12-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling south to Florence, Siena, Rome, and Naples
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Experience the freedom of the open road in Italy as you embark on an unforgettable 12-day road trip! This experience caters to every traveler, featuring destinations like Pisa, Florence, Siena, San Gimignano, Rome, Naples, Pompei, Ravello, Amalfi, and Orvieto.
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.
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.
Treat yourself to a delightful dinner at Anima di Grano Pizzeria Napoletana Pisa Italy, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try il Mercante? It's another excellent option with a diverse menu. Consider reserving a table at La Ghiotteria as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Pisa.
Continue your lively evening at Jeffer Cocktails & Friends, a perfect place for winding down or revving up the night, depending on which mood you’re in. Le Parisien Wine Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Las Volta Cocktailbar ensures a night out tailored to your taste.
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
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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.
Enjoy the perfect balance of relaxation and exploration in Pisa today. One of the most wondrous attractions included on the itinerary is Leaning Tower Of Pisa. This culturally significant monument will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Del Duomo, Pisa and learn what makes this UNESCO world heritage-listed public square unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the curiosity-inducing Pisa Cathedral. After exploring the church, head to Central Market. This notable food market is a highlight in Pisa. As your day continues, stop by Cathedral Of Santa Maria Del Fiore, known for its UNESCO world heritage-listed features.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Florence. Florence offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
As dinnertime approaches, it's time to head out for a bite to eat in Florence. 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 Ristorante Oliviero 1962, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Di Poneta Novoli offers an enticing alternative with its varied menu. Additionally, Caffe San Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.
If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, Se·sto On Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Il Vinile is another excellent spot to enjoy a nightcap after a delightful meal.
Say good night to Florence and look forward to another great 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
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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.
A top thing to do today is to explore Oltrarno, a must-see neighborhood in Florence. It's the perfect starting point for touring the top attractions in the area.
Prepare for a day full of family-friendly attractions, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Piazzale Michelangelo. This spectacular observation deck is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Uffizi Gallery, one of the city’s best highlights.
Next, check out Piazza Della Signoria, one of the most widely recognized places to see in Florence. This public square 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 visually striking atmosphere this historical landmark offers.
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.
Enjoy a delicious meal 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.
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
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Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Siena. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Siena. You will spend 2 nights here for some well-deserved relaxation.
Set out on a day brimming with fun adventures, breathtaking views, and picturesque spots. Start at the often recommended Fortezza Medicea (siena), a historic monument in Florence. Next, go to Siena Cathedral.
After visiting Fortezza Medicea (siena) and Siena Cathedral, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Piazza Del Campo. This enchanting public square offers a unique experience. Tower Of Mangia is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Porta Romana, one of the most picture-perfect places to visit in Florence.
At the end of the day, you will drive to Siena, 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 Siena's most popular restaurants, and connect with friendly locals for an authentic adventure.
Make sure to reserve a table at Enoteca I Terzi, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante Tar-Tufo, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Antica Trattoria Papei, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Cap off your dinner by heading to Meet Life Cafè, ideal for a leisurely evening with a drink in hand. Maudit Pub is another bar that offers an enjoyable setting. Similarly, Bar Impero Siena is also a popular place to go on a night out, perfect for relaxing and socializing.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip 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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Wake up to day 5 of your extraordinary road trip in Italy. With 1 night left in Siena, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!
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 locally appreciated places to visit in Siena. Next, head to Parco Della Rocca, a locally appreciated 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 picture-perfect 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 the area’s best attractions, you’ll drive back to your accommodation in Siena.
Indulge in a memorable dining experience at one of Siena's most popular restaurants, and connect with friendly locals for an authentic adventure.
Don’t miss out on dining 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 your delicious meal, get a taste of the vibrant nightlife with a visit to Charlie Mixology Bar Di Aldinucci Riccardo, known for its inviting atmosphere. Bar Pinacoteca is another great option if you’re looking for a place to get the night started. Similarly, San Paolo Pub provides a great setting to enjoy the night away.
Say good night to Siena and look forward to another great day of your road trip 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.
Today's adventure in Siena promises more breathtaking discoveries and enriching experiences! Begin at Colosseum. This breathtaking archeological site is a highlight of any visit in the city. Then, enjoy Roman Forum, another picture-perfect attraction that never fails to captivate visitors. Next, head over to Trevi Fountain, one of the city’s most timeless attractions, known for its visually striking features.
If you’re looking for more, spend time soaking in the atmosphere of Piazza Navona. This enchanting public square is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Pantheon, a timeless monument, and take a stroll around the area.
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.
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.
Continue your evening by exploring the vibrant nightlife scene at La Botticella Of Poggi Giovanni, a prime destination for a thrilling night out. Also, don’t forget to check out Almalu Trastevere, a bar that offers unique local touches. Likewise, Bar Viminale Di Pepi Maurilio provides an excellent alternative for a fun evening.
Take some time to reflect on your day and savor another beautiful night 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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Greet day 7 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Rome 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 Vatican City and Rome.
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 must-see landmarks in the city. Be sure to also visit Via del Corso, a street that showcases another side of Vatican City.
Immerse yourself in Rome’s rich culture with today's sightseeing itinerary. Start your journey at St. Peter's Basilica. Next, dive into the symbolic features of Piazza Di Spagna, a must-visit public square in the city.
