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

On day 2 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Pisa and Florence. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

Get ready for a day filled with family-friendly attractions, scenic views, and picturesque spots in the charming city of Pisa. Your adventure starts at Leaning Tower Of Pisa, a wondrous local hot spot. Another notable attraction to explore is Piazza Del Duomo, Pisa. This timeless public square is known for its culturally significant appeal.

After soaking in the highlights of these sights, take some time to wander Pisa's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Pisa Cathedral. This breathtaking church offers a fascinating experience that many visitors find memorable. Galleria Dell'accademia is also worth visiting, along with David. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Cathedral Of Santa Maria Del Fiore. This impressive church provides a fitting finale to your sightseeing.

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.

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

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. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Unwind after your meal by stepping into Manifattura. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Se·sto On Arno Rooftop Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Il Vinile, another top-rated bar in the area.

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

On day 3 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 1 night and discover all the best things to see and do in the area.

Florence is brimming with adventures. Today’s wonderful stops include a historical landmark, an art gallery, a palace, a public square, a church, an observation deck and much more! Begin your sightseeing adventure at the wondrous Ponte Vecchio and allow yourself time to explore. Just a short distance away you'll find your next stop, Uffizi Gallery, a picture-perfect art gallery that draws visitors from far and near.

Continue your journey to Palazzo Vecchio, one of the city’s most locally renowned 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 culturally significant highlight on today's itinerary. Last up is an observation deck - the extraordinary 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 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.

If you’re not ready to end the night just yet, Bar 50 Rosso offers a perfect venue to relax and savor a drink. Similarly, Bitter Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.

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

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.

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Fortezza Medicea (siena). This culturally significant monument is sure to ignite your curiosity. Next, dive into the eye-catching features of Palazzo Salimbeni, a must-visit palace 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 Basilica Of San Domenico, a beloved church. For a change of scene, check out Siena Cathedral, known for its symbolic features. We also recommend visiting Piazza Del Campo. This public square is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Tower Of Mangia, yet another locally appreciated attraction in Florence.

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.

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 wonderful meal at Enoteca I Terzi, a top-rated dining spot in Siena. If you're in the mood for something new, try Ristorante Tar-Tufo, another premier location with a delectable menu. You might also want to book a table at Antica Trattoria Papei. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Siena.

Continue the enjoyment post-dinner at Meet Life Cafè, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Maudit Pub offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Impero Siena. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

Greet day 5 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Siena for your remaining 2 nights in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in San Gimignano.

Get ready to discover some of the most iconic wonders in Siena, including a church, a castle, a public square, a museum, a monument and much more! Start your day at Chiesa Di Sant'agostino. This culturally significant church is an increasingly popular place to see in Siena. Then, wander over to Rocca Di Montestaffoli. If respected sites excite you, this castle will be right up your alley. Nearby, you’ll also find Piazza Del Duomo. This history-steeped public square is a favorite among visitors.

Siena offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Palazzo Comunale, Pinacoteca, Torre Grossa is an up-and-coming spot in the village that will captivate you with its unique charm. When you’re done at the museum, don’t forget to check out the instagrammable Sangimignano1300. Take a moment to appreciate the fascinating details of this intriguing museum. Wrap up your self-guided tour of Siena's top attractions with a visit to Porta San Giovanni.

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

As you explore more of Siena, 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 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.

Cap off your dinner by heading to Charlie Mixology Bar Di Aldinucci Riccardo, ideal for a leisurely evening with a drink in hand. Bar Pinacoteca is another bar that offers an enjoyable setting. Similarly, San Paolo Pub is also a popular place to go on a night out, perfect for relaxing and socializing.

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

On day 6 of your road trip, you’ll start and end your day in Siena, where you'll stay for 1 night more.

Immerse yourself in Siena’s rich culture with today's sightseeing itinerary. Start your journey at Fèlsina S. P. A. This enchanting winery is sure to ignite your curiosity. Next, dive into the enchanting features of Castello Di Brolio, a must-visit castle in the village.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Rocca Di Castellina In Chianti, a worthwhile castle. For a change of scene, check out Pieve Of Saint Romolo In Gaville, known for its breathtaking features.

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

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 delicious dinner at Ristorante San Desiderio, an excellent option for tonight's dining. Looking for something different? Osteria Le Logge offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Taverna Di Cecco. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.

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

Embark on another extraordinary experience on day 7 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Santa Maria degli Angeli. At the end of the day, you will enjoy the comforts of a top-rated hotel in Perugia, which will be your home away from home for 1 night.

