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

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

Prepare for a day full of family-friendly attractions, scenic views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Leaning Tower Of Pisa. This world-famous monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Del Duomo, Pisa, one of the city’s best highlights.

Next, check out Pisa Cathedral, one of the most frequently visited places to see in Pisa. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Central Market. Wander around and soak in the visually striking atmosphere this food market offers. Then, head to Galleria Dell'accademia, a top-rated art gallery that adds another dimension to your day. Finally, visit the astonishing Cathedral Of Santa Maria Del Fiore, the last of our attraction recommendations for today.

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.

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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, Se·sto On Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Il Vinile is also a great option that provides a perfect setting for a relaxing evening.

Raise your glass to another unforgettable day 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.

A visit to Oltrarno in Florence 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’s itinerary in Florence covers several incredible sights, including an observation deck, a church, a public square, an art gallery, a historical landmark and much more! Start your adventure at Piazzale Michelangelo. This top-rated observation deck is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the culturally significant wonders of Basilica Of Santa Croce In Florence, a must-see church in the city.

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 Piazza Della Signoria. This spectacular public square offers an enriching experience. For a change of pace, head to Uffizi Gallery, where you can take in historic features. Conclude your self-guided sightseeing tour with a visit to Ponte Vecchio. These sights offer a fulfilling end to a perfect day.

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 Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.

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.

Continue your lively evening at Bar 50 Rosso, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bitter Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.

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

Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Siena. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Siena. You will spend 2 nights here for some well-deserved relaxation.

Savor the day by visiting some of the best places to see in Florence, including a monument, a church, a palace, a public square and much more! Start your adventure at Fortezza Medicea (siena). This often recommended monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Basilica Of San Domenico located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Siena Cathedral. Its visually striking features will captivate you. After the church, continue your tour of the city with a visit to Pubblico Palace. Visitors usually appreciate the UNESCO world heritage-listed features of this palace. Next up is Piazza Del Campo, a highly recommended public square. For a change of pace, head to Tower Of Mangia. As one of the most beloved attractions in Florence, this monument is the perfect place to end your self-guided sightseeing tour.

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 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.

Have a fantastic dining experience at Enoteca I Terzi, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante Tar-Tufo offers an enticing alternative with its varied menu. Additionally, Antica Trattoria Papei is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Siena.

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

At the end of the day, you'll drive back to Siena, where you'll stay for 1 night more.

Savor the day by visiting some of the best places to see in Siena, including a church, a castle, a public square, a museum, a monument and much more! Start your adventure at Chiesa Di Sant'agostino. This intriguing church is a must-visit for travelers looking for a unique holiday experience. Make your way to Rocca Di Montestaffoli located in Siena for another exciting encounter.

Next, immerse yourself in the setting of Piazza Del Duomo. Its history-steeped features will captivate you. After the public square, continue your tour of the village with a visit to Palazzo Comunale, Pinacoteca, Torre Grossa. Visitors usually appreciate the picture-perfect features of this museum. Next up is Sangimignano1300, a highly recommended museum. For a change of pace, head to Porta San Giovanni. As one of the most up-and-coming attractions in Siena, this monument is the perfect place to end your self-guided sightseeing tour.

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.

Dine in style at Osteria Quattro Venti, a top recommendation for dinner tonight. Or, for a change of pace, Fischi per Fiaschi boasts a menu that's sure to impress. Also, be sure to check out Osteria da Divo. Known as a local hotspot, it’s a great choice for tonight in Siena.

Round off your dining experience by visiting Charlie Mixology Bar Di Aldinucci Riccardo, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Pinacoteca, a bar catering to every mood and preference. San Paolo Pub likewise offers a unique atmosphere, perfect for a memorable night out.

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

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

Discover a day packed with fun adventures, breathtaking views, and photo-friendly spots in Siena. Begin your sightseeing with Basilica Of San Francesco D'assisi. This well-known church is one of the top attractions in the town. Proceed to Piazza Del Comune, another must-visit attraction.

