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

On day 2 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 Pisa. In the evening, you’ll end up in Florence, where you will stay for 5 nights.

A blend of family-friendly attractions, breathtaking views, and photo-friendly spots await you in Pisa on today’s itinerary. First up is the iconic monument, Leaning Tower Of Pisa. Afterward, continue to Angelo Caduto, a sightseeing destination every traveler should visit.

As you explore Pisa’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Pisa Cathedral. This worthwhile church is an essential stop. Following that, head to Piazza Del Duomo, Pisa, another must-visit site that will enhance your experience. Don’t forget to stop by Campo Santo, an often recommended cemetery in the city.

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

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 lovely dining experience at Ristorante Oliviero 1962, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Di Poneta Novoli, 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 Caffe San Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

Unwind after your meal by stepping into Manifattura. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Se·sto On Arno Rooftop Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Il Vinile, 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!

Day 3 of your road trip across Italy promises a magnificent time exploring Florence. You have 4 nights left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Get ready for a day filled with family-friendly attractions, 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 spectacular 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 culturally significant 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.

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.

Make sure to reserve a table at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa 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.

Keep the evening going at Bar 50 Rosso, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bitter Bar, which offers a similarly pleasant setting and great drinks. Another option is Archea Brewery, which provides an inviting environment for unwinding after a busy day out.

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

On day 4 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 3 nights more, there’s no need to rush. Experience Siena to the fullest today with this curated day itinerary!

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 beloved monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the eye-catching 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 historic 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 the area’s best attractions, you’ll drive back to your accommodation in Florence.

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 Buca Mario, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Agricola Toscana offers an enticing alternative with its varied menu. Additionally, Eataly Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Round off your dining experience by visiting Gosh*, a prime location for a drink. Alternatively, explore the distinctive characteristics of Antico Caffè Del Moro - Art Bar Firenze, a bar catering to every mood and preference. Quelo Bar likewise offers a unique atmosphere, perfect for a memorable night out.

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

Wake up to day 5 of your extraordinary road trip in Italy. With 2 nights left in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Brace yourself for today’s incredible lineup of attractions in Florence, featuring family-friendly attractions, 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 romantic 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 locally appreciated romantic spots of interest. After exploring the public square, visit the locally appreciated Sangimignano1300. Not far away, you'll also find Porta San Giovanni. This monument is a breathtaking highlight in Florence.

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

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.

Enjoy a delicious meal at Tijuana, a highly-rated dining destination in Florence. If you're eager to try something different, consider Djària - American Bar, another top spot with a tantalizing menu. You might also want to secure a reservation at The Florence Irish Pub. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

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

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

Today, you'll explore some of the most beautiful places in Florence, including a castle and a winery. Start your day with a visit to Castle Of Verrazzano. This increasingly popular castle is a must-visit in the town. When you’re ready for your next discovery, continue to Villa Calcinaia - Conti Capponi, which may be one of the most enchanting 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 Fattoria Viticcio, a locally appreciated winery in the town.

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

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

Don’t miss out on dining at Ristorante Buca Niccolini, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Essenziale, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante La Grotta Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Say good night to Florence and look forward to another great 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.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring family-friendly attractions, breathtaking views, and picturesque spots. Start at San Damiano, an often recommended church in the town. Then, head to Basilica Di Santa Chiara and soak in the ambiance of this grand church.

There are many interesting places to see in Florence, and when you are ready for more, go to Piazza Del Comune. This is one of the town’s most often recommended visually striking spots of interest. After exploring the public square, visit the captivating Basilica Of San Francesco D'assisi.

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.

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

Enjoy a delicious meal at Ristorante Settimo Sigillo, a top-rated dining destination in Perugia. If you're in the mood to try something new, consider Caffè Baglioni, another top spot with a mouthwatering menu. You might also want to secure a reservation at Bar Pellas. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Perugia this evening.

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

Savor another day of unforgettable experiences 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.

