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

Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Pisa. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 5 nights.

Start your adventure at Leaning Tower Of Pisa. This globally renowned monument is a place that is appreciated by travelers and locals alike.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Pisa Cathedral. This curiosity-inducing church offers an enriching experience. For a change of pace, head to Piazza Del Duomo, Pisa, where you can take in breathtaking features. Conclude your self-guided sightseeing tour with a visit to Campo Santo. These sights offer a fulfilling end to a perfect day.

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.

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.

Have a fantastic dining experience at Ristorante Oliviero 1962, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Di Poneta Novoli offers an enticing alternative with its varied menu. Additionally, Caffe San Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Keep the excitement of the evening going by visiting a bar or two. Manifattura is an excellent place to start. You could also check out Se·sto On Arno Rooftop Bar, offering a different kind of charm. A last recommendation for the day is Il Vinile. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Take some time to reflect on your day and savor another beautiful night 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 a day filled with fun adventures, romantic experiences, and scenic views in the charming city of Florence. Your adventure starts at Cathedral Of Santa Maria Del Fiore, an extraordinary local hot spot. Another notable attraction to explore is Piazza Della Signoria. This top-rated public square is known for its visually striking 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 Ponte Vecchio. This romantic historical landmark offers a fascinating experience that many visitors find memorable. Uffizi Gallery is also worth visiting, along with Piazzale Michelangelo. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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 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.

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.

Keep the excitement of the evening going by visiting a bar or two. Bar 50 Rosso is an excellent place to start. You could also check out Bitter Bar, offering a different kind of charm. A last recommendation for the day is Archea Brewery. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

Wake up to day 4 of your extraordinary road trip in Italy. With 3 nights left in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Today’s itinerary in Florence covers several incredible sights, including a monument, a palace, a public square, a church and much more! Start your adventure at Fortezza Medicea (siena). This curiosity-inducing monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the photogenic wonders of Palazzo Salimbeni, a must-see palace in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Piazza Del Campo. This top-rated public square offers an enriching experience. For a change of pace, head to Pubblico Palace, where you can take in UNESCO world heritage-designated features. Conclude your self-guided sightseeing tour with a visit to Siena Cathedral. These sights offer a fulfilling end to a perfect day.

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

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

Make sure to reserve a table at Ristorante Buca Mario, 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 Agricola Toscana, 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 Eataly Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Continue your evening by exploring the vibrant nightlife scene at Gosh*, a prime destination for a thrilling night out. Also, don’t forget to check out Antico Caffè Del Moro - Art Bar Firenze, a bar that offers unique local touches. Likewise, Quelo Bar provides an excellent alternative for a fun evening.

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

On day 5 of your road trip, you’ll start and end your day in Florence, where you'll stay for 2 nights more.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, romantic experiences, and breathtaking views. Start at Parco Della Rocca, an increasingly popular park in the village. Then, head to Rocca Di Montestaffoli and soak in the ambiance of this history-steeped castle.

There are many interesting places to see in Florence, and when you are ready for more, go to Piazza Del Duomo. This is one of the village’s most curiosity-inducing majestic spots of interest. After exploring the public square, visit the up-and-coming Sangimignano1300. Not far away, you'll also find Porta San Giovanni. This monument is a breathtaking highlight in Florence.

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

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 wonderful meal at Tijuana, a top-rated dining spot in Florence. If you're in the mood for something new, try Djària - American Bar, another premier location with a delectable menu. You might also want to book a table at The Florence Irish Pub. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

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

On day 6 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you will return to Florence for 1 night more, there’s no need to rush. Experience Greve in Chianti, Greti, and Montefioralle to the fullest today with this curated day itinerary!

Florence is brimming with adventures. Today’s wonderful stops include a castle and a winery. Begin your sightseeing adventure at the intriguing Castle Of Verrazzano and allow yourself time to explore. Just a short distance away you'll find your next stop, Villa Calcinaia - Conti Capponi, a respected winery that draws visitors from far and near.

Continue your journey to Fattoria Viticcio, one of the town’s most curiosity-inducing spots that you shouldn’t miss.

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.

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

Experience an unparalleled adventure on day 7 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Santa Maria degli Angeli. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Perugia. You will spend 2 nights here for some well-deserved relaxation.

Today’s route brings family-friendly attractions, scenic views, and picturesque spots. The first attraction of today is San Damiano. This worthwhile church is an inviting place to see in Florence. Continue your discovery at Basilica Di Santa Chiara, a culturally significant church with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this town so unique. Maximize your sightseeing with a visit to Piazza Del Comune. This underrated public square offers an UNESCO world heritage-listed encounter with Florence. Next, make your way to Basilica Of San Francesco D'assisi to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.

At the end of the day, you will drive to Perugia, 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 Perugia's best restaurants.

