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

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

Brace yourself for today’s incredible lineup of attractions in Pisa, featuring family-friendly attractions, scenic views, and photo-friendly spots. Start at Knights' Square, an often recommended public square in the city. Then, head to Leaning Tower Of Pisa and soak in the ambiance of this breathtaking monument.

There are many interesting places to see in Pisa, and when you are ready for more, go to Pisa Cathedral. This is one of the city’s most underrated UNESCO world heritage-designated spots of interest. After exploring the church, visit the world-famous Piazza Del Duomo, Pisa. Not far away, you'll also find Battistero Di San Giovanni. This church is a stunning highlight in Pisa. Before wrapping up your self-guided sightseeing tour, head to Campo Santo, an up-and-coming cemetery in the city.

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

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

Treat yourself to a delicious dinner at Ristorante Oliviero 1962, an excellent option for tonight's dining. Looking for something different? Di Poneta Novoli offers a tantalizing alternative with its diverse menu. And don’t miss Caffe San Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Continue your lively evening at Manifattura, a perfect place for winding down or revving up the night, depending on which mood you’re in. Se·sto On Arno Rooftop Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Il Vinile ensures a night out tailored to your taste.

Raise your glass and celebrate another amazing day 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.

Prepare for a day full of family-friendly attractions, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Cathedral Of Santa Maria Del Fiore. This extraordinary church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Della Signoria, one of the city’s best highlights.

Next, check out Palazzo Vecchio, one of the most notable places to see in Florence. This palace is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Ponte Vecchio. Wander around and soak in the symbolic atmosphere this historical landmark offers. Then, head to Uffizi Gallery, a top-rated art gallery that adds another dimension to your day. Finally, visit the notable Basilica Of Santa Croce In Florence, the last of our attraction recommendations for today.

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

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.

Explore the vibrant nightlife at Bar 50 Rosso after your meal, a hub for lively evenings and memorable moments. Or, head to Bitter Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery is perfect for those looking to extend their night with a touch of local flavor.

Relax and recharge in preparation for another adventurous day 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.

Florence is brimming with adventures. Today’s wonderful stops include a monument, a church, a palace, a public square and much more! Begin your sightseeing adventure at the often recommended Fortezza Medicea (siena) and allow yourself time to explore. Just a short distance away you'll find your next stop, Basilica Of San Domenico, a culturally significant church that draws visitors from far and near.

Continue your journey to Siena Cathedral, one of the city’s most notable spots that you shouldn’t miss. Another great site to visit is the intriguing Pubblico Palace. When you're finished at the palace, Piazza Del Campo awaits your visit. This public square is a history-steeped highlight on today's itinerary. Last up is a monument - the intriguing Tower Of Mangia.

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

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

Enjoy a delicious meal at Enoteca I Terzi, a highly-rated dining destination in Siena. If you're eager to try something different, consider Ristorante Tar-Tufo, another top spot with a tantalizing menu. You might also want to secure a reservation at Antica Trattoria Papei. 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 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.

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, where you'll stay for 1 night more.

Today’s agenda in Siena includes a museum and a public square. Sangimignano1300 is must-visit museum and a great starting point for the day. Next, continue your journey to Palazzo Comunale, Pinacoteca, Torre Grossa, an up-and-coming museum, located just a leisurely stroll away. Next, head to Piazza Del Duomo, a history-steeped public square, also available for your discovery today.

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

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

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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Charlie Mixology Bar Di Aldinucci Riccardo, a well-loved spot among locals and tourists. Or, head to Bar Pinacoteca. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at San Paolo Pub, 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!

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 a spectacular park you should not miss. Another must-see is Spanish Steps, a spectacular 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 globally renowned attractions. We recommend continuing your self-guided tour at Pantheon, a culturally significant place of interest in the city. If time allows, add Largo Di Torre Argentina to your itinerary. This interesting archeological site offers the perfect finishing touch to your day in Siena.

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

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.

Round off your dining experience by visiting La Botticella Of Poggi Giovanni, a prime location for a drink. Alternatively, explore the distinctive characteristics of Almalu Trastevere, a bar catering to every mood and preference. Bar Viminale Di Pepi Maurilio likewise offers a unique atmosphere, perfect for a memorable night out.

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

Day 7 of your road trip across Italy promises a magnificent time exploring Vatican City. You have 2 nights left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

At the top of the list of things to do today is to explore Trastevere, a neighborhood that captures the true essence of Vatican City. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions. Another must-visit is Monti, a neighborhood offering a different perspective on Vatican City.

