11-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling east to Florence, Siena, Rome, and Naples
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Explore the best of Italy on a 11-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Pisa, Florence, Siena, San Gimignano, Rome, Naples, Pompei, and Lucca. This road trip itinerary in Italy seamlessly combines exploration with relaxation.
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 2 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, and Lucca, 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.
Dine in style at Anima di Grano Pizzeria Napoletana Pisa Italy, a top recommendation for dinner tonight. Or, for a change of pace, il Mercante boasts a menu that's sure to impress. Also, be sure to check out La Ghiotteria. Known as a local hotspot, it’s a great choice for tonight in Pisa.
Continue your evening by exploring the vibrant nightlife scene at Jeffer Cocktails & Friends, a prime destination for a thrilling night out. Also, don’t forget to check out Le Parisien Wine Bar, a bar that offers unique local touches. Likewise, Las Volta Cocktailbar provides an excellent alternative for a fun evening.
Raise a toast to the start of your 11-day road trip in Italy!
Day 2
- Pisa
- Florence
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Drive 93 km, 1 hour 50 min
- Leaning Tower of Pisa
- Angelo Caduto
- Piazza del Duomo, Pisa
- Battistero di San Giovanni
- Pisa Cathedral
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On day 2 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 Pisa. In the evening, you’ll end up in Florence, where you will stay for 2 nights.
Start your adventure at Leaning Tower Of Pisa. This wondrous monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Angelo Caduto located in Pisa for another exciting encounter.
Next, immerse yourself in the setting of Piazza Del Duomo, Pisa. Its stunning features will captivate you. After the public square, continue your tour of the city with a visit to Battistero Di San Giovanni. Visitors usually appreciate the picture-perfect features of this church. Next up is Pisa Cathedral, a highly recommended church.
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.
After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.
Dine in style at Ristorante Oliviero 1962, a top recommendation for dinner tonight. Or, for a change of pace, Di Poneta Novoli boasts a menu that's sure to impress. Also, be sure to check out Caffe San Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.
After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.
Celebrate another amazing day of your road trip adventure in Italy!
Day 3
- Florence
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Drive 4 km, 1 hour 6 min
- piazzale Michelangelo
- Uffizi Gallery
- Ponte Vecchio
- piazza della Signoria
- Cathedral of Santa Maria del Fiore
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Day 3 of your road trip will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in Florence by discovering the best things there are to see and do in the city.
Today, you'll explore some of the most beautiful places in Florence, including an observation deck, an art gallery, a historical landmark, a public square, a church and much more! Start your day with a visit to Piazzale Michelangelo. This spectacular observation deck is a must-visit in the city. When you’re ready for your next discovery, continue to Uffizi Gallery, which may be one of the most eye-catching 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 Ponte Vecchio, a wondrous historical landmark in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Della Signoria and Cathedral Of Santa Maria Del Fiore.
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 Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.
Explore the vibrant nightlife at Bar 50 Rosso after your meal, a hub for lively evenings and memorable moments. Or, head to Bitter Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery is perfect for those looking to extend their night with a touch of local flavor.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 4
- Florence
- Siena
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Drive 77 km, 1 hour 38 min
- Fortezza Medicea
- Piazza del Duomo
- Siena Cathedral
- piazza del Campo
- Tower of Mangia
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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.
Today, you'll explore some of the most beautiful places in Florence, including a monument, a public square, and a church. Start your day with a visit to Fortezza Medicea (siena). This worthwhile monument is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Del Duomo, which may be one of the most inviting 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 Siena Cathedral, a popular church in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Del Campo and Tower Of Mangia.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Siena. Siena offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
As you explore more of Siena, 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 Enoteca I Terzi, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante Tar-Tufo offers an enticing alternative with its varied menu. Additionally, Antica Trattoria Papei is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Siena.
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.
Head back to your accommodation in Siena and get some rest in preparation for another magical day of your road trip in Italy!
Day 5
- Siena
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Drive 83 km, 1 hour 48 min
- Porta San Giovanni
- Piazza del Duomo, San Gimignano
- Town Hall, Picture Gallery and Great Tower
- Parco della Rocca
- Chiesa di Sant'Agostino
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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!
Get ready for a day filled with family-friendly attractions, breathtaking views, and picturesque spots in the charming village of Siena. Your adventure starts at Porta San Giovanni, a curiosity-inducing local hot spot. Another notable attraction to explore is Piazza Del Duomo. This often recommended public square is known for its breathtaking appeal.
After soaking in the highlights of these sights, take some time to wander Siena's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Palazzo Comunale, Pinacoteca, Torre Grossa. This historic museum offers a fascinating experience that many visitors find memorable. Parco Della Rocca is also worth visiting, along with Chiesa Di Sant'agostino. These standout landmarks offer unique experiences that add to the day’s enjoyment.
When you’re done exploring for the day, you’ll return to Siena and your accommodation.
After a day of adventure, treat yourself to an exquisite dinner at one of Siena's best restaurants.
Enjoy a lovely meal at Osteria Quattro Venti, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Fischi per Fiaschi is another top choice with a popular menu. You could also check for a table at Osteria da Divo. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Siena tonight.
Continue your lively evening at Charlie Mixology Bar Di Aldinucci Riccardo, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bar Pinacoteca is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, San Paolo Pub ensures a night out tailored to your taste.
