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.
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 delicious meal at Anima di Grano Pizzeria Napoletana Pisa Italy, a top-rated dining destination in Pisa. If you're in the mood to try something new, consider il Mercante, another top spot with a mouthwatering menu. You might also want to secure a reservation at La Ghiotteria. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Pisa this evening.
Keep the evening going at Jeffer Cocktails & Friends, a great choice for enjoying the after-dinner hours with a drink. You could also go to Le Parisien Wine Bar, which offers a similarly pleasant setting and great drinks. Another option is Las Volta Cocktailbar, which provides an inviting environment for unwinding after a busy day 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
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Dive into day 2 of your remarkable road trip in Italy. Today you will explore Pisa and Florence, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Florence. You’ll stay here for 2 nights.
A blend of fun adventures, scenic views, and photo-friendly 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 frequently visited 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, a famous church in the city.
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.
Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
Enjoy a lovely meal at Ristorante Oliviero 1962, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Di Poneta Novoli is another top choice with a popular menu. You could also check for a table at Caffe San Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.
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.
Get a good night's sleep and look forward to another great day on the road 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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Day 3 of your road trip across Italy promises a magnificent time exploring Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.
Oltrarno is a neighborhood that stands out as one of the must-see places in Florence. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away.
Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Piazzale Michelangelo. This enchanting observation deck is sure to ignite your curiosity. Next, dive into the respected features of Uffizi Gallery, a must-visit art gallery in the city.
In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Piazza Della Signoria, a top-rated public square. For a change of scene, check out Ponte Vecchio, known for its enchanting features.
Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.
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 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.
To truly maximize your evening out, consider visiting Bar 50 Rosso after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bitter Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
Raise your glass to another unforgettable day 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.
Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most worthwhile attractions included on the itinerary is Fortezza Medicea (siena). This instagrammable monument will help you start your sightseeing on top. Then, take a leisurely stroll to Siena Cathedral and learn what makes this symbolic church unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the spectacular Piazza Del Campo. After exploring the public square, head to Tower Of Mangia. This curiosity-inducing monument is a highlight in Florence. As your day continues, stop by Porta Romana, known for its historic features.
When you’re done exploring for the day, you’ll drive to your hotel in Siena. Check in and spend some time relaxing before you head out to tour the city.
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.
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.
Keep the excitement of the evening going by visiting a bar or two. Meet Life Cafè is an excellent place to start. You could also check out Maudit Pub, offering a different kind of charm. A last recommendation for the day is Bar Impero Siena. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Raise your glass and celebrate another amazing day 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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At the end of the day, you'll drive back to Siena, where you'll stay for 1 night more.
Discover a day packed with family-friendly attractions, photo-friendly spots, and historic treasures in Siena. Begin your sightseeing with Chiesa Di Sant'agostino. This up-and-coming church is one of the top attractions in the village. Proceed to Parco Della Rocca, another must-visit attraction.
As you wander through the inviting streets of Siena, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Palazzo Comunale, Pinacoteca, Torre Grossa. This beloved museum is a traveler-favorite. Not far away, you’ll find Piazza Del Duomo, another key site on your sightseeing itinerary. Porta San Giovanni is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.
When you’re done exploring for the day, you’ll return to Siena and your accommodation.
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.
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 your meal, keep the night alive at a bar like Charlie Mixology Bar Di Aldinucci Riccardo, known for its lively atmosphere. Bar Pinacoteca is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, San Paolo 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 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.
Start by visiting Colosseum, a prime spot to begin your journey. This picture-perfect 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 noteworthy 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.
After a day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.
Enjoy a delicious meal at La Bottega Roma, a highly-rated dining destination in Rome. If you're eager to try something different, consider Pasta In Corso, another top spot with a tantalizing menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.
After savoring a delicious meal, step into the vibrant nightlife at La Botticella Of Poggi Giovanni, where the evening is just getting started. In the same way, Almalu Trastevere offers a unique charm perfect for experiencing the local bar scene in Rome. Bar Viminale Di Pepi Maurilio is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Relax and recharge in preparation for another adventurous day in Italy!
Day 7
- Rome
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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 a neighborhood that stands out as one of the must-see places in Vatican City. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away. For another highlight, head to Via del Corso, a street offering its own unique experiences.
Start your day at St. Peter's Basilica. Then, wander over to Piazza Di Spagna. If romantic sites excite you, this public square will be right up your alley.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Rome.
