11-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.

A blend of family-friendly attractions, breathtaking views, and photo-friendly spots await you in Pisa on today’s itinerary. First up is the iconic monument, Leaning Tower Of Pisa. Afterward, continue to Piazza Del Duomo, Pisa, a public square every traveler should visit.

As you explore Pisa’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Pisa Cathedral. This frequently visited church is an essential stop. Following that, head to Central Market, another must-visit site that will enhance your experience. Don’t forget to stop by Galleria Dell'accademia, an interesting art gallery in the city. Finally, end your day with a visit to Cathedral Of Santa Maria Del Fiore, an inviting church that offers the perfect conclusion to your sightseeing of the day.

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

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.

Have a fantastic dining experience at Ristorante Oliviero 1962, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Di Poneta Novoli offers an enticing alternative with its varied menu. Additionally, Caffe San Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Cap off your dinner by heading to Manifattura, ideal for a leisurely evening with a drink in hand. Se·sto On Arno Rooftop Bar is another bar that offers an enjoyable setting. Similarly, Il Vinile is also a popular place to go on a night out, perfect for relaxing and socializing.

Celebrate another amazing day of your road trip adventure 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.

Set aside time today to explore Oltrarno, a standout neighborhood that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day.

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Piazzale Michelangelo. This enchanting observation deck is sure to ignite your curiosity. Next, dive into the photogenic features of Basilica Of Santa Croce In Florence, a must-visit church 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 Piazza Della Signoria, an extraordinary public square. For a change of scene, check out Uffizi Gallery, known for its romantic features. We also recommend visiting Ponte Vecchio. This historical landmark is a must for anyone looking to experience the city to the fullest.

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.

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 wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

Cap off your dinner by heading to Bar 50 Rosso, ideal for a leisurely evening with a drink in hand. Bitter Bar is another bar that offers an enjoyable setting. Similarly, Archea Brewery is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Siena, 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 Siena. You’ll stay here for 2 nights.

Today’s well-planned self-sightseeing route offers several fun adventures, breathtaking views, and photo-friendly spots. 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. Fortezza Medicea (siena) is the first of them. Spend some time admiring this culturally significant monument before continuing your journey. Basilica Of San Domenico is your next stop. This worthwhile church 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 Siena Cathedral. This enchanting church is a sight to behold. To round off your sightseeing experience, visit Pubblico Palace and Piazza Del Campo. If time allows, end your day with Tower Of Mangia, a historic monument that offers a memorable conclusion to your exploration.

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.

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.

Extend your evening after a delightful meal by visiting Meet Life Cafè, which offers the perfect atmosphere for a night out. Moreover, Maudit Pub is another popular option for a drink or two. Likewise, Bar Impero Siena also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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 1 night 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.

Start by visiting Chiesa Di Sant'agostino, a prime spot to begin your journey. This culturally significant church is sure to impress. Next on your list is Rocca Di Montestaffoli, another must-visit landmark and often recommended castle renowned for its visually striking features.

While exploring and sightseeing, take time to savor the culture of Siena by sampling some local delicacies. When you’re ready for more sightseeing, head to Piazza Del Duomo. This romantic public square is an essential place to visit for anyone looking for the full Siena experience. We also recommend visiting Palazzo Comunale, Pinacoteca, Torre Grossa, an up-and-coming museum. Nearby, you'll also find Sangimignano1300, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Porta San Giovanni and wrap up your day with its breathtaking appeal.

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.

Enjoy a lovely dining experience at Osteria Quattro Venti, a popular restaurant in Siena. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Siena at Fischi per Fiaschi, 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 Osteria da Divo. It’s yet another ideal choice to enhance your time in Siena tonight.

After enjoying a fulfilling meal, continue your evening at Charlie Mixology Bar Di Aldinucci Riccardo, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Pinacoteca offers a welcoming atmosphere for easing into the nightlife. Similarly, San Paolo Pub provides an excellent environment for a relaxed and enjoyable evening.

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

Experience an unparalleled adventure on day 6 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.

