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

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 2 nights.

Savor the day by visiting some of the best places to see in Pisa, including a public square, a monument, a church, a cemetery and much more! Start your adventure at Knights' Square. This worthwhile public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Leaning Tower Of Pisa located in Pisa for another exciting encounter.

Next, immerse yourself in the setting of Pisa Cathedral. Its picture-perfect features will captivate you. After the church, continue your tour of the city with a visit to Piazza Del Duomo, Pisa. Visitors usually appreciate the stunning features of this public square. Next up is Battistero Di San Giovanni, a highly recommended church. For a change of pace, head to Campo Santo. As one of the most intriguing attractions in Pisa, this cemetery is the perfect place to end your self-guided sightseeing tour.

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.

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 lovely dining experience at Ristorante Oliviero 1962, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Di Poneta Novoli, 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 Caffe San Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.

Raise your glass to another unforgettable day in Italy!

On day 3 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 1 night and discover all the best things to see and do in the area.

Savor the day by visiting some of the best places to see in Florence, including a church, a public square, a palace, a historical landmark, an art gallery and much more! Start your adventure at Cathedral Of Santa Maria Del Fiore. This astonishing church is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Della Signoria located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Palazzo Vecchio. Its visually striking features will captivate you. After the palace, continue your tour of the city with a visit to Ponte Vecchio. Visitors usually appreciate the history-steeped features of this historical landmark. Next up is Uffizi Gallery, a highly recommended art gallery. For a change of pace, head to Basilica Of Santa Croce In Florence. As one of the most locally renowned attractions in Florence, this church is the perfect place to end your self-guided sightseeing tour.

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 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.

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.

Following your dinner, dive into the local bar culture at Bar 50 Rosso. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bitter Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Archea Brewery provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

On day 4 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 Siena. In the evening, you’ll end up in Siena, where you will stay for 2 nights.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most increasingly popular attractions included on the itinerary is Fortezza Medicea (siena). This culturally significant monument will help you start your sightseeing on top. Then, take a leisurely stroll to Basilica Of San Domenico and learn what makes this picture-perfect church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the well-known Siena Cathedral. After exploring the church, head to Pubblico Palace. This worthwhile palace is a highlight in Florence. As your day continues, stop by Piazza Del Campo, known for its history-steeped features. Lastly, don’t forget to check out the intriguing Tower Of Mangia. Enjoy exploring this incredible monument at your own pace.

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.

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

Treat yourself to a delicious dinner at Enoteca I Terzi, an excellent option for tonight's dining. Looking for something different? Ristorante Tar-Tufo offers a tantalizing alternative with its diverse menu. And don’t miss Antica Trattoria Papei. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.

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

Head back to your accommodation in Siena and get some rest in preparation for another magical 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.

Siena is brimming with adventures. Today’s wonderful stops include a museum and a public square. Begin your sightseeing adventure at the beloved Sangimignano1300 and allow yourself time to explore. Just a short distance away you'll find your next stop, Palazzo Comunale, Pinacoteca, Torre Grossa, a breathtaking museum that draws visitors from far and near.

Continue your journey to Piazza Del Duomo, one of the village’s most intriguing spots that you shouldn’t miss.

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

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

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

Extend your evening after a delightful meal by visiting Charlie Mixology Bar Di Aldinucci Riccardo, which offers the perfect atmosphere for a night out. Moreover, Bar Pinacoteca is another popular option for a drink or two. Likewise, San Paolo Pub also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

Dive into day 6 of your remarkable road trip in Italy. Today you will explore Rome, 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 Rome. You’ll stay here for 3 nights.

Get ready for an exciting day in Siena. Today’s sightseeing agenda includes a park, a public square, a monument, an archeological site and much more! Begin your adventure at Villa Borghese. This is an impressive park you should not miss. Another must-see is Spanish Steps, a widely recognized public square in Siena.

When you’re ready for the next sight, head to Piazza Di Spagna. From there, take a leisurely stroll to Trevi Fountain, another of the city’s timeless attractions. We recommend continuing your self-guided tour at Pantheon, a standout place of interest in the city. If time allows, add Largo Di Torre Argentina to your itinerary. This locally renowned archeological site offers the perfect finishing touch to your day in Siena.

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.

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.

Make sure to reserve a table at La Bottega Roma, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Pasta In Corso, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Trattoria Vecchia Roma, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the excitement of the evening going by visiting a bar or two. La Botticella Of Poggi Giovanni is an excellent place to start. You could also check out Almalu Trastevere, offering a different kind of charm. A last recommendation for the day is Bar Viminale Di Pepi Maurilio. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

Day 7 of your road trip will take you to the best attractions Vatican City has to offer. Cherish the 2 nights you have left in Rome by discovering the best things there are to see and do in the city.

One of the most iconic places you can visit today in Vatican City is Trastevere. Allow yourself some time to explore this neighborhood and discover its unique quirks. You'll also find many of the best sightseeing spots nearby. You can also explore Monti, a neighborhood that offers a glimpse into local life and culture.

Today's adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at Vatican Museums.

