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

Day 2 offers an itinerary packed with the best things to see in Naples. You’ll stay in Naples for 3 nights more, offering you enough time to explore at a relaxed pace.

To truly experience Naples, make sure to drop by Cattedrale Di Santa Maria Assunta. This captivating church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Napoli Sotterranea Percorso Ufficiale, one of the city’s best highlights.

Next, check out Cappella Sansevero, one of the most captivating places to see in Naples. This museum is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Naples National Archaeological Museum. Wander around and soak in the photogenic atmosphere this museum offers.

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 Naples. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Experience a taste of local culinary excellence while in Naples by securing a table at Veritas. An esteemed 1-star Michelin restaurant, it features an exceptional campanian and contemporary menu. For an alternative taste experience, visit Il Comandante, famous for its scrumptious creative and mediterranean dishes. This 1-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover ARIA, a local favorite celebrated for its exquisite contemporary and modern cuisine in Naples. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for contemporary and modern cuisine lovers seeking top-notch culinary experiences.

After savoring a delicious meal, step into the vibrant nightlife at Archivio Storico - Cocktail Bar & Wonderfood, where the evening is just getting started. In the same way, Archeobar offers a unique charm perfect for experiencing the local bar scene in Naples. Babette Pub is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Relax and look forward to more memorable moments to come!

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

Experience Certosa E Museo Di San Martino, an increasingly popular museum in the city. Then, head to Castel Sant'elmo and soak in the ambiance of this picture-perfect castle.

There are many interesting places to see in Naples, and when you are ready for more, go to Complesso Monumentale Di Santa Chiara. This is one of the city’s most beloved picture-perfect spots of interest. After exploring the monument, visit the popular 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.

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.

Dine in style at Opera Restaurant, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria San Ferdinando boasts a menu that's sure to impress. Also, be sure to check out Anonymous Trattoria Gourmet. Known as a local hotspot, it’s a great choice for tonight in Naples.

After your meal, keep the night alive at a bar like Gran Caffè Cimmino, known for its lively atmosphere. Flanagan's Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Napoli 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 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.

Make a stop at Museo E Real Bosco Di Capodimonte. This interesting museum is a must-visit for travelers looking for a unique holiday experience. Make your way to Catacombs Of San Gennaro located in Naples for another exciting encounter.

Next, immerse yourself in the setting of Museo Nazionale Ferroviario Di Pietrarsa. Its picture-perfect features will captivate you. After the museum, continue your tour of the city with a visit to Castel Nuovo. Visitors usually appreciate the picture-perfect features of this castle.

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.

Savor the flavors at Piazza Sannazaro, a top pick for dinner tonight. Alternatively, Osteria Il Gobbetto beckons with its unique menu offerings. Also, consider Trattoria Castel Nuovo. With its consistent customer satisfaction, it’s an excellent option for dining in Naples tonight.

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

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

Fasten your seatbelt and make your way to your next stop — Tivoli, home to many well-known sights in the region. Keep in mind that your travel time from Naples to Tivoli may take around 2 hours 25 min without traffic disruptions. Upon arrival in Tivoli, we highly recommend checking out some of the top attractions.

Our first attraction recommendation in Tivoli is Villa D'este, a locally renowned palace that draws attention for its visually striking features. Spend some time soaking in the atmosphere before continuing to Fontana Dell'organo, a romantic monument that stands out in the town.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Fontana Dell'ovato (o Di Tivoli), a frequently visited monument that offers a unique experience.

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.

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

Raise your glass to another unforgettable day 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.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Siena. This drive usually takes around 2 hours 4 min, without any stops or traffic disruptions.

Savor the day by heading to Piazza Del Campo, a top-rated public square that draws visitors from near and far. When you're done, continue to Siena Cathedral, where you can soak in the romantic surroundings.

Next, explore Basilica Of San Domenico, yet another often recommended place to see in the area. After the church, make time to go to Fortezza Medicea (siena). This culturally significant monument is well worth the visit.

