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.

Bring your curiosity for today’s adventure around Pisa. Some of the city’s most loved attractions await! Leaning Tower Of Pisa is the perfect place to start. This monument is one of the most timeless places to visit in Pisa. Next, head to Piazza Del Duomo, Pisa, a world-famous public square, known for its breathtaking 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 Pisa Cathedral. This stunning church is a highly recommended experience. Nearby, you'll also find Central Market and Galleria Dell'accademia. Visit these for an interesting touch to your journey. Finish the day with a visit to Cathedral Of Santa Maria Del Fiore, a history-steeped church in Pisa.

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.

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.

Treat yourself to a delightful dinner at Ristorante Oliviero 1962, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Di Poneta Novoli? It's another excellent option with a diverse menu. Consider reserving a table at Caffe San Firenze as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

Let the evening flow smoothly from dinner to drinks at Manifattura, a top-rated bar in the area. For other recommendations, Se·sto On Arno Rooftop Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Il Vinile offers a memorable night with diverse drink options and excellent service.

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

Day 3 of your road trip will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in Florence by discovering the best things there are to see and do in the city.

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

Brace yourself for today’s incredible lineup of attractions in Florence, featuring family-friendly attractions, romantic experiences, and breathtaking views. Start at Piazzale Michelangelo, an astonishing observation deck in the city. Then, head to Basilica Of Santa Croce In Florence and soak in the ambiance of this inviting church.

There are many interesting places to see in Florence, and when you are ready for more, go to Piazza Della Signoria. This is one of the city’s most extraordinary visually striking spots of interest. After exploring the public square, visit the astonishing Uffizi Gallery. Not far away, you'll also find Ponte Vecchio. This historical landmark is a grand highlight in Florence.

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.

Don’t miss out on dining at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Let the evening flow smoothly from dinner to drinks at Bar 50 Rosso, a top-rated bar in the area. For other recommendations, Bitter Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Archea Brewery offers a memorable night with diverse drink options and excellent service.

Raise your glass and celebrate another amazing day 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, Siena. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 2 nights.

Florence is brimming with adventures. Today’s wonderful stops include a monument, a church, a palace, a public square and much more! Begin your sightseeing adventure at the often recommended Fortezza Medicea (siena) and allow yourself time to explore. Just a short distance away you'll find your next stop, Basilica Of San Domenico, a picture-perfect church that draws visitors from far and near.

Continue your journey to Siena Cathedral, one of the city’s most captivating spots that you shouldn’t miss. Another great site to visit is the curiosity-inducing Pubblico Palace. When you're finished at the palace, Piazza Del Campo awaits your visit. This public square is an UNESCO world heritage-listed highlight on today's itinerary. Last up is a monument - the increasingly popular Tower Of Mangia.

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.

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

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.

After enjoying a fulfilling meal, continue your evening at Meet Life Cafè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Maudit Pub offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Impero Siena 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!

On day 5 of your road trip, you’ll start and end your day in Siena, where you'll stay for 1 night more.

A blend of fun adventures, picturesque spots, and historic treasures await you in Siena on today’s itinerary. First up is the beloved church, Chiesa Di Sant'agostino. Afterward, continue to Rocca Di Montestaffoli, a castle every traveler should visit.

As you explore Siena’s charming streets, take in the lively atmosphere and get to know the character of the village. Next, make your way to Piazza Del Duomo. This curiosity-inducing public square is an essential stop. Following that, head to Palazzo Comunale, Pinacoteca, Torre Grossa, another must-visit site that will enhance your experience. Don’t forget to stop by Sangimignano1300, an increasingly popular museum in the village. Finally, end your day with a visit to Porta San Giovanni, a historic monument that offers the perfect conclusion to your sightseeing of the day.

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

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 Osteria Quattro Venti, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Fischi per Fiaschi offers an enticing alternative with its varied menu. Additionally, Osteria da Divo is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Siena.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Charlie Mixology Bar Di Aldinucci Riccardo, known for its inviting atmosphere. Bar Pinacoteca is another great option if you’re looking for a place to get the night started. Similarly, San Paolo Pub provides a great setting to enjoy the night away.

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

Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Santa Maria degli Angeli and Perugia. 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.

