11-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling south to Bologna, Florence, Siena, Rome, Naples, and L'aquila
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Description
Explore the best of Italy on a 11-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Ancona, Loreto, Bologna, Pisa, Florence, Siena, Rome, Naples, L'aquila, Isola del Gran Sasso d'Italia, and Fano Adriano. This road trip itinerary in Italy seamlessly combines exploration with relaxation.
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 Ancona, 1 night in Bologna, 1 night in Florence, 1 night in Siena, 3 nights in Rome, 1 night in Naples, and 1 night in L'aquila. 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 Ancona, 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 Ancona, Loreto, Bologna, Pisa, Florence, Siena, Rome, Naples, L'aquila, Isola del Gran Sasso d'Italia, and Fano Adriano, 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
- Ancona - Arrival day
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- Piazza del Plebiscito
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Your road trip adventure in Italy begins as soon as you reach Ancona and pick up your car. You’ll stay in Ancona 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.
Ancona is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Piazza Del Plebiscito, 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 Ancona. 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 Ancona, it's often a good idea to reserve a table in advance.
Enjoy a delicious meal at Playa Solero, a top-rated dining destination in Ancona. If you're in the mood to try something new, consider Zucchero a Velò, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Il Giardino. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Ancona this evening.
Continue your lively evening at Posa Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bar Four Roses is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Amarillo Beer Bar Ancona ensures a night out tailored to your taste.
Raise a toast to the start of your 11-day road trip in Italy!
Day 2
- Ancona
- Bologna
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Drive 275 km, 3 hours 29 min
- Palazzo degli Anziani
- National Archaeological Museum of the Marches
- Cattedrale di San Ciriaco
- Sanctuary of the Holy House of Loreto
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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 Ancona and Loreto. In the evening, you’ll end up in Bologna, where you will stay for 1 night.
Today’s agenda in Ancona includes a palace, a museum, and a church. Palazzo Degli Anziani is must-visit palace and a great starting point for the day. Next, continue your journey to Museo Archeologico Nazionale Delle Marche, an intriguing museum, located just a leisurely stroll away. Next, head to Cathedral Basilica Of St. Cyriacus, an awe-inspiring church, also available for your discovery today.
At the end of the day, you will drive to Bologna, 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 Bologna. 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.
Discover the culinary delights of Bologna by securing a reservation at Ahimè. Esteemed for its a Bib Gourmand award, this restaurant offers a remarkable selection of country cooking cuisine. For an alternative dining experience, try I Portici, renowned for its delicious creative and contemporary 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 Trattoria di Via Serra, a highly recommended local eatery celebrated for its mouthwatering emilian menu. With its Bib Gourmand recognition, it offers an unforgettable dining adventure.
After savoring a delicious meal, step into the vibrant nightlife at Bar Al Bricco D'oro, where the evening is just getting started. In the same way, Bar Freud E Squisito offers a unique charm perfect for experiencing the local bar scene in Bologna. Osteria Del Sole is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Savor another day of unforgettable experiences in Italy!
Day 3
- Bologna
- Florence
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Drive 303 km, 4 hours 9 min
- Piazza Maggiore
- Two Towers
- Leaning Tower of Pisa
- Piazza del Duomo, Pisa
- Knights' Square
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Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Bologna and Pisa. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 1 night.
Today, you'll explore some of the most beautiful places in Bologna, including a public square and a monument. Start your day with a visit to Piazza Maggiore. This impressive public square is a must-visit in the city. When you’re ready for your next discovery, continue to Two Towers, which may be one of the most culturally significant places you will experience today.
One of the best things about exploring Bologna 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 Leaning Tower Of Pisa, a wondrous monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Del Duomo, Pisa and Knights' Square.
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 you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Set out on a gastronomic journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of italian contemporary cuisine. For a different taste, head over to Santa Elisabetta, renowned for its delectable creative and mediterranean dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Gucci Osteria da Massimo Bottura, a highly rated local gem known for its exquisite italian contemporary and international menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.
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.
Celebrate another amazing day of your road trip adventure in Italy!
