13-Day Italy Self-Drive Road Trip With Itinerary from Pisa to Florence, Siena, Rome, and Naples

On day 2 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Pisa and Florence are on today's agenda. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

Leaning Tower Of Pisa is perfect for a self-paced visit during the day. This detailed monument is sure to impress. Next on your list is Pisa Cathedral, another must-visit landmark and increasingly popular church renowned for its stunning features.

While exploring and sightseeing, take time to savor the culture of Pisa by sampling some local delicacies. When you’re ready for more sightseeing, head to Piazza Del Duomo, Pisa. This breathtaking public square is an essential place to visit for anyone looking for the full Pisa experience. We also recommend visiting Campo Santo, a worthwhile cemetery.

Set your GPS to Florence and hit the road. Expect a journey of approximately 1 hour 13 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Florence beckons with new experiences!

Savor the day by heading to Cathedral Of Santa Maria Del Fiore, an impressive church that draws visitors from near and far.

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.

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

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.

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.

Head back to your accommodation in Florence and get some rest to prepare for another magical day of your road trip 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.

Piazzale Michelangelo is perfect for a self-paced visit during the day. This visually striking observation deck is sure to impress. Next on your list is Basilica Of Santa Croce In Florence, another must-visit landmark and captivating church renowned for its instagrammable features.

While exploring and sightseeing, take time to savor the culture of Florence by sampling some local delicacies. When you’re ready for more sightseeing, head to Piazza Della Signoria. This romantic public square is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Palazzo Vecchio, a popular palace. Nearby, you'll also find Uffizi Gallery, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Ponte Vecchio and wrap up your day with its romantic appeal.

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.

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

Enjoy a delicious meal at Ditta Artigianale, a highly-rated dining destination in Florence. If you're eager to try something different, consider Trattoria Da Burde, another top spot with a tantalizing menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

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.

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

Dive into day 4 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Siena. At the end of the day, you’ll unwind at one of the finest accommodations in Siena, where you'll spend 3 nights.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Siena. This drive usually takes around 1 hour 8 min, without any stops or traffic disruptions.

Our first attraction recommendation in Siena is Basilica Of San Domenico, a curiosity-inducing church that draws attention for its picture-perfect features. Spend some time soaking in the atmosphere before continuing to Siena Cathedral, a grand church that stands out in the city.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Pinacoteca Nazionale, an underrated art gallery that offers a unique experience. Be sure to also explore Pubblico Palace, a nearby palace, highly recommended by other travelers. End your self-guided tour at Piazza Del Campo, an UNESCO world heritage-designated public square and the perfect final attraction in Siena.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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.

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 Enoteca I Terzi, a highly-rated dining destination in Siena. If you're eager to try something different, consider Ristorante Tar-Tufo, another top spot with a tantalizing menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Siena this evening.

Let the evening flow smoothly from dinner to drinks at Meet Life Cafè, a top-rated bar in the area. For other recommendations, Maudit Pub provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Impero Siena offers a memorable night with diverse drink options and excellent service.

Relax and look forward to more memorable moments to come!

Wake up to day 5 of your road trip in Italy. On this day, you’ll embark on an exciting expedition discovering the enchanting sights and activities of Greti, Pievasciata, San Regolo, and Castelnuovo Berardenga. With 2 nights to stay in Siena, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Set your GPS to Greti and hit the road. Expect a journey of approximately 59 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Greti beckons with new experiences!

Our first attraction recommendation in Greti is Villa Calcinaia - Conti Capponi, an intriguing winery that draws attention for its romantic features.

When you’re ready to jump back into the car and say goodbye to Greti, you’ll hit the road in the direction of Pievasciata. This drive usually takes around 53 min.

Our first attraction recommendation in Pievasciata is Parco Sculture Del Chianti, a curiosity-inducing sculpture garden that draws attention for its visually striking features.

After soaking in Pievasciata’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: San Regolo. Expect your car journey to take a minimum of 21 min. When you arrive in San Regolo, it's time to take a break from the road.

