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

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

Today’s itinerary in Pisa covers several incredible sights, including a public square, a monument, a church, a cemetery and much more! Start your adventure at Knights' Square. This increasingly popular public square is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the picture-perfect wonders of Leaning Tower Of Pisa, a must-see monument 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 Pisa Cathedral. This frequently visited church offers an enriching experience. For a change of pace, head to Piazza Del Duomo, Pisa, where you can take in stunning features. Conclude your self-guided sightseeing tour with a visit to Battistero Di San Giovanni and Battistero Di San Giovanni. These sights offer a fulfilling end to a perfect day.

At the end of the day, you will drive to Florence, 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 Florence's best restaurants.

Treat yourself to a wonderful meal at Ristorante Oliviero 1962, a top-rated dining spot in Florence. If you're in the mood for something new, try Di Poneta Novoli, another premier location with a delectable menu. You might also want to book a table at Caffe San Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

After savoring a delicious meal, step into the vibrant nightlife at Manifattura, where the evening is just getting started. In the same way, Se·sto On Arno Rooftop Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Il Vinile is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Raise your glass and celebrate another amazing day of your road trip 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.

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 impressive 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 well-known 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 locally renowned 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.

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

Savor the flavors at Ditta Artigianale, a top pick for dinner tonight. Alternatively, Trattoria Da Burde beckons with its unique menu offerings. Also, consider Casa Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

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.

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

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a monument, a church, a palace, a public square and much more! Begin your adventure at Fortezza Medicea (siena). This is an increasingly popular monument you should not miss. Another must-see is Basilica Of San Domenico, a frequently visited church in Florence.

When you’re ready for the next sight, head to Siena Cathedral. From there, take a leisurely stroll to Pubblico Palace, another of the city’s up-and-coming attractions. We recommend continuing your self-guided tour at Piazza Del Campo, an awe-inspiring place of interest in the city. If time allows, add Tower Of Mangia to your itinerary. This frequently visited monument offers the perfect finishing touch to your day in Florence.

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.

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.

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.

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

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.

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, a beloved museum, located just a leisurely stroll away. Next, head to Piazza Del Duomo, a picture-perfect public square, also available for your discovery today.

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

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

To truly maximize your evening out, consider visiting Charlie Mixology Bar Di Aldinucci Riccardo after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Pinacoteca, another bar with an inviting ambiance. Similarly, San Paolo Pub also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Experience an unparalleled adventure on day 6 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Rome. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 3 nights here for some well-deserved relaxation.

Today’s agenda in Siena includes a park, a public square, a monument, an archeological site and much more! Villa Borghese is must-visit park and a great starting point for the day. Next, continue your journey to Spanish Steps, a spectacular public square, located just a leisurely stroll away. Next, head to Piazza Di Spagna, a grand public square, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Siena. If you’re looking for more, Trevi Fountain is also a wondrous attraction that is worthwhile a visit. Lastly, don’t miss Pantheon, a wondrous gem to see in the city.

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.

Have a fantastic dining experience at La Bottega Roma, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Pasta In Corso offers an enticing alternative with its varied menu. Additionally, Trattoria Vecchia Roma is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

Unwind after your meal by stepping into La Botticella Of Poggi Giovanni. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Almalu Trastevere offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Viminale Di Pepi Maurilio, another top-rated bar in the area.

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

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 well-planned self-sightseeing route offers several fun adventures, romantic experiences, and breathtaking views. Whether you decide to explore Rome on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Vatican Museums is the first of them. Sistine Chapel is your next stop. This widely recognized chapel is one of the best-rated sights in Rome.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit St. Peter's Basilica. To round off your sightseeing experience, visit 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.

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

Enjoy a delicious meal at RomAntica, a highly-rated dining destination in Rome. If you're eager to try something different, consider Coso Ristorante, another top spot with a tantalizing menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Sant' Eustachio Caffè, a well-loved spot among locals and tourists. Or, head to Yellowsquare Rome. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Caffè Portofino, another top-rated place in the area.