When you’re done exploring for the day, you’ll return to Rome and your accommodation.
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 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.
Let the evening flow smoothly from dinner to drinks at Sant' Eustachio Caffè, a top-rated bar in the area. For other recommendations, Yellowsquare Rome provides a perfect setting for rounding out your night with style and great drinks. Likewise, Caffè Portofino offers a memorable night with diverse drink options and excellent service.
Relax and recharge in preparation for another adventurous day 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.
Rome is brimming with adventures. Today’s wonderful stops include a museum, a castle, and a public square. Begin your sightseeing adventure at the captivating Naples National Archaeological Museum and allow yourself time to explore. Just a short distance away you'll find your next stop, Cappella Sansevero, a photogenic museum that draws visitors from far and near.
Continue your journey to Ovo Castle, one of the city’s most notable spots that you shouldn’t miss. Another great site to visit is the widely recognized Piazza Del Plebiscito.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Naples. Naples offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Naples. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Enjoy a delicious meal at L'Oca Nera Irish Pub, a highly-rated dining destination in Naples. If you're eager to try something different, consider Mimì alla Ferrovia, another top spot with a tantalizing menu. You might also want to secure a reservation at Spuzzulè Winebar. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Naples this evening.
Explore the vibrant nightlife at Happening Cocktail Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Shanti Art Musik Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Gran Caffè Gambrinus is perfect for those looking to extend their night with a touch of local flavor.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 9
- Naples
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Drive 54 km, 1 hour 27 min
- Archaeological Park of Pompeii
- Basilica
- Lupanar des esclaves
- Teatro Grande
- Amphitheatre of Pompeii
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On day 9 of your road trip in Italy, you’ll start and end your day in Naples, but spend the day exploring what’s beyond the city. Since you will return to Naples for 2 nights more, there’s no need to rush. Experience Pompei to the fullest today with this curated day itinerary!
Just a short distance away you'll find your next stop, Basilica, a photogenic archeological site that draws visitors from far and near.
Continue your journey to Lupanare Di Pompei, one of the town’s most frequently visited spots that you shouldn’t miss. Another great site to visit is the intriguing Teatro Grande. When you're finished at the archeological site, Amphitheatre Of Pompeii awaits your visit. This archeological site is an UNESCO world heritage-designated highlight on today's itinerary.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Naples.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Naples. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Make sure to reserve a table at Antica Pizzeria Di Matteo, an iconic dining spot in Naples. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Mercure Napoli Centro Angioino, a popular restaurant in Naples. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of La Lazzara Trattoria e Pizzeria, a hidden gem nestled in Naples. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Keep the evening going at Archivio Storico - Cocktail Bar & Wonderfood, a great choice for enjoying the after-dinner hours with a drink. You could also go to Archeobar, which offers a similarly pleasant setting and great drinks. Another option is Babette Pub, which provides an inviting environment for unwinding after a busy day out.
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 captivating historical landmark provides an insightful glimpse into the village's identity. Next, discover Villa Cimbrone Gardens, a visually striking botanical garden, promising a delightful encounter.
Continue your sightseeing with a visit to Museo Della Carta, a curiosity-inducing museum. When you’re done, don’t forget to make a stop at the astonishing Amalfi Coast.
When you’re done exploring for the day, you’ll return to Naples and your accommodation.
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.
Enjoy a delicious meal at Opera Restaurant, a top-rated dining destination in Naples. If you're in the mood to try something new, consider Trattoria San Ferdinando, another top spot with a mouthwatering menu. You might also want to secure a reservation at Anonymous Trattoria Gourmet. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Naples this evening.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Gran Caffè Cimmino stands out as an excellent choice for a post-dinner cocktail. Alternatively, Flanagan's Bar offers an ideal atmosphere to enjoy the pleasures of the night. Bar Napoli is also a great option that provides a perfect setting for a relaxing evening.
Raise your glass to another unforgettable day in Italy!
Day 11
- Naples
- Pisa
- More
Drive 567 km, 6 hours 13 min
- Orvieto Cathedral
- Orvieto subterranea
- Well of St Patrick
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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.
Bring your curiosity for today’s adventure around Naples. Some of the town’s most loved attractions await! Orvieto Cathedral is the perfect place to start. This church is one of the most popular places to visit in Naples. Next, head to Orvieto Underground, an up-and-coming cave system, known for its history-steeped 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 Well Of St. Patrick. This stunning monument is a highly recommended experience. Visit these for an interesting touch to your journey.
At the end of the day, you will drive to Pisa, 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 Pisa's best restaurants.
Treat yourself to a delightful dinner at Ristorante Capodimonte Pisa, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La Locanda Dei Pisani Doc Pisa? It's another excellent option with a diverse menu. Consider reserving a table at Baribaldi Pisa as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Pisa.
Extend your evening after a delightful meal by visiting Bar Mocambo, which offers the perfect atmosphere for a night out. Moreover, Tree is another popular option for a drink or two. Likewise, Chupiteria 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!
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 visually striking palace before you head out.
Make the most of your final day in Italy by visiting Pisa’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Pisa.
If you're in the mood for something new, try Ristorante alle Bandierine, another premier location with a delectable 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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