12-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling east to Florence, Siena, Rome, and Naples
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Description
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!
Itinerary summary
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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.
Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Pisa. Make yourself at home and enjoy some downtime before heading out again.
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.
Enjoy a lovely dining experience at Anima di Grano Pizzeria Napoletana Pisa Italy, a popular restaurant in Pisa. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Pisa at il Mercante, 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 La Ghiotteria. It’s yet another ideal choice to enhance your time in Pisa tonight.
Extend your evening after a delightful meal by visiting Jeffer Cocktails & Friends, which offers the perfect atmosphere for a night out. Moreover, Le Parisien Wine Bar is another popular option for a drink or two. Likewise, Las Volta Cocktailbar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
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
Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Pisa and Florence. 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.
Today’s route brings family-friendly attractions, scenic views, and photo-friendly spots. The first attraction of today is Leaning Tower Of Pisa. This wondrous monument is a culturally significant place to see in Pisa. Continue your discovery at Piazza Del Duomo, Pisa, a grand public square with stories to tell.
As you stroll around Pisa, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Pisa Cathedral. This locally appreciated church offers a breathtaking encounter with Pisa. Central Market is the last of our recommendations for today. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Pisa.
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 long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Don’t miss out on dining at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.
Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of Se·sto On Arno Rooftop Bar, a bar catering to every mood and preference. Il Vinile likewise offers a unique atmosphere, perfect for a memorable night out.
Raise your glass and celebrate another amazing day of your road trip 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.
One of the most iconic places you can visit today in Florence is Oltrarno. Allow yourself some time to leisurely explore this neighborhood and discover its unique quirks. You'll also find many of the best sightseeing spots nearby.
Set out on a day brimming with family-friendly attractions, romantic experiences, and scenic views. Start at the famous Piazzale Michelangelo, a romantic observation deck in Florence. Next, go to Uffizi Gallery.
After visiting Piazzale Michelangelo and Uffizi Gallery, take time to explore Florence's streets and absorb its charm. Continue your sightseeing by heading to Piazza Della Signoria. This enchanting public square offers a unique experience. Ponte Vecchio is another noteworthy stop.
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.
Don’t miss out on dining at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.
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.
Head back to your accommodation in Florence and get some rest in preparation for another magical day 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
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On day 4 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Siena. In the evening, you’ll end up in Siena, where you will stay for 2 nights.
Today, you'll explore some of the most beautiful places in Florence, including a monument, a church, and a public square. Start your day with a visit to Fortezza Medicea (siena). This up-and-coming monument is a must-visit in the city. When you’re ready for your next discovery, continue to Siena Cathedral, 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 Piazza Del Campo, a famous public square in the city. If you’re up for more discoveries, don’t forget to reserve some time for 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 day of adventure, treat yourself to an exquisite dinner at one of Siena's best restaurants.
Enjoy a delicious meal at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.
If you’re not ready to end the night just yet, Meet Life Cafè offers a perfect venue to relax and savor a drink. Similarly, Maudit Pub is well-suited for those looking to unwind in a social setting. Bar Impero Siena is another excellent spot to enjoy a nightcap after a delightful meal.
Relax and recharge in preparation for another adventurous day in Italy!
Day 5
- Siena
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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
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On day 5 of your road trip in Italy, you’ll start and end your day in Siena, but spend the day exploring what’s beyond the city. Since you will return to Siena for 1 night more, there’s no need to rush. Experience San Gimignano to the fullest today with this curated day itinerary!
Brace yourself for today’s incredible lineup of attractions in Siena, featuring fun adventures, photo-friendly spots, and history-rich sites. Start at Chiesa Di Sant'agostino, a frequently visited church in the village. Then, head to Parco Della Rocca and soak in the ambiance of this standout park.
There are many interesting places to see in Siena and when you are ready for more, go to Palazzo Comunale, Pinacoteca, Torre Grossa. This is one of the village’s most curiosity-inducing spots. After exploring the museum, visit the often recommended Piazza Del Duomo. Before wrapping up your self-guided sightseeing tour, head to the frequently visited Porta San Giovanni, a frequently visited monument in the village.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Siena.
After a day of adventure, treat yourself to an exquisite dinner at one of Siena's best restaurants.
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.
Cap off your dinner by heading to Charlie Mixology Bar Di Aldinucci Riccardo, ideal for a leisurely evening with a drink in hand. Bar Pinacoteca is another bar that offers an enjoyable setting. Similarly, San Paolo Pub is also a popular place to go on a night out, perfect for relaxing and socializing.
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 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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On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Rome, where you’ll be staying for 2 nights.
Savor the day by visiting some of the best places to see in Siena, including an archeological site, a monument, and a public square. Start your adventure at Colosseum. This globally renowned archeological site is a must-visit for travelers looking for a unique holiday experience. Make your way to Roman Forum located in Siena for an enchanting atmosphere.
Next, immerse yourself in the setting of Trevi Fountain. Its visually striking features will captivate you. After the monument, continue your tour of the city with a visit to Piazza Navona. This public square has a romantic appeal. For a change of pace, head to Pantheon. As one of the most wondrous attractions in Siena, this monument is an excellent place to end your self-guided tour.
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 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.
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.
Keep the evening going at La Botticella Of Poggi Giovanni, a great choice for enjoying the after-dinner hours with a drink. You could also go to Almalu Trastevere, which offers a similarly pleasant setting and great drinks. Another option is Bar Viminale Di Pepi Maurilio, which provides an inviting environment for unwinding after a busy day 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
- Rome
- More
Drive 11 km, 44 min
- St Peter's Basilica
- Piazza di Spagna
- Trastevere
- Via del Corso
- Via dei Condotti
- More
On day 7 of your road trip, you’ll start and end your day in Rome, where you'll stay for 1 night more.
