Two-Week Italy Self-Drive Road Trip With Itinerary from Naples traveling west to Viterbo, Florence, Pisa, Arezzo, and Rome

Day 2 of your road trip will take you to the best attractions Naples has to offer. Cherish the 3 nights you have left in the city and use the provided itinerary to discover what to see in Naples.

Naples is brimming with adventures.

Cattedrale Di Santa Maria Assunta is perfect for a self-paced visit during the day. This breathtaking church is sure to impress. Next on your list is Napoli Sotterranea Percorso Ufficiale, another must-visit landmark and locally renowned cave system renowned for its visually striking features.

While exploring and sightseeing, take time to savor the culture of Naples by sampling some local delicacies. When you’re ready for more sightseeing, head to Cappella Sansevero. This respected museum is an essential place to visit for anyone looking for the full Naples experience. We also recommend visiting Naples National Archaeological Museum, a captivating museum.

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.

Naples 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 Naples.

Experience a harmony of flavors at Veritas in Naples by securing a reservation in advance. Known for its 1-star Michelin status, Veritas offers a delightful variety of dishes highlighting its delicious campanian and contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Il Comandante, a highly recommended restaurant known for its enticing creative and mediterranean cuisine. This popular 1-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at ARIA, a highly acclaimed restaurant celebrated for its exceptional contemporary and modern menu.

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 day draws to a close, take a moment to unwind and prepare for the next exciting chapter 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 Naples. You’ll stay in Naples for 2 nights.

Make time for Certosa E Museo Di San Martino, a beloved museum that is worthwhile a visit in the city. Nearby, you’ll find Castel Sant'elmo, enchanting visitors with its breathtaking appeal. Continue your exploration at Complesso Monumentale Di Santa Chiara. This monument is one of the city’s most up-and-coming spots.

Enjoy the freedom of exploring Naples at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Chiesa Del Gesù Nuovo.

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 Naples's best restaurants.

Make sure to reserve a table at Opera Restaurant, 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 Trattoria San Ferdinando, 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 Anonymous Trattoria Gourmet, a hidden gem nestled in Naples. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Round off your dining experience by visiting Gran Caffè Cimmino, a prime location for a drink. Alternatively, explore the distinctive characteristics of Flanagan's Bar, a bar catering to every mood and preference. Bar Napoli likewise offers a unique atmosphere, perfect for a memorable night out.

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

Day 4 of your road trip across Italy promises a magnificent time exploring what to see in Naples. You have 1 night left in Naples. Take the opportunity to experience more of the best attractions and activities in the city.

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

Catch Museo E Real Bosco Di Capodimonte before the crowds roll in. This eye-catching museum is sure to ignite your curiosity. Next, dive into the culturally significant features of Catacombs Of San Gennaro, a must-visit cave system 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 Museo Nazionale Ferroviario Di Pietrarsa, a curiosity-inducing museum. For a change of scene, check out Castel Nuovo, known for its picture-perfect features.

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.

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.

Enjoy a lovely dining experience at Piazza Sannazaro, 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 Osteria Il Gobbetto, 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 Trattoria Castel Nuovo. It’s yet another ideal choice to enhance your time in Naples tonight.

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

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

On day 5 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Tivoli are on today's agenda. In the evening, you’ll end up in Viterbo, where you will stay for 1 night.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Tivoli. This drive usually takes around 2 hours 25 min, without any stops or traffic disruptions.

One of our top recommendations for your sightseeing is Villa D'este. Spend some time admiring the romantic features of the palace before you continue to your next stop. Then, head to Fontana Dell'organo. This locally appreciated monument is a traveler-favorite in the town.

If you're keen to see more, continue to Fontana Dell'ovato (o Di Tivoli). Feed your curiosity by learning something new about the monument.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Viterbo. Viterbo offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

Viterbo 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 Viterbo.

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

Dive into day 6 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Siena. At the end of the day, you’ll unwind at one of the finest accommodations in Florence, where you'll spend 2 nights.

Fasten your seatbelt and make your way to your next stop — Siena, home to many well-known sights in the region. Keep in mind that your travel time from Viterbo to Siena may take around 2 hours 4 min without traffic disruptions. Upon arrival in Siena, we highly recommend checking out some of the top attractions.

