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

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

Get ready to discover some of the most iconic wonders in Pisa, including a public square, a monument, a church, a cemetery and much more! Start your day at Knights' Square. This picture-perfect public square is an up-and-coming place to see in Pisa. Then, wander over to Leaning Tower Of Pisa. If culturally significant sites excite you, this monument will be right up your alley. Nearby, you’ll also find Pisa Cathedral. This historic 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, Piazza Del Duomo, Pisa is a world-famous spot in the city that will captivate you with its unique charm. When you’re done at the public square, don’t forget to check out the stunning Battistero Di San Giovanni. Take a moment to appreciate the fascinating details of this increasingly popular church. Wrap up your self-guided tour of Pisa's top attractions with a visit to Campo Santo.

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

Enjoy a delicious meal at Ristorante Oliviero 1962, a highly-rated dining destination in Florence. If you're eager to try something different, consider Di Poneta Novoli, another top spot with a tantalizing menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, another top-rated place in the area.

Raise your glass to another unforgettable day in Italy!

Day 3 of your road trip across Italy promises a magnificent time exploring Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Get ready to discover some of the most iconic wonders in Florence, including a church, a public square, a palace, a historical landmark, an art gallery and much more! Start your day at Cathedral Of Santa Maria Del Fiore. This enchanting church is a widely recognized place to see in Florence. Then, wander over to Piazza Della Signoria. If visually striking sites excite you, this public square will be right up your alley. Nearby, you’ll also find Palazzo Vecchio. This symbolic palace 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, Ponte Vecchio is an iconic spot in the city that will captivate you with its unique charm. When you’re done at the historical landmark, don’t forget to check out the romantic Uffizi Gallery. Take a moment to appreciate the fascinating details of this famous art gallery. Wrap up your self-guided tour of Florence's top attractions with a visit to Basilica Of Santa Croce In Florence.

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

Enjoy a lovely meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

Extend your evening after a delightful meal by visiting Bar 50 Rosso, which offers the perfect atmosphere for a night out. Moreover, Bitter Bar is another popular option for a drink or two. Likewise, Archea Brewery 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!

Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Siena. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Siena. You will spend 2 nights here for some well-deserved relaxation.

Savor the day by visiting some of the best places to see in Florence, including a monument, a church, a palace, a public square and much more! Start your adventure at Fortezza Medicea (siena). This frequently visited monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Basilica Of San Domenico located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Siena Cathedral. Its history-steeped features will captivate you. After the church, continue your tour of the city with a visit to Pubblico Palace. Visitors usually appreciate the breathtaking features of this palace. Next up is Piazza Del Campo, a highly recommended public square. For a change of pace, head to Tower Of Mangia. As one of the most often recommended attractions in Florence, this monument is the perfect place to end your self-guided sightseeing tour.

When you’re done exploring for the day, you’ll drive to your hotel in Siena. Check in and spend some time relaxing before you head out to tour the city.

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

Make sure to reserve a table at Enoteca I Terzi, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante Tar-Tufo, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Antica Trattoria Papei, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Unwind after your meal by stepping into Meet Life Cafè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Maudit Pub offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Impero Siena, another top-rated bar in the area.

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

On day 5 of your road trip, you’ll start and end your day in Siena, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in San Gimignano. You still have 1 night left in Siena.

Prepare for a day full of fun adventures, photo-friendly spots, and historic treasures. When you’re ready, kick off your sightseeing adventure at Sangimignano1300. This increasingly popular museum is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Palazzo Comunale, Pinacoteca, Torre Grossa, one of the village’s best highlights.

Next, check out Piazza Del Duomo, one of the most worthwhile places to see in Siena. This public square is a favorite among locals and travelers alike.

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

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

Make sure to reserve a table at Osteria Quattro Venti, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Fischi per Fiaschi, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Osteria da Divo, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

Raise your glass to another unforgettable day in Italy!

Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rome, which will be your home away from home for 3 nights.

Today, you'll explore some of the most beautiful places in Siena, including a park, a public square, a monument, an archeological site and much more! Start your day with a visit to Villa Borghese. This famous park is a must-visit in the city. When you’re ready for your next discovery, continue to Spanish Steps, which may be one of the most history-steeped 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 Di Spagna, a world-famous public square in the city. If you’re up for more discoveries, don’t forget to reserve some time for Trevi Fountain and Pantheon. End your day with a visit to Largo Di Torre Argentina, a well-known archeological site that’s sure to leave a lasting impression.

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.

Don’t miss out on dining at La Bottega Roma, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Pasta In Corso, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

After your delicious meal, get a taste of the vibrant nightlife with a visit to La Botticella Of Poggi Giovanni, known for its inviting atmosphere. Almalu Trastevere is another great option if you’re looking for a place to get the night started. Similarly, Bar Viminale Di Pepi Maurilio provides a great setting to enjoy the night away.

Savor another day of unforgettable experiences in Italy!

Day 7 offers a multitude of experiences. You will stay in Rome for 2 nights more, offering you enough time to explore at a relaxed pace.

Don’t miss Trastevere in Vatican City today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks. While you’re in the area, consider visiting Monti, another neighborhood that adds to the charm of Vatican City.