Trastevere is one of the highlights of today. Take your time exploring this iconic neighborhood in Vatican City, which offers a perfect blend of history and culture. Plus, it's close to many other must-see landmarks.
Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most world-famous attractions included on the itinerary is St. Peter's Basilica. Then, take a leisurely stroll to Piazza Di Spagna and learn what makes this history-steeped public square unique.
Throughout the day, make sure to take breaks to appreciate the surroundings.
When you’re done exploring for the day, you’ll return to Rome and your accommodation.
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 RomAntica, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Coso Ristorante? It's another excellent option with a diverse menu. Consider reserving a table at DEROMA - Farine Romane as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.
Continue your evening by exploring the vibrant nightlife scene at Sant' Eustachio Caffè, a prime destination for a thrilling night out. Also, don’t forget to check out Yellowsquare Rome, a bar that offers unique local touches. Likewise, Caffè Portofino provides an excellent alternative for a fun evening.
Say good night to Rome and look forward to another great day of your road trip 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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Dive into day 8 of your remarkable road trip in Italy. Today you will explore Naples, 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 Naples. You’ll stay here for 3 nights.
Brace yourself for today’s incredible lineup of attractions in Rome, featuring fun adventures, photo-friendly spots, and historic treasures. Start at Naples National Archaeological Museum, a notable museum in the city. Then, head to Cappella Sansevero and soak in the ambiance of this detailed museum.
There are many interesting places to see in Rome and when you are ready for more, go to Ovo Castle. This is one of the city’s most interesting spots. After exploring the castle, visit the widely recognized Piazza Del Plebiscito.
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.
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.
Enjoy a lovely meal at L'Oca Nera Irish Pub, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Mimì alla Ferrovia is another top choice with a popular menu. You could also check for a table at Spuzzulè Winebar. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Naples tonight.
Keep the excitement of the evening going by visiting a bar or two. Happening Cocktail Bar is an excellent place to start. You could also check out Shanti Art Musik Bar, offering a different kind of charm. A last recommendation for the day is Gran Caffè Gambrinus. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
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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Wake up to day 9 of your extraordinary road trip in Italy. With 2 nights left in Naples, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!
Start your adventure at Archaeological Park Of Pompeii. This popular archeological site is a must-visit for travelers looking for a unique holiday experience. Make your way to Basilica located in Naples for an enchanting atmosphere.
Next, immerse yourself in the setting of Lupanare Di Pompei. Its history-steeped features will captivate you. After the archeological site, continue your tour of the town with a visit to Teatro Grande. This archeological site has an instagrammable appeal. For a change of pace, head to Amphitheatre Of Pompeii. As one of the most captivating attractions in Naples, this archeological site is an excellent place to end your self-guided tour.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Naples.
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.
Enjoy a delicious meal at Antica Pizzeria Di Matteo, a top-rated dining destination in Naples. If you're in the mood to try something new, consider Mercure Napoli Centro Angioino, another top spot with a mouthwatering menu. You might also want to secure a reservation at La Lazzara Trattoria e Pizzeria. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Naples this evening.
Following your dinner, dive into the local bar culture at Archivio Storico - Cocktail Bar & Wonderfood. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Archeobar, the perfect place for those looking to experience the best of the nightlife. Similarly, Babette Pub provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Head back to your accommodation in Naples and get some rest in preparation for another magical 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.
Start your day with a visit to Villa Rufolo. This interesting historical landmark is a must-visit in the village. When you’re ready for your next discovery, continue to Villa Cimbrone Gardens, which may be one of the most enchanting places you will experience today.
One of the best things about exploring Naples 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 Museo Della Carta, an often recommended museum in the village. If you’re up for more discoveries, don’t forget to reserve some time for Amalfi Coast.
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.
Treat yourself to a delicious dinner at Opera Restaurant, an excellent option for tonight's dining. Looking for something different? Trattoria San Ferdinando offers a tantalizing alternative with its diverse menu. And don’t miss Anonymous Trattoria Gourmet. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Naples.
Extend your evening after a delightful meal by visiting Gran Caffè Cimmino, which offers the perfect atmosphere for a night out. Moreover, Flanagan's Bar is another popular option for a drink or two. Likewise, Bar Napoli also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
Celebrate another amazing day of your road trip adventure in Italy!
Day 11
- Naples
- Pisa
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Drive 567 km, 6 hours 13 min
- Orvieto Cathedral
- Orvieto subterranea
- Well of St Patrick
- More
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 1 vibrant destinations - Orvieto. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Pisa. You will spend 1 night here for some well-deserved relaxation.
Naples is home to plenty of attractions that offer fun adventures, romantic experiences, and scenic views! Start at Orvieto Cathedral, a popular church that is worthwhile a visit in the town. Nearby, you’ll find Orvieto Underground, enchanting visitors with its historic appeal. Continue your exploration at Well Of St. Patrick. This monument is one of the town’s most well-known 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.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Pisa. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Make sure to reserve a table at Ristorante Capodimonte Pisa, an iconic dining spot in Pisa. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Locanda Dei Pisani Doc Pisa, a popular restaurant in Pisa. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Baribaldi Pisa, a hidden gem nestled in Pisa. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar Mocambo, a well-loved spot among locals and tourists. Or, head to Tree. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Chupiteria, another top-rated place in the area.
As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.
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, begin at Palazzo Gambacorti. This intriguing palace is a popular place to see in the city.
Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Pisa.
Have a fantastic dining experience at Restaurant -Pizzeria Il Mio Capriccio, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante alle Bandierine offers an enticing alternative with its varied menu.
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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