9-Day Italy Self-Drive Road Trip With Itinerary from Rome traveling north to Florence, Siena, Panzano in Chianti, and Perugia

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Escape the ordinary with this exciting 9-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 Rome, 2 nights in Florence, 1 night in Siena, 1 night in Panzano in Chianti, and 1 night in Perugia. 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 Rome, 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 Ponte Vecchio.

As you hit the open road and drive through Rome, Florence, Pisa, Lucca, Siena, San Gimignano, Castellina in Chianti, Greve in Chianti, Panzano in Chianti, Santa Maria degli Angeli, Perugia, 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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Driver’s age is 30 - 65
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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Palatine Hill
ColosseumRoman ForumTrevi FountainSpanish StepsPiazza NavonaTrastevere
piazzale MichelangeloBasilica of Santa Croce in FlorenceUffizi GalleryPonte VecchioPiazza della Repubblicapiazza della Signoria
Piazza del Duomo, PisaPisa CathedralLeaning Tower of PisaWalls of LuccaPiazza dell'Anfiteatro
Fortezza MediceaBasilica of San DomenicoTower of Mangiapiazza del CampoSiena CathedralPiazza del Duomo, San Gimignano
Rocca di Castellina in ChiantiTumulo di MontecalvarioCastle of VerrazzanoVilla Calcinaia - Conti Capponi

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Day 1

Day 1

  • Rome - Arrival day
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  • Palatine Hill
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Say hello to Rome! 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 Rome for 2 nights before you continue your adventure!

Rome 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 Palatine Hill, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Rome. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

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 Rome, it's often a good idea to reserve a table in advance.

Dine in style at La Bottega Roma, a top recommendation for dinner tonight. Or, for a change of pace, Pasta In Corso boasts a menu that's sure to impress. Also, be sure to check out Trattoria Vecchia Roma. Known as a local hotspot, it’s a great choice for tonight in Rome.

Continue the enjoyment post-dinner at La Botticella Of Poggi Giovanni, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Almalu Trastevere offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Viminale Di Pepi Maurilio. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Raise a toast to the start of your 9-day road trip in Italy!

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Day 2

Day 2

  • Rome
  • More

Drive 6 km, 1 hour 24 min

  • Colosseum
  • Roman Forum
  • Trevi Fountain
  • Spanish Steps
  • Piazza Navona
  • Trastevere
  • More

Day 2 of your road trip across Italy promises a magnificent time exploring Rome. You have 1 night left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

At the top of the list of things to do today is to explore Trastevere, a neighborhood that captures the true essence of Rome. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

Get ready for a day filled with family-friendly attractions, breathtaking views, and photo-friendly spots in the charming city of Rome. Your adventure starts at Colosseum, a timeless local hot spot. Another notable attraction to explore is Roman Forum. This world-famous archeological site is known for its historic appeal.

After soaking in the highlights of these sights, take some time to wander Rome's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Trevi Fountain. This symbolic monument offers a fascinating experience that many visitors find memorable. Spanish Steps is also worth visiting, along with Piazza Navona. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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.

Experience shopping bliss at Rome as you explore Via del Corso. Take a leisurely stroll through unique and shops, where local treasures are waiting to be found. Beyond shopping, Via del Corso offers more options, including unique attractions, key services, and vibrant events.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Make sure to reserve a table at RomAntica, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Coso Ristorante, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of DEROMA - Farine Romane, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After enjoying a fulfilling meal, continue your evening at Sant' Eustachio Caffè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Yellowsquare Rome offers a welcoming atmosphere for easing into the nightlife. Similarly, Caffè Portofino provides an excellent environment for a relaxed and enjoyable evening.

Raise your glass to another unforgettable day in Italy!

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Day 3

Day 3

  • Rome
  • Florence
  • More

Drive 281 km, 3 hours 51 min

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

Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Florence. 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 2 nights.

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most impressive attractions included on the itinerary is Piazzale Michelangelo. This awe-inspiring observation deck will help you start your sightseeing on top. Then, take a leisurely stroll to Basilica Of Santa Croce In Florence and learn what makes this culturally significant church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the extraordinary Uffizi Gallery. After exploring the art gallery, head to Ponte Vecchio. This timeless historical landmark is a highlight in Rome. As your day continues, stop by Piazza Della Repubblica, known for its visually striking features. Lastly, don’t forget to check out the famous Piazza Della Signoria. Enjoy exploring this incredible public square at your own pace.

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

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.

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.

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.

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

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Day 4

Day 4

  • Florence
  • More

Drive 199 km, 3 hours 21 min

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

Wake up to day 4 of your extraordinary road trip in Italy. With 1 night left in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Start by visiting Piazza Del Duomo, Pisa, a prime spot to begin your journey. This culturally significant public square is sure to impress. Next on your list is Pisa Cathedral, another must-visit landmark and increasingly popular church renowned for its stunning features.

While exploring and sightseeing, take time to savor the culture of Florence by sampling some local delicacies. When you’re ready for more sightseeing, head to Leaning Tower Of Pisa. This UNESCO world heritage-designated monument is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Mura Di Lucca, an underrated historical landmark. Nearby, you'll also find Piazza Dell'anfiteatro, ready to add charm to your journey.

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.

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.