As you wander through the inviting streets of Siena, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Rocca Maggiore. This frequently visited castle is a traveler-favorite. Not far away, you’ll find Etruscan Arch, another key site on your sightseeing itinerary. Piazza Iv Novembre is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at The Fontana Maggiore and uncover why it's recognized as one of the town's most intriguing attractions.

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.

Enjoy a delicious meal 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.

Head back to your accommodation in Perugia 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 Orvieto. At the end of the day, you will enjoy the comforts of a top-rated hotel in Orvieto, which will be your home away from home for 1 night.

A blend of family-friendly attractions, breathtaking views, and picturesque spots await you in Perugia on today’s itinerary. First up is the locally renowned monument, Well Of St. Patrick. Afterward, continue to Orvieto Cathedral, a church every traveler should visit.

As you explore Perugia’s charming streets, take in the lively atmosphere and get to know the character of the village. Next, make your way to Museo Dell'opera Del Duomo. This frequently visited museum is an essential stop. Following that, head to Orvieto Underground, another must-visit site that will enhance your experience. Don’t forget to stop by Torre Del Moro Orvieto, an up-and-coming monument in the village. Finally, end your day with a visit to Pozzo Della Cava, an eye-catching cave that offers the perfect conclusion to your sightseeing of the day.

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

To truly maximize your evening out, consider visiting Bar Duomo after dinner. This bar is known for offering some of the best drinks and vibes in the city.

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

On day 8 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Rome, where you’ll be staying for 2 nights.

Today's adventure in Orvieto promises more breathtaking discoveries and enriching experiences! Begin at Colosseum. This breathtaking archeological site is a highlight of any visit in the city. Then, enjoy Roman Forum, another awe-inspiring attraction that never fails to captivate visitors. Next, head over to Castel Sant'angelo, one of the city’s most impressive attractions, known for its respected features.

If you’re looking for more, spend time soaking in the atmosphere of Piazza Navona. This detailed public square is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Pantheon, a timeless monument, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Trevi Fountain before you head back to your hotel.

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.

Enjoy a lovely dining experience at La Bottega Roma, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at Pasta In Corso, 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 Trattoria Vecchia Roma. It’s yet another ideal choice to enhance your time in Rome tonight.

Keep the excitement of the evening going by visiting a bar or two. La Botticella Of Poggi Giovanni is an excellent place to start. You could also check out Almalu Trastevere, offering a different kind of charm. A last recommendation for the day is Bar Viminale Di Pepi Maurilio. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

Day 9 offers a multitude of experiences. You will stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

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.

Vatican Museums is must-visit art museum and a great starting point for the day. Next, continue your journey to St. Peter's Basilica, a wondrous major basilica, located just a leisurely stroll away.

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.

Round off your dining experience by visiting Sant' Eustachio Caffè, a prime location for a drink. Alternatively, explore the distinctive characteristics of Yellowsquare Rome, a bar catering to every mood and preference. Caffè Portofino likewise offers a unique atmosphere, perfect for a memorable night out.

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

Dive into day 10 of your remarkable road trip in Italy. Today you will explore Tivoli, 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 Pisa. You’ll stay here for 1 night.

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most underrated attractions included on the itinerary is Hadrian's Villa. This culturally significant archeological site will help you start your sightseeing on top. Then, take a leisurely stroll to Villa D'este and learn what makes this UNESCO world heritage-designated palace unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the increasingly popular Grande Cascata Di Tivoli.

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.

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

Enjoy a lovely meal at Ristorante Capodimonte Pisa, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, La Locanda Dei Pisani Doc Pisa is another top choice with a popular menu. You could also check for a table at Baribaldi Pisa. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Pisa tonight.

Keep the evening going at Bar Mocambo, a great choice for enjoying the after-dinner hours with a drink. You could also go to Tree, which offers a similarly pleasant setting and great drinks. Another option is Chupiteria, which provides an inviting environment for unwinding after a busy day out.

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