14-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling east to Florence, Perugia, Rome, and Naples

Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Pisa. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 5 nights here for some well-deserved relaxation.

Start your adventure at Leaning Tower Of Pisa. This iconic monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Angelo Caduto located in Pisa for another exciting encounter.

Next, immerse yourself in the setting of Pisa Cathedral. Its historic 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 historic features of this public square. Next up is Campo Santo, a highly recommended cemetery.

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

Dine in style at Ristorante Oliviero 1962, a top recommendation for dinner tonight. Or, for a change of pace, Di Poneta Novoli boasts a menu that's sure to impress. Also, be sure to check out Caffe San Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.

To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Il Vinile also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

On day 3 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 4 nights and discover all the best things to see and do in the area.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a church, a public square, a historical landmark, an art gallery, an observation deck and much more! Begin your adventure at Cathedral Of Santa Maria Del Fiore. This is an impressive church you should not miss. Another must-see is Piazza Della Signoria, an impressive public square in Florence.

When you’re ready for the next sight, head to Ponte Vecchio. From there, take a leisurely stroll to Uffizi Gallery, another of the city’s extraordinary attractions. We recommend continuing your self-guided tour at Piazzale Michelangelo, a romantic place of interest in the city.

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 Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

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.

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

Greet day 4 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence for your remaining 3 nights in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Siena.

Discover a day packed with family-friendly attractions, breathtaking views, and photo-friendly spots in Florence. Begin your sightseeing with Fortezza Medicea (siena). This beloved monument is one of the top attractions in the city. Proceed to Palazzo Salimbeni, another must-visit attraction.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazza Del Campo. This famous public square is a traveler-favorite. Not far away, you’ll find Pubblico Palace, another key site on your sightseeing itinerary. Siena Cathedral is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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

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

Treat yourself to a delicious dinner at Ristorante Buca Mario, an excellent option for tonight's dining. Looking for something different? Agricola Toscana offers a tantalizing alternative with its diverse menu. And don’t miss Eataly Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Following your dinner, dive into the local bar culture at Gosh*. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Antico Caffè Del Moro - Art Bar Firenze, the perfect place for those looking to experience the best of the nightlife. Similarly, Quelo Bar provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

On day 5 of your road trip, you’ll start and end your day in Florence, 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 2 nights left in Florence.

Florence is brimming with adventures. Today’s wonderful stops include a park, a castle, a public square, a museum, a monument and much more! Begin your sightseeing adventure at the locally appreciated Parco Della Rocca and allow yourself time to explore. Just a short distance away you'll find your next stop, Rocca Di Montestaffoli, a romantic castle that draws visitors from far and near.

Continue your journey to Piazza Del Duomo, one of the village’s most intriguing spots that you shouldn’t miss. Another great site to visit is the underrated Sangimignano1300. When you're finished at the museum, Porta San Giovanni awaits your visit. This monument is a culturally significant highlight on today's itinerary.

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

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.

Have a fantastic dining experience at Tijuana, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Djària - American Bar offers an enticing alternative with its varied menu. Additionally, The Florence Irish Pub is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

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

On day 6 of your road trip, you’ll start and end your day in Florence, where you'll stay for 1 night more.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, romantic experiences, and scenic views. Start at Castle Of Verrazzano, an intriguing castle in the town. Then, head to Villa Calcinaia - Conti Capponi and soak in the ambiance of this instagrammable winery.

There are many interesting places to see in Florence, and when you are ready for more, go to Fattoria Viticcio. This is one of the town’s most intriguing serene spots of interest.

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

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.

Make sure to reserve a table at Ristorante Buca Niccolini, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Essenziale, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante La Grotta Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

Dive into day 7 of your remarkable road trip in Italy. Today you will explore Santa Maria degli Angeli, 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 Perugia. You’ll stay here for 2 nights.

Get ready to discover some of the most iconic wonders in Florence, including a church and a public square. Start your day at San Damiano. This picture-perfect church is a beloved place to see in Florence. Then, wander over to Basilica Di Santa Chiara. If grand sites excite you, this church will be right up your alley. Nearby, you’ll also find Piazza Del Comune. This romantic public square is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Basilica Of San Francesco D'assisi is a captivating spot in the town that will captivate you with its unique charm.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Perugia. Perugia 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 Perugia. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Have a fantastic dining experience at Ristorante Settimo Sigillo, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Caffè Baglioni offers an enticing alternative with its varied menu. Additionally, Bar Pellas is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Perugia.

Round off your dining experience by visiting Tommi Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Valentina, a bar catering to every mood and preference. Caffe Dal Perugino likewise offers a unique atmosphere, perfect for a memorable night out.

Raise your glass to another unforgettable day in Italy!