Day 4
- Florence
- Siena
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Drive 71 km, 1 hour 46 min
- piazza della Signoria
- Cathedral of Santa Maria del Fiore
- Ponte Vecchio
- Uffizi Gallery
- piazzale Michelangelo
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Dive into day 4 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 Siena. You’ll stay here for 1 night.
Set out on a day brimming with fun adventures, romantic experiences, and scenic views. Start at the extraordinary Piazza Della Signoria, a visually striking public square in Florence. Next, go to Cathedral Of Santa Maria Del Fiore.
After visiting Piazza Della Signoria and Cathedral Of Santa Maria Del Fiore, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Ponte Vecchio. This enchanting historical landmark offers a unique experience. Uffizi Gallery is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazzale Michelangelo, one of the most respected places to visit in Florence.
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.
Treat yourself to a delightful dinner at Enoteca I Terzi, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Tar-Tufo? It's another excellent option with a diverse menu. Consider reserving a table at Antica Trattoria Papei as well. Known for its consistent customer satisfaction, it’s an ideal pick 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 and celebrate another amazing day of your road trip in Italy!
Day 5
- Siena
- Rome
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Drive 241 km, 3 hours 23 min
- Sistine Chapel
- St Peter's Basilica
- Saint Peter's Square
- Vatican Museums
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Experience an unparalleled adventure on day 5 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.
Begin your adventure at Sistine Chapel. This is an extraordinary chapel you should not miss. Another must-see is St. Peter's Basilica, a globally renowned major basilica in Siena.
When you’re ready for the next sight, head to Saint Peter's Square. From there, take a leisurely stroll to Vatican Museums, another of the city’s iconic attractions.
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.
Indulge in a memorable dining experience at one of Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.
Treat yourself to an extraordinary dining experience at La Pergola, a 3-star Michelin restaurant offering an incredible mediterranean and contemporary menu. Alternatively, if your taste buds call for something different, Il Pagliaccio is one of the best restaurants for creative and innovative cuisine in Rome. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Enoteca La Torre. As a top-rated establishment with 2 Michelin star, it is an ideal choice for mediterranean and creative cuisine in the city.
Let the evening flow smoothly from dinner to drinks at La Botticella Of Poggi Giovanni, a top-rated bar in the area. For other recommendations, Almalu Trastevere provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Viminale Di Pepi Maurilio offers a memorable night with diverse drink options and excellent service.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 6
- Rome
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Drive 3 km, 41 min
- Altare della Patria
- Roman Forum
- Colosseum
- Trastevere
- Monti
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Day 6 of your road trip will take you to the best attractions Rome has to offer. Cherish the 2 nights you have left in Rome by discovering the best things there are to see and do in the city.
Make sure to visit Trastevere, a popular neighborhood in Rome. Spend some time wandering around the area and soak in its distinctive charm. You’ll also discover that several of the city’s must-see attractions are just around the corner. You can also explore Monti today, a neighborhood that’s well worth a visit.
Today’s agenda in Rome includes a monument and an archeological site. Altare Della Patria is must-visit monument and a great starting point for the day. Next, continue your journey to Roman Forum, a wondrous archeological site, located just a leisurely stroll away. Next, head to Colosseum, a breathtaking archeological site, also available for your discovery today.
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.
Savor the flavors at RomAntica, a top pick for dinner tonight. Alternatively, Coso Ristorante beckons with its unique menu offerings. Also, consider DEROMA - Farine Romane. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.
Following your dinner, dive into the local bar culture at Sant' Eustachio Caffè. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Yellowsquare Rome, the perfect place for those looking to experience the best of the nightlife. Similarly, Caffè Portofino provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Raise your glass to another unforgettable day in Italy!
Day 7
- Rome
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Drive 12 km, 1 hour 7 min
- Castel Sant'Angelo
- Piazza Navona
- Pantheon
- piazza del Popolo
- Via del Corso
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On day 7 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.
Via del Corso is a street that stands out as one of the must-see places in Rome. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away.
Rome is brimming with adventures. Today’s wonderful stops include a castle, a public square, and a monument. Begin your sightseeing adventure at the spectacular Castel Sant'angelo and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Navona, a majestic 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 top-rated Piazza Del Popolo.
