12-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling south 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.

To truly experience Pisa, make sure to drop by Leaning Tower Of Pisa. This globally renowned 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 worthwhile places to see in Pisa. This church is a favorite among locals and travelers alike.

Fasten your seatbelt and make your way to your next stop — Florence, home to many well-known sights in the region. Keep in mind that your travel time from Pisa to Florence may take around 1 hour 18 min without traffic disruptions. Upon arrival in Florence, we highly recommend checking out some of the top attractions.

When you're ready for some sights, head to Central Market, an interesting food market in Florence. Explore its visually striking features at your own pace before you continue your journey to your next attraction, Cathedral Of Santa Maria Del Fiore. This impressive church is a top recommendation in the area.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Florence. Florence offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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 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.

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

Day 3 offers an itinerary packed with the best things to see in Pisa. You’ll stay in Florence for 1 night more, offering you enough time to explore at a relaxed pace.

A visit to Oltrarno 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.

Your adventure in Florence is only getting started when you visit Piazzale Michelangelo, an astonishing local hot spot. Another notable attraction to explore is Uffizi Gallery. This astonishing art gallery is known for its history-steeped appeal.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazza Della Signoria. This detailed public square offers a fascinating experience that many visitors find memorable. Ponte Vecchio is also worth visiting.

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 Florence. Enjoy a relaxing evening as you savor delicious local cuisine.

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.

If you’re not ready to end the night just yet, Bar 50 Rosso offers a perfect venue to relax and savor a drink. Similarly, Bitter Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.

Savor another day of unforgettable experiences 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 place, which are Siena. At the end of the day, you will retreat to the hotel of your choice in Siena, where will spend 2 nights.

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Siena.

When you’ve had your share of Florence, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Siena. Your travel time is around 1 hour 10 min.

When you're ready for some sights, head to Fortezza Medicea (siena), an often recommended monument in Siena. Explore its historic features at your own pace before you continue your journey to your next attraction, Siena Cathedral. This captivating church is a top recommendation in the area.

When you’re ready to explore more, Piazza Del Campo is an excellent choice. Spend some time discovering what some claim to be the most UNESCO world heritage-listed public square in the region. Next, continue your sightseeing at the intriguing Tower Of Mangia and discover what makes this monument unique. If you’re up for one more stop in the city, head to Porta Romana, a historic monument many travelers find the visit worthwhile.

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. If you are looking to dine at a popular restaurant in Siena, it's often a good idea to reserve a table in advance.

Savor the flavors at Enoteca I Terzi, a top pick for dinner tonight. Alternatively, Ristorante Tar-Tufo beckons with its unique menu offerings. Also, consider Antica Trattoria Papei. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.

After your meal, keep the night alive at a bar like Meet Life Cafè, known for its lively atmosphere. Maudit Pub is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Impero Siena offers an excellent atmosphere for those looking to amp up the evening.

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

On day 5 of your road trip in Italy, you’ll start and end your day in Siena, but spend the day exploring what’s beyond the city. Since you still have 1 night to spend in Siena, there’s no need to rush. Experience San Gimignano to the fullest today with this curated day itinerary.

When you’re ready to jump back into the car and say goodbye to Siena, you’ll hit the road in the direction of San Gimignano. This drive usually takes around 50 min.

When you're ready for some sights, head to Chiesa Di Sant'agostino, a beloved church in San Gimignano. Explore its culturally significant features at your own pace before you continue your journey to your next attraction, Parco Della Rocca. This underrated park is a top recommendation in the area.

When you’re ready to explore more, Palazzo Comunale, Pinacoteca, Torre Grossa is an excellent choice. Spend some time discovering what some claim to be the most awe-inspiring museum in the region. Next, continue your sightseeing at the beloved Piazza Del Duomo and discover what makes this public square unique. If you’re up for one more stop in the village, head to Porta San Giovanni, an UNESCO world heritage-designated monument many travelers find the visit worthwhile.

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.

Make sure to reserve a table at Osteria Quattro Venti, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Fischi per Fiaschi, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Osteria da Divo, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Cap off your dinner by heading to Charlie Mixology Bar Di Aldinucci Riccardo, ideal for a leisurely evening with a drink in hand. Bar Pinacoteca is another bar that offers an enjoyable setting. Similarly, San Paolo Pub is also a popular place to go on a night out, perfect for relaxing and socializing.

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.

On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Rome. When you’re not sightseeing, take time to relax at your chosen hotel in Rome, where you’ll be staying for 2 nights.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Rome may take around 2 hours 42 min. Upon your arrival in Rome, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Colosseum is a world-famous archeological site we recommend visiting today. Discover its breathtaking features before continuing your self-guided tour to Roman Forum, a breathtaking archeological site that’s well-regarded in the area.

Next, stop by Trevi Fountain, an enchanting monument. While you’re nearby, don’t forget to visit Piazza Navona, a romantic and truly unique public square. End your sightseeing at Pantheon, a world-famous monument that’s highly recommended by travelers passing through the city.

When you’re done exploring for the day, you’ll drive to your hotel in Rome. Check in and relax 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.

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.

Cap off your dinner by heading to La Botticella Of Poggi Giovanni, ideal for a leisurely evening with a drink in hand. Almalu Trastevere is another bar that offers an enjoyable setting. Similarly, Bar Viminale Di Pepi Maurilio 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!

On day 7 of your road trip, you’ll start and end your day in Rome, where you have 1 night left to stay.

One of the most iconic spots you can visit today is Trastevere. Allow yourself some time to explore this neighborhood and discover its unique quirks. You'll also find many of the best sightseeing spots nearby. You can also explore Via del Corso, a street that offers a glimpse into local life and culture.

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

Continue your road trip and head to your next destination, Vatican City.