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

Today's adventure in Perugia promises more breathtaking discoveries and enriching experiences! Begin at Chiesa Di San Michele Arcangelo. This monumental church is a highlight of any visit in the city. Then, enjoy Perugia Sotterranea Accesso, another heritage-rich attraction that never fails to captivate visitors. Next, head over to Perugia Cathedral, one of the city’s most often recommended attractions, known for its culturally significant features.

If you’re looking for more, spend time soaking in the atmosphere of Piazza Iv Novembre. This history-steeped public square is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Rocca Paolina, a frequently visited historical landmark, and 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.

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

Treat yourself to a wonderful meal at La Taverna, a top-rated dining spot in Perugia. If you're in the mood for something new, try Ristorante del Sole, another premier location with a delectable menu. You might also want to book a table at Al Mangiar Bene. 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. Caffè Fortebraccio is an excellent place to start. You could also check out Caffe Del Banco, offering a different kind of charm. A last recommendation for the day is Dempsey's Perugia. 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 in Italy.

On day 9 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 Rome. In the evening, you’ll end up in Rome, where you will stay for 2 nights.

Set out on a day brimming with family-friendly attractions, breathtaking views, and picturesque spots. Start at the globally renowned Colosseum, a picture-perfect archeological site in Perugia. Next, go to Roman Forum.

After visiting Colosseum and Roman Forum, have a stroll along Perugia's streets and take in the local charm. Continue your sightseeing by heading to Trevi Fountain. This romantic monument offers a unique experience. Piazza Navona is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Pantheon, one of the most heritage-rich places to visit in Perugia.

When you’re done exploring for the day, you’ll drive to your hotel in Rome. 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 Rome's best restaurants.

Enjoy a lovely meal at La Bottega Roma, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Pasta In Corso is another top choice with a popular menu. You could also check for a table at Trattoria Vecchia Roma. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

Keep the excitement of the evening going by visiting a bar or two. La Botticella Of Poggi Giovanni is an excellent place to start. You could also check out Almalu Trastevere, offering a different kind of charm. A last recommendation for the day is Bar Viminale Di Pepi Maurilio. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

At the end of the day, you'll drive back to Rome, where you'll stay for 1 night more.

At the top of the list of things to do today is to explore Trastevere, a neighborhood that captures the true essence of Vatican City. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions. Another must-visit is Monti, a neighborhood offering a different perspective on Vatican City.

Today's adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at St. Peter's Basilica.

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

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.

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 gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

Keep the excitement of the evening going by visiting a bar or two. Sant' Eustachio Caffè is an excellent place to start. You could also check out Yellowsquare Rome, offering a different kind of charm. A last recommendation for the day is Caffè Portofino. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

On day 11 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Naples. When you’re not sightseeing, take time to relax at your selected hotel in Naples, where you’ll be staying for 2 nights.

Prepare for a day full of fun adventures, photo-friendly spots, and history-rich sites. When you’re ready, kick off your sightseeing adventure at Naples National Archaeological Museum. This captivating museum is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Ovo Castle, one of the city’s best highlights.

Next, check out Castel Nuovo, one of the most interesting places to see in Rome. This castle is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Del Plebiscito. Wander around and soak in the grand atmosphere this public square offers.

At the end of the day, you will drive to Naples, 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 Naples. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Don’t miss out on dining 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.

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.

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

On day 12 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 1 night more, there’s no need to rush. Experience Amalfi and Ravello to the fullest today with this curated day itinerary!

Amalfi Coast is must-visit coast and a great starting point for the day. Next, continue your journey to Saint Andrew's Fountain Amalfi, a curiosity-inducing monument, located just a leisurely stroll away. Next, head to Villa Rufolo, an enchanting historical landmark, also available for your discovery today.

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

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

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.

Extend your evening after a delightful meal by visiting Archivio Storico - Cocktail Bar & Wonderfood, which offers the perfect atmosphere for a night out. Moreover, Archeobar is another popular option for a drink or two. Likewise, Babette Pub 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!

Embark on another extraordinary experience on day 13 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Pompei. At the end of the day, you will enjoy the comforts of a top-rated hotel in Pisa, which will be your home away from home for 1 night.

Just a short distance away you'll find your next stop, Teatro Grande, a historic archeological site that draws visitors from far and near.

Continue your journey to Amphitheatre Of Pompeii, one of the town’s most notable spots that you shouldn’t miss.

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

Make sure to reserve a table at Ristorante Capodimonte Pisa, an iconic dining spot in Pisa. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Locanda Dei Pisani Doc Pisa, a popular restaurant in Pisa. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Baribaldi Pisa, a hidden gem nestled in Pisa. 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 Bar Mocambo, ideal for a leisurely evening with a drink in hand. Tree is another bar that offers an enjoyable setting. Similarly, Chupiteria is also a popular place to go on a night out, perfect for relaxing and socializing.

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