11-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling east to Siena, Viterbo, Naples, Rome, and Florence
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Escape the ordinary with this exciting 11-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!
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, 1 night in Siena, 1 night in Viterbo, 2 nights in Naples, 3 nights in Rome, and 1 night in Florence. 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, Siena, Santa Maria degli Angeli, Viterbo, Caserta, Naples, Amalfi, Rome, and Florence, 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!
Itinerary summary
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Day 1
- Pisa - Arrival day
- More
- Knights' Square
- More
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 taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.
Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Pisa. Make yourself at home and enjoy some downtime before heading out again.
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 delightful dinner at Anima di Grano Pizzeria Napoletana Pisa Italy, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try il Mercante? It's another excellent option with a diverse menu. Consider reserving a table at La Ghiotteria as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Pisa.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Jeffer Cocktails & Friends, a well-loved spot among locals and tourists. Or, head to Le Parisien Wine Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Las Volta Cocktailbar, another top-rated place in the area.
Raise a toast to the start of your 11-day road trip in Italy!
Day 2
- Pisa
- Siena
- More
Drive 129 km, 2 hours 9 min
- Leaning Tower of Pisa
- Pisa Cathedral
- Piazza del Duomo, Pisa
- Battistero di San Giovanni
- Campo santo
- 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 Siena. You’ll stay here for 1 night.
Today’s route brings family-friendly attractions, scenic views, and photo-friendly spots. The first attraction of today is Leaning Tower Of Pisa. This timeless monument is an UNESCO world heritage-designated place to see in Pisa. Continue your discovery at Pisa Cathedral, a breathtaking church with stories to tell.
As you stroll around Pisa, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Piazza Del Duomo, Pisa. This globally renowned public square offers a picture-perfect encounter with Pisa. Battistero Di San Giovanni is the last of our recommendations for today. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Pisa.
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 day of adventure, treat yourself to an exquisite dinner at one of Siena's best restaurants.
Dine in style at Enoteca I Terzi, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante Tar-Tufo boasts a menu that's sure to impress. Also, be sure to check out Antica Trattoria Papei. Known as a local hotspot, it’s a great choice for tonight in Siena.
Let the evening flow smoothly from dinner to drinks at Meet Life Cafè, a top-rated bar in the area. For other recommendations, Maudit Pub provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Impero Siena offers a memorable night with diverse drink options and excellent service.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 3
- Siena
- Assisi
- Viterbo
- More
Drive 259 km, 3 hours 29 min
- Siena Cathedral
- piazza del Campo
- Tower of Mangia
- Basilica of San Francesco d'Assisi
- More
On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Siena and Santa Maria degli Angeli. When you’re not sightseeing, take time to relax at your selected hotel in Viterbo, where you’ll be staying for 1 night.
Today, you'll explore some of the most beautiful places in Siena, including a church, a public square, and a monument. Start your day with a visit to Siena Cathedral. This well-known church is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Del Campo, which may be one of the most visually striking places you will experience today.
One of the best things about exploring Siena on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Tower Of Mangia, one of the city’s most intriguing monument.
Fasten your seatbelt and make your way to your next stop. Santa Maria degli Angeli, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Siena to Santa Maria degli Angeli may take around 1 hour 33 min without traffic disruptions. Upon arrival in Santa Maria degli Angeli, we highly recommend checking out some of the top attractions.
Spend your afternoon discovering Basilica Of San Francesco D'assisi, a notable church known for its stunning features.
At the end of the day, you will drive to Viterbo, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Viterbo. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 4
- Viterbo
- Caserta
- Naples
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Drive 316 km, 3 hours 42 min
- Fontana Margherita
- Giardini Reali - Parco Reggia di Caserta
- Palace of Caserta
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Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Caserta. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Naples. You will spend 2 nights here for some well-deserved relaxation.
Set your GPS to Caserta and hit the road. Expect a journey of approximately 2 hours 46 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Caserta beckons with new experiences!
Your self-guided tour starts at Fontana Margherita, an often recommended park that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey. Next, head to Giardini Reali - Parco Reggia Di Caserta and admire its UNESCO world heritage-listed features. When you’re ready, continue to Palace Of Caserta, a notable palace beloved by locals and tourists alike.
After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Naples. Naples offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.
Indulge in a memorable dining experience at one of Naples's most popular restaurants, and connect with friendly locals for an authentic adventure.
