11-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling east to Florence, Siena, Rome, and Naples
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Description
Experience the freedom of the open road in Italy as you embark on an unforgettable 11-day road trip! This experience caters to every traveler, featuring destinations like Pisa, Florence, Siena, San Gimignano, Rome, Naples, Pompei, and Lucca.
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!
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.
Make sure to reserve a table at Anima di Grano Pizzeria Napoletana Pisa Italy, 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 il Mercante, 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 La Ghiotteria, a hidden gem nestled in Pisa. 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 Jeffer Cocktails & Friends, a top-rated bar in the area. For other recommendations, Le Parisien Wine Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Las Volta Cocktailbar offers a memorable night with diverse drink options and excellent service.
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 exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Pisa. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 2 nights.
Begin your adventure at Leaning Tower Of Pisa. This is a world-famous monument you should not miss. Another must-see is Angelo Caduto, an intriguing sightseeing destination in Pisa.
When you’re ready for the next sight, head to Piazza Del Duomo, Pisa. From there, take a leisurely stroll to Battistero Di San Giovanni, another of the city’s locally appreciated attractions. We recommend continuing your self-guided tour at Pisa Cathedral, a historic place of interest 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 dining experience at Ristorante Oliviero 1962, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Di Poneta Novoli, 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 Caffe San Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, another top-rated place in the area.
Raise your glass to another unforgettable day 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 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.
A blend of family-friendly attractions, romantic experiences, and breathtaking views await you in Florence on today’s itinerary. First up is the famous observation deck, Piazzale Michelangelo. Afterward, continue to Uffizi Gallery, an art gallery every traveler should visit.
As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Ponte Vecchio. This world-famous historical landmark is an essential stop. Following that, head to Piazza Della Signoria, another must-visit site that will enhance your experience. Don’t forget to stop by Cathedral Of Santa Maria Del Fiore, an impressive church in the city.
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 explore more of Florence, 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 wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.
Continue the enjoyment post-dinner at Bar 50 Rosso, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bitter Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Archea Brewery. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
Celebrate another amazing day of your road trip adventure 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's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Fortezza Medicea (siena). This stunning monument is a highlight of any visit in the city. Then, enjoy Piazza Del Duomo, another visually striking attraction that never fails to captivate visitors. Next, head over to Siena Cathedral, one of the city’s most well-known attractions, known for its romantic features.
If you’re looking for more, spend time soaking in the atmosphere of Piazza Del Campo. This UNESCO world heritage-designated public square is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Tower Of Mangia, an often recommended monument, and take a stroll around the area.
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.
As dinnertime approaches, it's time to head out for a bite to eat in Siena. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.
Enjoy a delicious meal at Enoteca I Terzi, a highly-rated dining destination in Siena. If you're eager to try something different, consider Ristorante Tar-Tufo, another top spot with a tantalizing menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Siena this evening.
Continue your lively evening at Meet Life Cafè, a perfect place for winding down or revving up the night, depending on which mood you’re in. Maudit Pub is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Impero Siena ensures a night out tailored to your taste.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 5
- Siena
- More
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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On day 5 of your road trip, you’ll start and end your day in Siena, where you'll stay for 1 night more.
A blend of family-friendly attractions, scenic views, and photo-friendly spots await you in Siena on today’s itinerary. First up is the up-and-coming monument, Porta San Giovanni. Afterward, continue to Piazza Del Duomo, a public square every traveler should visit.
As you explore Siena’s charming streets, take in the lively atmosphere and get to know the character of the village. Next, make your way to Palazzo Comunale, Pinacoteca, Torre Grossa. This intriguing museum is an essential stop. Following that, head to Parco Della Rocca, another must-visit site that will enhance your experience. Don’t forget to stop by Chiesa Di Sant'agostino, a locally appreciated church in the village.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Siena.
As dinnertime approaches, it's time to head out for a bite to eat in Siena. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.
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.
Keep the excitement of the evening going by visiting a bar or two. Charlie Mixology Bar Di Aldinucci Riccardo is an excellent place to start. You could also check out Bar Pinacoteca, offering a different kind of charm. A last recommendation for the day is San Paolo Pub. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Celebrate another amazing day of your road trip adventure 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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Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rome, which will be your home away from home for 2 nights.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Siena allows for both. Start by heading to Colosseum. This world-famous archeological site provides an insightful glimpse into the city's identity. Next, discover Roman Forum, a culturally significant archeological site, promising a delightful encounter.
Continue your sightseeing with a visit to Trevi Fountain, a world-famous monument. When you’re done, don’t forget to make a stop at the globally renowned Piazza Navona. Round off your day at Pantheon, another gem in Siena with culturally significant features to discover.
