12-Day Italy Self-Drive Road Trip With Itinerary from Pisa to Florence, Siena, Perugia, Orvieto, and Rome

Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Pisa and 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 Pisa today. One of the most globally renowned attractions included on the itinerary is Leaning Tower Of Pisa. This picture-perfect monument will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Del Duomo, Pisa and learn what makes this UNESCO world heritage-designated public square unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the increasingly popular Pisa Cathedral. After exploring the church, head to Galleria Dell'accademia. This notable art gallery is a highlight in Pisa. Lastly, don’t forget to check out the astonishing Cathedral Of Santa Maria Del Fiore. Enjoy exploring this incredible church at your own pace.

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.

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 wonderful meal at Ristorante Oliviero 1962, a top-rated dining spot in Florence. If you're in the mood for something new, try Di Poneta Novoli, another premier location with a delectable menu. You might also want to book a table at Caffe San Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

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.

Raise your glass to another unforgettable day in Italy!

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.

Get ready to discover some of the most iconic wonders in Florence, including a historical landmark, an art gallery, a palace, a public square, a church, an observation deck and much more! Start your day at Ponte Vecchio. This enchanting historical landmark is a globally renowned place to see in Florence. Then, wander over to Uffizi Gallery. If romantic sites excite you, this art gallery will be right up your alley. Nearby, you’ll also find Palazzo Vecchio. This symbolic palace 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 Della Signoria is a widely recognized 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 photogenic Basilica Of Santa Croce In Florence. Take a moment to appreciate the fascinating details of this well-known church. Wrap up your self-guided tour of Florence's top attractions with a visit to Piazzale Michelangelo.

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.

Make sure to reserve a table at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar 50 Rosso stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bitter Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery is also a great option that provides a perfect setting for a relaxing evening.

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

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.

Today’s route brings fun adventures, scenic views, and picturesque spots. The first attraction of today is Fortezza Medicea (siena). This frequently visited monument is a picture-perfect place to see in Florence. Continue your discovery at Palazzo Salimbeni, a photogenic palace 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 Basilica Of San Domenico. This locally appreciated church offers a breathtaking encounter with Florence. Next, make your way to Siena Cathedral to add another highlight to your day. After that, visit Piazza Del Campo, a top-rated public square that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Tower Of Mangia, an intriguing monument 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.

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.

As dinnertime approaches, it's time to head out for a bite to eat in Siena. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Treat yourself to 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.

Unwind after your meal by stepping into Meet Life Cafè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Maudit Pub offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Impero Siena, another top-rated bar in the area.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

Wake up to day 5 of your extraordinary road trip in Italy. With 2 nights left in Siena, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Today's adventure in Siena promises more breathtaking discoveries and enriching experiences! Begin at Chiesa Di Sant'agostino. This monumental church is a highlight of any visit in the village. Then, enjoy Rocca Di Montestaffoli, another romantic attraction that never fails to captivate visitors. Next, head over to Piazza Del Duomo, one of the village’s most often recommended attractions, known for its visually striking features.

If you’re looking for more, spend time soaking in the atmosphere of Palazzo Comunale, Pinacoteca, Torre Grossa. This UNESCO world heritage-listed museum is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Sangimignano1300, an underrated museum, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Porta San Giovanni before you head back to your hotel.

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.

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 enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Charlie Mixology Bar Di Aldinucci Riccardo, a well-loved spot among locals and tourists. Or, head to Bar Pinacoteca. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at San Paolo Pub, another top-rated place in the area.

Take some time to reflect on your day and savor another beautiful night in Italy.

On day 6 of your road trip, you’ll start and end your day in Siena, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Castelnuovo Berardenga, San Regolo, Castellina in Chianti, and La Pieve. You still have 1 night left in Siena.

Today’s itinerary in Siena covers several incredible sights, including a winery, a castle, and a church. Start your adventure at Fèlsina S. P. A. This curiosity-inducing winery is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the enchanting wonders of Castello Di Brolio, a must-see castle in the village.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Rocca Di Castellina In Chianti. This intriguing castle offers an enriching experience. For a change of pace, head to Pieve Of Saint Romolo In Gaville, where you can take in culturally significant features. These sights offer a fulfilling end to a perfect day.

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

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

Dine in style at Ristorante San Desiderio, a top recommendation for dinner tonight. Or, for a change of pace, Osteria Le Logge boasts a menu that's sure to impress. Also, be sure to check out Ristorante Taverna Di Cecco. Known as a local hotspot, it’s a great choice for tonight in Siena.

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.

On day 7 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 Santa Maria degli Angeli. In the evening, you’ll end up in Perugia, where you will stay for 1 night.

