11-Day Italy Self-Drive Road Trip With Itinerary from Pisa to Florence, Siena, La Spezia, and Lucca and surrounding area

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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, 2 nights in Florence, 3 nights in Siena, 2 nights in La Spezia, and 1 night in Lucca. 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. Ponte Vecchio and Leaning Tower Of Pisa are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Piazza Del Duomo, Pisa, learn more about the unique Piazzale Michelangelo, and immerse yourself in the vibrant atmosphere of Cathedral Of Santa Maria Del Fiore.

As you hit the open road and drive through Pisa, Florence, Siena, San Gimignano, Pienza, Montepulciano, Riomaggiore, La Spezia, Manarola, Corniglia, Vernazza, Lucca, and Volterra, 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 PisaPiazza del Duomo, Pisapiazzale MichelangeloBasilica of Santa Croce in FlorenceCathedral of Santa Maria del Fiore
Ponte VecchioUffizi GalleryPalazzo Vecchiopiazza della SignoriaGalleria dell'AccademiaCentral Market
Fortezza MediceaBasilica of San DomenicoSiena CathedralPubblico Palacepiazza del CampoTower of Mangia
Porta San GiovanniPiazza del Duomo, San GimignanoTown Hall, Picture Gallery and Great TowerChiesa di Sant'AgostinoCastello di Brolio
Palazzo Piccolomini, PienzaFortezza MediceaAz. Agr. Crociani Susanna Crociani

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Day 1

Day 1

  • Pisa - Arrival day
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  • Knights' Square
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Your road trip adventure in Italy begins as soon as you reach Pisa and pick up your car. You’ll stay in Pisa for 1 night and explore the best things to see and do, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

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.

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.

Have a fantastic dining experience at Anima di Grano Pizzeria Napoletana Pisa Italy, a highly recommended choice for tonight's dinner. If you're looking to mix things up, il Mercante offers an enticing alternative with its varied menu. Additionally, La Ghiotteria is worth considering. Renowned for satisfying diners, it’s an ideal option 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!

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Day 2

Day 2

  • Pisa
  • Florence
  • More

Drive 93 km, 2 hours 12 min

  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • piazzale Michelangelo
  • Basilica of Santa Croce in Florence
  • Cathedral of Santa Maria del Fiore
  • More

On day 2 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 Pisa and Florence. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

Discover a day packed with fun adventures, breathtaking views, and picturesque spots in Pisa. Begin your sightseeing with Leaning Tower Of Pisa. This globally renowned monument is one of the top attractions in the city. Proceed to Piazza Del Duomo, Pisa, another must-visit attraction.

As you wander through the inviting streets of Pisa, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazzale Michelangelo. This widely recognized observation deck is a traveler-favorite. Not far away, you’ll find Basilica Of Santa Croce In Florence, another key site on your sightseeing itinerary. Cathedral Of Santa Maria Del Fiore is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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.

Treat yourself to a delightful dinner at Ristorante Oliviero 1962, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Di Poneta Novoli? It's another excellent option with a diverse menu. Consider reserving a table at Caffe San Firenze as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Il Vinile also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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Day 3

Day 3

  • Florence
  • More

Drive 3 km, 45 min

  • Ponte Vecchio
  • Uffizi Gallery
  • Palazzo Vecchio
  • piazza della Signoria
  • Galleria dell'Accademia
  • Central Market
  • More

Day 3 of your road trip across Italy promises a magnificent time exploring Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Today’s route brings fun adventures, romantic experiences, and scenic views. The first attraction of today is Ponte Vecchio. This timeless historical landmark is a visually striking place to see in Florence. Continue your discovery at Uffizi Gallery, a romantic art gallery with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Palazzo Vecchio. This notable palace offers a history-steeped encounter with Florence. Next, make your way to Piazza Della Signoria to add another highlight to your day. After that, visit Galleria Dell'accademia, a popular art gallery that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Central Market, a popular food market in the city. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.

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 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.

Enjoy a lovely meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar 50 Rosso, known for its inviting atmosphere. Bitter Bar is another great option if you’re looking for a place to get the night started. Similarly, Archea Brewery provides a great setting to enjoy the night away.

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.

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Day 4

Day 4

  • Florence
  • Siena
  • More

Drive 77 km, 1 hour 45 min

  • Fortezza Medicea
  • Basilica of San Domenico
  • Siena Cathedral
  • Pubblico Palace
  • piazza del Campo
  • Tower of Mangia
  • More

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Siena. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 3 nights.

