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

Your itinerary for day 2 of your road trip in Italy includes 1 stop and features some of the highlights of Pisa. At the end of the day, enjoy the comforts of a top-rated hotel in Florence, where you'll spend 5 nights.

Leaning Tower Of Pisa leaves a lasting impression. This monument is one of the most world-famous places to visit in Pisa.

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 Pisa Cathedral. This breathtaking church is a highly recommended experience. Nearby, you'll also find Piazza Del Duomo, Pisa and Campo Santo. Visit these for an interesting touch to your journey.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and relax 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.

Enjoy a delicious meal at Ristorante Oliviero 1962, a highly-rated dining destination in Florence. If you're eager to try something different, consider Di Poneta Novoli, another top spot with a tantalizing menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, Se·sto On Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Il Vinile is another excellent spot to enjoy a nightcap after a delightful meal.

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 discover what to see in Florence. You’ll stay in Florence for 4 nights.

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

Visiting Cathedral Of Santa Maria Del Fiore is always a good idea. This spectacular church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the detailed 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 iconic historical landmark offers an enriching experience. For a change of pace, head to Uffizi Gallery, where you can take in standout 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 experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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

Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

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

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

On day 4 of your road trip, you’ll start and end your day in Florence, where you still have 3 nights left. You'll spend part of the day exploring places of interest outside the immediate city, including Siena.

Fortezza Medicea (siena) is must-visit monument and a great option for a daytime tour of the area. Continue your journey to Palazzo Salimbeni, a locally appreciated palace, located just a leisurely stroll away. Next, head to Piazza Del Campo, a romantic public square, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Florence. When you're ready, let your sightseeing route take you to the frequently visited Pubblico Palace. If you’re looking for more, Siena Cathedral is also a captivating attraction that is worthwhile a visit.

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

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

Enjoy a lovely dining experience at Ristorante Buca Mario, 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 Agricola Toscana, 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 Eataly Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

To truly maximize your evening out, consider visiting Gosh* after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Antico Caffè Del Moro - Art Bar Firenze, another bar with an inviting ambiance. Similarly, Quelo Bar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Greet day 5 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 2 nights to stay in Florence, so get ready to make the most of your time in the region. On the agenda for this day, you’ll find only the best things to see and do in San Gimignano.

San Gimignano is brimming with adventures.

One of the most underrated attractions included on the itinerary is Parco Della Rocca. This respected park will help you start your sightseeing on top. Then, take a leisurely stroll to Rocca Di Montestaffoli and learn what makes this UNESCO world heritage-designated castle unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the increasingly popular Piazza Del Duomo. After exploring the public square, head to Sangimignano1300. This beloved museum is a highlight in Florence. As your day continues, stop by Porta San Giovanni, known for its picture-perfect features.

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.

Dine in style at Tijuana, a top recommendation for dinner tonight. Or, for a change of pace, Djària - American Bar boasts a menu that's sure to impress. Also, be sure to check out The Florence Irish Pub. Known as a local hotspot, it’s a great choice for tonight in Florence.

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

On day 6 of your road trip, you'll get the chance to experience Greve in Chianti, Greti, and Montefioralle. At the end of the day, you'll drive back to Florence, where you still have 1 night left to stay.

Start your day at Castle Of Verrazzano. This visually striking castle is an intriguing place to see in Florence. Then, wander over to Villa Calcinaia - Conti Capponi. If history-steeped sites excite you, this winery will be right up your alley. Nearby, you’ll also find Fattoria Viticcio. This mesmerizing winery is a favorite among visitors.

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.

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

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Italy.

Dive into day 7 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Santa Maria degli Angeli. At the end of the day, you’ll unwind at one of the finest accommodations in Perugia, where you'll spend 2 nights.

One of the most worthwhile attractions included on the itinerary is San Damiano. This stunning church will help you start your sightseeing on top. Then, take a leisurely stroll to Basilica Di Santa Chiara and learn what makes this breathtaking church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the worthwhile Piazza Del Comune. After exploring the public square, head to Basilica Of San Francesco D'assisi. This notable church is a highlight in Florence.

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

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

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

Day 8 of your road trip will take you to the best attractions Perugia has to offer. Cherish the 1 night you have left in the city and use the provided itinerary to discover what to see in Perugia.

Make a stop at Chiesa Di San Michele Arcangelo. This intriguing 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 culturally significant features will captivate you. After the church, continue your tour of the city with a visit to Piazza Iv Novembre. Visitors usually appreciate the visually striking 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 experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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

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.