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 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.

Get ready for an unforgettable culinary journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned as a 3-star Michelin restaurant, it offers an exceptional italian contemporary menu. For a different taste experience, head to Santa Elisabetta, recognized for its delicious creative and mediterranean dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Gucci Osteria da Massimo Bottura, a local favorite known for its delightful italian contemporary and international cuisine in Florence. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for italian contemporary and international foodies seeking culinary excellence.

Continue your evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out Se·sto On Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Il Vinile provides an excellent alternative for a fun evening.

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 7 of your road trip, you will have an entire day to discover what to see in Florence. You’ll stay in Florence for 1 night.

Start your day at Basilica Of Santa Croce In Florence. This culturally significant church is a notable place to see in Florence. Then, wander over to Piazza Della Signoria. If romantic sites excite you, this public square will be right up your alley. Nearby, you’ll also find Ponte Vecchio. This grand historical landmark is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Uffizi Gallery is an astonishing spot in the city that will captivate you with its unique charm. When you’re done at the art gallery, don’t forget to check out the enchanting Piazzale Michelangelo. Take a moment to appreciate the fascinating details of this widely recognized observation deck.

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

Treat yourself to a delightful dinner at Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight 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.

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

Make a stop at Cathedral Of Santa Maria Del Fiore. This spectacular church is a must-visit for travelers looking for a unique holiday experience. Make your way to Galleria Dell'accademia located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Central Market. Its photogenic features will captivate you. After the food market, continue your tour of the city with a visit to Basilica Di Santa Maria Novella, Firenze (fi). Visitors usually appreciate the visually striking features of this church.

At the end of the day, you will drive to Pisa, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

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

Savor the flavors at Anima di Grano Pizzeria Napoletana Pisa Italy, a top pick for dinner tonight. Alternatively, il Mercante beckons with its unique menu offerings. Also, consider La Ghiotteria. With its consistent customer satisfaction, it’s an excellent option for dining in Pisa tonight.

After your meal, keep the night alive at a bar like Jeffer Cocktails & Friends, known for its lively atmosphere. Le Parisien Wine Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Las Volta Cocktailbar offers an excellent atmosphere for those looking to amp up the evening.

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

Day 9 offers an itinerary packed with the best things to see in Naples. You’ll stay in Pisa for 1 night more, offering you enough time to explore at a relaxed pace.

Piazza Del Duomo, Pisa is perfect for a self-paced visit during the day. This picture-perfect public square is sure to impress. Next on your list is Battistero Di San Giovanni, another must-visit landmark and underrated church renowned for its UNESCO world heritage-listed features.

While exploring and sightseeing, take time to savor the culture of Pisa by sampling some local delicacies. When you’re ready for more sightseeing, head to Pisa Cathedral. This stunning church is an essential place to visit for anyone looking for the full Pisa experience. We also recommend visiting Leaning Tower Of Pisa, an iconic monument. Nearby, you'll also find Knights' Square, ready to add charm to your journey.

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 Pisa's best restaurants.

Have a fantastic dining experience at Ristorante Capodimonte Pisa, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Locanda Dei Pisani Doc Pisa offers an enticing alternative with its varied menu. Additionally, Baribaldi Pisa is worth considering. Renowned for satisfying diners, it’s an ideal option 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, rest up and recharge for the next leg 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.

Throughout the day, make sure to take breaks to appreciate the surroundings.

After soaking in Pisa’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Arezzo. Expect your car journey to take a minimum of 1 hour 57 min. When you arrive in Arezzo, it's time to take a break from the road.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Arezzo Cathedral, an often recommended church that everyone visiting Arezzo should see. Next, head to Piazza Grande. This romantic public square is one of the most well-known attractions in the region.

If you're keen to see more, don’t miss out on San Francesco, Arezzo, a culturally significant church popular among locals as well as travelers.