Keep the excitement of the evening going by visiting a bar or two. Bar 50 Rosso is an excellent place to start. You could also check out Bitter Bar, offering a different kind of charm. A last recommendation for the day is Archea Brewery. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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 5

Day 5

  • Florence
  • Siena
  • More

Drive 160 km, 3 hours 15 min

  • Fortezza Medicea
  • Basilica of San Domenico
  • Tower of Mangia
  • piazza del Campo
  • Siena Cathedral
  • Piazza del Duomo, San Gimignano
  • More

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Siena and San Gimignano. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 1 night.

Get ready to discover some of the most iconic wonders in Florence, including a monument, a church, and a public square. Start your day at Fortezza Medicea (siena). This standout monument is a worthwhile place to see in Florence. Then, wander over to Basilica Of San Domenico. If culturally significant sites excite you, this church will be right up your alley. Nearby, you’ll also find Tower Of Mangia. This historic monument is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Piazza Del Campo is an extraordinary spot in the city that will captivate you with its unique charm. When you’re done at the public square, don’t forget to check out the visually striking Siena Cathedral. Take a moment to appreciate the fascinating details of this locally renowned church. Wrap up your self-guided tour of Florence's top attractions with a visit to Piazza Del Duomo.

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 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.

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.

After your meal, keep the night alive at a bar like Meet Life Cafè, known for its lively atmosphere. Maudit Pub is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Impero Siena offers an excellent atmosphere for those looking to amp up the evening.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.

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Day 6

Day 6

  • Siena
  • Panzano in Chianti
  • More

Drive 64 km, 1 hour 39 min

  • Rocca di Castellina in Chianti
  • Tumulo di Montecalvario
  • Castle of Verrazzano
  • Villa Calcinaia - Conti Capponi
  • More

On day 6 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 Castellina in Chianti, Greve in Chianti, and Greti. In the evening, you’ll end up in Panzano in Chianti, where you will stay for 1 night.

Today's adventure in Siena promises more breathtaking discoveries and enriching experiences! Begin at Rocca Di Castellina In Chianti. This visually striking castle is a highlight of any visit in the village. Then, enjoy Tumulo Di Montecalvario, another photogenic attraction that never fails to captivate visitors. Next, head over to Castle Of Verrazzano, one of the village’s most frequently visited attractions, known for its enchanting features.

If you’re looking for more, spend time soaking in the atmosphere of Villa Calcinaia - Conti Capponi. This enchanting winery is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

At the end of the day, you will drive to Panzano in Chianti, 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 Panzano in Chianti'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 7

Day 7

  • Panzano in Chianti
  • Perugia
  • More

Drive 183 km, 3 hours 30 min

  • Basilica of San Francesco d'Assisi
  • Rocca Maggiore
  • Frontone Gardens
  • Perugia Cathedral
  • Piazza IV Novembre
  • 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 2 vibrant destinations - Santa Maria degli Angeli and Perugia. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Perugia. You will spend 1 night here for some well-deserved relaxation.

Get ready for a day filled with family-friendly attractions, scenic views, and photo-friendly spots in the charming town of Panzano in Chianti. Your adventure starts at Basilica Of San Francesco D'assisi, an interesting local hot spot. Another notable attraction to explore is Rocca Maggiore. This curiosity-inducing castle is known for its UNESCO world heritage-designated appeal.

After soaking in the highlights of these sights, take some time to wander Panzano in Chianti's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Frontone Gardens. This mesmerizing park offers a fascinating experience that many visitors find memorable. Perugia Cathedral is also worth visiting, along with Piazza Iv Novembre. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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.

Dine in style at Ristorante Settimo Sigillo, a top recommendation for dinner tonight. Or, for a change of pace, Caffè Baglioni boasts a menu that's sure to impress. Also, be sure to check out Bar Pellas. Known as a local hotspot, it’s a great choice for tonight in Perugia.

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

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

  • Perugia
  • Rome
  • More

Drive 205 km, 3 hours 34 min

  • Well of St Patrick
  • Orvieto Cathedral
  • Museo dell'Opera del Duomo
  • Orvieto subterranea
  • Torre del Moro Orvieto
  • Pozzo della Cava
  • More

Dive into day 8 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 Rome. You’ll stay here for 1 night.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Perugia allows for both. Start by heading to Well Of St. Patrick. This popular monument provides an insightful glimpse into the village's identity. Next, discover Orvieto Cathedral, an enchanting church, promising a delightful encounter.

Continue your sightseeing with a visit to Museo Dell'opera Del Duomo, an intriguing museum. When you’re done, don’t forget to make a stop at the curiosity-inducing Orvieto Underground. Not far away from the cave system, you will find the heritage-rich Pozzo Della Cava, perfect for a quick visit. Round off your day at Torre Del Moro Orvieto, another gem in Perugia with stunning features to discover.

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

Treat yourself to a delightful dinner at Hotel de Russie, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La Taverna Italiana? It's another excellent option with a diverse menu. Consider reserving a table at The Parrot Bar as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, The Apartment Bar Roma stands out as an excellent choice for a post-dinner cocktail. Alternatively, Hotel Hassler Roma offers an ideal atmosphere to enjoy the pleasures of the night.

Raise your glass to another unforgettable day in Italy!

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Day 9

Day 9

  • Rome - Departure day
  • More
  • Pantheon
  • More

Day 9 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Rome 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, we recommend visiting Pantheon, a culturally significant monument before you head out.

On your last day in Italy, take time to indulge in shopping at Rome’s popular marketplace, Galleria San Pietro. 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 Rome.

If you're in the mood to try something new, consider Centro, another top spot with a mouthwatering menu.

You’ll then say farewell to Rome. 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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