Prepare for a day full of family-friendly attractions, scenic views, and picturesque spots. When you’re ready, kick off your sightseeing adventure at Basilica Of San Francesco D'assisi. This notable church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Pinacoteca Comunale Palazzo Vallemani, one of the town’s best highlights.

Next, check out Portico Of Monte Frumentario, one of the most curiosity-inducing places to see in Siena. This historical landmark is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Del Comune. Wander around and soak in the visually striking atmosphere this public square offers. Then, head to Basilica Di Santa Chiara, a top-rated church that adds another dimension to your day. Finally, visit the locally appreciated Rocca Maggiore, the last of our attraction recommendations for today.

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.

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

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

Raise your glass to another unforgettable day in Italy!

Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Perugia and Orvieto. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Orvieto. You will spend 1 night here for some well-deserved relaxation.

A blend of fun adventures, picturesque spots, and history-rich sites await you in Perugia on today’s itinerary. First up is the curiosity-inducing church, Perugia Cathedral. Afterward, continue to Piazza Iv Novembre, a public square every traveler should visit.

As you explore Perugia’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to National Gallery. This often recommended art gallery is an essential stop. Following that, head to Rocca Paolina, another must-visit site that will enhance your experience. Don’t forget to stop by National Archaeological Museum Of Umbria, an intriguing museum in the city. Finally, end your day with a visit to Pozzo Della Cava, an instagrammable cave that offers the perfect conclusion to your sightseeing of the day.

When you’re done exploring for the day, you’ll drive to your hotel in Orvieto. Check in and spend some time relaxing 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 your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Duomo, known for its inviting atmosphere.

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

Dive into day 9 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 2 nights.

Start by visiting Torre Del Moro Orvieto, a prime spot to begin your journey. This historic monument is sure to impress. Next on your list is Orvieto Underground, another must-visit landmark and intriguing cave system renowned for its history-steeped features.

While exploring and sightseeing, take time to savor the culture of Orvieto by sampling some local delicacies. When you’re ready for more sightseeing, head to Museo Dell'opera Del Duomo. This monumental museum is an essential place to visit for anyone looking for the full Orvieto experience. We also recommend visiting Orvieto Cathedral, a popular church. Nearby, you'll also find Well Of St. Patrick, ready to add charm to your journey.

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.

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.

Enjoy a delicious meal at La Bottega Roma, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Pasta In Corso, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

Extend your evening after a delightful meal by visiting La Botticella Of Poggi Giovanni, which offers the perfect atmosphere for a night out. Moreover, Almalu Trastevere is another popular option for a drink or two. Likewise, Bar Viminale Di Pepi Maurilio also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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.

Day 10 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.

Monti is a fantastic place you can explore today in Rome. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Rome-way-of-life and visit all the nearby sights.

Today’s agenda in Rome includes an archeological site, a monument, and a public square. Colosseum is must-visit archeological site and a great starting point for the day. Next, continue your journey to Roman Forum, a timeless archeological site, located just a leisurely stroll away. Next, head to Trevi Fountain, a noteworthy monument, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Rome. When you're ready, let your sightseeing route take you to the timeless Pantheon. If you’re looking for more, Piazza Navona is also a globally renowned attraction that is worthwhile a visit.

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

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

Savor the flavors at RomAntica, a top pick for dinner tonight. Alternatively, Coso Ristorante beckons with its unique menu offerings. Also, consider DEROMA - Farine Romane. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

Keep the excitement of the evening going by visiting a bar or two. Sant' Eustachio Caffè is an excellent place to start. You could also check out Yellowsquare Rome, offering a different kind of charm. A last recommendation for the day is Caffè Portofino. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

On day 11 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 Tivoli. In the evening, you’ll end up in Pisa, where you will stay for 1 night.

Today’s agenda in Rome includes a palace, a monument, a church, a waterfall and much more! Villa D'este is must-visit palace and a great starting point for the day. Next, continue your journey to Fontana Dell'organo, a worthwhile monument, located just a leisurely stroll away. Next, head to Fontana Dell'ovato (o Di Tivoli), a noteworthy monument, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Rome. When you're ready, let your sightseeing route take you to the up-and-coming Parrocchia San Biagio. If you’re looking for more, Grande Cascata Di Tivoli is also an underrated attraction that is worthwhile a visit.

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.

Enjoy a delicious meal at Ristorante Capodimonte Pisa, a highly-rated dining destination in Pisa. If you're eager to try something different, consider La Locanda Dei Pisani Doc Pisa, another top spot with a tantalizing menu. You might also want to secure a reservation at Baribaldi Pisa. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Pisa this evening.

To truly maximize your evening out, consider visiting Bar Mocambo after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Tree, another bar with an inviting ambiance. Similarly, Chupiteria also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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