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

On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Pisa. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 5 nights.

Get ready for a day filled with fun adventures, breathtaking views, and photo-friendly spots in the charming city of Pisa. Your adventure starts at Leaning Tower Of Pisa, a world-famous local hot spot. Another notable attraction to explore is Angelo Caduto. This locally appreciated point of interest is known for its breathtaking appeal.

After soaking in the highlights of these sights, take some time to wander Pisa's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Pisa Cathedral. This breathtaking church offers a fascinating experience that many visitors find memorable. Piazza Del Duomo, Pisa is also worth visiting, along with Campo Santo. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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 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.

Don’t miss out on dining at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Let the evening flow smoothly from dinner to drinks at Manifattura, a top-rated bar in the area. For other recommendations, Se·sto On Arno Rooftop Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Il Vinile offers a memorable night with diverse drink options and excellent service.

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

Day 3 offers a multitude of experiences. You will stay in Florence for 4 nights more, offering you enough time to explore at a relaxed pace.

Today’s itinerary in Florence covers several incredible sights, including a church, a public square, a historical landmark, an art gallery, an observation deck and much more! Start your adventure at Cathedral Of Santa Maria Del Fiore. This widely recognized church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of Piazza Della Signoria, a must-see public square 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 Ponte Vecchio. This wondrous historical landmark offers an enriching experience. For a change of pace, head to Uffizi Gallery, where you can take in instagrammable features. Conclude your self-guided sightseeing tour with a visit to Piazzale Michelangelo. These sights offer a fulfilling end to a perfect day.

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.

Savor the flavors at Ditta Artigianale, a top pick for dinner tonight. Alternatively, Trattoria Da Burde beckons with its unique menu offerings. Also, consider Casa Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

After your meal, keep the night alive at a bar like Bar 50 Rosso, known for its lively atmosphere. Bitter Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Archea Brewery offers an excellent atmosphere for those looking to amp up the evening.

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

On day 4 of your road trip, you’ll start and end your day in Florence, where you'll stay for 3 nights more.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a monument, a palace, a public square, a church and much more! Begin your adventure at Fortezza Medicea (siena). This is an up-and-coming monument you should not miss. Another must-see is Palazzo Salimbeni, an underrated palace in Florence.

When you’re ready for the next sight, head to Piazza Del Campo. From there, take a leisurely stroll to Pubblico Palace, another of the city’s frequently visited attractions. We recommend continuing your self-guided tour at Siena Cathedral, an inviting place of interest in the city.

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.

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

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

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

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!

Start by visiting Parco Della Rocca, a prime spot to begin your journey. This respected park is sure to impress. Next on your list is Rocca Di Montestaffoli, another must-visit landmark and often recommended castle renowned for its visually striking features.

While exploring and sightseeing, take time to savor the culture of Florence by sampling some local delicacies. When you’re ready for more sightseeing, head to Piazza Del Duomo. This visually striking public square is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Sangimignano1300, a frequently visited museum. Nearby, you'll also find Porta San Giovanni, ready to add charm to your journey.

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.

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.

Savor another day of unforgettable experiences in Italy!

Greet day 6 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 1 night 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 Greve in Chianti, Greti, and Montefioralle.

Florence is brimming with adventures. Today’s wonderful stops include a castle and a winery. Begin your sightseeing adventure at the frequently visited 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 history-steeped winery that draws visitors from far and near.

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

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

As you explore more of Florence, 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.

Treat yourself to a delightful dinner at Ristorante Buca Niccolini, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Essenziale? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante La Grotta Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

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

On day 7 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 Santa Maria degli Angeli. In the evening, you’ll end up in Perugia, where you will stay for 2 nights.

Start by visiting San Damiano, a prime spot to begin your journey. This stunning church is sure to impress. Next on your list is Basilica Di Santa Chiara, another must-visit landmark and curiosity-inducing church renowned for its picture-perfect features.

While exploring and sightseeing, take time to savor the culture of Florence by sampling some local delicacies. When you’re ready for more sightseeing, head to Piazza Del Comune. This history-steeped public square is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Basilica Of San Francesco D'assisi, a popular church.

When you’re done exploring for the day, you’ll drive to your hotel in Perugia. Check in and spend some time relaxing before you head out to tour the city.

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

Treat yourself to a delightful dinner at Ristorante Settimo Sigillo, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Caffè Baglioni? It's another excellent option with a diverse menu. Consider reserving a table at Bar Pellas as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Perugia.

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

Say good night to Perugia 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 Perugia. You have 1 night left in Perugia. Take the opportunity to experience more of the best attractions and activities in the city.

Savor the day by visiting some of the best places to see in Perugia, including a church, a cave system, a public square, a historical landmark and much more! Start your adventure at Chiesa Di San Michele Arcangelo. This up-and-coming church is a must-visit for travelers looking for a unique holiday experience. Make your way to Perugia Sotterranea Accesso located in Perugia for another exciting encounter.

