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

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.

A blend of family-friendly attractions, scenic views, and picturesque spots await you in Pisa on today’s itinerary. First up is the wondrous 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 intriguing 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 Cathedral Of Santa Maria Del Fiore, a spectacular church in the city.

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.

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 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.

Continue your evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out Se·sto On Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Il Vinile provides an excellent alternative for a fun evening.

Celebrate another amazing day of your road trip adventure 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.

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Piazzale Michelangelo. This romantic observation deck is sure to ignite your curiosity. Next, dive into the romantic features of Uffizi Gallery, a must-visit art gallery 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, a widely recognized public square. For a change of scene, check out Ponte Vecchio, known for its romantic features.

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 delightful dinner at Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

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.

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 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.

Today, you'll explore some of the most beautiful places in Florence, including a monument, a church, and a public square. Start your day with a visit to Fortezza Medicea (siena). This locally appreciated monument is a must-visit in the city. When you’re ready for your next discovery, continue to Siena Cathedral, which may be one of the most visually striking places you will experience today.

One of the best things about exploring Florence on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Piazza Del Campo, a spectacular public square in the city. If you’re up for more discoveries, don’t forget to reserve some time for Tower Of Mangia and Porta Romana.

At the end of the day, you will drive to Siena, 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 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.

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.

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

On day 5 of your road trip, you’ll start and end your day in Siena, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in San Gimignano. You still have 1 night left in Siena.

Get ready to discover some of the most iconic wonders in Siena, including a church, a park, a museum, a public square, a monument and much more! Start your day at Chiesa Di Sant'agostino. This instagrammable church is a worthwhile place to see in Siena. Then, wander over to Parco Della Rocca. If instagrammable sites excite you, this park will be right up your alley. Nearby, you’ll also find Palazzo Comunale, Pinacoteca, Torre Grossa. This picture-perfect museum 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, Piazza Del Duomo is a beloved spot in the village that will captivate you with its unique charm. When you’re done at the public square, don’t forget to check out the breathtaking Porta San Giovanni. Take a moment to appreciate the fascinating details of this locally appreciated monument.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Siena. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Treat yourself to a wonderful meal at Osteria Quattro Venti, a top-rated dining spot in Siena. If you're in the mood for something new, try Fischi per Fiaschi, another premier location with a delectable menu. You might also want to book a table at Osteria da Divo. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Siena.

Continue the enjoyment post-dinner at Charlie Mixology Bar Di Aldinucci Riccardo, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bar Pinacoteca offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out San Paolo Pub. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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.

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 1 vibrant destinations - Rome. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 2 nights here for some well-deserved relaxation.

Savor the day by visiting some of the best places to see in Siena, including an archeological site, a monument, and a public square. Start your adventure at Colosseum. This iconic archeological site is a must-visit for travelers looking for a unique holiday experience. Make your way to Roman Forum located in Siena for another exciting encounter.

Next, immerse yourself in the setting of Trevi Fountain. Its visually striking features will captivate you. After the monument, continue your tour of the city with a visit to Piazza Navona. Visitors usually appreciate the romantic features of this public square. Next up is Pantheon, a highly recommended monument.

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 explore more of Rome, 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 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.

Raise your glass to another unforgettable day in Italy!

On day 7 of your road trip, you’ll start and end your day in Rome, where you'll stay for 1 night more.

Trastevere is a fantastic place you can explore today in Vatican City. 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 Vatican City-way-of-life and visit all the nearby sights. You should also check out Via del Corso, a street offering more opportunities to enjoy the city’s vibrant atmosphere and landmarks.

St. Peter's Basilica is must-visit major basilica and a great starting point for the day. Next, continue your journey to Piazza Di Spagna, a timeless public square, located just a leisurely stroll away.

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

As dinnertime approaches, it's time to head out for a bite to eat in Rome. 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.

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.

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!

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 Naples. At the end of the day, you will enjoy the comforts of a top-rated hotel in Naples, which will be your home away from home for 3 nights.

Today’s agenda in Rome includes a museum, a castle, and a public square. Naples National Archaeological Museum is must-visit museum and a great starting point for the day. Next, continue your journey to Cappella Sansevero, a captivating museum, located just a leisurely stroll away. Next, head to Ovo Castle, a romantic castle, also available for your discovery today.

When you’re done exploring for the day, you’ll drive to your hotel in Naples. 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 Naples. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Savor the flavors at L'Oca Nera Irish Pub, a top pick for dinner tonight. Alternatively, Mimì alla Ferrovia beckons with its unique menu offerings. Also, consider Spuzzulè Winebar. With its consistent customer satisfaction, it’s an excellent option for dining in Naples tonight.

Extend your evening after a delightful meal by visiting Happening Cocktail Bar, which offers the perfect atmosphere for a night out. Moreover, Shanti Art Musik Bar is another popular option for a drink or two. Likewise, Gran Caffè Gambrinus also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

On day 9 of your road trip in Italy, you’ll start and end your day in Naples, but spend the day exploring what’s beyond the city. Since you will return to Naples for 2 nights more, there’s no need to rush. Experience Pompei to the fullest today with this curated day itinerary!

Today’s well-planned self-sightseeing route offers several family-friendly attractions, breathtaking views, and picturesque spots. Whether you decide to explore Naples on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Archaeological Park Of Pompeii is the first of them. Spend some time admiring this breathtaking archeological site before continuing your journey. Basilica is your next stop. This worthwhile archeological site is one of the best-rated sights in Naples.

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 Lupanare Di Pompei. This photogenic archeological site is a sight to behold. To round off your sightseeing experience, visit Teatro Grande and Amphitheatre Of Pompeii.

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

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

Enjoy a delicious meal at Antica Pizzeria Di Matteo, a top-rated dining destination in Naples. If you're in the mood to try something new, consider Mercure Napoli Centro Angioino, another top spot with a mouthwatering menu. You might also want to secure a reservation at La Lazzara Trattoria e Pizzeria. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Naples this evening.

Cap off your dinner by heading to Archivio Storico - Cocktail Bar & Wonderfood, ideal for a leisurely evening with a drink in hand. Archeobar is another bar that offers an enjoyable setting. Similarly, Babette Pub is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Wake up to day 10 of your extraordinary road trip in Italy. With 1 night left in Naples, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Begin your adventure at Villa Rufolo. This is a locally renowned historical landmark you should not miss. Another must-see is Villa Cimbrone Gardens, a locally appreciated botanical garden in Naples.

When you’re ready for the next sight, head to Museo Della Carta. From there, take a leisurely stroll to Amalfi Coast, another of the village’s spectacular attractions.

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

As you explore more of Naples, 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 lovely dining experience at Opera Restaurant, 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 Trattoria San Ferdinando, 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 Anonymous Trattoria Gourmet. It’s yet another ideal choice to enhance your time in Naples tonight.

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

Savor another day of unforgettable experiences 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 Orvieto. In the evening, you’ll end up in Pisa, where you will stay for 1 night.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and breathtaking views. Whether you decide to explore Naples on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Orvieto Cathedral is the first of them. Spend some time admiring this enchanting church before continuing your journey. Orvieto Underground is your next stop. This up-and-coming cave system is one of the best-rated sights in Naples.

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 Well Of St. Patrick. This culturally significant monument is a sight to behold.

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.

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

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.

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

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