11-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling east to Florence, Siena, Rome, and Naples
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Experience the freedom of the open road in Italy as you embark on an unforgettable 11-day road trip! This experience caters to every traveler, featuring destinations like Pisa, Florence, Siena, San Gimignano, Rome, Naples, Pompei, and Lucca.
This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Pisa, 2 nights in Florence, 2 nights in Siena, 2 nights in Rome, and 2 nights in Naples. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!
With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.
Upon arriving in Pisa, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.
An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Pantheon, learn more about the unique Piazza Navona, and immerse yourself in the vibrant atmosphere of St. Peter's Basilica.
As you hit the open road and drive through Pisa, Florence, Siena, San Gimignano, Rome, Naples, Pompei, and Lucca, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.
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 package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.
The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!
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Day 1
- Pisa - Arrival day
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- Knights' Square
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Say hello to Pisa! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Pisa for 1 night before you continue your adventure!
Pisa 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 Knights' Square, or just 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 Pisa. 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 Pisa, it's often a good idea to reserve a table in advance.
Treat yourself to a wonderful meal at Anima di Grano Pizzeria Napoletana Pisa Italy, a top-rated dining spot in Pisa. If you're in the mood for something new, try il Mercante, another premier location with a delectable menu. You might also want to book a table at La Ghiotteria. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Pisa.
Explore the vibrant nightlife at Jeffer Cocktails & Friends after your meal, a hub for lively evenings and memorable moments. Or, head to Le Parisien Wine Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Las Volta Cocktailbar is perfect for those looking to extend their night with a touch of local flavor.
Raise a toast to the start of your 11-day road trip in Italy!
Day 2
- Pisa
- Florence
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Drive 93 km, 1 hour 50 min
- Leaning Tower of Pisa
- Angelo Caduto
- Piazza del Duomo, Pisa
- Battistero di San Giovanni
- Pisa Cathedral
- More
Dive into day 2 of your remarkable road trip in Italy. Today you will explore Pisa, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Florence. You’ll stay here for 2 nights.
Get ready for a day filled with fun adventures, scenic views, and picturesque spots in the charming city of Pisa. Your adventure starts at Leaning Tower Of Pisa, a timeless local hot spot. Another notable attraction to explore is Angelo Caduto. This frequently visited sightseeing destination is known for its historic appeal.
After soaking in the highlights of these sights, take some time to wander Pisa's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazza Del Duomo, Pisa. This UNESCO world heritage-designated public square offers a fascinating experience that many visitors find memorable. Battistero Di San Giovanni is also worth visiting, along with Pisa Cathedral. These standout landmarks offer unique experiences that add to the day’s enjoyment.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Florence. Florence offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.
Don’t miss out on dining at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.
Cap off your dinner by heading to Manifattura, ideal for a leisurely evening with a drink in hand. Se·sto On Arno Rooftop Bar is another bar that offers an enjoyable setting. Similarly, Il Vinile is also a popular place to go on a night out, perfect for relaxing and socializing.
Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip in Italy!
Day 3
- Florence
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Drive 4 km, 1 hour 6 min
- piazzale Michelangelo
- Uffizi Gallery
- Ponte Vecchio
- piazza della Signoria
- Cathedral of Santa Maria del Fiore
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On day 3 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 1 night and discover all the best things to see and do in the area.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Piazzale Michelangelo. This widely recognized observation deck provides an insightful glimpse into the city's identity. Next, discover Uffizi Gallery, a romantic art gallery, promising a delightful encounter.
Continue your sightseeing with a visit to Ponte Vecchio, a wondrous historical landmark. When you’re done, don’t forget to make a stop at the famous Piazza Della Signoria. Round off your day at Cathedral Of Santa Maria Del Fiore, another gem in Florence with UNESCO world heritage-listed features to discover.
Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.
Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
Make sure to reserve a table at Ditta Artigianale, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria Da Burde, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Cap off your dinner by heading to Bar 50 Rosso, ideal for a leisurely evening with a drink in hand. Bitter Bar is another bar that offers an enjoyable setting. Similarly, Archea Brewery is also a popular place to go on a night out, perfect for relaxing and socializing.
Relax and recharge in preparation for another adventurous day in Italy!
Day 4
- Florence
- Siena
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Drive 77 km, 1 hour 38 min
- Fortezza Medicea
- Piazza del Duomo
- Siena Cathedral
- piazza del Campo
- Tower of Mangia
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On day 4 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Siena. In the evening, you’ll end up in Siena, where you will stay for 2 nights.
A blend of fun adventures, breathtaking views, and photo-friendly spots await you in Florence on today’s itinerary. First up is the curiosity-inducing monument, Fortezza Medicea (siena). Afterward, continue to Piazza Del Duomo, a public square every traveler should visit.