Florence is brimming with adventures. Today’s wonderful stops include a monument, a church, a palace, a public square and much more! Begin your sightseeing adventure at the up-and-coming Fortezza Medicea (siena) and allow yourself time to explore. Just a short distance away you'll find your next stop, Basilica Of San Domenico, a majestic church that draws visitors from far and near.

Continue your journey to Siena Cathedral, one of the city’s most interesting spots that you shouldn’t miss. Another great site to visit is the frequently visited Pubblico Palace. When you're finished at the palace, Piazza Del Campo awaits your visit. This public square is a visually striking highlight on today's itinerary. Last up is a monument - the curiosity-inducing Tower Of Mangia.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Siena. Siena 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 Siena's best restaurants.

Enjoy a lovely meal at Enoteca I Terzi, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante Tar-Tufo is another top choice with a popular menu. You could also check for a table at Antica Trattoria Papei. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Siena tonight.

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

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day 5

Day 5

  • Siena
  • More

Drive 123 km, 2 hours 42 min

  • Porta San Giovanni
  • Piazza del Duomo, San Gimignano
  • Town Hall, Picture Gallery and Great Tower
  • Chiesa di Sant'Agostino
  • Castello di Brolio
  • More

Greet day 5 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Siena for your remaining 2 nights 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 San Gimignano and San Regolo.

Set out on a day brimming with fun adventures, scenic views, and picturesque spots. Start at the underrated Porta San Giovanni, a culturally significant monument in Siena. Next, go to Piazza Del Duomo.

After visiting Porta San Giovanni and Piazza Del Duomo, have a stroll along Siena's streets and take in the local charm. Continue your sightseeing by heading to Palazzo Comunale, Pinacoteca, Torre Grossa. This picture-perfect museum offers a unique experience. Chiesa Di Sant'agostino is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Castello Di Brolio, one of the most romantic places to visit in Siena.

When you’re done exploring for the day, you’ll return to Siena and your accommodation.

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.

Savor the flavors at Osteria Quattro Venti, a top pick for dinner tonight. Alternatively, Fischi per Fiaschi beckons with its unique menu offerings. Also, consider Osteria da Divo. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.

If you’re not ready to end the night just yet, Charlie Mixology Bar Di Aldinucci Riccardo offers a perfect venue to relax and savor a drink. Similarly, Bar Pinacoteca is well-suited for those looking to unwind in a social setting. San Paolo Pub is another excellent spot to enjoy a nightcap after a delightful meal.

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.

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Day 6

Day 6

  • Siena
  • More

Drive 133 km, 2 hours 31 min

  • Palazzo Piccolomini, Pienza
  • Fortezza Medicea
  • Az. Agr. Crociani Susanna Crociani
  • More

On day 6 of your road trip in Italy, you’ll start and end your day in Siena, but spend the day exploring what’s beyond the city. Since you will return to Siena for 1 night more, there’s no need to rush. Experience Pienza and Montepulciano to the fullest today with this curated day itinerary!

Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and scenic views. Whether you decide to explore Siena on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Palazzo Piccolomini, Pienza is the first of them. Spend some time admiring this enchanting palace before continuing your journey. Fortezza Medicea is your next stop. This often recommended castle is one of the best-rated sights in Siena.

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 Az. Agr. Crociani Susanna Crociani. This gorgeous winery is a sight to behold.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Siena.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Siena. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Don’t miss out on dining at Ristorante San Desiderio, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Osteria Le Logge, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Taverna Di Cecco. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

Savor another day of unforgettable experiences in Italy!

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Day 7

Day 7

  • Siena
  • La Spezia
  • More

Drive 244 km, 3 hours 28 min

  • Castle of Riomaggiore
  • Riomaggiore
  • Church of San Giovanni Battista of Riomaggiore
  • More

Experience an unparalleled adventure on day 7 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Riomaggiore. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in La Spezia. You will spend 2 nights here for some well-deserved relaxation.

Start your day at Castle Of Riomaggiore. This romantic castle is an underrated place to see in Siena. Then, wander over to Riomaggiore. Nearby, you’ll also find Church Of San Giovanni Battista Of Riomaggiore. This stunning church is a favorite among visitors.

When you’re done exploring for the day, you’ll drive to your hotel in La Spezia. Check in and spend some time relaxing before you head out to tour the city.