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

Day 8 of your road trip will take you to the best attractions Rome has to offer. Cherish the 1 night you have left in Rome by discovering the best things there are to see and do in the city.

Immerse yourself in Rome’s rich culture with today's sightseeing itinerary. Start your journey at Colosseum. This awe-inspiring archeological site is sure to ignite your curiosity. Next, dive into the picture-perfect features of Roman Forum, a must-visit archeological site in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Altare Della Patria, a captivating monument. For a change of scene, check out Campo De' Fiori, known for its romantic features.

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.

Don’t miss out on dining at Hotel de Russie, a top-rated dining destination in Rome. If you're in the mood to try something new, consider La Taverna Italiana, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

After enjoying a fulfilling meal, continue your evening at The Apartment Bar Roma, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Hotel Hassler Roma offers a welcoming atmosphere for easing into the nightlife.

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.

Get ready for a day filled with fun adventures, romantic experiences, and breathtaking views in the charming city of Rome. Your adventure starts at Spaccanapoli, an increasingly popular local hot spot. Another notable attraction to explore is Naples National Archaeological Museum. This interesting museum is known for its history-steeped appeal.

After soaking in the highlights of these sights, take some time to wander Rome's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Castel Sant'elmo. This respected castle offers a fascinating experience that many visitors find memorable. Piazza Del Plebiscito is also worth visiting.

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

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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Happening Cocktail Bar, a well-loved spot among locals and tourists. Or, head to Shanti Art Musik Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Gran Caffè Gambrinus, another top-rated place in the area.

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

Discover a day packed with fun adventures, natural wonders, and breathtaking views in Naples. Begin your sightseeing with Mount Vesuvius. This up-and-coming volcano is one of the top attractions in the city. Proceed to Archaeological Park Of Herculaneum, another must-visit attraction that enhances the city’s allure.

As you wander through the inviting streets of Naples, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Archaeological Park Of Pompeii. This captivating archeological site is a traveler-favorite.

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

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

Enjoy a lovely meal at Antica Pizzeria Di Matteo, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Mercure Napoli Centro Angioino is another top choice with a popular menu. You could also check for a table at La Lazzara Trattoria e Pizzeria. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Naples tonight.

Continue the enjoyment post-dinner at Archivio Storico - Cocktail Bar & Wonderfood, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Archeobar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Babette Pub. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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 11 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 Bomerano and Amalfi. In the evening, you’ll end up in Amalfi, where you will stay for 2 nights.

Today’s route brings family-friendly attractions, romantic experiences, and natural wonders. The first attraction of today is Li Cannati - Sentiero Degli Dei. This worthwhile hiking area is an instagrammable place to see in Naples. Continue your discovery at Antico Arsenale Della Repubblica Di Amalfi, a photogenic museum with stories to tell.

As you stroll around Naples, take in the distinct atmosphere and learn what makes this village so unique. Maximize your sightseeing with a visit to Saint Andrew's Fountain Amalfi. This underrated monument offers a culturally significant encounter with Naples. Next, make your way to Amalfi Coast 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 Naples.

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.

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.

Make sure to reserve a table at Pasticceria Pansa Amalfi, 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 Grand Hotel Excelsior Amalfi, 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 Lido Azzurro, a hidden gem nestled in Amalfi. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Cap off your dinner by heading to Bar Della Valle, ideal for a leisurely evening with a drink in hand.

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 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!

Start by visiting Costiera Amalfitana Positano, a prime spot to begin your journey. This serene beach is sure to impress. Next on your list is Fiordo Di Furore, another must-visit landmark and curiosity-inducing fjord renowned for its eye-catching features.

While exploring and sightseeing, take time to savor the ambiance of Amalfi by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to Villa Cimbrone Gardens. This history-steeped botanical garden is a remarkable attraction that offers a unique experience. Villa Rufolo also adds charm to your journey.

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

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 Ristorante Il Chiostro, 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 Gerry's pub, 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 Pizzeria Donna Stella. It’s yet another ideal choice to enhance your time in Amalfi tonight.

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