Continue your road trip and head to your next destination, Cortona.

Our first attraction recommendation in Cortona is Parterre, an underrated park that draws attention for its awe-inspiring 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.

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

Prepare for an extraordinary culinary adventure in Arezzo by booking a table at Octavin, a 1-star Michelin restaurant that boasts an exceptional creative menu. If you're eager to try something different, consider La Clandestina, another top spot with a tantalizing menu.

Continue your lively evening at Liquid Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in.

Take some time to reflect on your day and savor another beautiful night 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’ve had your share of Arezzo, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Vatican City, Vatican City. Your travel time is around 2 hours 32 min.

Next, make your way to Saint Peter's Square, another highlight in Vatican City.

Nearby, you will also find St. Peter's Basilica. This iconic major basilica is a top place to see in the area.

When you’re done exploring for the day, you’ll drive to your hotel in Rome. 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 Rome. Enjoy a relaxing evening as you savor delicious local cuisine.

Dive into a culinary adventure like no other in Rome by booking a table at La Pergola. This popular restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean and contemporary cuisine. For another dining option, venture to Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Enoteca La Torre, a top local restaurant known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Let the evening flow smoothly from dinner to drinks at La Botticella Of Poggi Giovanni, a top-rated bar in the area. For other recommendations, Almalu Trastevere provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Viminale Di Pepi Maurilio offers a memorable night with diverse drink options and excellent service.

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

Day 12 of your road trip will take you to the best attractions Rome has to offer. Cherish the 2 nights you have left in the city and use the provided itinerary to discover what to see in Rome.

Piazza Navona is an ideal stop early in the day. This wondrous public square is a must-visit in the city. When you’re ready for your next discovery, continue to Pantheon, which may be one of the most monumental 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 Trevi Fountain, an iconic monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Basilica Di Santa Maria Maggiore and Circus Maximus.

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

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.

Cap off your dinner by heading to Sant' Eustachio Caffè, ideal for a leisurely evening with a drink in hand. Yellowsquare Rome is another bar that offers an enjoyable setting. Similarly, Caffè Portofino is also a popular place to go on a night out, perfect for relaxing and socializing.

Savor another day of unforgettable experiences 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.

Awaiting your discovery is the top-rated Castel Sant'angelo, an enchanting castle in Rome. Next, go to Piazza Di Spagna.

After visiting Castel Sant'angelo and Piazza Di Spagna, have a stroll along Rome's streets and take in the local charm. Continue your sightseeing by heading to Spanish Steps. This grand public square offers a unique experience. Piazza Del Popolo is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Villa Borghese, one of the most standout places to visit 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.

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.

Enjoy a delicious meal at Hotel de Russie, a highly-rated dining destination in Rome. If you're eager to try something different, consider La Taverna Italiana, another top spot with a tantalizing menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.

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.

Head back to your accommodation in Rome and get some rest to prepare for another magical day 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.

Look forward to a unique sightseeing adventure at the timeless Roman Forum and allow yourself time to explore. Just a short distance away you'll find your next stop, Altare Della Patria, a culturally significant monument that draws visitors from far and near.

Continue your journey to Largo Di Torre Argentina, one of the city’s most interesting spots that you shouldn’t miss. Another great site to visit is the famous Campo De' Fiori. When you're finished at the public square, Colosseum awaits your visit. This archeological site is a historic highlight on today's itinerary.

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.

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.

Treat yourself to a delightful dinner at Ristorante Amici Miei, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Ettore? It's another excellent option with a diverse menu. Consider reserving a table at Amoroso dal 1876 - Ristorante e Pizzeria Napoli as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Naples.

Explore the vibrant nightlife at Bar Gianni Unica Sede Dal 1970 after your meal, a hub for lively evenings and memorable moments. Or, head to Na Beer for a great selection of flavorful drinks and a charming setting. Furthermore, L'antiquario is perfect for those looking to extend their night with a touch of local flavor.

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