Set out on a self-guided sightseeing tour at Castello Di Brolio and explore the history-steeped 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. If you are looking to dine at a popular restaurant in Siena, it's often a good idea to reserve a table in advance.

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.

If you’re not ready to end the night just yet, Charlie Mixology Bar Di Aldinucci Riccardo offers a perfect venue to relax and savor a drink. Similarly, Bar Pinacoteca is well-suited for those looking to unwind in a social setting. San Paolo Pub is another excellent spot to enjoy a nightcap after a delightful meal.

Raise your glass to another unforgettable day in Italy!

On day 6 of your road trip, you'll get the chance to experience San Gimignano and Volterra. At the end of the day, you'll drive back to Siena, where you still have 1 night left to stay.

When you’ve had your share of Siena, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of San Gimignano. Your travel time is around 50 min.

One of our top recommendations for your sightseeing is Chiesa Di Sant'agostino. Spend some time admiring the culturally significant features of the church before you continue to your next stop. Then, head to Rocca Di Montestaffoli. This increasingly popular castle is a traveler-favorite in the village.

If you're keen to see more, continue to Parco Della Rocca. Feed your curiosity by learning something new about the park.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Volterra. This drive usually takes around 38 min, without any stops or traffic disruptions.

For a more meaningful self-guided tour of the village's best attractions, visit Parco Archeologico "enrico Fiumi", an increasingly popular archeological site that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Etruscan Museum "mario Guarnacci" and admire its instagrammable features.

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

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

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.

Savor another day of unforgettable experiences in Italy!

Your itinerary for day 7 of your road trip in Italy includes 1 stop and features some of the highlights of Rome. At the end of the day, enjoy the comforts of a top-rated hotel in Rome, where you'll spend 3 nights.

Fasten your seatbelt and make your way to your next stop — Rome, home to many well-known sights in the region. Keep in mind that your travel time from Siena to Rome may take around 2 hours 42 min without traffic disruptions. Upon arrival in Rome, we highly recommend checking out some of the top attractions.

Savor the day by heading to Colosseum, a timeless archeological site that draws visitors from near and far. When you're done, continue to Roman Forum, where you can soak in the picture-perfect surroundings.

Next, explore Altare Della Patria, yet another captivating place to see in the area. After the monument, make time to go to Trevi Fountain. This enchanting monument is well worth the visit. Lastly, head to Piazza Navona, an iconic public square you won’t want to miss.

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.

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.

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.

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

On day 8 of your road trip in Italy, you’ll start and end your day in Rome, but spend the day exploring what’s beyond the city. Since you still have 2 nights to spend in Rome, there’s no need to rush. Experience Vatican City and Rome to the fullest today with this curated day itinerary.

Whether you decide to explore Vatican City on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Make sure to visit Trastevere, a popular neighborhood in Vatican City. Spend some time wandering around the area and soak in its distinctive charm. You’ll also discover that several of the city’s must-see attractions are just around the corner. You can also explore Via del Corso today, a street that’s well worth a visit.

Piazza Del Popolo is must-visit public square and a great option for a daytime tour of the area.

Vatican City welcomes you with a multitude of unique vacation experiences.

Vatican Museums is a globally renowned art museum we recommend visiting today.

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

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

Treat yourself to a delightful dinner at RomAntica, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Coso Ristorante? It's another excellent option with a diverse menu. Consider reserving a table at DEROMA - Farine Romane as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

Following your dinner, dive into the local bar culture at Sant' Eustachio Caffè. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Yellowsquare Rome, the perfect place for those looking to experience the best of the nightlife. Similarly, Caffè Portofino 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 Italy.

Day 9 offers an itinerary packed with the best things to see in Pisa. You’ll stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

Awaiting your discovery is the spectacular Castel Sant'angelo, a grand castle in Rome. Next, go to Largo Di Torre Argentina.

After visiting Castel Sant'angelo and Largo Di Torre Argentina, have a stroll along Rome's streets and take in the local charm. Continue your sightseeing by heading to Pantheon. This culturally significant monument offers a unique experience. Piazza Di Spagna is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Spanish Steps, one of the most visually striking places to visit in Rome. If you still have some time left for sightseeing, we also recommend stopping by Villa Borghese.