A blend of family-friendly attractions, scenic views, and photo-friendly spots await you in Siena on today’s itinerary. First up is the captivating church, Basilica Of San Francesco D'assisi. Afterward, continue to Piazza Del Comune, a public square every traveler should visit.

As you explore Siena’s charming streets, take in the lively atmosphere and get to know the character of the town. Next, make your way to Rocca Maggiore. This curiosity-inducing castle is an essential stop. Following that, head to Etruscan Arch, another must-visit site that will enhance your experience. Don’t forget to stop by Piazza Iv Novembre, an up-and-coming public square in the town. Finally, end your day with a visit to The Fontana Maggiore, a breathtaking monument that offers the perfect conclusion to your sightseeing of the day.

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.

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

Treat yourself to a wonderful meal at Ristorante Settimo Sigillo, a top-rated dining spot in Perugia. If you're in the mood for something new, try Caffè Baglioni, another premier location with a delectable menu. You might also want to book a table at Bar Pellas. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Perugia.

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 recharge in preparation for another adventurous day in Italy!

Experience an unparalleled adventure on day 7 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 Orvieto. You will spend 1 night here for some well-deserved relaxation.

Perugia is home to plenty of attractions that offer fun adventures, breathtaking views, and photo-friendly spots! Start at Well Of St. Patrick, a locally renowned monument that is worthwhile a visit in the village. Nearby, you’ll find Orvieto Cathedral, enchanting visitors with its romantic appeal. Continue your exploration at Museo Dell'opera Del Duomo. This museum is one of the village’s most increasingly popular spots.

Enjoy the freedom of exploring Perugia at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Orvieto Underground. After exploring the cave system, head to the up-and-coming Torre Del Moro Orvieto. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Pozzo Della Cava, a place of heritage-rich interest in Perugia.

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.

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

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.

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 Rome, 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.

Prepare for a day full of fun adventures, scenic views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Colosseum. This wondrous archeological site is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Roman Forum, one of the city’s best highlights.

Next, check out Castel Sant'angelo, one of the most top-rated places to see in Orvieto. This castle is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Navona. Wander around and soak in the visually striking atmosphere this public square offers. Then, head to Pantheon, a top-rated monument that adds another dimension to your day. Finally, visit the iconic Trevi Fountain, the last of our attraction recommendations for today.

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.

Dine in style at La Bottega Roma, a top recommendation for dinner tonight. Or, for a change of pace, Pasta In Corso boasts a menu that's sure to impress. Also, be sure to check out Trattoria Vecchia Roma. Known as a local hotspot, it’s a great choice for tonight in Rome.

After your delicious meal, get a taste of the vibrant nightlife with a visit to La Botticella Of Poggi Giovanni, known for its inviting atmosphere. Almalu Trastevere is another great option if you’re looking for a place to get the night started. Similarly, Bar Viminale Di Pepi Maurilio provides a great setting to enjoy the night away.

Raise your glass to another unforgettable day 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.

A top thing to do today is to explore Trastevere, a must-see neighborhood in Vatican City. It's the perfect starting point for touring the top attractions in the area. You can also visit Monti, an ideal neighborhood for continued sightseeing.

Today's adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at Vatican Museums.

If you’re looking for more, spend time soaking in the atmosphere of Spanish Steps. This romantic public square is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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 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 RomAntica, a highly-rated dining destination in Rome. If you're eager to try something different, consider Coso Ristorante, another top spot with a tantalizing menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.

If you’re not ready to end the night just yet, Sant' Eustachio Caffè offers a perfect venue to relax and savor a drink. Similarly, Yellowsquare Rome is well-suited for those looking to unwind in a social setting. Caffè Portofino is another excellent spot to enjoy a nightcap after a delightful meal.

Relax and recharge in preparation for another adventurous day 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.

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

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

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.

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.

Savor the flavors at Ristorante Capodimonte Pisa, a top pick for dinner tonight. Alternatively, La Locanda Dei Pisani Doc Pisa beckons with its unique menu offerings. Also, consider Baribaldi Pisa. With its consistent customer satisfaction, it’s an excellent option for dining in Pisa tonight.

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

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