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, scenic views, and picturesque spots in the charming city of Pisa. Your adventure starts at Leaning Tower Of Pisa, an iconic local hot spot. Another notable attraction to explore is Angelo Caduto. This increasingly popular sightseeing destination is known for its detailed 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 stunning 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.

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.

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 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.

Following your dinner, dive into the local bar culture at Manifattura. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Se·sto On Arno Rooftop Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Il Vinile provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Celebrate another amazing day of your road trip adventure 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.

Discover a day packed with fun adventures, romantic experiences, and scenic views in Florence. Begin your sightseeing with Cathedral Of Santa Maria Del Fiore. This top-rated church is one of the top attractions in the city. Proceed to Piazza Della Signoria, another must-visit attraction.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Ponte Vecchio. This globally renowned historical landmark is a traveler-favorite. Not far away, you’ll find Uffizi Gallery, another key site on your sightseeing itinerary. Piazzale Michelangelo is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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

Treat yourself to a 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.

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.

As the sun sets on another day of adventure, rest up and recharge for the next leg 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 well-planned self-sightseeing route offers several family-friendly attractions, breathtaking views, and photo-friendly spots. 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. Fortezza Medicea (siena) is the first of them. Spend some time admiring this historic monument before continuing your journey. Palazzo Salimbeni is your next stop. This intriguing palace is one of the best-rated sights in Florence.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Piazza Del Campo. This romantic public square is a sight to behold. To round off your sightseeing experience, visit Pubblico Palace and Siena Cathedral.

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

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.

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

After savoring a delicious meal, step into the vibrant nightlife at Gosh*, where the evening is just getting started. In the same way, Antico Caffè Del Moro - Art Bar Firenze offers a unique charm perfect for experiencing the local bar scene in Florence. Quelo Bar is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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

Get ready for a day filled with fun adventures, romantic experiences, and scenic views in the charming village of Florence. Your adventure starts at Parco Della Rocca, a beloved local hot spot. Another notable attraction to explore is Rocca Di Montestaffoli. This beloved castle is known for its enchanting 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 Piazza Del Duomo. This inviting public square offers a fascinating experience that many visitors find memorable. Sangimignano1300 is also worth visiting, along with Porta San Giovanni. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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.

Make sure to reserve a table at Tijuana, 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 Djària - American Bar, 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 The Florence Irish Pub, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Raise your glass to another unforgettable 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!

Get ready to discover some of the most iconic wonders in Florence, including a castle and a winery. Start your day at Castle Of Verrazzano. This romantic castle is a locally appreciated place to see in Florence. Then, wander over to Villa Calcinaia - Conti Capponi. If romantic sites excite you, this winery will be right up your alley. Nearby, you’ll also find Fattoria Viticcio. This idyllic winery is a favorite among visitors.

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 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.

Celebrate another amazing day of your road trip adventure 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.

Today’s agenda in Florence includes a church and a public square. San Damiano is must-visit church and a great starting point for the day. Next, continue your journey to Basilica Di Santa Chiara, a frequently visited church, located just a leisurely stroll away. Next, head to Piazza Del Comune, an enchanting public square, also available for your discovery today.

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.

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

Savor the flavors at Ristorante Settimo Sigillo, a top pick for dinner tonight. Alternatively, Caffè Baglioni beckons with its unique menu offerings. Also, consider Bar Pellas. With its consistent customer satisfaction, it’s an excellent option for dining in Perugia tonight.

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.

Raise your glass and celebrate another amazing 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 Perugia by discovering the best things there are to see and do in the city.

Today’s itinerary in Perugia covers several incredible sights, 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 beloved church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the heritage-rich wonders of Perugia Sotterranea Accesso, a must-see cave system 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 Perugia Cathedral. This increasingly popular church offers an enriching experience. For a change of pace, head to Piazza Iv Novembre, where you can take in enchanting features. Conclude your self-guided sightseeing tour with a visit to Rocca Paolina. 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 day of adventure, treat yourself to an exquisite dinner at one of Perugia's best restaurants.

Treat yourself to a delicious dinner at La Taverna, an excellent option for tonight's dining. Looking for something different? Ristorante del Sole offers a tantalizing alternative with its diverse menu. And don’t miss Al Mangiar Bene. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Perugia.

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.

Raise your glass to another unforgettable day in Italy!

Experience an unparalleled adventure on day 9 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Rome. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. 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 Colosseum. This globally renowned archeological site is a picture-perfect place to see in Perugia. Continue your discovery at Roman Forum, a culturally significant archeological site with stories to tell.

As you stroll around Perugia, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Trevi Fountain. This timeless monument offers a visually striking encounter with Perugia. Next, make your way to Piazza Navona to add another highlight to your day. After that, visit Pantheon, a wondrous monument that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Perugia.

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.

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

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

To truly maximize your evening out, consider visiting La Botticella Of Poggi Giovanni after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Almalu Trastevere, another bar with an inviting ambiance. Similarly, Bar Viminale Di Pepi Maurilio also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Greet day 10 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Rome 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 Vatican City.

A top thing to do today is to explore Trastevere, a must-see neighborhood in Vatican City. It's the perfect starting point for touring the top attractions in the area. You can also visit Monti, an ideal neighborhood for continued sightseeing.

Start by visiting St. Peter's Basilica, a prime spot to begin your journey.

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

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

Treat yourself to a delightful dinner at RomAntica, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Coso Ristorante? It's another excellent option with a diverse menu. Consider reserving a table at DEROMA - Farine Romane as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

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.

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.

Bring your curiosity for today’s adventure around Rome. Some of the city’s most loved attractions await! Naples National Archaeological Museum is the perfect place to start. This museum is one of the most popular places to visit in Rome. Next, head to Ovo Castle, a locally renowned castle, 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 Castel Nuovo. This culturally significant castle is a highly recommended experience. Nearby, you'll also find Piazza Del Plebiscito. Visit these for an interesting touch to your journey.

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.

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

Treat yourself to a delicious dinner at L'Oca Nera Irish Pub, an excellent option for tonight's dining. Looking for something different? Mimì alla Ferrovia offers a tantalizing alternative with its diverse menu. And don’t miss Spuzzulè Winebar. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Naples.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Happening Cocktail Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Shanti Art Musik Bar offers an ideal atmosphere to enjoy the pleasures of the night. Gran Caffè Gambrinus is also a great option that provides a perfect setting for a relaxing evening.

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.

Begin your adventure at Amalfi Coast. This is a famous coast you should not miss. Another must-see is Saint Andrew's Fountain Amalfi, a locally appreciated monument in Naples.

When you’re ready for the next sight, head to Villa Rufolo.

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

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

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.

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

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.

Set out on a day brimming with fun adventures, breathtaking views, and picturesque spots. Start at the well-known Archaeological Park Of Pompeii, a breathtaking archeological site in Naples. Next, go to Teatro Grande.

After visiting Archaeological Park Of Pompeii and Teatro Grande, have a stroll along Naples's streets and take in the local charm. Continue your sightseeing by heading to Amphitheatre Of Pompeii. This picture-perfect archeological site offers a unique experience.

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

Dine in style at Ristorante Capodimonte Pisa, a top recommendation for dinner tonight. Or, for a change of pace, La Locanda Dei Pisani Doc Pisa boasts a menu that's sure to impress. Also, be sure to check out Baribaldi Pisa. Known as a local hotspot, it’s a great choice for tonight in Pisa.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Mocambo, known for its inviting atmosphere. Tree is another great option if you’re looking for a place to get the night started. Similarly, Chupiteria provides a great setting to enjoy the night away.

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