One of our top recommendations for your sightseeing is St. Peter's Basilica.

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. If you are looking to dine at a popular restaurant in Rome, it's often a good idea to reserve a table in advance.

Enjoy a lovely meal at RomAntica, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Coso Ristorante is another top choice with a popular menu. You could also check for a table at DEROMA - Farine Romane. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Rome tonight.

After your meal, keep the night alive at a bar like Sant' Eustachio Caffè, known for its lively atmosphere. Yellowsquare Rome is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Caffè Portofino offers an excellent atmosphere for those looking to amp up the evening.

Relax and look forward to more memorable moments to come!

Dive into day 8 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Naples. At the end of the day, you’ll unwind at one of the finest accommodations in Naples, where you'll spend 3 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 27 min. Upon reaching Naples, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Set out on a self-guided sightseeing tour at Naples National Archaeological Museum and explore the history-steeped features. Next, make your way to Cappella Sansevero, another highlight in Naples. When you’re done exploring the museum, continue to Ovo Castle, an enchanting castle.

Nearby, you will also find Piazza Del Plebiscito. This widely recognized public square is a top place to see in the area.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Naples. Naples 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 Naples's most popular restaurants, and connect with friendly locals for a true cultural experience.

Enjoy a lovely meal at L'Oca Nera Irish Pub, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Mimì alla Ferrovia is another top choice with a popular menu. You could also check for a table at Spuzzulè Winebar. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Naples tonight.

Round off your dining experience by visiting Happening Cocktail Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Shanti Art Musik Bar, a bar catering to every mood and preference. Gran Caffè Gambrinus likewise offers a unique atmosphere, perfect for a memorable night out.

Raise your glass to another unforgettable day in Italy!

On day 9 of your road trip, you’ll start and end your day in Naples, where you still have 2 nights left. You'll spend part of the day exploring places of interest outside the immediate city, including Pompei.

Embrace the thrill of the open road as you wave goodbye to Naples and set your GPS to Pompei. 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 27 min. Upon reaching Pompei, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Our first attraction recommendation in Pompei is Archaeological Park Of Pompeii, a notable archeological site that draws attention for its UNESCO world heritage-designated features. Spend some time soaking in the atmosphere before continuing to Basilica, an UNESCO world heritage-designated archeological site that stands out in the town.

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 Lupanare Di Pompei, a locally appreciated archeological site that offers a unique experience. Be sure to also explore Teatro Grande, a nearby archeological site, highly recommended by other travelers. End your self-guided tour at Amphitheatre Of Pompeii, a breathtaking archeological site and the perfect final attraction in Pompei.

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.

Enjoy a lovely dining experience at Antica Pizzeria Di Matteo, 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 Mercure Napoli Centro Angioino, 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 La Lazzara Trattoria e Pizzeria. It’s yet another ideal choice to enhance your time in Naples tonight.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Archivio Storico - Cocktail Bar & Wonderfood, known for its inviting atmosphere. Archeobar is another great option if you’re looking for a place to get the night started. Similarly, Babette Pub provides a great setting to enjoy the night away.

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

Wake up to day 10 of your road trip in Italy. On this day, you’ll embark on an exciting expedition discovering the enchanting sights and activities of Ravello, Castiglione, and Amalfi. With 1 night to stay in Naples, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Ravello.

After soaking in Naples’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Ravello. Expect your car journey to take a minimum of 1 hour 10 min. When you arrive in Ravello, it's time to take a break from the road.

Set out on a self-guided sightseeing tour at Villa Rufolo and explore the romantic features.

After soaking in Castiglione’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Amalfi. Expect your car journey to take a minimum of 22 min. When you arrive in Amalfi, it's time to take a break from the road.

When you're ready for some sights, head to Villa Cimbrone Gardens, an underrated botanical garden in Castiglione. Explore its awe-inspiring features at your own pace before you continue your journey.

Fasten your seatbelt and make your way to your next stop — Amalfi, home to many well-known sights in the region. Keep in mind that your travel time from Castiglione to Amalfi may take around 22 min without traffic disruptions. Upon arrival in Amalfi, we highly recommend checking out some of the top attractions.

Museo Della Carta is a frequently visited museum we recommend visiting today. Discover its heritage-rich features before continuing your self-guided tour.

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

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.

Dine in style at Opera Restaurant, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria San Ferdinando boasts a menu that's sure to impress. Also, be sure to check out Anonymous Trattoria Gourmet. Known as a local hotspot, it’s a great choice for tonight in Naples.

Unwind after your meal by stepping into Gran Caffè Cimmino. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Flanagan's Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Napoli, another top-rated bar in the area.

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

Your itinerary for day 11 of your road trip in Italy includes 1 stop and features some of the highlights of Orvieto. At the end of the day, enjoy the comforts of a top-rated hotel in Pisa, where you'll spend 1 night.

Orvieto’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Naples behind. This drive usually takes around 3 hours 15 min. Orvieto welcomes you with a multitude of unique vacation experiences.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Orvieto Cathedral, a captivating church that everyone visiting Orvieto should see. Next, head to Orvieto Underground. This eye-catching cave system is one of the most increasingly popular attractions in the region.

When you’ve had your share of Naples, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Orvieto. Your travel time is around 3 hours 15 min.

For a more meaningful self-guided tour of the town's best attractions, visit Well Of St. Patrick, a notable monument that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

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.

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

Enjoy a delicious meal at Ristorante Capodimonte Pisa, a highly-rated dining destination in Pisa. If you're eager to try something different, consider La Locanda Dei Pisani Doc Pisa, another top spot with a tantalizing menu. You might also want to secure a reservation at Baribaldi Pisa. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Pisa this evening.

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.

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