Enjoy an outstanding dining experience at Veritas, a 1-star Michelin restaurant offering an exceptional campanian and contemporary menu. Alternatively, if you're in the mood for something different, consider the nearby 1-star Michelin-awardee, Il Comandante, known for its delicious creative and mediterranean cuisine. Another highly-recommended place to eat in Naples is ARIA, a renowned restaurant with a 1-star Guide Michelin recognition and a delicious contemporary and modern menu.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Happening Cocktail Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Shanti Art Musik Bar offers an ideal atmosphere to enjoy the pleasures of the night. Gran Caffè Gambrinus is also a great option that provides a perfect setting for a relaxing evening.
Say good night to Naples and look forward to another great day of your road trip in Italy!
Day 5
- Naples
- Amalfi
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Drive 126 km, 3 hours 36 min
- Amalfi Coast
- Castel Nuovo
- piazza del Plebiscito
- Ovo Castle
- Via Toledo
- More
On day 5 of your road trip in Italy, you’ll start and end your day in Naples, but spend the day exploring what’s beyond the city. Since you will return to Naples for 1 night more, there’s no need to rush. Experience Amalfi and Naples to the fullest today with this curated day itinerary!
Set aside time today to explore Via Toledo, a standout street that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Naples allows for both. Start by heading to Castel Nuovo. This well-known castle provides an insightful glimpse into the village's identity. Next, discover Piazza Del Plebiscito, a history-steeped public square, promising a delightful encounter.
Continue your sightseeing with a visit to Ovo Castle, a notable castle.
As you’ve unraveled the marvels of Naples, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Amalfi may take around 1 hour 26 min. Upon your arrival in Amalfi, you’ll be greeted with the opportunity to do some sightseeing and exploring.
One of our top recommendations for your sightseeing is Amalfi Coast.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Naples.
Indulge in a memorable dining experience at one of Naples's most popular restaurants, and connect with friendly locals for an authentic adventure.
Enjoy a lovely meal at Antica Pizzeria Di Matteo, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Mercure Napoli Centro Angioino is another top choice with a popular menu. You could also check for a table at La Lazzara Trattoria e Pizzeria. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Naples tonight.
If you’re not ready to end the night just yet, Archivio Storico - Cocktail Bar & Wonderfood offers a perfect venue to relax and savor a drink. Similarly, Archeobar is well-suited for those looking to unwind in a social setting. Babette Pub is another excellent spot to enjoy a nightcap after a delightful meal.
Say good night to Naples and look forward to another great day of your road trip in Italy!
Day 6
- Naples
- Rome
- More
Drive 241 km, 3 hours 29 min
- St Peter's Basilica
- Sistine Chapel
- Saint Peter's Square
- Vatican Museums
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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 Vatican City. 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 3 nights.
As you’ve unraveled the marvels of Naples, it’s time to gear up for the next part of your road trip adventure. Set course for Vatican City! Under favorable conditions, your drive to Vatican City may take around 2 hours 40 min. Upon your arrival in Vatican City, you’ll be greeted with the opportunity to do some sightseeing and exploring.
After taking in the atmosphere, continue to Sistine Chapel, a top-rated chapel that is a must-see for anyone visiting the region. Make sure to also explore Vatican Museums, a timeless art museum that offers a unique experience.
When you’re done exploring for the day, you’ll drive to your hotel in Rome. Check in and spend some time relaxing before you head out to tour the city.
As you explore more of Rome, 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.
Experience a harmony of flavors at La Pergola in Rome by securing a reservation in advance. Known for its 3-star Michelin status, La Pergola offers a delightful variety of dishes highlighting its delicious mediterranean and contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Il Pagliaccio, a highly recommended restaurant known for its enticing creative and innovative cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Enoteca La Torre, a highly acclaimed restaurant celebrated for its exceptional mediterranean and creative menu.
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.
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 7
- Rome
- More
Drive 7 km, 40 min
- Castel Sant'Angelo
- Roman Forum
- Colosseum
- Trastevere
- Monti
- More
Day 7 offers a multitude of experiences. You will stay in Rome for 2 nights more, offering you enough time to explore at a relaxed pace.
At the top of the list of things to do today is to explore Trastevere, a neighborhood that captures the true essence of Rome. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.
Today’s route brings fun adventures, romantic experiences, and scenic views. The first attraction of today is Castel Sant'angelo. This astonishing castle is a history-steeped place to see in Rome. Continue your discovery at Roman Forum, a picture-perfect archeological site 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 Colosseum. This iconic archeological site offers an UNESCO world heritage-designated encounter with Rome.