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 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.

Don’t miss out on dining at Hotel de Russie, a top-rated dining destination in Rome. If you're in the mood to try something new, consider La Taverna Italiana, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

Continue your evening by exploring the vibrant nightlife scene at The Apartment Bar Roma, a prime destination for a thrilling night out. Also, don’t forget to check out Hotel Hassler Roma, a bar that offers unique local touches.

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.

Experience an unparalleled adventure on day 10 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Naples. At the end of the day, you will retreat to the hotel of your choice in Naples, where will spend 2 nights.

Embrace the thrill of the open road as you wave goodbye to Rome and set your GPS to Naples. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 2 hours 30 min. Upon reaching Naples, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

One of our top recommendations for your sightseeing is Spaccanapoli. Spend some time admiring the instagrammable features of the street before you continue to your next stop. Then, head to Naples National Archaeological Museum. This popular museum is a traveler-favorite in the city.

If you're keen to see more, continue to Castel Sant'elmo. Feed your curiosity by learning something new about the castle. Next, take your journey to Piazza Del Plebiscito, an impressive public square.

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

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

Enjoy a lovely dining experience at L'Oca Nera Irish Pub, a popular restaurant in Naples. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Naples at Mimì alla Ferrovia, 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 Spuzzulè Winebar. It’s yet another ideal choice to enhance your time in Naples tonight.

Continue your evening by exploring the vibrant nightlife scene at Happening Cocktail Bar, a prime destination for a thrilling night out. Also, don’t forget to check out Shanti Art Musik Bar, a bar that offers unique local touches. Likewise, Gran Caffè Gambrinus provides an excellent alternative for a fun evening.

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

On day 11 of your road trip, you’ll start and end your day in Naples, where you still have 1 night left. You'll spend part of the day exploring places of interest outside the immediate city, including Pompei, Ercolano, Naples, and Ottaviano.

Let Ovo Castle set the tone for the day. Spend some time admiring this romantic castle before continuing your journey.

When you’re ready to jump back into the car and say goodbye to Naples, you’ll hit the road in the direction of Pompei. This drive usually takes around 27 min.

For a more meaningful self-guided tour of the town's best attractions, visit Archaeological Park Of Pompeii, a well-known archeological site that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

Set your GPS to Ercolano and hit the road. Expect a journey of approximately 20 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Ercolano beckons with new experiences!

Spend your afternoon discovering Archaeological Park Of Herculaneum, an up-and-coming archeological site known for its UNESCO world heritage-listed features.

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

Naples 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 Naples.

Have a fantastic dining experience at Antica Pizzeria Di Matteo, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Mercure Napoli Centro Angioino offers an enticing alternative with its varied menu. Additionally, La Lazzara Trattoria e Pizzeria is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Naples.

Continue the enjoyment post-dinner at Archivio Storico - Cocktail Bar & Wonderfood, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Archeobar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Babette Pub. 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 Naples and get some rest to prepare for another magical day of your road trip in Italy.

On day 12 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Lucca. When you’re not sightseeing, take time to relax at your chosen hotel in Pisa, where you’ll be staying for 1 night.

Continue your road trip and head to your next destination, Lucca. This car ride takes around 5 hours 26 min.

Mura Di Lucca is an increasingly popular historical landmark we recommend visiting today. Discover its history-steeped features before continuing your self-guided tour to Piazza Napoleone, an enchanting public square that’s well-regarded in the area.

Next, stop by Piazza Dell'anfiteatro, a visually striking public square.

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

Treat yourself to a wonderful meal at Ristorante Capodimonte Pisa, a top-rated dining spot in Pisa. If you're in the mood for something new, try La Locanda Dei Pisani Doc Pisa, another premier location with a delectable menu. You might also want to book a table at Baribaldi Pisa. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Pisa.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar Mocambo, a well-loved spot among locals and tourists. Or, head to Tree. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Chupiteria, 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.