Next, immerse yourself in the setting of Perugia Cathedral. Its inviting features will captivate you. After the church, continue your tour of the city with a visit to Piazza Iv Novembre. Visitors usually appreciate the history-steeped features of this public square. Next up is Rocca Paolina, a highly recommended historical landmark.

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 dining experience at La Taverna, a popular restaurant in Perugia. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Perugia at Ristorante del Sole, 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 Al Mangiar Bene. It’s yet another ideal choice to enhance your time in Perugia tonight.

Let the evening flow smoothly from dinner to drinks at Caffè Fortebraccio, a top-rated bar in the area. For other recommendations, Caffe Del Banco provides a perfect setting for rounding out your night with style and great drinks. Likewise, Dempsey's Perugia offers a memorable night with diverse drink options and excellent service.

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

Dive into day 9 of your remarkable road trip in Italy. Today you will explore Rome, 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 Rome. You’ll stay here 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 wondrous archeological site you should not miss. Another must-see is Roman Forum, a timeless 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 wondrous attractions. We recommend continuing your self-guided tour at Pantheon, a culturally significant place of interest 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 Rome. Rome 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 Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Savor the flavors at La Bottega Roma, a top pick for dinner tonight. Alternatively, Pasta In Corso beckons with its unique menu offerings. Also, consider Trattoria Vecchia Roma. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

After your delicious meal, get a taste of the vibrant nightlife with a visit to La Botticella Of Poggi Giovanni, known for its inviting atmosphere. Almalu Trastevere is another great option if you’re looking for a place to get the night started. Similarly, Bar Viminale Di Pepi Maurilio provides a great setting to enjoy the night away.

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

On day 10 of your road trip in Italy, you’ll start and end your day in Rome, but spend the day exploring what’s beyond the city. Since you will return to Rome for 1 night more, there’s no need to rush. Experience Vatican City to the fullest today with this curated day itinerary!

Trastevere is a fantastic place you can explore today in Vatican City. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Vatican City-way-of-life and visit all the nearby sights. You should also check out Monti, a neighborhood offering more opportunities to enjoy the city’s vibrant atmosphere and landmarks.

Start your adventure at St. Peter's Basilica. This globally renowned major basilica is a place that is appreciated by travelers and locals alike.

These sights offer a fulfilling end to a perfect day.

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

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

Savor the flavors at RomAntica, a top pick for dinner tonight. Alternatively, Coso Ristorante beckons with its unique menu offerings. Also, consider DEROMA - Farine Romane. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

After enjoying a fulfilling meal, continue your evening at Sant' Eustachio Caffè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Yellowsquare Rome offers a welcoming atmosphere for easing into the nightlife. Similarly, Caffè Portofino provides an excellent environment for a relaxed and enjoyable evening.

Celebrate another amazing day of your road trip adventure 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.

Prepare for a day full of family-friendly attractions, picturesque spots, and historic treasures. When you’re ready, kick off your sightseeing adventure at Naples National Archaeological Museum. This well-known 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 popular 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 enchanting 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.

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

Have a fantastic dining experience at L'Oca Nera Irish Pub, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Mimì alla Ferrovia offers an enticing alternative with its varied menu. Additionally, Spuzzulè Winebar is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Naples.

Continue your evening by exploring the vibrant nightlife scene at Happening Cocktail Bar, a prime destination for a thrilling night out. Also, don’t forget to check out Shanti Art Musik Bar, a bar that offers unique local touches. Likewise, Gran Caffè Gambrinus provides an excellent alternative for a fun evening.

Raise your glass to another unforgettable day in Italy!

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

Brace yourself for today’s incredible lineup of attractions in Naples, featuring fun adventures, breathtaking views, and photo-friendly spots. Start at Amalfi Coast, a top-rated coast in the village. Then, head to Saint Andrew's Fountain Amalfi and soak in the ambiance of this historic monument.

There are many interesting places to see in Naples, and when you are ready for more, go to Villa Rufolo. This is one of the village’s most notable history-steeped spots of interest.

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

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

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.

To truly maximize your evening out, consider visiting Archivio Storico - Cocktail Bar & Wonderfood after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Archeobar, another bar with an inviting ambiance. Similarly, Babette Pub also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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.

Naples is home to plenty of attractions that offer family-friendly attractions, scenic views, and picturesque spots! Start at Archaeological Park Of Pompeii, a captivating archeological site that is worthwhile a visit in the town. Nearby, you’ll find Teatro Grande, enchanting visitors with its breathtaking appeal. Continue your exploration at Amphitheatre Of Pompeii. This archeological site is one of the town’s most interesting spots.

When you’re done exploring for the day, you’ll drive to your hotel in Pisa. Check in and spend some time relaxing before you head out to tour the city.

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.

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.

After enjoying a fulfilling meal, continue your evening at Bar Mocambo, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Tree offers a welcoming atmosphere for easing into the nightlife. Similarly, Chupiteria provides an excellent environment for a relaxed and enjoyable evening.

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