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

Your itinerary for day 2 of your road trip in Italy includes 1 stop and features some of the highlights of Pisa. At the end of the day, enjoy the comforts of a top-rated hotel in Florence, where you'll spend 2 nights.

Make a stop at Knights' Square. This frequently visited public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Leaning Tower Of Pisa located in Pisa for another exciting encounter.

Next, immerse yourself in the setting of Pisa Cathedral. Its picture-perfect features will captivate you. After the church, continue your tour of the city with a visit to Piazza Del Duomo, Pisa. Visitors usually appreciate the breathtaking features of this public square. Next up is Battistero Di San Giovanni, a highly recommended church. For a change of pace, head to Campo Santo. As one of the most worthwhile attractions in Pisa, this cemetery is the perfect place to end your self-guided sightseeing tour.

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.

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

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.

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 will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in the city and use the provided itinerary to discover what to see in Florence.

Cathedral Of Santa Maria Del Fiore is an ideal stop early in the day. This spectacular church is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Della Signoria, which may be one of the most detailed 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 Palazzo Vecchio, a well-known palace in the city. If you’re up for more discoveries, don’t forget to reserve some time for Ponte Vecchio and Uffizi Gallery. End your day with a visit to Basilica Of Santa Croce In Florence, a popular church that’s sure to leave a lasting impression.

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.

Enjoy a lovely meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Florence tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar 50 Rosso, a well-loved spot among locals and tourists. Or, head to Bitter Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Archea Brewery, another top-rated place in the area.

Head back to your accommodation in Florence and get some rest to prepare for another magical 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 2 nights.

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

When you're ready for some sights, head to Fortezza Medicea (siena), a locally appreciated monument in Siena. Explore its breathtaking features at your own pace before you continue your journey to your next attraction, Basilica Of San Domenico. This underrated church is a top recommendation in the area.

When you’re ready to explore more, Siena Cathedral is an excellent choice. Spend some time discovering what some claim to be the most history-steeped church in the region. Next, continue your sightseeing at the curiosity-inducing Pubblico Palace and discover what makes this palace unique. If you’re up for one more stop in the city, head to Piazza Del Campo, a history-steeped public square 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.

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

Treat yourself to a delightful dinner at Enoteca I Terzi, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Tar-Tufo? It's another excellent option with a diverse menu. Consider reserving a table at Antica Trattoria Papei as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Siena.

Keep the excitement of the evening going by visiting a bar or two. Meet Life Cafè is an excellent place to start. You could also check out Maudit Pub, offering a different kind of charm. A last recommendation for the day is Bar Impero Siena. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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 5 of your road trip, you’ll start and end your day in Siena, where you still have 1 night left. You'll spend part of the day exploring places of interest outside the immediate city, including San Gimignano.

Whether you decide to explore San Gimignano on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

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.

When you're ready for some sights, head to Sangimignano1300, an up-and-coming museum in San Gimignano. Explore its respected features at your own pace before you continue your journey to your next attraction, Palazzo Comunale, Pinacoteca, Torre Grossa. This often recommended museum is a top recommendation in the area.

When you’re ready to explore more, Piazza Del Duomo is an excellent choice. Spend some time discovering what some claim to be the most UNESCO world heritage-listed public square in the region.

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

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Siena. Enjoy a satisfying meal that will recharge you for tonight'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.

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.

Raise your glass to another unforgettable day in Italy!

On day 6 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Rome are on today's agenda. In the evening, you’ll end up in Rome, where you will stay for 3 nights.

Set your GPS to Rome and hit the road. Expect a journey of approximately 2 hours 38 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Rome beckons with new experiences!

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Villa Borghese, a widely recognized park that everyone visiting Rome should see. Next, head to Spanish Steps. This majestic public square is one of the most impressive attractions in the region.

If you're keen to see more, don’t miss out on Piazza Di Spagna, a romantic public square popular among locals as well as travelers. Trevi Fountain is an excellent attraction to visit next. Spend some time learning more about this timeless monument before you continue your journey. Lastly, visit Pantheon, an instagrammable monument and a top attraction in 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.

Rome 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 Rome.

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.

To truly maximize your evening out, consider visiting La Botticella Of Poggi Giovanni after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Almalu Trastevere, another bar with an inviting ambiance. Similarly, Bar Viminale Di Pepi Maurilio also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Day 8 of your road trip across Italy promises a magnificent time exploring what to see in Rome. You have 1 night left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

No visit to Rome is complete without Colosseum. This globally renowned archeological site is one of the top attractions in the city. Proceed to Roman Forum, another must-visit attraction.

As you wander through the inviting streets of Rome, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Altare Della Patria. This captivating monument is a traveler-favorite. Not far away, you’ll find Campo De' Fiori, another key site on your sightseeing itinerary. Piazza Navona is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Castel Sant'angelo and uncover why it's recognized as one of the city's most widely recognized attractions.

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.

Rome 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 Rome.

Enjoy a delicious meal 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.