Today's adventure in Siena promises more breathtaking discoveries and enriching experiences! Begin at Basilica Of San Francesco D'assisi. This UNESCO world heritage-listed church is a highlight of any visit in the town. Then, enjoy Piazza Del Comune, another enchanting attraction that never fails to captivate visitors. Next, head over to Rocca Maggiore, one of the town’s most up-and-coming attractions, known for its visually striking features.

If you’re looking for more, spend time soaking in the atmosphere of Etruscan Arch. This picture-perfect historical landmark is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Piazza Iv Novembre, an up-and-coming public square, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out The Fontana Maggiore 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 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 delicious dinner at Ristorante Settimo Sigillo, an excellent option for tonight's dining. Looking for something different? Caffè Baglioni offers a tantalizing alternative with its diverse menu. And don’t miss Bar Pellas. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Perugia.

Following your dinner, dive into the local bar culture at Tommi Bar. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Valentina, the perfect place for those looking to experience the best of the nightlife. Similarly, Caffe Dal Perugino provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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 exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Orvieto. When you’re not sightseeing, take time to relax at your selected hotel in Orvieto, where you’ll be staying for 1 night.

Start by visiting Well Of St. Patrick, a prime spot to begin your journey. This culturally significant monument is sure to impress. Next on your list is Orvieto Cathedral, another must-visit landmark and interesting church renowned for its majestic features.

While exploring and sightseeing, take time to savor the culture of Perugia by sampling some local delicacies. When you’re ready for more sightseeing, head to Museo Dell'opera Del Duomo. This heritage-rich museum is an essential place to visit for anyone looking for the full Perugia experience. We also recommend visiting Orvieto Underground, a locally appreciated cave system. Nearby, you'll also find Torre Del Moro Orvieto, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Pozzo Della Cava and wrap up your day with its photogenic appeal.

At the end of the day, you will drive to Orvieto, 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 Orvieto. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar Duomo, a well-loved spot among locals and tourists.

Savor another day of unforgettable experiences in Italy!

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.

Orvieto is home to plenty of attractions that offer fun adventures, scenic views, and picturesque spots! Start at Colosseum, a wondrous archeological site that is worthwhile a visit in the city. Nearby, you’ll find Roman Forum, enchanting visitors with its breathtaking appeal. Continue your exploration at Castel Sant'angelo. This castle is one of the city’s most famous spots.

Enjoy the freedom of exploring Orvieto at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Piazza Navona. After exploring the public square, head to the timeless Pantheon. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Trevi Fountain, a place of romantic interest in Orvieto.

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.

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

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.

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.

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

On day 9 of your road trip, you will have an entire day to explore Vatican City. You’ll stay in Rome for 1 night and discover all the best things to see and do in the area.

Trastevere is one of the highlights of today. Take your time exploring this iconic neighborhood in Vatican City, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city. Be sure to also visit Monti, a neighborhood that showcases another side of Vatican City.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, 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. Vatican Museums is the first of them. St. Peter's Basilica is your next stop. This timeless major basilica 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 Sistine Chapel. To round off your sightseeing experience, visit Spanish Steps.

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.

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.

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

On day 10 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.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Rome allows for both. Start by heading to Hadrian's Villa. This frequently visited archeological site provides an insightful glimpse into the town's identity. Next, discover Villa D'este, an UNESCO world heritage-listed palace, promising a delightful encounter.

Continue your sightseeing with a visit to Grande Cascata Di Tivoli, an often recommended waterfall.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of 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 you explore more of Pisa, 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 delightful dinner at Ristorante Capodimonte Pisa, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La Locanda Dei Pisani Doc Pisa? It's another excellent option with a diverse menu. Consider reserving a table at Baribaldi Pisa as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Pisa.

Continue your evening by exploring the vibrant nightlife scene at Bar Mocambo, a prime destination for a thrilling night out. Also, don’t forget to check out Tree, a bar that offers unique local touches. Likewise, Chupiteria provides an excellent alternative for a fun evening.

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