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

Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 places, which are Pisa and Florence. At the end of the day, you will retreat to the hotel of your choice in Florence, where will spend 2 nights.

Make time for Leaning Tower Of Pisa, a wondrous monument that is worthwhile a visit in the city. Nearby, you’ll find Piazza Del Duomo, Pisa, enchanting visitors with its historic appeal. Continue your exploration at Pisa Cathedral. This church is one of the city’s most curiosity-inducing spots.

Enjoy the freedom of exploring Pisa at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Galleria Dell'accademia. After exploring the art gallery, head to the notable David. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Cathedral Of Santa Maria Del Fiore, a place of culturally significant interest in Pisa.

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

Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for a true cultural experience.

Treat yourself to a delicious dinner at Ristorante Oliviero 1962, an excellent option for tonight's dining. Looking for something different? Di Poneta Novoli offers a tantalizing alternative with its diverse menu. And don’t miss Caffe San Firenze. Known for great service, it’s a fantastic choice for tonight in Florence.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Il Vinile also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Savor another day of unforgettable experiences in Italy!

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

Look forward to a unique sightseeing adventure at the globally renowned Ponte Vecchio and allow yourself time to explore. Just a short distance away you'll find your next stop, Uffizi Gallery, an eye-catching art gallery that draws visitors from far and near.

Continue your journey to Palazzo Vecchio, one of the city’s most popular spots that you shouldn’t miss. Another great site to visit is the widely recognized Piazza Della Signoria. When you're finished at the public square, Basilica Of Santa Croce In Florence awaits your visit. This church is a photogenic highlight on today's itinerary. Last up is an observation deck - the astonishing Piazzale Michelangelo.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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

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. Known for great service, it’s a fantastic choice for tonight in Florence.

After your meal, keep the night alive at a bar like Bar 50 Rosso, known for its lively atmosphere. Bitter Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Archea Brewery offers an excellent atmosphere for those looking to amp up the evening.

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

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

Whatever your travel style is, Fortezza Medicea (siena) is an essential stop in Florence. This locally appreciated monument provides an insightful glimpse into the city's identity. Next, discover Palazzo Salimbeni, a heritage-rich palace, promising a delightful encounter.

Continue your sightseeing with a visit to Basilica Of San Domenico, a frequently visited church. When you’re done, don’t forget to make a stop at the interesting Siena Cathedral. Not far away from the church, you will find the UNESCO world heritage-listed Tower Of Mangia, perfect for a quick visit. Round off your day at Piazza Del Campo, another gem in Florence with romantic features to discover.

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

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

Make sure to reserve a table at Enoteca I Terzi, 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 Ristorante Tar-Tufo, 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 Antica Trattoria Papei, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Continue your evening by exploring the vibrant nightlife scene at Meet Life Cafè, a prime destination for a thrilling night out. Also, don’t forget to check out Maudit Pub, a bar that offers unique local touches. Likewise, Bar Impero Siena provides an excellent alternative for a fun evening.

Relax and look forward to more memorable moments to come!

On day 5 of your road trip in Italy, you’ll start and end your day in Siena, but spend the day exploring what’s beyond the city. Since you still have 2 nights to spend in Siena, there’s no need to rush. Experience San Gimignano to the fullest today with this curated day itinerary.

Experience Chiesa Di Sant'agostino, a frequently visited church in the village. Then, head to Rocca Di Montestaffoli and soak in the ambiance of this enchanting castle.

There are many interesting places to see in Siena, and when you are ready for more, go to Piazza Del Duomo. This is one of the village’s most intriguing inviting spots of interest. After exploring the public square, visit the intriguing Palazzo Comunale, Pinacoteca, Torre Grossa. Not far away, you'll also find Sangimignano1300. This museum is a photogenic highlight in Siena. Before wrapping up your self-guided sightseeing tour, head to Porta San Giovanni, a beloved monument in the village.

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

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

Enjoy a delicious meal at Osteria Quattro Venti, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Fischi per Fiaschi, another top spot with a mouthwatering menu. You might also want to secure a reservation at Osteria da Divo. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

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.

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

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

Fèlsina S.p.a. Is an ideal stop early in the day. This underrated winery is a must-visit in the village. When you’re ready for your next discovery, continue to Castello Di Brolio, which may be one of the most romantic places you will experience today.

One of the best things about exploring Siena 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 Rocca Di Castellina In Chianti, an up-and-coming castle in the village. If you’re up for more discoveries, don’t forget to reserve some time for Pieve Of Saint Romolo In Gaville.

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

Siena is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Siena.

Enjoy a lovely meal at Ristorante San Desiderio, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Osteria Le Logge is another top choice with a popular menu. You could also check for a table at Ristorante Taverna Di Cecco. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Siena tonight.

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

On day 7 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Santa Maria degli Angeli are on today's agenda. In the evening, you’ll end up in Perugia, where you will stay for 1 night.