As dinnertime approaches, it's time to head out for a bite to eat in Rome. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.
Dine in style at RomAntica, a top recommendation for dinner tonight. Or, for a change of pace, Coso Ristorante boasts a menu that's sure to impress. Also, be sure to check out DEROMA - Farine Romane. Known as a local hotspot, it’s a great choice for tonight in Rome.
Extend your evening after a delightful meal by visiting Sant' Eustachio Caffè, which offers the perfect atmosphere for a night out. Moreover, Yellowsquare Rome is another popular option for a drink or two. Likewise, Caffè Portofino also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
Take some time to reflect on your day and savor another beautiful night 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.
Today’s well-planned self-sightseeing route offers several fun adventures, picturesque spots, and historic treasures. Whether you decide to explore Rome on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Naples National Archaeological Museum is the first of them. Spend some time admiring this heritage-rich museum before continuing your journey. Cappella Sansevero is your next stop. This well-known museum is one of the best-rated sights in Rome.
Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Ovo Castle. This symbolic castle is a sight to behold. To round off your sightseeing experience, visit 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.
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 your evening by exploring the vibrant nightlife scene at Happening Cocktail Bar, a prime destination for a thrilling night out. Also, don’t forget to check out Shanti Art Musik Bar, a bar that offers unique local touches. Likewise, Gran Caffè Gambrinus provides an excellent alternative for a fun evening.
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
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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!
Get ready for a day filled with fun adventures, scenic views, and picturesque spots in the charming town of Naples. Your adventure starts at Archaeological Park Of Pompeii, a locally renowned local hot spot. Another notable attraction to explore is Basilica. This frequently visited archeological site is known for its historic appeal.
After soaking in the highlights of these sights, take some time to wander Naples's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Lupanare Di Pompei. This UNESCO world heritage-designated archeological site offers a fascinating experience that many visitors find memorable. Teatro Grande is also worth visiting, along with Amphitheatre Of Pompeii. 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 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.
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.
After enjoying a fulfilling meal, continue your evening at Archivio Storico - Cocktail Bar & Wonderfood, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Archeobar offers a welcoming atmosphere for easing into the nightlife. Similarly, Babette Pub provides an excellent environment for a relaxed and enjoyable evening.
Savor another day of unforgettable experiences in Italy!
Day 10
- Naples
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Drive 130 km, 3 hours 30 min
- Villa Rufolo
- Villa Cimbrone Gardens
- Museum Of Paper
- Amalfi Coast
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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 adventure at Villa Rufolo. This popular historical landmark is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of Villa Cimbrone Gardens, a must-see botanical garden in the village.
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 Museo Della Carta. This beloved museum offers an enriching experience. These sights offer a fulfilling end to a perfect day.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Naples.
Indulge in a memorable dining experience at one of Naples's most popular restaurants, and connect with friendly locals for an authentic adventure.
Make sure to reserve a table at Opera Restaurant, 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 Trattoria San Ferdinando, 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 Anonymous Trattoria Gourmet, a hidden gem nestled in Naples. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
After your delicious meal, get a taste of the vibrant nightlife with a visit to Gran Caffè Cimmino, known for its inviting atmosphere. Flanagan's Bar is another great option if you’re looking for a place to get the night started. Similarly, Bar Napoli provides a great setting to enjoy the night away.
Get a good night's sleep and look forward to another great day on the road 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
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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.
Today, you'll explore some of the most beautiful places in Naples, including a church, a cave system, and a monument. Start your day with a visit to Orvieto Cathedral. This locally renowned church is a must-visit in the town. When you’re ready for your next discovery, continue to Orvieto Underground, which may be one of the most history-steeped 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 Well Of St. Patrick, a notable monument in the town.
When you’re done exploring for the day, you’ll drive to your hotel in Pisa. 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 Pisa. 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 Ristorante Capodimonte Pisa, 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 La Locanda Dei Pisani Doc Pisa, 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 Baribaldi Pisa. It’s yet another ideal choice to enhance your time 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.
Take some time to reflect on your day and savor another beautiful night 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 historic palace before you head out.
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.
Treat yourself to a delightful dinner at Restaurant -Pizzeria Il Mio Capriccio, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante alle Bandierine? It's another excellent option with a diverse 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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