11-Day Italy Self-Drive Road Trip With Itinerary from Perugia to Siena, Florence, and Rome 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 3 nights in Perugia, 2 nights in Siena, 3 nights in Florence, and 2 nights in Rome. 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 Perugia, 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 Perugia, Santa Maria degli Angeli, Siena, Castellina in Chianti, Florence, Pisa, Lucca, Rome, and Orvieto, 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
Piazza IV Novembre
National Archaeological Museum of UmbriaBasilica of San Francesco d'AssisiPinacoteca Comunale Palazzo VallemaniPortico of Monte FrumentarioRocca Maggiore
Pubblico PalaceTower of Mangiapiazza del CampoSiena CathedralPiccolomini LibraryBattistero di San Giovanni Battista
Basilica of San DomenicoRocca di Castellina in ChiantiCastello di Brolio
piazzale MichelangeloBasilica of Santa Croce in FlorenceUffizi GalleryPonte VecchioPalazzo Vecchiopiazza della Signoria
DavidGalleria dell'AccademiaCathedral of Santa Maria del Fiore

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Day 1

Day 1

  • Perugia - Arrival day
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  • Piazza IV Novembre
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Your road trip adventure in Italy begins as soon as you reach Perugia and pick up your car. You’ll stay in Perugia for 2 nights 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.

Perugia 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 Iv Novembre, 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 Perugia. 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 Perugia, it's often a good idea to reserve a table in advance.

Savor the flavors at Ristorante Settimo Sigillo, a top pick for dinner tonight. Alternatively, Caffè Baglioni beckons with its unique menu offerings. Also, consider Bar Pellas. With its consistent customer satisfaction, it’s an excellent option for dining in Perugia tonight.

Continue your lively evening at Tommi Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Valentina is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffe Dal Perugino ensures a night out tailored to your taste.

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

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Day 2

Day 2

  • Perugia
  • More

Drive 54 km, 1 hour 40 min

  • National Archaeological Museum of Umbria
  • Basilica of San Francesco d'Assisi
  • Pinacoteca Comunale Palazzo Vallemani
  • Portico of Monte Frumentario
  • Rocca Maggiore
  • More

At the end of the day, you'll drive back to Perugia, where you'll stay for 1 night more.

Today's adventure in Perugia promises more breathtaking discoveries and enriching experiences! Begin at National Archaeological Museum Of Umbria. This photogenic museum is a highlight of any visit in the city. Then, enjoy Basilica Of San Francesco D'assisi, another grand attraction that never fails to captivate visitors. Next, head over to Pinacoteca Comunale Palazzo Vallemani, one of the city’s most frequently visited attractions, known for its heritage-rich features.

If you’re looking for more, spend time soaking in the atmosphere of Portico Of Monte Frumentario. This historic historical landmark is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Rocca Maggiore, an underrated castle, and take a stroll around the area.

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

As dinnertime approaches, it's time to head out for a bite to eat in Perugia. 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 La Taverna, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante del Sole is another top choice with a popular menu. You could also check for a table at Al Mangiar Bene. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Perugia tonight.

Keep the evening going at Caffè Fortebraccio, a great choice for enjoying the after-dinner hours with a drink. You could also go to Caffe Del Banco, which offers a similarly pleasant setting and great drinks. Another option is Dempsey's Perugia, which provides an inviting environment for unwinding after a busy day out.

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

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Day 3

Day 3

  • Perugia
  • Siena
  • More

Drive 107 km, 1 hour 38 min

  • Pubblico Palace
  • Tower of Mangia
  • piazza del Campo
  • Siena Cathedral
  • Piccolomini Library
  • Battistero di San Giovanni Battista
  • More

Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Siena. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Siena. You will spend 2 nights here for some well-deserved relaxation.

Bring your curiosity for today’s adventure around Perugia. Some of the city’s most loved attractions await! Pubblico Palace is the perfect place to start. This palace is one of the most underrated places to visit in Perugia. Next, head to Tower Of Mangia, a worthwhile monument, known for its UNESCO world heritage-listed 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 Piazza Del Campo. This enchanting public square is a highly recommended experience. Nearby, you'll also find Siena Cathedral and Piccolomini Library. Visit these for an interesting touch to your journey. Finish the day with a visit to Battistero Di San Giovanni Battista, a standout church in Perugia.