As dinnertime approaches, it's time to head out for a bite to eat in La Spezia. 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.

Dine in style at The Colombaio Park, a top recommendation for dinner tonight.

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

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Day 8

Day 8

  • La Spezia
  • More

Drive 58 km, 2 hours 19 min

  • Manarola Overlook Viewpoint
  • Presepe di Manarola
  • Cinque Terre National Park
  • Ruins of Doria Tower
  • Church of St. Margaret of Antioch
  • Sentiero Monterosso - Vernazza
  • More

Wake up to day 8 of your extraordinary road trip in Italy. With 1 night left in La Spezia, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Brace yourself for today’s incredible lineup of attractions in La Spezia, featuring fun adventures, romantic experiences, and natural wonders. Start at Manarola Overlook Viewpoint, a beloved observation deck in the village. Then, head to Presepe Di Manarola and soak in the ambiance of this visually striking art installation.

There are many interesting places to see in La Spezia, and when you are ready for more, go to Cinque Terre National Park. This is one of the village’s most locally renowned mesmerizing spots of interest. After exploring the national park, visit the underrated Ruins Of Doria Tower. Not far away, you'll also find Church Of St. Margaret Of Antioch. This church is a picture-perfect highlight in La Spezia. Before wrapping up your self-guided sightseeing tour, head to Sentiero Monterosso - Vernazza, an up-and-coming hiking area in the village.

When you’re done exploring for the day, you’ll return to La Spezia and your accommodation.

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

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

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Day 9

Day 9

  • La Spezia
  • Lucca
  • More

Drive 79 km, 1 hour 28 min

  • Walls of Lucca
  • Piazza Napoleone
  • St Martin Cathedral
  • Guinigi Tower
  • Piazza dell'Anfiteatro
  • San Michele in Foro
  • More

Embark on another extraordinary experience on day 9 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Lucca. At the end of the day, you will enjoy the comforts of a top-rated hotel in Lucca, which will be your home away from home for 1 night.

Bring your curiosity for today’s adventure around La Spezia. Some of the city’s most loved attractions await! Mura Di Lucca is the perfect place to start. This historical landmark is one of the most curiosity-inducing places to visit in La Spezia. Next, head to Piazza Napoleone, a captivating public square, known for its standout 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 St Martin Cathedral. This stunning church is a highly recommended experience. Nearby, you'll also find Guinigi Tower and Piazza Dell'anfiteatro. Visit these for an interesting touch to your journey. Finish the day with a visit to San Michele In Foro, a stunning church in La Spezia.

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

As you explore more of Lucca, 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.

Enjoy a delicious meal at Gli Orti di Via Elisa, a top-rated dining destination in Lucca. If you're in the mood to try something new, consider Bar Caffè Ristretto, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Schiaffino. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Lucca this evening.

Keep the evening going at Lebowski - Cocktail Bar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Blend, which offers a similarly pleasant setting and great drinks. Another option is Franklin'33, which provides an inviting environment for unwinding after a busy day out.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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Day 10

Day 10

  • Lucca
  • Pisa
  • More

Drive 136 km, 2 hours 48 min

  • Porta a Selci
  • Etruscan Museum "Mario Guarnacci"
  • Parco Archeologico "Enrico Fiumi"
  • More

Dive into day 10 of your remarkable road trip in Italy. Today you will explore Volterra, 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.

Lucca is home to plenty of attractions that offer fun adventures, scenic views, and photo-friendly spots! Start at Porta A Selci, an up-and-coming monument that is worthwhile a visit in the town. Nearby, you’ll find Etruscan Museum "mario Guarnacci", enchanting visitors with its photogenic appeal. Continue your exploration at Parco Archeologico "enrico Fiumi". This archeological site is one of the town’s most up-and-coming spots.

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

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

Treat yourself to a delicious dinner at Ristorante Capodimonte Pisa, an excellent option for tonight's dining. Looking for something different? La Locanda Dei Pisani Doc Pisa offers a tantalizing alternative with its diverse menu. And don’t miss Baribaldi Pisa. With its reputation for pleasing customers, it’s a fantastic choice for tonight 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.

Savor another day of unforgettable experiences in Italy!

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Day 11

Day 11

  • Pisa - Departure day
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  • 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 frequently visited palace is a popular place to see in the city.

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.

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

Treat yourself to a delightful dinner at Restaurant -Pizzeria Il Mio Capriccio, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante alle Bandierine? It's another excellent option with a diverse 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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