learning more about this increasingly popular palace before you continue your journey.

Continue your laid-back road trip exploration of the best attractions in Italy at Milan. Select from top hotels and accommodations in the city to recharge and rejuvenate.

Exploring new places makes you hungry. Luckily, Milan has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Make sure to reserve a table at Vento di Sardegna, an iconic dining spot in Milan. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Palazzo Parigi Hotel & Grand Spa Milano, a popular restaurant in Milan. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Galleria Restaurant, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Milan. The bars in Milan make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Cherish every minute of your relaxed road trip vacation across Italy.

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Day 14

Day 14

  • Milan - Departure day
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  • Palazzo Borromeo
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Day 14 of your relaxed road trip in Italy is your departure day. If you have a flight to catch, you’ll drop off your rental car well in advance before your departure. Choose a late flight to enjoy a stress-free last day in Milan.

Maximize your last day in Italy and go on a shopping spree in Milan’s shopping center, the lively Quadrilatero della Moda. Browse for souvenirs to remind you of your wonderful journey in Italy. Discover boutiques with stylish fashion choices to upgrade your wardrobe. You can also explore high-end shops for luxury items.

If you'd rather pass the time visiting some attractions, this is your chance to go to places you may not have had the chance to explore yet.

One fantastic attraction you could visit on your last day in Milan is the remarkable Palazzo Borromeo. This palace and popular place of interest has an average rating of 4.3 out of 5 stars from 130 visitors.

Unwind and look back at the past 14 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Milan or just grab something light to keep you going.

Savor the flavors at Tommasi Milano, a top pick for dinner tonight. Alternatively, DeRos Restaurant beckons with its unique menu offerings.

Give yourself enough time to wave goodbye to Milan and begin your journey home. The unforgettable experiences you’ve collected along your 14-day relaxed road trip in Italy is a story you will tell for the rest of your life.

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