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.

Don’t miss out on dining 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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Meet Life Cafè, known for its inviting atmosphere. Maudit Pub is another great option if you’re looking for a place to get the night started. Similarly, Bar Impero Siena provides a great setting to enjoy the night away.

Savor another day of unforgettable experiences in Italy!

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Day 4

Day 4

  • Siena
  • More

Drive 76 km, 1 hour 52 min

  • Basilica of San Domenico
  • Rocca di Castellina in Chianti
  • Castello di Brolio
  • More

On day 4 of your road trip, you’ll start and end your day in Siena, where you'll stay for 1 night more.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Siena allows for both. Start by heading to Basilica Of San Domenico. This increasingly popular church provides an insightful glimpse into the city's identity. Next, discover Rocca Di Castellina In Chianti, an enchanting castle, promising a delightful encounter.

Continue your sightseeing with a visit to Castello Di Brolio, an increasingly popular castle.

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

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

Make sure to reserve a table at Osteria Quattro Venti, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Fischi per Fiaschi, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Osteria da Divo, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Charlie Mixology Bar Di Aldinucci Riccardo, known for its inviting atmosphere. Bar Pinacoteca is another great option if you’re looking for a place to get the night started. Similarly, San Paolo Pub provides a great setting to enjoy the night away.

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

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Day 5

Day 5

  • Siena
  • Florence
  • More

Drive 75 km, 1 hour 42 min

  • piazzale Michelangelo
  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • Ponte Vecchio
  • Palazzo Vecchio
  • piazza della Signoria
  • More

On day 5 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 Florence. In the evening, you’ll end up in Florence, where you will stay for 3 nights.

Discover a day packed with fun adventures, romantic experiences, and breathtaking views in Siena. Begin your sightseeing with Piazzale Michelangelo. This extraordinary observation deck is one of the top attractions in the city. Proceed to Basilica Of Santa Croce In Florence, another must-visit attraction.

As you wander through the inviting streets of Siena, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Uffizi Gallery. This widely recognized art gallery is a traveler-favorite. Not far away, you’ll find Ponte Vecchio, another key site on your sightseeing itinerary. Palazzo Vecchio is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Piazza Della Signoria and uncover why it's recognized as one of the city's most impressive 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.

Make sure to reserve a table at Ristorante Oliviero 1962, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Di Poneta Novoli, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Caffe San Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

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

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Day 6

Day 6

  • Florence
  • More

Drive 2 km, 30 min

  • David
  • Galleria dell'Accademia
  • Cathedral of Santa Maria del Fiore
  • More

Day 6 of your road trip will take you to the best attractions Florence has to offer. Cherish the 2 nights you have left in Florence by discovering the best things there are to see and do in the city.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, picturesque spots, and historic treasures. Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. David is the first of them. Galleria Dell'accademia is your next stop. This interesting art gallery is one of the best-rated sights in Florence.

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 Cathedral Of Santa Maria Del Fiore. This romantic church is a sight to behold.

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 Florence's best restaurants.

Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Round off your dining experience by visiting Bar 50 Rosso, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bitter Bar, a bar catering to every mood and preference. Archea Brewery likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 7

Day 7

  • Florence
  • More

Drive 199 km, 3 hours 12 min

  • Piazza del Duomo, Pisa
  • Pisa Cathedral
  • Leaning Tower of Pisa
  • Guinigi Tower
  • Piazza dell'Anfiteatro
  • More

On day 7 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you will return to Florence for 1 night more, there’s no need to rush. Experience Pisa and Lucca to the fullest today with this curated day itinerary!