Explore the vibrant nightlife at Caffè Fortebraccio after your meal, a hub for lively evenings and memorable moments. Or, head to Caffe Del Banco for a great selection of flavorful drinks and a charming setting. Furthermore, Dempsey's Perugia is perfect for those looking to extend their night with a touch of local flavor.

Relax and look forward to more memorable moments to come!

On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Rome. When you’re not sightseeing, take time to relax at your chosen hotel in Rome, where you’ll be staying for 2 nights.

To truly experience Perugia, make sure to drop by Colosseum. This iconic archeological site is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Roman Forum, one of the city’s best highlights.

Next, check out Trevi Fountain, one of the most iconic places to see in Perugia. This monument is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Navona. Wander around and soak in the enchanting atmosphere this public square offers. Then, head to Pantheon, a top-rated monument that adds another dimension to your day.

At the end of the day, you will drive to Rome, 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. If you are looking to dine at a popular restaurant in Rome, it's often a good idea to reserve a table in advance.

Treat yourself to a wonderful meal at La Bottega Roma, a top-rated dining spot in Rome. If you're in the mood for something new, try Pasta In Corso, another premier location with a delectable menu. You might also want to book a table at Trattoria Vecchia Roma. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.

Keep the evening going at La Botticella Of Poggi Giovanni, a great choice for enjoying the after-dinner hours with a drink. You could also go to Almalu Trastevere, which offers a similarly pleasant setting and great drinks. Another option is Bar Viminale Di Pepi Maurilio, which provides an inviting environment for unwinding after a busy day out.

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

Wake up to day 10 of your road trip in Italy. On this day, you’ll embark on an exciting expedition discovering the enchanting sights and activities of Vatican City. With 1 night to stay in Rome, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Trastevere is one of the highlights of today. Take your time exploring this iconic neighborhood in Vatican City, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city. Be sure to also visit Monti, a neighborhood that showcases another side of Vatican City.

St. Peter's Basilica leaves a lasting impression. This major basilica is one of the most iconic places to visit in Rome.

Visit these for an interesting touch to your journey.

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

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

Treat yourself to a delicious dinner at RomAntica, an excellent option for tonight's dining. Looking for something different? Coso Ristorante offers a tantalizing alternative with its diverse menu. And don’t miss DEROMA - Farine Romane. Known for great service, it’s a fantastic choice for tonight in Rome.

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.

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 place, which are Naples. At the end of the day, you will retreat to the hotel of your choice in Naples, where will spend 2 nights.

Naples National Archaeological Museum is an ideal stop early in the day. This well-known museum is a must-visit in the city. When you’re ready for your next discovery, continue to Ovo Castle, which may be one of the most visually striking places you will experience today.

One of the best things about exploring Rome 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 Castel Nuovo, a popular castle in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Del Plebiscito.

When you’re done exploring for the day, you’ll drive to your hotel in Naples. Check in and relax before you head out to tour the city.

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

Enjoy a lovely meal at L'Oca Nera Irish Pub, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Mimì alla Ferrovia is another top choice with a popular menu. You could also check for a table at Spuzzulè Winebar. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Naples tonight.

Unwind after your meal by stepping into Happening Cocktail Bar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Shanti Art Musik Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Gran Caffè Gambrinus, another top-rated bar in the area.

As the sun sets, 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 still have 1 night to spend in Naples, there’s no need to rush. Experience Amalfi and Ravello to the fullest today with this curated day itinerary.

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

Make time for Amalfi Coast, an extraordinary coast that is worthwhile a visit in the village. Nearby, you’ll find Saint Andrew's Fountain Amalfi, enchanting visitors with its remarkable appeal. Continue your exploration at Villa Rufolo. This historical landmark is one of the village’s most locally renowned spots.

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 a true cultural experience.

Don’t miss out on dining 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.

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

On day 13 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Pompei are on today's agenda. In the evening, you’ll end up in Pisa, where you will stay for 1 night.

Your adventure in Naples is only getting started when you visit Archaeological Park Of Pompeii, a locally renowned local hot spot. Another notable attraction to explore is Teatro Grande. This up-and-coming archeological site is known for its historic appeal.

After soaking in the highlights of these sights, take some time to wander Naples's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Amphitheatre Of Pompeii. This picture-perfect archeological site offers a fascinating experience that many visitors find memorable.

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

Pisa is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Pisa.

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.

Extend your evening after a delightful meal by visiting Bar Mocambo, which offers the perfect atmosphere for a night out. Moreover, Tree is another popular option for a drink or two. Likewise, Chupiteria also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Relax and look forward to more memorable moments to come!