14-Day Italy Self-Drive Road Trip With Itinerary from Pisa to Florence, Siena, Rome, Naples, and Amalfi

Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Pisa. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Pisa allows for both. Start by heading to Knights' Square. This locally appreciated public square provides an insightful glimpse into the city's identity. Next, discover Leaning Tower Of Pisa, a historic monument, promising a delightful encounter.

Continue your sightseeing with a visit to Pisa Cathedral, a frequently visited church. When you’re done, don’t forget to make a stop at the wondrous Piazza Del Duomo, Pisa. Not far away from the public square, you will find the breathtaking Campo Santo, perfect for a quick visit. Round off your day at Battistero Di San Giovanni, another gem in Pisa with grand features to discover.

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.

To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Il Vinile also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Day 3 offers a multitude of experiences. You will stay in Florence for 1 night more, offering you enough time to explore at a relaxed pace.

Today, you'll explore some of the most beautiful places in Florence, including a church, a public square, a palace, a historical landmark, an art gallery and much more! Start your day with a visit to Cathedral Of Santa Maria Del Fiore. This spectacular church is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Della Signoria, which may be one of the most romantic places you will experience today.

One of the best things about exploring Florence 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 Palazzo Vecchio, a locally renowned palace in the city. If you’re up for more discoveries, don’t forget to reserve some time for Ponte Vecchio and Uffizi Gallery. End your day with a visit to Basilica Of Santa Croce In Florence, a popular church that’s sure to leave a lasting impression.

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

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

Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Cap off your dinner by heading to Bar 50 Rosso, ideal for a leisurely evening with a drink in hand. Bitter Bar is another bar that offers an enjoyable setting. Similarly, Archea Brewery is also a popular place to go on a night out, perfect for relaxing and socializing.

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

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Siena. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 2 nights.

Discover a day packed with family-friendly attractions, scenic views, and photo-friendly spots in Florence. Begin your sightseeing with Fortezza Medicea (siena). This up-and-coming monument is one of the top attractions in the city. Proceed to Basilica Of San Domenico, 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 Siena Cathedral. This well-known church is a traveler-favorite. Not far away, you’ll find Pubblico Palace, another key site on your sightseeing itinerary. Piazza Del Campo is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Tower Of Mangia and uncover why it's recognized as one of the city's most often recommended attractions.

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

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

Don’t miss out on dining at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

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

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

On day 5 of your road trip, you’ll start and end your day in Siena, where you'll stay for 1 night more.

Today, you'll explore some of the most beautiful places in Siena, including a museum and a public square. Start your day with a visit to Sangimignano1300. This increasingly popular museum is a must-visit in the village. When you’re ready for your next discovery, continue to Palazzo Comunale, Pinacoteca, Torre Grossa, which may be one of the most breathtaking places you will experience today.

One of the best things about exploring Siena 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 Piazza Del Duomo, a worthwhile public square in the village.

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

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

Enjoy a delicious meal at Osteria Quattro Venti, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Fischi per Fiaschi, another top spot with a mouthwatering menu. You might also want to secure a reservation at Osteria da Divo. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

Let the evening flow smoothly from dinner to drinks at Charlie Mixology Bar Di Aldinucci Riccardo, a top-rated bar in the area. For other recommendations, Bar Pinacoteca provides a perfect setting for rounding out your night with style and great drinks. Likewise, San Paolo Pub offers a memorable night with diverse drink options and excellent service.

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

On day 6 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 Rome. In the evening, you’ll end up in Rome, where you will stay for 3 nights.

Siena is brimming with adventures. Today’s wonderful stops include a park, a public square, a monument, an archeological site and much more! Begin your sightseeing adventure at the impressive Villa Borghese and allow yourself time to explore. Just a short distance away you'll find your next stop, Spanish Steps, a symbolic public square that draws visitors from far and near.

Continue your journey to Piazza Di Spagna, one of the city’s most wondrous spots that you shouldn’t miss. Another great site to visit is the wondrous Trevi Fountain. When you're finished at the monument, Pantheon awaits your visit. This monument is a culturally significant highlight on today's itinerary. Last up is an archeological site - the locally renowned Largo Di Torre Argentina.

When you’re done exploring for the day, you’ll drive to your hotel in Rome. 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 Rome. 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.

Treat yourself to a delicious dinner at La Bottega Roma, an excellent option for tonight's dining. Looking for something different? Pasta In Corso offers a tantalizing alternative with its diverse menu. And don’t miss Trattoria Vecchia Roma. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

Cap off your dinner by heading to La Botticella Of Poggi Giovanni, ideal for a leisurely evening with a drink in hand. Almalu Trastevere is another bar that offers an enjoyable setting. Similarly, Bar Viminale Di Pepi Maurilio is also a popular place to go on a night out, perfect for relaxing and socializing.

Raise your glass to another unforgettable day in Italy!

On day 7 of your road trip, you will have an entire day to explore Vatican City. You’ll stay in Rome for 2 nights and discover all the best things to see and do in the area.

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.

Vatican Museums is must-visit art museum and a great starting point for the day. Next, continue your journey to Sistine Chapel, a famous chapel, located just a leisurely stroll away.

