11-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling south to Siena, Viterbo, Naples, Rome, and Florence

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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, Siena, Santa Maria degli Angeli, Viterbo, Caserta, Naples, Amalfi, Rome, and Florence.

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!

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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Knights' Square
Leaning Tower of PisaPisa CathedralPiazza del Duomo, PisaBattistero di San GiovanniCampo santo
Siena Cathedralpiazza del CampoTower of MangiaBasilica of San Francesco d'Assisi
Fontana MargheritaGiardini Reali - Parco Reggia di CasertaPalace of Caserta
Amalfi CoastCastel Nuovopiazza del PlebiscitoOvo CastleVia Toledo
St Peter's BasilicaSistine ChapelSaint Peter's SquareVatican Museums

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Day 1

Day 1

  • Pisa - Arrival day
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  • 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 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.

Don’t miss out on dining at Anima di Grano Pizzeria Napoletana Pisa Italy, a top-rated dining destination in Pisa. If you're in the mood to try something new, consider il Mercante, another top spot with a mouthwatering menu. You might also want to secure a reservation at La Ghiotteria. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Pisa this evening.

Continue your evening by exploring the vibrant nightlife scene at Jeffer Cocktails & Friends, a prime destination for a thrilling night out. Also, don’t forget to check out Le Parisien Wine Bar, a bar that offers unique local touches. Likewise, Las Volta Cocktailbar provides an excellent alternative for a fun evening.

Raise a toast to the start of your 11-day road trip in Italy!

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Day 2

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

On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Pisa. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 1 night.

Set out on a day brimming with fun adventures, scenic views, and photo-friendly spots. Start at the wondrous Leaning Tower Of Pisa, an UNESCO world heritage-designated monument in Pisa. Next, go to Pisa Cathedral.

After visiting Leaning Tower Of Pisa and Pisa Cathedral, take time to explore Pisa's streets and absorb its charm. Continue your sightseeing by heading to Piazza Del Duomo, Pisa. This stunning public square offers a unique experience. Battistero Di San Giovanni is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Campo Santo, one of the most UNESCO world heritage-listed places to visit in Pisa.

At the end of the day, you will drive to Siena, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

Indulge in a memorable dining experience at one of Siena's most popular restaurants, and connect with friendly locals for an authentic adventure.

Enjoy a delicious meal at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

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.

Say good night to Siena and look forward to another great day of your road trip in Italy!

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Day 3

Day 3

  • Siena
  • Viterbo
  • More

Drive 259 km, 3 hours 29 min

  • Siena Cathedral
  • piazza del Campo
  • Tower of Mangia
  • Basilica of San Francesco d'Assisi
  • More

Dive into day 3 of your remarkable road trip in Italy. Today you will explore Siena and Santa Maria degli Angeli, 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 Viterbo. You’ll stay here for 1 night.

Immerse yourself in Siena’s rich culture with today's sightseeing itinerary. Start your journey at Siena Cathedral. This romantic church is sure to ignite your curiosity. Next, dive into the UNESCO world heritage-listed features of Piazza Del Campo, a must-visit public square in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Tower Of Mangia, an intriguing monument. For a change of scene, check out Basilica Of San Francesco D'assisi, known for its historic features.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Viterbo. Viterbo offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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.

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Day 4

Day 4

  • Viterbo
  • Naples
  • More

Drive 316 km, 3 hours 42 min

  • Fontana Margherita
  • Giardini Reali - Parco Reggia di Caserta
  • Palace of Caserta
  • More

Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Caserta. At the end of the day, you will enjoy the comforts of a top-rated hotel in Naples, which will be your home away from home for 2 nights.

Just a short distance away is Giardini Reali - Parco Reggia Di Caserta, a visually striking park that draws visitors from far and near.

Continue your journey to Palace Of Caserta, one of the city’s most interesting spots that you shouldn’t miss.

When you’re done exploring for the day, you’ll drive to your hotel in Naples. 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 Naples. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Discover the culinary delights of Naples by securing a reservation at Veritas. Esteemed for its 1-star Guide Michelin recognition, this restaurant offers a remarkable selection of campanian and contemporary cuisine. For an alternative dining experience, try Il Comandante, renowned for its delicious creative and mediterranean dishes. This esteemed 1-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to ARIA, a highly recommended local eatery celebrated for its mouthwatering contemporary and modern menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

After your meal, keep the night alive at a bar like Happening Cocktail Bar, known for its lively atmosphere. Shanti Art Musik Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Gran Caffè Gambrinus offers an excellent atmosphere for those looking to amp up the evening.

Relax and recharge in preparation for another adventurous day in Italy!

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Day 5

Day 5

  • Naples
  • More

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!

Via Toledo is one of the highlights of today. Take your time exploring this iconic street in Amalfi, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the village.

Start your day at Amalfi Coast. Then, wander over to Castel Nuovo. If picture-perfect sites excite you, this castle will be right up your alley. Nearby, you’ll also find Piazza Del Plebiscito. This majestic public square is a favorite among visitors.

Naples offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Ovo Castle is a notable spot in the village that will captivate you with its unique charm.

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.

Enjoy a delicious meal at Antica Pizzeria Di Matteo, a highly-rated dining destination in Naples. If you're eager to try something different, consider Mercure Napoli Centro Angioino, another top spot with a tantalizing menu. You might also want to secure a reservation at La Lazzara Trattoria e Pizzeria. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Naples this evening.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Archivio Storico - Cocktail Bar & Wonderfood stands out as an excellent choice for a post-dinner cocktail. Alternatively, Archeobar offers an ideal atmosphere to enjoy the pleasures of the night. Babette Pub is also a great option that provides a perfect setting for a relaxing evening.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 6

Day 6

  • Naples
  • Rome
  • More

Drive 241 km, 3 hours 29 min

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

Experience an unparalleled adventure on day 6 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Vatican City. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 3 nights here for some well-deserved relaxation.