Bring your curiosity for today’s adventure around Perugia. Some of the city’s most loved attractions await! Chiesa Di San Michele Arcangelo is the perfect place to start. This church is one of the most curiosity-inducing places to visit in Perugia. Next, head to Perugia Sotterranea Accesso, an often recommended cave system, known for its visually striking features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Perugia Cathedral. This culturally significant church is a highly recommended experience. Nearby, you'll also find Piazza Iv Novembre and Rocca Paolina. Visit these for an interesting touch to your journey.

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

Enjoy a lovely meal at La Taverna, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante del Sole is another top choice with a popular menu. You could also check for a table at Al Mangiar Bene. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Perugia tonight.

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.

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

Embark on another extraordinary experience on day 9 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rome, which will be your home away from home for 2 nights.

Get ready for an exciting day in Perugia. Today’s sightseeing agenda includes an archeological site, a monument, and a public square. Begin your adventure at Colosseum. This is a world-famous archeological site you should not miss. Another must-see is Roman Forum, a wondrous archeological site in Perugia.

When you’re ready for the next sight, head to Trevi Fountain. From there, take a leisurely stroll to Piazza Navona, another of the city’s iconic attractions. We recommend continuing your self-guided tour at Pantheon, a photogenic place of interest in the city.

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.

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.

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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at La Botticella Of Poggi Giovanni, a well-loved spot among locals and tourists. Or, head to Almalu Trastevere. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Viminale Di Pepi Maurilio, another top-rated place in the area.

Celebrate another amazing day of your road trip adventure 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.

One of the most iconic places you can visit today in Vatican City 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 Monti, a neighborhood that offers a glimpse into local life and culture.

St. Peter's Basilica is must-visit major basilica and a great starting point for the day.

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

As dinnertime approaches, it's time to head out for a bite to eat in Rome. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

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.

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.

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

Immerse yourself in Rome’s rich culture with today's sightseeing itinerary. Start your journey at Naples National Archaeological Museum. This eye-catching museum is sure to ignite your curiosity. Next, dive into the history-steeped features of Ovo Castle, a must-visit castle in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Castel Nuovo, a popular castle. For a change of scene, check out Piazza Del Plebiscito, known for its history-steeped features.

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

Make sure to reserve a table at L'Oca Nera Irish Pub, an iconic dining spot in Naples. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Mimì alla Ferrovia, a popular restaurant in Naples. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Spuzzulè Winebar, a hidden gem nestled in Naples. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After savoring a delicious meal, step into the vibrant nightlife at Happening Cocktail Bar, where the evening is just getting started. In the same way, Shanti Art Musik Bar offers a unique charm perfect for experiencing the local bar scene in Naples. Gran Caffè Gambrinus is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Raise your glass to another unforgettable day in Italy!

On day 12 of your road trip, you’ll start and end your day in Naples, where you'll stay for 1 night more.

Prepare for a day full of fun adventures, breathtaking views, and picturesque spots. When you’re ready, kick off your sightseeing adventure at Amalfi Coast. This top-rated coast is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Saint Andrew's Fountain Amalfi, one of the village’s best highlights.

Next, check out Villa Rufolo, one of the most popular places to see in Naples. This historical landmark is a favorite among locals and travelers alike.

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

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

Enjoy a 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.

If you’re not ready to end the night just yet, Archivio Storico - Cocktail Bar & Wonderfood offers a perfect venue to relax and savor a drink. Similarly, Archeobar is well-suited for those looking to unwind in a social setting. Babette Pub is another excellent spot to enjoy a nightcap after a delightful meal.

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

On day 13 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Pompei. When you’re not sightseeing, take time to relax at your selected hotel in Pisa, where you’ll be staying for 1 night.

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

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

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

Enjoy a lovely meal at Ristorante Capodimonte Pisa, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, La Locanda Dei Pisani Doc Pisa is another top choice with a popular menu. You could also check for a table at Baribaldi Pisa. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Pisa tonight.

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

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