Keep the excitement of the evening going by visiting a bar or two. The Apartment Bar Roma is an excellent place to start. You could also check out Hotel Hassler Roma, offering a different kind of charm.

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

On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Naples. When you’re not sightseeing, take time to relax at your chosen hotel in Naples, where you’ll be staying for 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 Naples.

When you’ve had your share of Rome, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Naples. Your travel time is around 2 hours 30 min.

Spaccanapoli is an increasingly popular street we recommend visiting today. Discover its history-steeped features before continuing your self-guided tour to Naples National Archaeological Museum, a heritage-rich museum that’s well-regarded in the area.

Next, stop by Castel Sant'elmo, a culturally significant castle. While you’re nearby, don’t forget to visit Piazza Del Plebiscito, a culturally significant and truly unique public square.

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 delicious meal at L'Oca Nera Irish Pub, a top-rated dining destination in Naples. If you're in the mood to try something new, consider Mimì alla Ferrovia, another top spot with a mouthwatering menu. You might also want to secure a reservation at Spuzzulè Winebar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Naples this evening.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Happening Cocktail Bar, a well-loved spot among locals and tourists. Or, head to Shanti Art Musik Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Gran Caffè Gambrinus, another top-rated place in the area.

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

On day 10 of your road trip, you’ll start and end your day in Naples, where you have 1 night left to stay.

Ottaviano is brimming with adventures.

Embrace the thrill of the open road as you wave goodbye to Naples and set your GPS to Ottaviano. 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 43 min. Upon reaching Ottaviano, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

For a more meaningful self-guided tour of the city's best attractions, visit Mount Vesuvius, an often recommended volcano that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

When you’re ready to jump back into the car and say goodbye to Ottaviano, you’ll hit the road in the direction of Ercolano. This drive usually takes around 26 min.

Set out on a self-guided sightseeing tour at Archaeological Park Of Herculaneum and explore the picture-perfect features.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Pompei. This drive usually takes around 18 min, without any stops or traffic disruptions.

Our first attraction recommendation in Pompei is Archaeological Park Of Pompeii, a popular archeological site that draws attention for its picture-perfect features.

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

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

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 savoring a delicious meal, step into the vibrant nightlife at Archivio Storico - Cocktail Bar & Wonderfood, where the evening is just getting started. In the same way, Archeobar offers a unique charm perfect for experiencing the local bar scene in Naples. Babette Pub 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.

Experience an unparalleled adventure on day 11 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 places, which are Bomerano and Amalfi. At the end of the day, you will retreat to the hotel of your choice in Amalfi, where will spend 2 nights.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Bomerano. This drive usually takes around 1 hour 5 min, without any stops or traffic disruptions.

Our first attraction recommendation in Bomerano is Li Cannati - Sentiero Degli Dei, an often recommended hiking area that draws attention for its mesmerizing features.

When you’ve had your share of Bomerano, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Amalfi. Your travel time is around 31 min.

One of our top recommendations for your sightseeing is Antico Arsenale Della Repubblica Di Amalfi. Spend some time admiring the respected features of the museum before you continue to your next stop. Then, head to Saint Andrew's Fountain Amalfi. This up-and-coming monument is a traveler-favorite in the village.

If you're keen to see more, continue to Amalfi Coast. Feed your curiosity by learning something new about the coast.

At the end of the day, you will drive to Amalfi, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

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

Don’t miss out on dining at Pasticceria Pansa Amalfi, a top-rated dining destination in Amalfi. If you're in the mood to try something new, consider Grand Hotel Excelsior Amalfi, another top spot with a mouthwatering menu. You might also want to secure a reservation at Lido Azzurro. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Amalfi this evening.

Extend your evening after a delightful meal by visiting Bar Della Valle, which offers the perfect atmosphere for a night out.

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

On day 12 of your road trip, you'll get the chance to experience Positano, Furore, Castiglione, and Ravello. At the end of the day, you'll drive back to Amalfi, where you still have 1 night left to stay.

Fasten your seatbelt and make your way to your next stop — Positano, home to many well-known sights in the region. Keep in mind that your travel time from Amalfi to Positano may take around 47 min without traffic disruptions. Upon arrival in Positano, we highly recommend checking out some of the top attractions.

Our first attraction recommendation in Positano is Costiera Amalfitana Positano, an underrated beach that draws attention for its peaceful features.

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

For a more meaningful self-guided tour of the village's best attractions, visit Fiordo Di Furore, an underrated fjord that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

Continue your road trip and head to your next destination, Castiglione. This car ride takes around 25 min.

For a more meaningful self-guided tour of the village's best attractions, visit Villa Cimbrone Gardens, an intriguing botanical garden that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

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

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

Savor the flavors at Ristorante Il Chiostro, a top pick for dinner tonight. Alternatively, Gerry's pub beckons with its unique menu offerings. Also, consider Pizzeria Donna Stella. With its consistent customer satisfaction, it’s an excellent option for dining in Amalfi tonight.

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