As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Siena Cathedral. This locally renowned church is an essential stop. Following that, head to Piazza Del Campo, another must-visit site that will enhance your experience. Don’t forget to stop by Tower Of Mangia, a beloved monument in the city.
When you’re done exploring for the day, you’ll drive to your hotel in Siena. Check in and spend some time relaxing before you head out to tour the city.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Siena. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Have a fantastic dining experience at Enoteca I Terzi, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante Tar-Tufo offers an enticing alternative with its varied menu. Additionally, Antica Trattoria Papei is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Siena.
Explore the vibrant nightlife at Meet Life Cafè after your meal, a hub for lively evenings and memorable moments. Or, head to Maudit Pub for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Impero Siena is perfect for those looking to extend their night with a touch of local flavor.
Raise your glass to another unforgettable day in Italy!
Day 5
- Siena
- More
Drive 83 km, 1 hour 48 min
- Porta San Giovanni
- Piazza del Duomo, San Gimignano
- Town Hall, Picture Gallery and Great Tower
- Parco della Rocca
- Chiesa di Sant'Agostino
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At the end of the day, you'll drive back to Siena, where you'll stay for 1 night more.
Enjoy the perfect balance of relaxation and exploration in Siena today. One of the most often recommended attractions included on the itinerary is Porta San Giovanni. This historic monument will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Del Duomo and learn what makes this UNESCO world heritage-designated public square unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the underrated Palazzo Comunale, Pinacoteca, Torre Grossa. After exploring the museum, head to Parco Della Rocca. This frequently visited park is a highlight in Siena. As your day continues, stop by Chiesa Di Sant'agostino, known for its photogenic features.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Siena.
As you explore more of Siena, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.
Don’t miss out on dining at Osteria Quattro Venti, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Fischi per Fiaschi, another top spot with a mouthwatering menu. You might also want to secure a reservation at Osteria da Divo. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.
Continue the enjoyment post-dinner at Charlie Mixology Bar Di Aldinucci Riccardo, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bar Pinacoteca offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out San Paolo Pub. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
Relax and recharge in preparation for another adventurous day in Italy!
Day 6
- Siena
- Rome
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Drive 242 km, 3 hours 38 min
- Colosseum
- Roman Forum
- Trevi Fountain
- Piazza Navona
- Pantheon
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Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rome, which will be your home away from home for 2 nights.
Siena is home to plenty of attractions that offer family-friendly attractions, breathtaking views, and photo-friendly spots! Start at Colosseum, a globally renowned archeological site that is worthwhile a visit in the city. Nearby, you’ll find Roman Forum, enchanting visitors with its awe-inspiring appeal. Continue your exploration at Trevi Fountain. This monument is one of the city’s most globally renowned spots.
Enjoy the freedom of exploring Siena at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Piazza Navona. After exploring the public square, head to the iconic Pantheon.
At the end of the day, you will drive to Rome, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
As dinnertime approaches, it's time to head out for a bite to eat in Rome. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.
Make sure to reserve a table at La Bottega Roma, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Pasta In Corso, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Trattoria Vecchia Roma, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Continue your evening by exploring the vibrant nightlife scene at La Botticella Of Poggi Giovanni, a prime destination for a thrilling night out. Also, don’t forget to check out Almalu Trastevere, a bar that offers unique local touches. Likewise, Bar Viminale Di Pepi Maurilio provides an excellent alternative for a fun evening.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 7
- Rome
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Drive 11 km, 44 min
- St Peter's Basilica
- Piazza di Spagna
- Trastevere
- Via del Corso
- Via dei Condotti
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Greet day 7 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Rome for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Vatican City and Rome.
At the top of the list of things to do today is to explore Trastevere, a neighborhood that captures the true essence of Vatican City. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions. Another must-visit is Via del Corso, a street offering a different perspective on Vatican City.
Start your day at St. Peter's Basilica. Then, wander over to Piazza Di Spagna. If history-steeped sites excite you, this public square will be right up your alley.
When you’re done exploring for the day, you’ll return to Rome and your accommodation.
After a day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.
Treat yourself to a wonderful meal at RomAntica, a top-rated dining spot in Rome. If you're in the mood for something new, try Coso Ristorante, another premier location with a delectable menu. You might also want to book a table at DEROMA - Farine Romane. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.
After enjoying a fulfilling meal, continue your evening at Sant' Eustachio Caffè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Yellowsquare Rome offers a welcoming atmosphere for easing into the nightlife. Similarly, Caffè Portofino provides an excellent environment for a relaxed and enjoyable evening.
As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.