The first attraction of today is St. Peter's Basilica.

As you stroll around Naples, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Saint Peter's Square. Next, make your way to Vatican Museums 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 Naples.

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.

After a day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.

Dive into a culinary adventure like no other in Rome by booking a table at La Pergola. This popular restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean and contemporary cuisine. For another culinary dining option, venture to Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Enoteca La Torre, a top local restaurant known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Extend your evening after a delightful meal by visiting La Botticella Of Poggi Giovanni, which offers the perfect atmosphere for a night out. Moreover, Almalu Trastevere is another popular option for a drink or two. Likewise, Bar Viminale Di Pepi Maurilio also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 7

Day 7

  • Rome
  • More

Drive 7 km, 40 min

  • Castel Sant'Angelo
  • Roman Forum
  • Colosseum
  • Trastevere
  • Monti
  • More

On day 7 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 2 nights and discover all the best things to see and do in the area.

A top thing to do today is to explore Trastevere, a must-see neighborhood in Rome. It's the perfect starting point for touring the top attractions in the area. You can also visit Monti, an ideal neighborhood for continued sightseeing.

Bring your curiosity for today’s adventure around Rome. Some of the city’s most loved attractions await. Castel Sant'angelo is the perfect place to start. This castle is one of the most spectacular places to visit in Rome. Next, head to Roman Forum, a world-famous archeological site, known for its breathtaking features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Colosseum. This UNESCO world heritage-designated archeological site offers a unique experience that is highly recommended.

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.

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.

Head back to your accommodation in Rome and get some rest in preparation for another magical day of your road trip in Italy!

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Day 8

Day 8

  • Rome
  • More

Drive 13 km, 46 min

  • piazza del Popolo
  • Piazza di Spagna
  • Spanish Steps
  • Via del Corso
  • Via dei Condotti
  • More

Day 8 offers a multitude of experiences. You will stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

Set aside time today to explore Via del Corso, 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. You might also want to visit Via dei Condotti, a street offering another perspective on the city.

Immerse yourself in Rome’s rich culture with today's sightseeing itinerary. Start your journey at Piazza Del Popolo. This visually striking public square is sure to ignite your curiosity. Next, dive into the visually striking features of Piazza Di Spagna, a must-visit public square in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Spanish Steps, a spectacular 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.

Indulge in a memorable dining experience at one of Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.

Dine in style at Hotel de Russie, a top recommendation for dinner tonight. Or, for a change of pace, La Taverna Italiana boasts a menu that's sure to impress. Also, be sure to check out The Parrot Bar. Known as a local hotspot, it’s a great choice for tonight in Rome.

Round off your dining experience by visiting The Apartment Bar Roma, a prime location for a drink. Alternatively, explore the distinctive characteristics of Hotel Hassler Roma, a bar catering to every mood and preference.

Say good night to Rome and look forward to another great day of your road trip in Italy!

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Day 9

Day 9

  • Rome
  • Florence
  • More

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.

Discover a day packed with family-friendly attractions, romantic experiences, and photo-friendly spots in Rome. Begin your sightseeing with Campo De' Fiori. This extraordinary public square is one of the top attractions in the city. Proceed to Piazza Navona, another must-visit attraction that enhances the city’s allure.

As you wander through the inviting streets of Rome, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Pantheon. This globally renowned monument is a traveler-favorite. Not far away, you’ll find Trevi Fountain, another key site on your sightseeing itinerary. Conclude your day at Villa Borghese and uncover why it's recognized as one of the city's most widely recognized attractions.

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.

As dinnertime approaches, it's time to head out for a bite to eat in Florence. 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 an extraordinary dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an incredible italian contemporary menu. Alternatively, if your taste buds call for something different, Santa Elisabetta is one of the best restaurants for creative and mediterranean cuisine in Florence. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Gucci Osteria da Massimo Bottura. As a top-rated establishment with 1 Michelin star, it is an ideal choice for italian contemporary and international cuisine in the city.

Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to Se·sto On Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Il Vinile, which provides an inviting environment for unwinding after a busy day out.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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Day 10

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

On day 10 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Florence. When you’re not sightseeing, take time to relax at your selected hotel in Pisa, where you’ll be staying for 1 night.

Today, you'll explore some of the most beautiful places in Florence, including a public square, a church, a historical landmark, an art gallery, an observation deck and much more! Start your day with a visit to Piazza Della Signoria. This impressive public square is a must-visit in the city. When you’re ready for your next discovery, continue to Cathedral Of Santa Maria Del Fiore, which may be one of the most symbolic places you will experience today.

One of the best things about exploring Florence 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 Ponte Vecchio, a wondrous historical landmark in the city. If you’re up for more discoveries, don’t forget to reserve some time for Uffizi Gallery and Piazzale Michelangelo.

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.

As you explore more of Pisa, 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 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 your evening by exploring the vibrant nightlife scene at Bar Mocambo, a prime destination for a thrilling night out. Also, don’t forget to check out Tree, a bar that offers unique local touches. Likewise, Chupiteria provides an excellent alternative for a fun evening.

Raise your glass to another unforgettable day in Italy!

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Day 11

Day 11

  • Pisa - Departure day
  • More
  • Palazzo Gambacorti
  • More

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 often recommended palace is a popular place to see in the city.

Make the most of your final day in Italy by visiting Pisa’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience 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 eager to try something different, consider Ristorante alle Bandierine, another top spot with a tantalizing 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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