Start your day with a visit to Vatican Museums. This timeless art museum is a must-visit in the city.

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 St. Peter's Basilica, a globally renowned major basilica in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Del Popolo.

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.

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.

Following your dinner, dive into the local bar culture at Sant' Eustachio Caffè. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Yellowsquare Rome, the perfect place for those looking to experience the best of the nightlife. Similarly, Caffè Portofino provides excellent drinks and a great atmosphere, ensuring a memorable 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.

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.

Get ready for an exciting day in Rome. Today’s sightseeing agenda includes an archeological site, a monument, a public square, a castle and much more! Begin your adventure at Colosseum. This is a globally renowned archeological site you should not miss. Another must-see is Roman Forum, a timeless archeological site in Rome.

When you’re ready for the next sight, head to Altare Della Patria. From there, take a leisurely stroll to Campo De' Fiori, another of the city’s impressive attractions. We recommend continuing your self-guided tour at Piazza Navona, a symbolic place of interest in the city. If time allows, add Castel Sant'angelo to your itinerary. This impressive castle offers the perfect finishing touch to your day 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.

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.

Let the evening flow smoothly from dinner to drinks at The Apartment Bar Roma, a top-rated bar in the area. For other recommendations, Hotel Hassler Roma provides a perfect setting for rounding out your night with style and great drinks.

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

On day 9 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 Naples. In the evening, you’ll end up in Naples, where you will stay for 2 nights.

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most increasingly popular attractions included on the itinerary is Spaccanapoli. This history-steeped street will help you start your sightseeing on top. Then, take a leisurely stroll to Naples National Archaeological Museum and learn what makes this detailed museum unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the interesting Castel Sant'elmo. After exploring the castle, head to Piazza Del Plebiscito. This famous public square is a highlight in Rome.

When you’re done exploring for the day, you’ll drive to your hotel in Naples. 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 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 L'Oca Nera Irish Pub, a top-rated dining spot in Naples. If you're in the mood for something new, try Mimì alla Ferrovia, another premier location with a delectable menu. You might also want to book a table at Spuzzulè Winebar. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Naples.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Happening Cocktail Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Shanti Art Musik Bar offers an ideal atmosphere to enjoy the pleasures of the night. Gran Caffè Gambrinus is also a great option that provides a perfect setting for a relaxing evening.

Savor another day of unforgettable experiences in Italy!

Greet day 10 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Naples for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Ottaviano, Ercolano, and Pompei.

Today's adventure in Naples promises more breathtaking discoveries and enriching experiences! Begin at Mount Vesuvius. This history-steeped volcano is a highlight of any visit in the city. Then, enjoy Archaeological Park Of Herculaneum, another picture-perfect attraction that never fails to captivate visitors. Next, head over to Archaeological Park Of Pompeii, one of the city’s most interesting attractions, known for its UNESCO world heritage-designated features.

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

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 and reflect on the day's adventures.

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.

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.

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

Experience an unparalleled adventure on day 11 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Bomerano and Amalfi. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Amalfi. You will spend 2 nights here for some well-deserved relaxation.

Naples is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and natural wonders! Start at Li Cannati - Sentiero Degli Dei, a beloved hiking area that is worthwhile a visit in the village. Nearby, you’ll find Antico Arsenale Della Repubblica Di Amalfi, enchanting visitors with its standout appeal. Continue your exploration at Saint Andrew's Fountain Amalfi. This monument is one of the village’s most curiosity-inducing spots.

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

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Amalfi. Amalfi 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 Amalfi. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a lovely meal at Pasticceria Pansa Amalfi, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Grand Hotel Excelsior Amalfi is another top choice with a popular menu. You could also check for a table at Lido Azzurro. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Amalfi tonight.

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

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

On day 12 of your road trip, you’ll start and end your day in Amalfi, but spend part of the day exploring places of interest outside the immediate village. On today's itinerary, you'll find attractions in Positano, Furore, Castiglione, and Ravello. You still have 1 night left in Amalfi.

Get ready for a day filled with fun adventures, 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 beloved 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 masterful 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.

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

Treat yourself to a delicious dinner at Ristorante Il Chiostro, an excellent option for tonight's dining. Looking for something different? Gerry's pub offers a tantalizing alternative with its diverse menu. And don’t miss Pizzeria Donna Stella. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Amalfi.

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