Day 8
- Rome
- Naples
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Drive 233 km, 3 hours 21 min
- Naples National Archaeological Museum
- Ovo Castle
- Castel Nuovo
- piazza del Plebiscito
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On day 8 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Naples. When you’re not sightseeing, take time to relax at your selected hotel in Naples, where you’ll be staying for 2 nights.
Today’s route brings family-friendly attractions, photo-friendly spots, and history-rich sites. The first attraction of today is Naples National Archaeological Museum. This locally renowned museum is a detailed place to see in Rome. Continue your discovery at Ovo Castle, a visually striking castle with stories to tell.
As you stroll around Rome, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Castel Nuovo. This locally renowned castle offers a historic encounter with Rome. Next, make your way to Piazza Del Plebiscito to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Rome.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Naples. Naples offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
As you explore more of Naples, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.
Treat yourself to a delightful dinner at L'Oca Nera Irish Pub, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Mimì alla Ferrovia? It's another excellent option with a diverse menu. Consider reserving a table at Spuzzulè Winebar as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Naples.
Keep the evening going at Happening Cocktail Bar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Shanti Art Musik Bar, which offers a similarly pleasant setting and great drinks. Another option is Gran Caffè Gambrinus, which provides an inviting environment for unwinding after a busy day out.
Say good night to Naples and look forward to another great day of your road trip in Italy!
Day 9
- Naples
- More
Drive 54 km, 1 hour 27 min
- Archaeological Park of Pompeii
- Basilica
- Lupanar des esclaves
- Teatro Grande
- Amphitheatre of Pompeii
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On day 9 of your road trip, you’ll start and end your day in Naples, where you'll stay for 1 night more.
Start by visiting Archaeological Park Of Pompeii, a prime spot to begin your journey. This picture-perfect archeological site is sure to impress. Next on your list is Basilica, another must-visit landmark and locally appreciated archeological site renowned for its photogenic features.
While exploring and sightseeing, take time to savor the culture of Naples by sampling some local delicacies. When you’re ready for more sightseeing, head to Lupanare Di Pompei. This photogenic archeological site is an essential place to visit for anyone looking for the full Naples experience. We also recommend visiting Teatro Grande, an increasingly popular archeological site. Nearby, you'll also find Amphitheatre Of Pompeii, ready to add charm to your journey.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Naples.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Naples. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Make sure to reserve a table at Antica Pizzeria Di Matteo, an iconic dining spot in Naples. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Mercure Napoli Centro Angioino, a popular restaurant in Naples. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of La Lazzara Trattoria e Pizzeria, a hidden gem nestled in Naples. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Keep the excitement of the evening going by visiting a bar or two. Archivio Storico - Cocktail Bar & Wonderfood is an excellent place to start. You could also check out Archeobar, offering a different kind of charm. A last recommendation for the day is Babette Pub. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Savor another day of unforgettable experiences in Italy!
Day 10
- Naples
- Pisa
- More
Drive 576 km, 6 hours 13 min
- Guinigi Tower
- Piazza dell'Anfiteatro
- St Martin Cathedral
- More
Experience an unparalleled adventure on day 10 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Lucca. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Pisa. You will spend 1 night here for some well-deserved relaxation.
Savor the day by visiting some of the best places to see in Naples, including a monument, a public square, and a church. Start your adventure at Guinigi Tower. This beloved monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Dell'anfiteatro located in Naples for another exciting encounter.
Next, immerse yourself in the setting of St Martin Cathedral. Its historic features will captivate you.
When you’re done exploring for the day, you’ll drive to your hotel in Pisa. Check in and spend some time relaxing before you head out to tour the city.
Indulge in a memorable dining experience at one of Pisa's most popular restaurants, and connect with friendly locals for an authentic adventure.
Make sure to reserve a table at Ristorante Capodimonte Pisa, an iconic dining spot in Pisa. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Locanda Dei Pisani Doc Pisa, a popular restaurant in Pisa. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Baribaldi Pisa, a hidden gem nestled in Pisa. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Round off your dining experience by visiting Bar Mocambo, a prime location for a drink. Alternatively, explore the distinctive characteristics of Tree, a bar catering to every mood and preference. Chupiteria likewise offers a unique atmosphere, perfect for a memorable night out.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 11
- Pisa - Departure day
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- Palazzo Gambacorti
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Day 11 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Pisa before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.
If you're up for some more sightseeing, begin at Palazzo Gambacorti. This curiosity-inducing palace is a popular place to see in the city.
Maximize your last day in Italy and go on a shopping spree in Pisa’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Pisa.
If you're in the mood to try something new, consider Ristorante alle Bandierine, another top spot with a mouthwatering menu.
You’ll then say farewell to Pisa. 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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