11-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling east to Florence, Siena, Rome, and Naples
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Escape the ordinary with this exciting 11-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 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
- More
- Knights' Square
- More
Your road trip adventure in Italy begins as soon as you reach Pisa and pick up your car. You’ll stay in Pisa for 1 night and explore the best things to see and do, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.
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.
Find your way to your hotel in Pisa. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.
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
- More
Drive 93 km, 1 hour 50 min
- Leaning Tower of Pisa
- Angelo Caduto
- Piazza del Duomo, Pisa
- Battistero di San Giovanni
- Pisa Cathedral
- More
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.
Today’s well-planned self-sightseeing route offers several family-friendly attractions, breathtaking views, and picturesque spots. Whether you decide to explore Pisa on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Leaning Tower Of Pisa is the first of them. Spend some time admiring this culturally significant monument before continuing your journey. Angelo Caduto is your next stop. This underrated sightseeing destination is one of the best-rated sights in Pisa.
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 Piazza Del Duomo, Pisa. This grand public square is a sight to behold. To round off your sightseeing experience, visit Battistero Di San Giovanni and Pisa Cathedral.
At the end of the day, you will drive to Florence, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
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.
Don’t miss out on dining at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.
Unwind after your meal by stepping into Manifattura. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Se·sto On Arno Rooftop Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Il Vinile, another top-rated bar in the area.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 3
- Florence
- More
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.
Get ready to discover some of the most iconic wonders in Florence, including an observation deck, an art gallery, a historical landmark, a public square, a church and much more! Start your day at Piazzale Michelangelo. This symbolic observation deck is a spectacular place to see in Florence. Then, wander over to Uffizi Gallery. If picture-perfect sites excite you, this art gallery will be right up your alley. Nearby, you’ll also find Ponte Vecchio. This culturally significant historical landmark is a favorite among visitors.
Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Piazza Della Signoria is a top-rated spot in the city that will captivate you with its unique charm. When you’re done at the public square, don’t forget to check out the inviting Cathedral Of Santa Maria Del Fiore. Take a moment to appreciate the fascinating details of this spectacular church.
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.
Enjoy a lovely dining experience at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.
Following your dinner, dive into the local bar culture at Bar 50 Rosso. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bitter Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Archea Brewery provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Relax and recharge in preparation for another adventurous day 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
- More
Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Siena. At the end of the day, you will enjoy the comforts of a top-rated hotel in Siena, which will be your home away from home for 2 nights.
Florence is brimming with adventures. Today’s wonderful stops include a monument, a public square, and a church. Begin your sightseeing adventure at the up-and-coming Fortezza Medicea (siena) and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Del Duomo, a symbolic public square that draws visitors from far and near.
Continue your journey to Siena Cathedral, one of the city’s most well-known spots that you shouldn’t miss. Another great site to visit is the top-rated Piazza Del Campo. When you're finished at the public square, Tower Of Mangia awaits your visit. This monument is a culturally significant highlight on today's itinerary.
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.
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.
Enjoy a lovely dining experience at Enoteca I Terzi, a popular restaurant in Siena. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Siena at Ristorante Tar-Tufo, 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 Antica Trattoria Papei. It’s yet another ideal choice to enhance your time in Siena tonight.
To truly maximize your evening out, consider visiting Meet Life Cafè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Maudit Pub, another bar with an inviting ambiance. Similarly, Bar Impero Siena also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
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
- More
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!
Siena is home to plenty of attractions that offer fun adventures, breathtaking views, and picturesque spots! Start at Porta San Giovanni, an often recommended monument that is worthwhile a visit in the village. Nearby, you’ll find Piazza Del Duomo, enchanting visitors with its enchanting appeal. Continue your exploration at Palazzo Comunale, Pinacoteca, Torre Grossa. This museum is one of the village’s most up-and-coming spots.
Enjoy the freedom of exploring Siena at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Parco Della Rocca. After exploring the park, head to the intriguing Chiesa Di Sant'agostino.
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.
Treat yourself to a wonderful meal at Osteria Quattro Venti, a top-rated dining spot in Siena. If you're in the mood for something new, try Fischi per Fiaschi, another premier location with a delectable menu. You might also want to book a table at Osteria da Divo. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Siena.
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.
Raise your glass to another unforgettable day 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
- More
Experience an unparalleled adventure on day 6 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Rome. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 2 nights here for some well-deserved relaxation.
Discover a day packed with fun adventures, scenic views, and photo-friendly spots in Siena. Begin your sightseeing with Colosseum. This globally renowned archeological site is one of the top attractions in the city. Proceed to Roman Forum, 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 Trevi Fountain. This globally renowned monument is a traveler-favorite. Not far away, you’ll find Piazza Navona, another key site on your sightseeing itinerary. Pantheon is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Rome. Rome 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 Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Treat yourself to a wonderful meal at La Bottega Roma, a top-rated dining spot in Rome. If you're in the mood for something new, try Pasta In Corso, another premier location with a delectable menu. You might also want to book a table at Trattoria Vecchia Roma. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.