Basilica Of San Francesco D'assisi is must-visit church and a great option for a daytime tour of the area. Continue your journey to Pinacoteca Comunale Palazzo Vallemani, a worthwhile art gallery, located just a leisurely stroll away. Next, head to Portico Of Monte Frumentario, a historic historical landmark, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Siena. When you're ready, let your sightseeing route take you to the frequently visited Piazza Del Comune. If you’re looking for more, Basilica Di Santa Chiara is also a locally appreciated attraction that is worthwhile a visit. Lastly, don’t miss Rocca Maggiore, a place of visually striking interest in the town.

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

Treat yourself to a delightful dinner at Ristorante Settimo Sigillo, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Caffè Baglioni? It's another excellent option with a diverse menu. Consider reserving a table at Bar Pellas as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Perugia.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Tommi Bar, known for its inviting atmosphere. Valentina is another great option if you’re looking for a place to get the night started. Similarly, Caffe Dal Perugino provides a great setting to enjoy the night away.

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

Your itinerary for day 8 of your road trip in Italy includes 2 stops and features some of the highlights of Perugia and Orvieto. At the end of the day, enjoy the comforts of a top-rated hotel in Orvieto, where you'll spend 1 night.

Catch Perugia Cathedral before the crowds roll in. This heritage-rich church is sure to ignite your curiosity. Next, dive into the enchanting features of Piazza Iv Novembre, a must-visit public square in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to National Gallery, a curiosity-inducing art gallery. For a change of scene, check out Rocca Paolina, known for its symbolic features. We also recommend visiting National Archaeological Museum Of Umbria. This museum is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Pozzo Della Cava, yet another intriguing attraction in Perugia.

When you’re done exploring for the day, you’ll drive to your hotel in Orvieto. Check in and relax before you head out to tour the town.

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

After enjoying a fulfilling meal, continue your evening at Bar Duomo, ideal for those looking to unwind with a drink in a comfortable setting.

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

Dive into day 9 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Orvieto. At the end of the day, you’ll unwind at one of the finest accommodations in Rome, where you'll spend 2 nights.

Torre Del Moro Orvieto leaves a lasting impression. This monument is one of the most locally appreciated places to visit in Orvieto. Next, head to Orvieto Underground, a frequently visited cave system, known for its heritage-rich 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 Museo Dell'opera Del Duomo. This noteworthy museum is a highly recommended experience. Nearby, you'll also find Orvieto Cathedral and Well Of St. Patrick Visit these for an interesting touch to your journey.

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.

Rome is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Rome.

Have a fantastic dining experience at La Bottega Roma, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Pasta In Corso offers an enticing alternative with its varied menu. Additionally, Trattoria Vecchia Roma is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

After savoring a delicious meal, step into the vibrant nightlife at La Botticella Of Poggi Giovanni, where the evening is just getting started. In the same way, Almalu Trastevere offers a unique charm perfect for experiencing the local bar scene in Rome. Bar Viminale Di Pepi Maurilio is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

Day 10 of your road trip will take you to the best attractions Rome has to offer. Cherish the 1 night you have left in the city and use the provided itinerary to discover what to see in Rome.

One of the most iconic spots you can visit today is Monti. Allow yourself some time to explore this neighborhood and discover its unique quirks. You'll also find many of the best sightseeing spots nearby.

Colosseum leaves a lasting impression. This archeological site is one of the most wondrous places to visit in Rome. Next, head to Roman Forum, a wondrous archeological site, known for its culturally significant 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 Trevi Fountain. This history-steeped monument is a highly recommended experience. Nearby, you'll also find Pantheon and Piazza Navona Visit these for an interesting touch to your journey.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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 savoring a delicious meal, step into the vibrant nightlife at Sant' Eustachio Caffè, where the evening is just getting started. In the same way, Yellowsquare Rome offers a unique charm perfect for experiencing the local bar scene in Rome. Caffè Portofino is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Relax and look forward to more memorable moments to come!

Experience an unparalleled adventure on day 11 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Tivoli. At the end of the day, you will retreat to the hotel of your choice in Pisa, where will spend 1 night.

Villa D'este is perfect for a self-paced visit during the day. This visually striking palace is sure to impress. Next on your list is Fontana Dell'organo, another must-visit landmark and intriguing monument renowned for its remarkable features.

While exploring and sightseeing, take time to savor the culture of Rome by sampling some local delicacies. When you’re ready for more sightseeing, head to Fontana Dell'ovato (o Di Tivoli). This remarkable monument is an essential place to visit for anyone looking for the full Rome experience. We also recommend visiting Parrocchia San Biagio, an up-and-coming church. Nearby, you'll also find Grande Cascata Di Tivoli, ready to add charm to your journey.

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

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

Don’t miss out on dining at Ristorante Capodimonte Pisa, a top-rated dining destination in Pisa. If you're in the mood to try something new, consider La Locanda Dei Pisani Doc Pisa, another top spot with a mouthwatering menu. You might also want to secure a reservation at Baribaldi Pisa. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Pisa this evening.

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

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