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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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.
Start by visiting Colosseum, a prime spot to begin your journey. This UNESCO world heritage-listed archeological site is sure to impress. Next on your list is Roman Forum, another must-visit landmark and wondrous archeological site renowned for its culturally significant features.
While exploring and sightseeing, take time to savor the culture of Siena by sampling some local delicacies. When you’re ready for more sightseeing, head to Trevi Fountain. This romantic monument is an essential place to visit for anyone looking for the full Siena experience. We also recommend visiting Piazza Navona, a wondrous public square. Nearby, you'll also find Pantheon, ready to add charm to your journey.
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.
Make sure to reserve a table at La Bottega Roma, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Pasta In Corso, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Trattoria Vecchia Roma, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at La Botticella Of Poggi Giovanni, a well-loved spot among locals and tourists. Or, head to Almalu Trastevere. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Viminale Di Pepi Maurilio, another top-rated place in the area.
Savor another day of unforgettable experiences 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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At the end of the day, you'll drive back to Rome, where you'll stay for 1 night more.
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.
Prepare for a day full of fun adventures, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at St. Peter's Basilica. This wondrous major basilica is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Di Spagna, one of the city’s best highlights.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Rome.
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.
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.
To truly maximize your evening out, consider visiting Sant' Eustachio Caffè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Yellowsquare Rome, another bar with an inviting ambiance. Similarly, Caffè Portofino also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
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
- Rome
- Naples
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Drive 233 km, 3 hours 21 min
- Naples National Archaeological Museum
- Ovo Castle
- Castel Nuovo
- piazza del Plebiscito
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On day 8 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Naples. When you’re not sightseeing, take time to relax at your selected hotel in Naples, where you’ll be staying for 2 nights.
Prepare for a day full of fun adventures, picturesque spots, and historic treasures. When you’re ready, kick off your sightseeing adventure at Naples National Archaeological Museum. This popular museum is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Ovo Castle, one of the city’s best highlights.
Next, check out Castel Nuovo, one of the most captivating places to see in Rome. This castle is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Del Plebiscito. Wander around and soak in the enchanting atmosphere this public square offers.
When you’re done exploring for the day, you’ll drive to your hotel in Naples. Check in and spend some time relaxing before you head out to tour the city.
As dinnertime approaches, it's time to head out for a bite to eat in Naples. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.
Enjoy a lovely dining experience at L'Oca Nera Irish Pub, a popular restaurant in Naples. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Naples at Mimì alla Ferrovia, 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 Spuzzulè Winebar. It’s yet another ideal choice to enhance your time in Naples tonight.
If you’re not ready to end the night just yet, Happening Cocktail Bar offers a perfect venue to relax and savor a drink. Similarly, Shanti Art Musik Bar is well-suited for those looking to unwind in a social setting. Gran Caffè Gambrinus is another excellent spot to enjoy a nightcap after a delightful meal.
Raise your glass to another unforgettable day 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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On day 9 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 Pompei. You still have 1 night left in Naples.
Start your adventure at Archaeological Park Of Pompeii. This locally renowned archeological site is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the symbolic wonders of Basilica, a must-see archeological site in the town.
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 Lupanare Di Pompei. This worthwhile archeological site offers an enriching experience. For a change of pace, head to Teatro Grande, where you can take in UNESCO world heritage-listed features. Conclude your self-guided sightseeing tour with a visit to Amphitheatre Of Pompeii. These sights offer a fulfilling end to a perfect day.
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 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.
After your delicious meal, get a taste of the vibrant nightlife with a visit to Archivio Storico - Cocktail Bar & Wonderfood, known for its inviting atmosphere. Archeobar is another great option if you’re looking for a place to get the night started. Similarly, Babette Pub provides a great setting to enjoy the night away.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 10
- Naples
- Pisa
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Drive 576 km, 6 hours 13 min
- Guinigi Tower
- Piazza dell'Anfiteatro
- St Martin Cathedral
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Embark on another extraordinary experience on day 10 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Lucca. At the end of the day, you will enjoy the comforts of a top-rated hotel in Pisa, which will be your home away from home for 1 night.
Naples is brimming with adventures. Today’s wonderful stops include a monument, a public square, and a church. Begin your sightseeing adventure at the beloved Guinigi Tower and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Dell'anfiteatro, a romantic public square that draws visitors from far and near.
Continue your journey to St Martin Cathedral, one of the city’s most up-and-coming spots that you shouldn’t miss.
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 long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Pisa. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Enjoy a delicious meal at Ristorante Capodimonte Pisa, a top-rated dining destination in Pisa. If you're in the mood to try something new, consider La Locanda Dei Pisani Doc Pisa, another top spot with a mouthwatering menu. You might also want to secure a reservation at Baribaldi Pisa. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Pisa this evening.
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.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 11
- Pisa - Departure day
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- Palazzo Gambacorti
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Day 11 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, an instagrammable 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.
Treat yourself to a delicious dinner at Restaurant -Pizzeria Il Mio Capriccio, an excellent option for tonight's dining. Looking for something different? Ristorante alle Bandierine offers a tantalizing alternative with its diverse menu. And don’t miss Barrique Cocktail And Bistrot.
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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