12-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling south to Florence, Siena, Rome, and Naples
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Escape the ordinary with this exciting 12-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!
This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Pisa, 2 nights in Florence, 2 nights in Siena, 2 nights in Rome, and 3 nights in Naples. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!
With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.
Upon arriving in Pisa, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.
An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Pantheon, learn more about the unique Piazza Navona, and immerse yourself in the vibrant atmosphere of St. Peter's Basilica.
As you hit the open road and drive through Pisa, Florence, Siena, San Gimignano, Rome, Naples, Pompei, Ravello, Amalfi, and Orvieto, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.
Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.
This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.
The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!
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Day 1
- Pisa - Arrival day
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- Knights' Square
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Welcome to Pisa, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night immersing yourself in Pisa's charm before embarking on the next leg of your journey.
Pisa is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Knights' Square, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.
As afternoon approaches, head to your chosen hotel in Pisa. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.
As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Pisa, it's often a good idea to reserve a table in advance.
Have a fantastic dining experience at Anima di Grano Pizzeria Napoletana Pisa Italy, a highly recommended choice for tonight's dinner. If you're looking to mix things up, il Mercante offers an enticing alternative with its varied menu. Additionally, La Ghiotteria is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Pisa.
Round off your dining experience by visiting Jeffer Cocktails & Friends, a prime location for a drink. Alternatively, explore the distinctive characteristics of Le Parisien Wine Bar, a bar catering to every mood and preference. Las Volta Cocktailbar likewise offers a unique atmosphere, perfect for a memorable night out.
Raise a toast to the start of your 12-day road trip in Italy!
Day 2
- Pisa
- Florence
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Drive 90 km, 1 hour 50 min
- Leaning Tower of Pisa
- Piazza del Duomo, Pisa
- Pisa Cathedral
- Central Market
- Cathedral of Santa Maria del Fiore
- More
Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Pisa and Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.
A blend of fun adventures, breathtaking views, and picturesque spots await you in Pisa on today’s itinerary. First up is the iconic monument, Leaning Tower Of Pisa. Afterward, continue to Piazza Del Duomo, Pisa, a public square every traveler should visit.
As you explore Pisa’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Pisa Cathedral. This curiosity-inducing church is an essential stop. Following that, head to Central Market, another must-visit site that will enhance your experience. Don’t forget to stop by Cathedral Of Santa Maria Del Fiore, an extraordinary church 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 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 your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. Se·sto On Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Il Vinile offers an excellent atmosphere for those looking to amp up the evening.
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.
Day 3
- Florence
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Drive 4 km, 59 min
- piazzale Michelangelo
- Uffizi Gallery
- piazza della Signoria
- Ponte Vecchio
- Oltrarno
- More
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.
At the top of the list of things to do today is to explore Oltrarno, a neighborhood that captures the true essence of Florence. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.
Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most spectacular attractions included on the itinerary is Piazzale Michelangelo. This majestic observation deck will help you start your sightseeing on top. Then, take a leisurely stroll to Uffizi Gallery and learn what makes this romantic art gallery unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the top-rated Piazza Della Signoria. After exploring the public square, head to Ponte Vecchio. This timeless historical landmark is a highlight 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.
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 Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.
Continue your lively evening at Bar 50 Rosso, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bitter Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 4
- Florence
- Siena
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Drive 78 km, 2 hours 2 min
- Fortezza Medicea
- Siena Cathedral
- piazza del Campo
- Tower of Mangia
- Porta Romana
- More
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.
Today’s well-planned self-sightseeing route offers several fun adventures, scenic views, and photo-friendly spots. Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Fortezza Medicea (siena) is the first of them. Spend some time admiring this culturally significant monument before continuing your journey. Siena Cathedral is your next stop. This popular church is one of the best-rated sights in Florence.
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 Piazza Del Campo. This enchanting public square is a sight to behold. To round off your sightseeing experience, visit Tower Of Mangia and Porta Romana.
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.
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.
Following your dinner, dive into the local bar culture at Meet Life Cafè. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Maudit Pub, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Impero Siena provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 5
- Siena
- More
Drive 82 km, 1 hour 52 min
- Chiesa di Sant'Agostino
- Parco della Rocca
- Town Hall, Picture Gallery and Great Tower
- Piazza del Duomo, San Gimignano
- Porta San Giovanni
- More
On day 5 of your road trip, you’ll start and end your day in Siena, where you'll stay for 1 night more.