Piazza Del Campo is an impressive public square we recommend visiting today. Discover its visually striking features before continuing your self-guided tour to Siena Cathedral, a visually striking church that’s well-regarded in the area.

Next, stop by Basilica Of San Domenico, a breathtaking church. While you’re nearby, don’t forget to visit Fortezza Medicea (siena), a standout and truly unique monument.

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.

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

Dive into a culinary adventure like no other in Florence by booking a table at Enoteca Pinchiorri. This popular restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining option, venture to Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Gucci Osteria da Massimo Bottura, a top local restaurant known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.

Relax and look forward to more memorable moments to come!

Day 7 offers an itinerary packed with the best things to see in Naples. You’ll stay in Florence for 1 night more, offering you enough time to explore at a relaxed pace.

Experience Basilica Of Santa Croce In Florence, a well-known church in the city. Then, head to Piazza Della Signoria and soak in the ambiance of this visually striking public square.

There are many interesting places to see in Florence, and when you are ready for more, go to Ponte Vecchio. This is one of the city’s most world-famous romantic spots of interest. After exploring the historical landmark, visit the spectacular Uffizi Gallery. Not far away, you'll also find Piazzale Michelangelo. This observation deck is a symbolic highlight in Florence.

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.

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.

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.

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.

Savor another day of unforgettable experiences in Italy!

Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Florence. At the end of the day, you will retreat to the hotel of your choice in Pisa, where will spend 2 nights.

Enjoy all that Cathedral Of Santa Maria Del Fiore has to offer. This is a top-rated church you should not miss. Another must-see is Galleria Dell'accademia, a popular art gallery in Florence.

When you’re ready for the next sight, head to Central Market. From there, take a leisurely stroll to Basilica Di Santa Maria Novella, Firenze (fi), another of the city’s notable attractions.

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

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

Have a fantastic dining experience at Anima di Grano Pizzeria Napoletana Pisa Italy, a highly recommended choice for tonight's dinner. If you're looking to mix things up, il Mercante offers an enticing alternative with its varied menu. Additionally, La Ghiotteria is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Pisa.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Jeffer Cocktails & Friends, a well-loved spot among locals and tourists. Or, head to Le Parisien Wine Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Las Volta Cocktailbar, another top-rated place in the area.

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

Day 9 of your road trip will take you to the best attractions Pisa has to offer. Cherish the 1 night you have left in the city and use the provided itinerary to discover what to see in Pisa.

Start your day at Piazza Del Duomo, Pisa. This breathtaking public square is a world-famous place to see in Pisa. Then, wander over to Battistero Di San Giovanni. If breathtaking sites excite you, this church will be right up your alley. Nearby, you’ll also find Pisa Cathedral. This breathtaking church is a favorite among visitors.

Pisa offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Leaning Tower Of Pisa is a world-famous spot in the city that will captivate you with its unique charm. When you’re done at the monument, don’t forget to check out the historic Knights' Square. Take a moment to appreciate the fascinating details of this often recommended public square.

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 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.

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

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

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

On day 10 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, including Arezzo and Cortona. When you’re not sightseeing, take time to relax at your chosen hotel in Arezzo, where you’ll be staying for 1 night.

Embrace the thrill of the open road as you wave goodbye to Pisa and set your GPS to Arezzo. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 57 min. Upon reaching Arezzo, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

For a more meaningful self-guided tour of the city's best attractions, visit Arezzo Cathedral, a locally appreciated church that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Piazza Grande and admire its enchanting features.

When you’re ready, continue to San Francesco, Arezzo, a beloved church beloved by locals and tourists alike.

Upon reaching Cortona, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Our first attraction recommendation in Cortona is Parterre, a curiosity-inducing park that draws attention for its instagrammable features.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Arezzo. Arezzo offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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

Experience a symphony of flavors at Octavin in Arezzo by securing a reservation in advance. Renowned for its 1-star Michelin distinction, Octavin delights its guests with its exceptional variety of meals showcasing delicious creative cuisine. Or, if you're feeling adventurous, why not try La Clandestina? It's another excellent option with a diverse menu.

After savoring a delicious meal, step into the vibrant nightlife at Liquid Bar, where the evening is just getting started.

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.