Siena is brimming with adventures. Today’s wonderful stops include a church, an art gallery, a historical landmark, a public square, a castle and much more! Begin your sightseeing adventure at the popular Basilica Of San Francesco D'assisi and allow yourself time to explore. Just a short distance away you'll find your next stop, Pinacoteca Comunale Palazzo Vallemani, a standout art gallery that draws visitors from far and near.

Continue your journey to Portico Of Monte Frumentario, one of the town’s most often recommended spots that you shouldn’t miss. Another great site to visit is the locally appreciated Piazza Del Comune. When you're finished at the public square, Basilica Di Santa Chiara awaits your visit. This church is a historic highlight on today's itinerary. Last up is a castle - the curiosity-inducing Rocca Maggiore.

At the end of the day, you will drive to Perugia, 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 Perugia, 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 Settimo Sigillo, an iconic dining spot in Perugia. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Caffè Baglioni, a popular restaurant in Perugia. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Bar Pellas, a hidden gem nestled in Perugia. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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

Dive into day 8 of your remarkable road trip in Italy. Today you will explore Perugia and 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 Orvieto. You’ll stay here for 1 night.

Today's adventure in Perugia promises more breathtaking discoveries and enriching experiences! Begin at Perugia Cathedral. This culturally significant church is a highlight of any visit in the city. Then, enjoy Piazza Iv Novembre, another enchanting attraction that never fails to captivate visitors. Next, head over to National Gallery, one of the city’s most locally appreciated attractions, known for its photogenic features.

If you’re looking for more, spend time soaking in the atmosphere of Rocca Paolina. This heritage-rich historical landmark is frequented by locals and tourists alike. To complete your memorable day, make sure to visit National Archaeological Museum Of Umbria, an increasingly popular museum, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Pozzo Della Cava before you head back to your hotel.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Orvieto. Orvieto 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 Orvieto's most popular restaurants, and connect with friendly locals for an authentic adventure.

After savoring a delicious meal, step into the vibrant nightlife at Bar Duomo, where the evening is just getting started.

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.

Experience an unparalleled adventure on day 9 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Orvieto. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 2 nights here for some well-deserved relaxation.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Orvieto allows for both. Start by heading to Torre Del Moro Orvieto. This underrated monument provides an insightful glimpse into the town's identity. Next, discover Orvieto Underground, a visually striking cave system, promising a delightful encounter.

Continue your sightseeing with a visit to Museo Dell'opera Del Duomo, an increasingly popular museum. When you’re done, don’t forget to make a stop at the captivating Orvieto Cathedral. Round off your day at Well Of St. Patrick, another gem in Orvieto with culturally significant features to discover.

When you’re done exploring for the day, you’ll drive to your hotel in Rome. 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 Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Make sure to reserve a table at La Bottega Roma, 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 Pasta In Corso, 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 Trattoria Vecchia Roma, 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 delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at La Botticella Of Poggi Giovanni, a well-loved spot among locals and tourists. Or, head to Almalu Trastevere. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Viminale Di Pepi Maurilio, another top-rated place in the area.

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

Day 10 offers a multitude of experiences. You will stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

A visit to Monti in Rome is a must on the agenda today. This neighborhood is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights.

Today, you'll explore some of the most beautiful places in Rome, including an archeological site, a monument, and a public square. Start your day with a visit to Colosseum. This timeless archeological site is a must-visit in the city. When you’re ready for your next discovery, continue to Roman Forum, which may be one of the most historic places you will experience today.

One of the best things about exploring Rome 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 Trevi Fountain, a wondrous monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Pantheon and Piazza Navona.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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

Enjoy a delicious meal at RomAntica, a 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.

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.

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

Embark on another extraordinary experience on day 11 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Tivoli. At the end of the day, you will enjoy the comforts of a top-rated hotel in Pisa, which will be your home away from home for 1 night.

Bring your curiosity for today’s adventure around Rome. Some of the town’s most loved attractions await! Villa D'este is the perfect place to start. This palace is one of the most captivating places to visit in Rome. Next, head to Fontana Dell'organo, a beloved monument, known for its detailed 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 Fontana Dell'ovato (o Di Tivoli). This UNESCO world heritage-designated monument is a highly recommended experience. Nearby, you'll also find Parrocchia San Biagio and Grande Cascata Di Tivoli. Visit these for an interesting touch to your journey.

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

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

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.

Cap off your dinner by heading to Bar Mocambo, ideal for a leisurely evening with a drink in hand. Tree is another bar that offers an enjoyable setting. Similarly, Chupiteria is also a popular place to go on a night out, perfect for relaxing and socializing.

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