Bring your curiosity for today’s adventure around Siena. Some of the village’s most loved attractions await! Chiesa Di Sant'agostino is the perfect place to start. This church is one of the most up-and-coming places to visit in Siena. Next, head to Parco Della Rocca, an intriguing park, known for its romantic features.
In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Palazzo Comunale, Pinacoteca, Torre Grossa. This UNESCO world heritage-listed museum is a highly recommended experience. Nearby, you'll also find Piazza Del Duomo and Porta San Giovanni. Visit these for an interesting touch to your journey.
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.
Savor the flavors at Osteria Quattro Venti, a top pick for dinner tonight. Alternatively, Fischi per Fiaschi beckons with its unique menu offerings. Also, consider Osteria da Divo. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.
After savoring a delicious meal, step into the vibrant nightlife at Charlie Mixology Bar Di Aldinucci Riccardo, where the evening is just getting started. In the same way, Bar Pinacoteca offers a unique charm perfect for experiencing the local bar scene in Siena. San Paolo Pub is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Savor another day of unforgettable experiences in Italy!
Day 6
- Siena
- Rome
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Drive 242 km, 3 hours 38 min
- Colosseum
- Roman Forum
- Trevi Fountain
- Piazza Navona
- Pantheon
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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 2 nights.
Get ready to discover some of the most iconic wonders in Siena, including an archeological site, a monument, and a public square. Start your day at Colosseum. This culturally significant archeological site is a wondrous place to see in Siena. Then, wander over to Roman Forum. If historic sites excite you, this archeological site will be right up your alley. Nearby, you’ll also find Trevi Fountain. This symbolic monument is a favorite among visitors.
Siena offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Piazza Navona is an iconic 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 photogenic Pantheon. Take a moment to appreciate the fascinating details of this world-famous monument.
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.
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 delicious dinner at La Bottega Roma, an excellent option for tonight's dining. Looking for something different? Pasta In Corso offers a tantalizing alternative with its diverse menu. And don’t miss Trattoria Vecchia Roma. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.
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.
Relax and recharge in preparation for another adventurous day in Italy!
Day 7
- Rome
- More
Drive 11 km, 44 min
- St Peter's Basilica
- Piazza di Spagna
- Trastevere
- Via del Corso
- Via dei Condotti
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Wake up to day 7 of your extraordinary road trip in Italy. With 1 night left in Rome, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!
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 Via del Corso, a street offering a different perspective on Vatican City.
Discover a day packed with fun adventures, romantic experiences, and scenic views in Rome. Begin your sightseeing with St. Peter's Basilica. This wondrous major basilica is one of the top attractions in the city. Proceed to Piazza Di Spagna, another must-visit attraction.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Rome.
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 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.
After enjoying a fulfilling meal, continue your evening at Sant' Eustachio Caffè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Yellowsquare Rome offers a welcoming atmosphere for easing into the nightlife. Similarly, Caffè Portofino provides an excellent environment for a relaxed and enjoyable evening.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 8
- Rome
- Naples
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Drive 232 km, 3 hours 17 min
- Naples National Archaeological Museum
- Cappella Sansevero
- Ovo Castle
- piazza del Plebiscito
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Embark on another extraordinary experience on day 8 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 3 nights.
Get ready for a day filled with family-friendly attractions, picturesque spots, and history-rich sites in the charming city of Rome. Your adventure starts at Naples National Archaeological Museum, a popular local hot spot. Another notable attraction to explore is Cappella Sansevero. This popular museum is known for its heritage-rich 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 Ovo Castle. This awe-inspiring castle offers a fascinating experience that many visitors find memorable. Piazza Del Plebiscito is also worth visiting.
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 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 L'Oca Nera Irish Pub, a top-rated dining destination in Naples. If you're in the mood to try something new, consider Mimì alla Ferrovia, another top spot with a mouthwatering menu. You might also want to secure a reservation at Spuzzulè Winebar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Naples this evening.