If you’re looking for more, spend time soaking in the atmosphere of Piazza Del Popolo. This visually striking public square is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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 Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Dine in style at RomAntica, a top recommendation for dinner tonight. Or, for a change of pace, Coso Ristorante boasts a menu that's sure to impress. Also, be sure to check out DEROMA - Farine Romane. Known as a local hotspot, it’s a great choice for tonight in Rome.

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.

Raise your glass to another unforgettable day in Italy!

Day 8 offers a multitude of experiences. You will stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

Start by visiting Colosseum, a prime spot to begin your journey. This historic archeological site is sure to impress. Next on your list is Roman Forum, another must-visit landmark and wondrous archeological site renowned for its culturally significant features.

While exploring and sightseeing, take time to savor the culture of Rome by sampling some local delicacies. When you’re ready for more sightseeing, head to Altare Della Patria. This culturally significant monument is an essential place to visit for anyone looking for the full Rome experience. We also recommend visiting Campo De' Fiori, a top-rated public square. Nearby, you'll also find Piazza Navona, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Castel Sant'angelo and wrap up your day with its enchanting appeal.

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

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.

Continue the enjoyment post-dinner at The Apartment Bar Roma, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Hotel Hassler Roma offers a vibrant space for indulging in well-crafted drinks and engaging conversation.

Get a good night's sleep and look forward to another great day on the road 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 - Naples. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Naples. You will spend 2 nights here for some well-deserved relaxation.

Brace yourself for today’s incredible lineup of attractions in Rome, featuring family-friendly attractions, romantic experiences, and scenic views. Start at Spaccanapoli, an intriguing street in the city. Then, head to Naples National Archaeological Museum and soak in the ambiance of this noteworthy museum.

There are many interesting places to see in Rome, and when you are ready for more, go to Castel Sant'elmo. This is one of the city’s most well-known breathtaking spots of interest. After exploring the castle, visit the astonishing Piazza Del Plebiscito.

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.

Make sure to reserve a table at L'Oca Nera Irish Pub, 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 Mimì alla Ferrovia, 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 Spuzzulè Winebar, a hidden gem nestled in Naples. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

To truly maximize your evening out, consider visiting Happening Cocktail Bar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Shanti Art Musik Bar, another bar with an inviting ambiance. Similarly, Gran Caffè Gambrinus also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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

A blend of fun adventures, natural wonders, and breathtaking views await you in Naples on today’s itinerary. First up is the increasingly popular volcano, Mount Vesuvius. Afterward, continue to Archaeological Park Of Herculaneum, an archeological site every traveler should visit.

As you explore Naples’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Archaeological Park Of Pompeii. This captivating archeological site is an essential stop.

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

As you explore more of Naples, 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 Antica Pizzeria Di Matteo, a top-rated dining destination in Naples. If you're in the mood to try something new, consider Mercure Napoli Centro Angioino, another top spot with a mouthwatering menu. You might also want to secure a reservation at La Lazzara Trattoria e Pizzeria. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Naples this evening.

Unwind after your meal by stepping into Archivio Storico - Cocktail Bar & Wonderfood. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Archeobar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Babette Pub, another top-rated bar in the area.

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 11 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Bomerano and Amalfi. At the end of the day, you will enjoy the comforts of a top-rated hotel in Amalfi, which will be your home away from home for 2 nights.

A blend of fun adventures, romantic experiences, and natural wonders await you in Naples on today’s itinerary. First up is the intriguing hiking area, Li Cannati - Sentiero Degli Dei. Afterward, continue to Antico Arsenale Della Repubblica Di Amalfi, a museum every traveler should visit.

As you explore Naples’s charming streets, take in the lively atmosphere and get to know the character of the village. Next, make your way to Saint Andrew's Fountain Amalfi. This locally appreciated monument is an essential stop. Following that, head to Amalfi Coast, another must-visit site that will enhance your experience.

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.

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

Have a fantastic dining experience at Pasticceria Pansa Amalfi, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Grand Hotel Excelsior Amalfi offers an enticing alternative with its varied menu. Additionally, Lido Azzurro is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Amalfi.

Unwind after your meal by stepping into Bar Della Valle. This venue is celebrated for its extensive drink selections and cozy vibes.

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.

On day 12 of your road trip in Italy, you’ll start and end your day in Amalfi, but spend the day exploring what’s beyond the village. Since you will return to Amalfi for 1 night more, there’s no need to rush. Experience Positano, Furore, Castiglione, and Ravello to the fullest today with this curated day itinerary!

Discover a day packed with family-friendly attractions, romantic experiences, and natural wonders in Amalfi. Begin your sightseeing with Costiera Amalfitana Positano. This worthwhile beach is one of the top attractions in the village. Proceed to Fiordo Di Furore, another must-visit attraction.

As you wander through the inviting streets of Amalfi, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Villa Cimbrone Gardens. This underrated botanical garden is a traveler-favorite. Not far away, you’ll find Villa Rufolo, another key site on your sightseeing itinerary.

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

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

Make sure to reserve a table at Ristorante Il Chiostro, an iconic dining spot in Amalfi. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Gerry's pub, a popular restaurant in Amalfi. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Pizzeria Donna Stella, a hidden gem nestled in Amalfi. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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