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most wondrous attractions included on the itinerary is Vatican Museums.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the timeless St. Peter's Basilica. After exploring the major basilica, head to Piazza Del Popolo. This impressive public square is a highlight in Rome.

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.

Make sure to reserve a table at RomAntica, 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 Coso Ristorante, 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 DEROMA - Farine Romane, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Unwind after your meal by stepping into Sant' Eustachio Caffè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Yellowsquare Rome offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Caffè Portofino, another top-rated bar in the area.

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

On day 8 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome 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 Rome, including an archeological site, a monument, a public square, a castle and much more! Start your adventure at Colosseum. This world-famous archeological site is a must-visit for travelers looking for a unique holiday experience. Make your way to Roman Forum located in Rome for another exciting encounter.

Next, immerse yourself in the setting of Altare Della Patria. Its historic features will captivate you. After the monument, continue your tour of the city with a visit to Campo De' Fiori. Visitors usually appreciate the historic features of this public square. Next up is Piazza Navona, a highly recommended public square. For a change of pace, head to Castel Sant'angelo. As one of the most impressive attractions in Rome, this castle 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.

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

Treat yourself to a wonderful meal at Hotel de Russie, a top-rated dining spot in Rome. If you're in the mood for something new, try La Taverna Italiana, another premier location with a delectable menu. You might also want to book a table at The Parrot Bar. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening 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.

Head back to your accommodation in Rome and get some rest in preparation for another magical day of your road trip in Italy!

On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Naples. When you’re not sightseeing, take time to relax at your selected hotel in Naples, where you’ll be staying for 2 nights.

Get ready for an exciting day in Rome. Today’s sightseeing agenda includes a street, a museum, a castle, a public square and much more! Begin your adventure at Spaccanapoli. This is an often recommended street you should not miss. Another must-see is Naples National Archaeological Museum, a notable museum in Rome.

When you’re ready for the next sight, head to Castel Sant'elmo. From there, take a leisurely stroll to Piazza Del Plebiscito, another of the city’s extraordinary attractions.

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.

Dine in style at L'Oca Nera Irish Pub, a top recommendation for dinner tonight. Or, for a change of pace, Mimì alla Ferrovia boasts a menu that's sure to impress. Also, be sure to check out Spuzzulè Winebar. 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 Happening Cocktail Bar, known for its lively atmosphere. Shanti Art Musik Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Gran Caffè Gambrinus offers an excellent atmosphere for those looking to amp up the evening.

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

Wake up to day 10 of your extraordinary road trip in Italy. With 1 night left in Naples, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Naples allows for both. Start by heading to Mount Vesuvius. This worthwhile volcano provides an insightful glimpse into the city's identity. Next, discover Archaeological Park Of Herculaneum, an awe-inspiring archeological site, promising a delightful encounter.

Continue your sightseeing with a visit to Archaeological Park Of Pompeii, a well-known archeological site.

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

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 Antica Pizzeria Di Matteo, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Mercure Napoli Centro Angioino? It's another excellent option with a diverse menu. Consider reserving a table at La Lazzara Trattoria e Pizzeria as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Naples.

Cap off your dinner by heading to Archivio Storico - Cocktail Bar & Wonderfood, ideal for a leisurely evening with a drink in hand. Archeobar is another bar that offers an enjoyable setting. Similarly, Babette Pub is also a popular place to go on a night out, perfect for relaxing and socializing.

Say good night to Naples and look forward to another great day of your road trip 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.

Start by visiting Li Cannati - Sentiero Degli Dei, a prime spot to begin your journey. This romantic hiking area is sure to impress. Next on your list is Antico Arsenale Della Repubblica Di Amalfi, another must-visit landmark and underrated museum renowned for its photogenic 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 Saint Andrew's Fountain Amalfi. This historic monument is an essential place to visit for anyone looking for the full Naples experience. We also recommend visiting Amalfi Coast, an extraordinary coast.

When you’re done exploring for the day, you’ll drive to your hotel in Amalfi. Check in and spend some time relaxing before you head out to tour the village.

As you explore more of Amalfi, 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 lovely dining experience at Pasticceria Pansa Amalfi, a popular restaurant in Amalfi. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Amalfi at Grand Hotel Excelsior Amalfi, 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 Lido Azzurro. It’s yet another ideal choice to enhance your time in Amalfi tonight.

Extend your evening after a delightful meal by visiting Bar Della Valle, which offers the perfect atmosphere for a night out.

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

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

Get ready for a day filled with family-friendly attractions, romantic experiences, and natural wonders in the charming village of Amalfi. Your adventure starts at Costiera Amalfitana Positano, an up-and-coming local hot spot. Another notable attraction to explore is Fiordo Di Furore. This locally appreciated fjord is known for its eye-catching appeal.

After soaking in the highlights of these sights, take some time to wander Amalfi's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Villa Cimbrone Gardens. This visually striking botanical garden offers a fascinating experience that many visitors find memorable. Villa Rufolo is also worth visiting.

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

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.

Treat yourself to a wonderful meal at Ristorante Il Chiostro, a top-rated dining spot in Amalfi. If you're in the mood for something new, try Gerry's pub, another premier location with a delectable menu. You might also want to book a table at Pizzeria Donna Stella. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Amalfi.

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