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.
After a day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.
Don’t miss out on dining at La Bottega Roma, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Pasta In Corso, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.
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.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip 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 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.
Brace yourself for today’s incredible lineup of attractions in Rome, featuring fun adventures, romantic experiences, and breathtaking views. Start at St. Peter's Basilica, an iconic major basilica in the city. Then, head to Piazza Di Spagna and soak in the ambiance of this romantic public square.
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.
Enjoy a delicious meal at RomAntica, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Coso Ristorante, another top spot with a mouthwatering menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.
After enjoying a fulfilling meal, continue your evening at Sant' Eustachio Caffè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Yellowsquare Rome offers a welcoming atmosphere for easing into the nightlife. Similarly, Caffè Portofino provides an excellent environment for a relaxed and enjoyable evening.
Take some time to reflect on your day and savor another beautiful night 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 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 Naples. In the evening, you’ll end up in Naples, where you will stay for 2 nights.
Set out on a day brimming with fun adventures, photo-friendly spots, and historic treasures. Start at the well-known Naples National Archaeological Museum, a photogenic museum in Rome. Next, go to Ovo Castle.
After visiting Naples National Archaeological Museum and Ovo Castle, have a stroll along Rome's streets and take in the local charm. Continue your sightseeing by heading to Castel Nuovo. This standout castle offers a unique experience. Piazza Del Plebiscito is another noteworthy attraction worthwhile a visit.
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 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.
Treat yourself to a wonderful meal at L'Oca Nera Irish Pub, a top-rated dining spot in Naples. If you're in the mood for something new, try Mimì alla Ferrovia, another premier location with a delectable menu. You might also want to book a table at Spuzzulè Winebar. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Naples.
After your meal, keep the night alive at a bar like Happening Cocktail Bar, known for its lively atmosphere. Shanti Art Musik Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Gran Caffè Gambrinus offers an excellent atmosphere for those looking to amp up the evening.
Take some time to reflect on your day and savor another beautiful night 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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At the end of the day, you'll drive back to Naples, where you'll stay for 1 night more.
Start your day at Archaeological Park Of Pompeii. This breathtaking archeological site is a well-known place to see in Naples. Then, wander over to Basilica. If photogenic sites excite you, this archeological site will be right up your alley. Nearby, you’ll also find Lupanare Di Pompei. This heritage-rich archeological site is a favorite among visitors.
Naples offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Teatro Grande is a curiosity-inducing spot in the town that will captivate you with its unique charm. When you’re done at the archeological site, don’t forget to check out the culturally significant Amphitheatre Of Pompeii. Take a moment to appreciate the fascinating details of this notable archeological site.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Naples.
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 wonderful meal at Antica Pizzeria Di Matteo, a top-rated dining spot in Naples. If you're in the mood for something new, try Mercure Napoli Centro Angioino, another premier location with a delectable menu. You might also want to book a table at La Lazzara Trattoria e Pizzeria. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Naples.
Let the evening flow smoothly from dinner to drinks at Archivio Storico - Cocktail Bar & Wonderfood, a top-rated bar in the area. For other recommendations, Archeobar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Babette Pub offers a memorable night with diverse drink options and excellent service.
Savor another day of unforgettable experiences in Italy!
Day 10
- Naples
- Pisa
- More
Drive 576 km, 6 hours 13 min
- Guinigi Tower
- Piazza dell'Anfiteatro
- St Martin Cathedral
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Dive into day 10 of your remarkable road trip in Italy. Today you will explore Lucca, 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 Pisa. You’ll stay here for 1 night.
Immerse yourself in Naples’s rich culture with today's sightseeing itinerary. Start your journey at Guinigi Tower. This awe-inspiring monument is sure to ignite your curiosity. Next, dive into the awe-inspiring features of Piazza Dell'anfiteatro, a must-visit public square 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 St Martin Cathedral, an often recommended church.
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 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.
Treat yourself to a delicious dinner at Ristorante Capodimonte Pisa, an excellent option for tonight's dining. Looking for something different? La Locanda Dei Pisani Doc Pisa offers a tantalizing alternative with its diverse menu. And don’t miss Baribaldi Pisa. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Pisa.
After enjoying a fulfilling meal, continue your evening at Bar Mocambo, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Tree offers a welcoming atmosphere for easing into the nightlife. Similarly, Chupiteria provides an excellent environment for a relaxed and enjoyable evening.
Head back to your accommodation in Pisa and get some rest in preparation for another magical 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, begin at Palazzo Gambacorti. This often recommended palace is a popular place to see in the city.
As your final day in Italy unfolds, enjoy a last-minute shopping spree in Pisa's best shopping area. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.
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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