Round off your dining experience by visiting La Botticella Of Poggi Giovanni, a prime location for a drink. Alternatively, explore the distinctive characteristics of Almalu Trastevere, a bar catering to every mood and preference. Bar Viminale Di Pepi Maurilio likewise offers a unique atmosphere, perfect for a memorable night out.
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
- More
On day 7 of your road trip in Italy, you’ll start and end your day in Rome, but spend the day exploring what’s beyond the city. Since you will return to Rome for 1 night more, there’s no need to rush. Experience Vatican City and Rome to the fullest today with this curated day itinerary!
One of the most iconic places you can visit today in Vatican City is Trastevere. Allow yourself some time to explore this neighborhood and discover its unique quirks. You'll also find many of the best sightseeing spots nearby. You can also explore Via del Corso, a street that offers a glimpse into local life and culture.
Discover a day packed with fun adventures, romantic experiences, and breathtaking views in Rome. Begin your sightseeing with St. Peter's Basilica. This timeless major basilica is one of the top attractions in the city. Proceed to Piazza Di Spagna, another must-visit attraction.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Rome.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Savor the flavors at RomAntica, a top pick for dinner tonight. Alternatively, Coso Ristorante beckons with its unique menu offerings. Also, consider DEROMA - Farine Romane. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.
Unwind after your meal by stepping into Sant' Eustachio Caffè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Yellowsquare Rome offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Caffè Portofino, another top-rated bar in the area.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
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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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 2 nights.
Bring your curiosity for today’s adventure around Rome. Some of the city’s most loved attractions await! Naples National Archaeological Museum is the perfect place to start. This museum is one of the most captivating places to visit in Rome. Next, head to Ovo Castle, a notable castle, 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 Castel Nuovo. This standout castle is a highly recommended experience. Nearby, you'll also find Piazza Del Plebiscito. Visit these for an interesting touch to your journey.
At the end of the day, you will drive to Naples, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
As 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 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.
After enjoying a fulfilling meal, continue your evening at Happening Cocktail Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Shanti Art Musik Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Gran Caffè Gambrinus provides an excellent environment for a relaxed and enjoyable evening.
Relax and recharge in preparation for another adventurous 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
- More
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.
A blend of fun adventures, breathtaking views, and picturesque spots await you in Naples on today’s itinerary. First up is the locally renowned archeological site, Archaeological Park Of Pompeii. Afterward, continue to Basilica, an archeological site every traveler should visit.
As you explore Naples’s charming streets, take in the lively atmosphere and get to know the character of the town. Next, make your way to Lupanare Di Pompei. This often recommended archeological site is an essential stop. Following that, head to Teatro Grande, another must-visit site that will enhance your experience. Don’t forget to stop by Amphitheatre Of Pompeii, a popular archeological site in the town.
When you’re done exploring for the day, you’ll return to Naples and your accommodation.
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.
Dine in style at Antica Pizzeria Di Matteo, a top recommendation for dinner tonight. Or, for a change of pace, Mercure Napoli Centro Angioino boasts a menu that's sure to impress. Also, be sure to check out La Lazzara Trattoria e Pizzeria. Known as a local hotspot, it’s a great choice for tonight in Naples.
After savoring a delicious meal, step into the vibrant nightlife at Archivio Storico - Cocktail Bar & Wonderfood, where the evening is just getting started. In the same way, Archeobar offers a unique charm perfect for experiencing the local bar scene in Naples. Babette Pub is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Celebrate another amazing day of your road trip adventure in Italy!
Day 10
- Naples
- Pisa
- More
Drive 576 km, 6 hours 13 min
- Guinigi Tower
- Piazza dell'Anfiteatro
- St Martin Cathedral
- More
On day 10 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Lucca. When you’re not sightseeing, take time to relax at your selected hotel in Pisa, where you’ll be staying for 1 night.
A blend of family-friendly attractions, romantic experiences, and scenic views await you in Naples on today’s itinerary. First up is the locally appreciated monument, Guinigi Tower. Afterward, continue to Piazza Dell'anfiteatro, a public square every traveler should visit.
As you explore Naples’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to St Martin Cathedral. This locally appreciated church is an essential stop.
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.
Indulge in a memorable dining experience at one of Pisa's most popular restaurants, and connect with friendly locals for an authentic adventure.
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.
Keep the evening going at Bar Mocambo, a great choice for enjoying the after-dinner hours with a drink. You could also go to Tree, which offers a similarly pleasant setting and great drinks. Another option is Chupiteria, which provides an inviting environment for unwinding after a busy day out.
As the sun sets on another day of adventure, rest up and recharge for the next leg 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 worthwhile palace is a popular place to see in the city.
On your last day in Italy, take time to indulge in shopping at Pisa’s popular marketplace. Look for keepsakes or souvenirs to remind you of your trip.
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 to try something new, consider Ristorante alle Bandierine, another top spot with a mouthwatering 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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