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 dinnertime approaches, it's time to head out for a bite to eat in Rome. 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 RomAntica, a top pick for dinner tonight. Alternatively, Coso Ristorante beckons with its unique menu offerings. Also, consider DEROMA - Farine Romane. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

Let the evening flow smoothly from dinner to drinks at Sant' Eustachio Caffè, a top-rated bar in the area. For other recommendations, Yellowsquare Rome provides a perfect setting for rounding out your night with style and great drinks. Likewise, Caffè Portofino offers a memorable night with diverse drink options and excellent service.

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

Day 8 of your road trip across Italy promises a magnificent time exploring Rome. You have 1 night left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

Today’s itinerary in Rome covers several incredible sights, including an archeological site, a monument, a public square, a castle and much more! Start your adventure at Colosseum. This globally renowned archeological site is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the breathtaking wonders of Roman Forum, a must-see archeological site 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 Altare Della Patria. This popular monument offers an enriching experience. For a change of pace, head to Campo De' Fiori, where you can take in picture-perfect features. Conclude your self-guided sightseeing tour with a visit to Piazza Navona and Castel Sant'angelo. 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.

As you explore more of Rome, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Treat yourself to a delightful dinner at Hotel de Russie, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La Taverna Italiana? It's another excellent option with a diverse menu. Consider reserving a table at The Parrot Bar as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

Unwind after your meal by stepping into The Apartment Bar Roma. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Hotel Hassler Roma offers a dynamic and energetic atmosphere for a glass or two.

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

Embark on another extraordinary experience on day 9 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Naples. At the end of the day, you will enjoy the comforts of a top-rated hotel in Naples, which will be your home away from home for 2 nights.

Today’s route brings fun adventures, romantic experiences, and breathtaking views. The first attraction of today is Spaccanapoli. This frequently visited street is an enchanting place to see in Rome. Continue your discovery at Naples National Archaeological Museum, an instagrammable museum 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 Castel Sant'elmo. This interesting castle offers a culturally significant encounter with Rome. Next, make your way to Piazza Del Plebiscito to add another highlight to your day. 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.

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.

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

Treat yourself to a delightful dinner at L'Oca Nera Irish Pub, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Mimì alla Ferrovia? It's another excellent option with a diverse menu. Consider reserving a table at Spuzzulè Winebar as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Naples.

If you’re not ready to end the night just yet, Happening Cocktail Bar offers a perfect venue to relax and savor a drink. Similarly, Shanti Art Musik Bar is well-suited for those looking to unwind in a social setting. Gran Caffè Gambrinus is another excellent spot to enjoy a nightcap after a delightful meal.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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

Get ready for a day filled with fun adventures, natural wonders, and scenic views in the charming city of Naples. Your adventure starts at Mount Vesuvius, an increasingly popular local hot spot. Another notable attraction to explore is Archaeological Park Of Herculaneum. This underrated archeological site is known for its history-steeped 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 Archaeological Park Of Pompeii. This picture-perfect archeological site offers a fascinating experience that many visitors find memorable.

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

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

Treat yourself to a wonderful meal at Antica Pizzeria Di Matteo, a top-rated dining spot in Naples. If you're in the mood for something new, try Mercure Napoli Centro Angioino, another premier location with a delectable menu. You might also want to book a table at La Lazzara Trattoria e Pizzeria. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Naples.

Explore the vibrant nightlife at Archivio Storico - Cocktail Bar & Wonderfood after your meal, a hub for lively evenings and memorable moments. Or, head to Archeobar for a great selection of flavorful drinks and a charming setting. Furthermore, Babette Pub is perfect for those looking to extend their night with a touch of local flavor.

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

Dive into day 11 of your remarkable road trip in Italy. Today you will explore Bomerano and Amalfi, 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 Amalfi. You’ll stay here for 2 nights.

Begin your adventure at Li Cannati - Sentiero Degli Dei. This is a curiosity-inducing hiking area you should not miss. Another must-see is Antico Arsenale Della Repubblica Di Amalfi, an often recommended museum in Naples.

When you’re ready for the next sight, head to Saint Andrew's Fountain Amalfi. From there, take a leisurely stroll to Amalfi Coast, another of the village’s widely recognized attractions.

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

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

Enjoy a delicious meal at Pasticceria Pansa Amalfi, a highly-rated dining destination in Amalfi. If you're eager to try something different, consider Grand Hotel Excelsior Amalfi, another top spot with a tantalizing menu. You might also want to secure a reservation at Lido Azzurro. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Amalfi this evening.

Continue the enjoyment post-dinner at Bar Della Valle, a cherished local gathering spot renowned for its welcoming atmosphere.

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

Wake up to day 12 of your extraordinary road trip in Italy. With 1 night left in Amalfi, we encourage you to seize the day and discover the unexplored beauty of the village’s surroundings!

Amalfi is brimming with adventures. Today’s wonderful stops include a beach, a fjord, a botanical garden, a historical landmark and much more! Begin your sightseeing adventure at the underrated Costiera Amalfitana Positano and allow yourself time to explore. Just a short distance away you'll find your next stop, Fiordo Di Furore, a serene fjord that draws visitors from far and near.

Continue your journey to Villa Cimbrone Gardens, one of the village’s most curiosity-inducing spots that you shouldn’t miss. Another great site to visit is the popular Villa Rufolo.

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

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

Dine in style at Ristorante Il Chiostro, a top recommendation for dinner tonight. Or, for a change of pace, Gerry's pub boasts a menu that's sure to impress. Also, be sure to check out Pizzeria Donna Stella. Known as a local hotspot, it’s a great choice for tonight in Amalfi.

Savor another day of unforgettable experiences in Italy!