Continue the enjoyment post-dinner at Happening Cocktail Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Shanti Art Musik Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Gran Caffè Gambrinus. 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.
Day 9
- Naples
- More
Drive 54 km, 1 hour 27 min
- Archaeological Park of Pompeii
- Basilica
- Lupanar des esclaves
- Teatro Grande
- Amphitheatre of Pompeii
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Greet day 9 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 2 nights 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 Pompei.
A blend of family-friendly attractions, breathtaking views, and picturesque spots await you in Naples on today’s itinerary. First up is the locally renowned archeological site, Archaeological Park Of Pompeii. Afterward, continue to Basilica, 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 town. Next, make your way to Lupanare Di Pompei. This intriguing archeological site is an essential stop. Following that, head to Teatro Grande, another must-visit site that will enhance your experience. Don’t forget to stop by Amphitheatre Of Pompeii, a well-known archeological site in the town.
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 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.
After your meal, keep the night alive at a bar like Archivio Storico - Cocktail Bar & Wonderfood, known for its lively atmosphere. Archeobar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Babette Pub offers an excellent atmosphere for those looking to amp up the evening.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 10
- Naples
- More
Drive 130 km, 3 hours 30 min
- Villa Rufolo
- Villa Cimbrone Gardens
- Museum Of Paper
- Amalfi Coast
- More
On day 10 of your road trip, you’ll start and end your day in Naples, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Ravello, Castiglione, and Amalfi. You still have 1 night left in Naples.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Naples allows for both. Start by heading to Villa Rufolo. This notable historical landmark provides an insightful glimpse into the village's identity. Next, discover Villa Cimbrone Gardens, an enchanting botanical garden, promising a delightful encounter.
Continue your sightseeing with a visit to Museo Della Carta, an often recommended museum. When you’re done, don’t forget to make a stop at the astonishing Amalfi Coast.
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.
Dine in style at Opera Restaurant, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria San Ferdinando boasts a menu that's sure to impress. Also, be sure to check out Anonymous Trattoria Gourmet. Known as a local hotspot, it’s a great choice for tonight in Naples.
Round off your dining experience by visiting Gran Caffè Cimmino, a prime location for a drink. Alternatively, explore the distinctive characteristics of Flanagan's Bar, a bar catering to every mood and preference. Bar Napoli likewise offers a unique atmosphere, perfect for a memorable night out.
Celebrate another amazing day of your road trip adventure in Italy!
Day 11
- Naples
- Pisa
- More
Drive 567 km, 6 hours 13 min
- Orvieto Cathedral
- Orvieto subterranea
- Well of St Patrick
- More
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 Orvieto. In the evening, you’ll end up in Pisa, where you will stay for 1 night.
Naples is home to plenty of attractions that offer fun adventures, romantic experiences, and breathtaking views! Start at Orvieto Cathedral, an interesting church that is worthwhile a visit in the town. Nearby, you’ll find Orvieto Underground, enchanting visitors with its heritage-rich appeal. Continue your exploration at Well Of St. Patrick. This monument is one of the town’s most popular spots.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Pisa. Pisa 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 Pisa's best restaurants.
Enjoy a lovely meal at Ristorante Capodimonte Pisa, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, La Locanda Dei Pisani Doc Pisa is another top choice with a popular menu. You could also check for a table at Baribaldi Pisa. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Pisa tonight.
Continue your lively evening at Bar Mocambo, a perfect place for winding down or revving up the night, depending on which mood you’re in. Tree is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Chupiteria ensures a night out tailored to your taste.
Celebrate another amazing day of your road trip adventure in Italy!
Day 12
- Pisa - Departure day
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- Palazzo Gambacorti
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Day 12 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Pisa before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.
If you're up for some more sightseeing, we recommend visiting Palazzo Gambacorti, a heritage-rich palace before you head out.
On your last day in Italy, take time to indulge in shopping at Pisa’s popular marketplace. Look for keepsakes or souvenirs to remind you of your trip.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Pisa.
Savor the flavors at Restaurant -Pizzeria Il Mio Capriccio, a top pick for dinner tonight. Alternatively, Ristorante alle Bandierine beckons with its unique menu offerings.
You’ll then say farewell to Pisa. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!
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