Your itinerary for day 11 of your road trip in Italy includes 1 stop and features some of the highlights of Vatican City. At the end of the day, enjoy the comforts of a top-rated hotel in Rome, where you'll spend 3 nights.

When you’re ready to jump back into the car and say goodbye to Arezzo, you’ll hit the road in the direction of Vatican City, Vatican City. Witness the landscapes transform as you cross the border to Vatican City. This drive usually takes around 2 hours 32 min.

When you're ready for some sights, head to Vatican Museums, a world-famous art museum in Vatican City. This locally renowned square is a top recommendation in the area.

When you’re ready to explore more, Sistine Chapel is an excellent choice. Next, continue your sightseeing at the world-famous St. Peter's Basilica and discover what makes this major basilica unique.

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.

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.

Prepare for an extraordinary culinary adventure in Rome by booking a table at La Pergola, a 3-star Michelin restaurant that boasts an exceptional mediterranean and contemporary menu. For a different flavor experience, head to Il Pagliaccio, renowned for its delectable creative and innovative dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Enoteca La Torre, a local gem known for its delightful mediterranean and creative cuisine in Rome. Nestled in the city's heart, this 2-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

Extend your evening after a delightful meal by visiting La Botticella Of Poggi Giovanni, which offers the perfect atmosphere for a night out. Moreover, Almalu Trastevere is another popular option for a drink or two. Likewise, Bar Viminale Di Pepi Maurilio also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Raise your glass to another unforgettable day in Italy!

On day 12 of your road trip, you will have an entire day to discover what to see in Rome. You’ll stay in Rome for 2 nights.

Piazza Navona makes a great addition to your morning plans. This iconic public square is a majestic place to see in Rome. Continue your discovery at Pantheon, an instagrammable monument with stories to tell.

As you stroll around Rome, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Trevi Fountain. This wondrous monument offers a noteworthy encounter with Rome. Next, make your way to Basilica Di Santa Maria Maggiore to add another highlight to your day. After that, visit Circus Maximus, a locally renowned archeological site 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 Rome.

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 Rome's most popular restaurants, and connect with friendly locals for a true cultural experience.

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

Continue your evening by exploring the vibrant nightlife scene at Sant' Eustachio Caffè, a prime destination for a thrilling night out. Also, don’t forget to check out Yellowsquare Rome, a bar that offers unique local touches. Likewise, Caffè Portofino provides an excellent alternative for a fun evening.

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

Day 13 of your road trip across Italy promises a magnificent time exploring what to see in Rome. You have 1 night left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

Make a stop at Castel Sant'angelo. This famous castle is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Di Spagna located in Rome for another exciting encounter.

Next, immerse yourself in the setting of Spanish Steps. Its grand features will captivate you. After the public square, continue your tour of the city with a visit to Piazza Del Popolo. Visitors usually appreciate the romantic features of this public square. Next up is Villa Borghese, a highly recommended park.

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.

Rome 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 Rome.

Treat yourself to a delicious dinner at Hotel de Russie, an excellent option for tonight's dining. Looking for something different? La Taverna Italiana offers a tantalizing alternative with its diverse menu. And don’t miss The Parrot Bar. Known for great service, it’s a fantastic choice for tonight in Rome.

Explore the vibrant nightlife at The Apartment Bar Roma after your meal, a hub for lively evenings and memorable moments. Or, head to Hotel Hassler Roma for a great selection of flavorful drinks and a charming setting.

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

On day 14 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Rome are on today's agenda. In the evening, you’ll end up in Naples, where you will stay for 1 night.

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

Next, check out Largo Di Torre Argentina, one of the most interesting places to see in Rome. This archeological site is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Campo De' Fiori. Wander around and soak in the romantic atmosphere this public square offers. Then, head to Colosseum, a top-rated archeological site that adds another dimension to your day.

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.

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 Naples, it's often a good idea to reserve a table in advance.

Dine in style at Ristorante Amici Miei, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria Da Ettore boasts a menu that's sure to impress. Also, be sure to check out Amoroso dal 1876 - Ristorante e Pizzeria Napoli. Known as a local hotspot, it’s a great choice for tonight in Naples.

Continue your lively evening at Bar Gianni Unica Sede Dal 1970, a perfect place for winding down or revving up the night, depending on which mood you’re in. Na Beer is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, L'antiquario ensures a night out tailored to your taste.

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