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 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.
Enjoy a lovely meal at Hotel de Russie, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, La Taverna Italiana is another top choice with a popular menu. You could also check for a table at The Parrot Bar. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.
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.
Savor another day of unforgettable experiences in Italy!
Day 8
- Rome
- Naples
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Drive 230 km, 3 hours 12 min
- Trevi Fountain
- Piazza di Spagna
- Spanish Steps
- Villa Borghese
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On day 8 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Naples, where you’ll be staying for 1 night.
Brace yourself for today’s incredible lineup of attractions in Rome, featuring fun adventures, romantic experiences, and scenic views. Start at Trevi Fountain, a globally renowned monument in the city. Then, head to Piazza Di Spagna and soak in the ambiance of this history-steeped public square.
There are many interesting places to see in Rome, and when you are ready for more, go to Spanish Steps. This is one of the city’s most widely recognized enchanting spots of interest. After exploring the public square, visit the spectacular Villa Borghese.
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.
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.
Continue the enjoyment post-dinner at Happening Cocktail Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Shanti Art Musik Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Gran Caffè Gambrinus. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 9
- Naples
- L'Aquila
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Drive 239 km, 3 hours 30 min
- piazza del Plebiscito
- Ovo Castle
- Naples National Archaeological Museum
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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 Naples. In the evening, you’ll end up in L'aquila, where you will stay for 1 night.
Start by visiting Piazza Del Plebiscito, a prime spot to begin your journey. This enchanting public square is sure to impress. Next on your list is Ovo Castle, another must-visit landmark and interesting castle renowned for its respected 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 Naples National Archaeological Museum. This heritage-rich museum is an essential place to visit for anyone looking for the full Naples experience.
When you’re done exploring for the day, you’ll drive to your hotel in L'aquila. 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 L'aquila's best restaurants.
Experience a harmony of flavors at FØRMA contemporary restaurant in L'aquila by securing a reservation in advance. Known for its Bib Gourmand status, FØRMA contemporary restaurant offers a delightful variety of dishes highlighting its delicious contemporary and creative menu. If you're looking to mix things up, DECA offers an enticing alternative with its varied menu.
Round off your dining experience by visiting Art Cafè L'aquila, a prime location for a drink.
Relax and recharge in preparation for another adventurous day in Italy!
Day 10
- L'Aquila
- Ancona
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Drive 272 km, 4 hours 53 min
- Castle Park
- Luminous fountain
- St. Gabriel's shrine
- Gran Sasso e Monti della Laga National Park
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Embark on another extraordinary experience on day 10 of your road trip in Italy. Today, you will make 3 stops and experience some of the highlights of L'aquila, Isola del Gran Sasso d'Italia, and Fano Adriano. At the end of the day, you will enjoy the comforts of a top-rated hotel in Ancona, which will be your home away from home for 1 night.
Discover a day packed with fun adventures, romantic experiences, and natural wonders in L'aquila. Begin your sightseeing with Castle Park. This intriguing park is one of the top attractions in the city. Proceed to Luminous Fountain, another must-visit attraction.
As you wander through the inviting streets of L'aquila, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to St. Gabriel's Shrine. This worthwhile church is a traveler-favorite. Not far away, you’ll find Gran Sasso E Monti Della Laga National Park, another key site on your sightseeing itinerary.
At the end of the day, you will drive to Ancona, 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 Ancona. 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.
Begin your culinary exploration in Ancona by securing a reservation at Sot'Ajarchi. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of seafood and from the marches cuisine. Or, for a change of pace, Bontà delle Marche boasts a menu that's sure to impress.
After your meal, keep the night alive at a bar like Alla Tazza D'oro, known for its lively atmosphere.
Raise your glass to another unforgettable day in Italy!
Day 11
- Ancona - Departure day
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- Parco Della Cittadella di Ancona
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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 Ancona 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 Parco Della Cittadella Di Ancona. This beloved park is a popular place to see in the city.
Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Ancona.
Savor the flavors at Pizzeria Pulcinella, a top pick for dinner tonight. Alternatively, Donegal Irish Pub beckons with its unique menu offerings.
You’ll then say farewell to Ancona. 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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