Get ready for a day filled with fun adventures, scenic views, and picturesque spots in the charming city of Florence. Your adventure starts at Piazza Del Duomo, Pisa, an iconic local hot spot. Another notable attraction to explore is Pisa Cathedral. This increasingly popular church is known for its grand appeal.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Leaning Tower Of Pisa. This UNESCO world heritage-listed monument offers a fascinating experience that many visitors find memorable. Guinigi Tower is also worth visiting, along with Piazza Dell'anfiteatro. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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

As you explore more of Florence, 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 Ristorante Buca Mario, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Agricola Toscana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Eataly Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

If you’re not ready to end the night just yet, Gosh* offers a perfect venue to relax and savor a drink. Similarly, Antico Caffè Del Moro - Art Bar Firenze is well-suited for those looking to unwind in a social setting. Quelo Bar is another excellent spot to enjoy a nightcap after a delightful meal.

Savor another day of unforgettable experiences in Italy!

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Day 8

Day 8

  • Florence
  • Rome
  • More

Drive 283 km, 3 hours 57 min

  • Colosseum
  • Roman Forum
  • Spanish Steps
  • Piazza di Spagna
  • Trevi Fountain
  • More

Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rome, which will be your home away from home for 2 nights.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most world-famous attractions included on the itinerary is Colosseum. This breathtaking archeological site will help you start your sightseeing on top. Then, take a leisurely stroll to Roman Forum and learn what makes this breathtaking archeological site unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the widely recognized Spanish Steps. After exploring the public square, head to Piazza Di Spagna. This world-famous public square is a highlight in Florence. As your day continues, stop by Trevi Fountain, known for its culturally significant features.

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

As 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.

Enjoy a lovely dining experience at La Bottega Roma, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at Pasta In Corso, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Trattoria Vecchia Roma. It’s yet another ideal choice to enhance your time in Rome tonight.

Unwind after your meal by stepping into La Botticella Of Poggi Giovanni. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Almalu Trastevere offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Viminale Di Pepi Maurilio, another top-rated bar in the area.

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
  • More

Drive 9 km, 1 hour 9 min

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

On day 9 of your road trip, you’ll start and end your day in Rome, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Vatican City and Rome. You still have 1 night left in Rome.

Continue your journey to Sistine Chapel, one of the city’s most impressive spots that you shouldn’t miss. Another great site to visit is the iconic St. Peter's Basilica. When you're finished at the major basilica, Piazza Navona awaits your visit. This public square is a history-steeped highlight on today's itinerary. Last up is a monument - the wondrous Pantheon.

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

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.

Don’t miss out on dining at RomAntica, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Coso Ristorante, another top spot with a mouthwatering menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

Unwind after your meal by stepping into Sant' Eustachio Caffè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Yellowsquare Rome offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Caffè Portofino, another top-rated bar in the area.

Raise your glass to another unforgettable day in Italy!

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Day 10

Day 10

  • Rome
  • Perugia
  • More

Drive 202 km, 3 hours 9 min

  • Orvieto Cathedral
  • Orvieto subterranea
  • Torre del Moro Orvieto
  • Pozzo della Cava
  • More

Dive into day 10 of your remarkable road trip in Italy. Today you will explore Orvieto, 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 Perugia. You’ll stay here for 1 night.

Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and scenic views. Whether you decide to explore Rome on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Orvieto Cathedral is the first of them. Spend some time admiring this romantic church before continuing your journey. Orvieto Underground is your next stop. This up-and-coming cave system is one of the best-rated sights in Rome.

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 Torre Del Moro Orvieto. This historic monument is a sight to behold. To round off your sightseeing experience, visit Pozzo Della Cava.

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

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

Have a fantastic dining experience at Perugia Plaza Hotel, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Elfo Pub Perugia offers an enticing alternative with its varied menu. Additionally, Sangallo Palace Hotel is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Perugia.

Continue your lively evening at Il Birrino, a perfect place for winding down or revving up the night, depending on which mood you’re in. Quei Bravi Ragazzi is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Lo Chalet - Lounge Bar ensures a night out tailored to your taste.

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

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Day 11

Day 11

  • Perugia - Departure day
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  • Etruscan Arch
  • More

Day 11 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Perugia 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 Etruscan Arch. This curiosity-inducing historical landmark is a popular place to see in the city.

On your last day in Italy, take time to indulge in shopping at Perugia’s popular marketplace. Look for keepsakes or souvenirs to remind you of your trip.

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

You’ll then say farewell to Perugia. 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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