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.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Enjoy a delicious meal at RomAntica, a highly-rated dining destination in Rome. If you're eager to try something different, consider Coso Ristorante, another top spot with a tantalizing menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.
Extend your evening after a delightful meal by visiting Sant' Eustachio Caffè, which offers the perfect atmosphere for a night out. Moreover, Yellowsquare Rome is another popular option for a drink or two. Likewise, Caffè Portofino also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 8
- Rome
- More
Drive 13 km, 46 min
- piazza del Popolo
- Piazza di Spagna
- Spanish Steps
- Via del Corso
- Via dei Condotti
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On day 8 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 1 night and discover all the best things to see and do in the area.
Don’t miss Via del Corso in Rome today, a must-see street that offers a glimpse into the city’s vibrant character. Take your time exploring its best features, and enjoy the convenience of nearby top-rated landmarks.
Start your day with a visit to Piazza Del Popolo. This famous public square is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Di Spagna, which may be one of the most symbolic places you will experience today.
One of the best things about exploring Rome on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Spanish Steps, one of the city’s most impressive public square.
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.
After a day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.
Make sure to reserve a table at Hotel de Russie, 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 La Taverna Italiana, 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 The Parrot Bar, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
After enjoying a fulfilling meal, continue your evening at The Apartment Bar Roma, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Hotel Hassler Roma offers a welcoming atmosphere for easing into the nightlife.
Celebrate another amazing day of your road trip adventure in Italy!
Day 9
- Rome
- Florence
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Drive 280 km, 4 hours 4 min
- Campo de' Fiori
- Piazza Navona
- Pantheon
- Trevi Fountain
- Villa Borghese
- More
On day 9 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 Rome. In the evening, you’ll end up in Florence, where you will stay for 1 night.
Rome is brimming with adventures. Today’s wonderful stops include a public square, a monument, and a park. Begin your sightseeing adventure at the impressive Campo De' Fiori. Just a short distance away is Piazza Navona, an enchanting public square that draws visitors from far and near.
Continue your journey to Pantheon, one of the city’s most world-famous spots that you shouldn’t miss. Another great site to visit is the world-famous Trevi Fountain. Last up on today’s itinerary is a park. Make your way to Villa Borghese for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Rome.
At the end of the day, you will drive to Florence, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.
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.
Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of Se·sto On Arno Rooftop Bar, a bar catering to every mood and preference. Il Vinile likewise offers a unique atmosphere, perfect for a memorable night out.
Celebrate another amazing day of your road trip adventure in Italy!
Day 10
- Florence
- Pisa
- More
Drive 88 km, 1 hour 56 min
- piazza della Signoria
- Cathedral of Santa Maria del Fiore
- Ponte Vecchio
- Uffizi Gallery
- piazzale Michelangelo
- More
Dive into day 10 of your remarkable road trip in Italy. Today you will explore Florence, 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 Pisa. You’ll stay here for 1 night.
Today’s itinerary in Florence covers several incredible sights, including a public square, a church, a historical landmark, an art gallery, an observation deck and much more! Start your adventure at Piazza Della Signoria. This widely recognized public square is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the enchanting wonders of Cathedral Of Santa Maria Del Fiore, a must-see church 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 Ponte Vecchio. This globally renowned historical landmark offers an enriching experience. For a change of pace, head to Uffizi Gallery, where you can take in its eye-catching 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.
After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Pisa. Pisa offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.
As dinnertime approaches, it's time to head out for a bite to eat in Pisa. 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.
Treat yourself to a wonderful meal at Ristorante Capodimonte Pisa, a top-rated dining spot in Pisa. If you're in the mood for something new, try La Locanda Dei Pisani Doc Pisa, another premier location with a delectable menu. You might also want to book a table at Baribaldi Pisa. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Pisa.
Continue the enjoyment post-dinner at Bar Mocambo, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Tree offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Chupiteria. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
Get a good night's sleep and look forward to another great day on the road in Italy!
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.
As your final day in Italy unfolds, enjoy a last-minute shopping spree in Pisa's best shopping area. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.
Pisa is home to plenty of attractions that offer family-friendly attractions, picturesque spots, and history-rich sites! Start at Palazzo Gambacorti, a locally appreciated palace that is worthwhile a visit in the city.
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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