Treat yourself to a wonderful meal at Ristorante Settimo Sigillo, a top-rated dining spot in Perugia. If you're in the mood for something new, try Caffè Baglioni, another premier location with a delectable menu. You might also want to book a table at Bar Pellas. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Perugia.

After savoring a delicious meal, step into the vibrant nightlife at Tommi Bar, where the evening is just getting started. In the same way, Valentina offers a unique charm perfect for experiencing the local bar scene in Perugia. Caffe Dal Perugino is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

Day 8 offers a multitude of experiences. You will stay in Perugia for 1 night more, offering you enough time to explore at a relaxed pace.

A blend of fun adventures, photo-friendly spots, and history-rich sites await you in Perugia on today’s itinerary. First up is the beloved church, Chiesa Di San Michele Arcangelo. Afterward, continue to Perugia Sotterranea Accesso, a cave system every traveler should visit.

As you explore Perugia’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Perugia Cathedral. This worthwhile church is an essential stop. Following that, head to Piazza Iv Novembre, another must-visit site that will enhance your experience. Don’t forget to stop by Rocca Paolina, an up-and-coming historical landmark 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.

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.

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

After your meal, keep the night alive at a bar like Caffè Fortebraccio, known for its lively atmosphere. Caffe Del Banco is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Dempsey's Perugia offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass and celebrate another amazing day 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, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Rome, where you’ll be staying for 2 nights.

Today’s agenda in Perugia includes an archeological site, a monument, and a public square. Colosseum is must-visit archeological site and a great starting point for the day. Next, continue your journey to Roman Forum, a world-famous archeological site, located just a leisurely stroll away. Next, head to Trevi Fountain, a romantic monument, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Perugia. When you're ready, let your sightseeing route take you to the iconic Piazza Navona. If you’re looking for more, Pantheon is also an iconic attraction that is worthwhile a visit.

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.

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

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.

Let the evening flow smoothly from dinner to drinks at La Botticella Of Poggi Giovanni, a top-rated bar in the area. For other recommendations, Almalu Trastevere provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Viminale Di Pepi Maurilio offers a memorable night with diverse drink options and excellent service.

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 Rome, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Vatican City. You still have 1 night left in Rome.

A visit to Trastevere in Vatican City 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. Don’t forget to check out Monti as well, a neighborhood that adds another layer to your exploration.

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 delicious meal at RomAntica, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Coso Ristorante, another top spot with a mouthwatering menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

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

Take some time to reflect on your day and savor another beautiful night 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 Naples. In the evening, you’ll end up in Naples, where you will stay for 2 nights.

Get ready for a day filled with family-friendly attractions, photo-friendly spots, and historic treasures in the charming city of Rome. Your adventure starts at Naples National Archaeological Museum, a popular local hot spot. Another notable attraction to explore is Ovo Castle. This notable castle is known for its heritage-rich appeal.

After soaking in the highlights of these sights, take some time to wander Rome's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Castel Nuovo. This standout castle offers a fascinating experience that many visitors find memorable. Piazza Del Plebiscito is also worth visiting.

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.

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

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.

Head back to your accommodation in Naples 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 Naples, where you'll stay for 1 night more.

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

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

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.

Treat yourself to a delicious dinner at Antica Pizzeria Di Matteo, an excellent option for tonight's dining. Looking for something different? Mercure Napoli Centro Angioino offers a tantalizing alternative with its diverse menu. And don’t miss La Lazzara Trattoria e Pizzeria. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Naples.

Keep the evening going at Archivio Storico - Cocktail Bar & Wonderfood, a great choice for enjoying the after-dinner hours with a drink. You could also go to Archeobar, which offers a similarly pleasant setting and great drinks. Another option is Babette Pub, which provides an inviting environment for unwinding after a busy day out.

Savor another day of unforgettable experiences in Italy!

Dive into day 13 of your remarkable road trip in Italy. Today you will explore Pompei, 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 Pisa. You’ll stay here for 1 night.

A blend of fun adventures, breathtaking views, and photo-friendly spots await you in Naples on today’s itinerary. First up is the locally renowned archeological site, Archaeological Park Of Pompeii. Afterward, continue to Teatro Grande, an archeological site every traveler should visit.

As you explore Naples’s charming streets, take in the lively atmosphere and get to know the character of the town. Next, make your way to Amphitheatre Of Pompeii. This interesting archeological site is an essential stop.

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.

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.

Savor the flavors at Ristorante Capodimonte Pisa, a top pick for dinner tonight. Alternatively, La Locanda Dei Pisani Doc Pisa beckons with its unique menu offerings. Also, consider Baribaldi Pisa. With its consistent customer satisfaction, it’s an excellent option for dining in Pisa tonight.

Explore the vibrant nightlife at Bar Mocambo after your meal, a hub for lively evenings and memorable moments. Or, head to Tree for a great selection of flavorful drinks and a charming setting. Furthermore, Chupiteria is perfect for those looking to extend their night with a touch of local flavor.

Savor another day of unforgettable experiences in Italy!