11-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling south to Siena, Viterbo, Naples, Rome, and Florence
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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, Siena, Santa Maria degli Angeli, Viterbo, Caserta, Naples, Amalfi, Rome, and Florence. 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, 1 night in Siena, 1 night in Viterbo, 2 nights in Naples, 3 nights in Rome, and 1 night in Florence. 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, Siena, Santa Maria degli Angeli, Viterbo, Caserta, Naples, Amalfi, Rome, and Florence, 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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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.
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.
Have a fantastic dining experience at Anima di Grano Pizzeria Napoletana Pisa Italy, a highly recommended choice for tonight's dinner. If you're looking to mix things up, il Mercante offers an enticing alternative with its varied menu. Additionally, La Ghiotteria is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Pisa.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Jeffer Cocktails & Friends stands out as an excellent choice for a post-dinner cocktail. Alternatively, Le Parisien Wine Bar offers an ideal atmosphere to enjoy the pleasures of the night. Las Volta Cocktailbar is also a great option that provides a perfect setting for a relaxing evening.
Raise a toast to the start of your 11-day road trip in Italy!
Day 2
- Pisa
- Siena
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Drive 129 km, 2 hours 9 min
- Leaning Tower of Pisa
- Pisa Cathedral
- Piazza del Duomo, Pisa
- Battistero di San Giovanni
- Campo santo
- More
Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Pisa. 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 1 night.
Get ready for a day filled with fun adventures, breathtaking views, and picturesque spots in the charming city of Pisa. Your adventure starts at Leaning Tower Of Pisa, a world-famous local hot spot. Another notable attraction to explore is Pisa Cathedral. This curiosity-inducing church is known for its breathtaking appeal.
After soaking in the highlights of these sights, take some time to wander Pisa's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazza Del Duomo, Pisa. This breathtaking public square offers a fascinating experience that many visitors find memorable. Battistero Di San Giovanni is also worth visiting, along with Campo Santo. These standout landmarks offer unique experiences that add to the day’s enjoyment.
At the end of the day, you will drive to Siena, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
Indulge in a memorable dining experience at one of Siena's most popular restaurants, and connect with friendly locals for an authentic adventure.
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.
Let the evening flow smoothly from dinner to drinks at Meet Life Cafè, a top-rated bar in the area. For other recommendations, Maudit Pub provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Impero Siena offers a memorable night with diverse drink options and excellent service.
Celebrate another amazing day of your road trip adventure in Italy!
Day 3
- Siena
- Viterbo
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Drive 259 km, 3 hours 29 min
- Siena Cathedral
- piazza del Campo
- Tower of Mangia
- Basilica of San Francesco d'Assisi
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On day 3 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 Siena and Santa Maria degli Angeli. In the evening, you’ll end up in Viterbo, where you will stay for 1 night.
Today, you'll explore some of the most beautiful places in Siena, including a church, a public square, and a monument. Start your day with a visit to Siena Cathedral. This interesting church is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Del Campo, which may be one of the most history-steeped places you will experience today.
One of the best things about exploring Siena 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 Tower Of Mangia, a frequently visited monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Basilica Of San Francesco D'assisi.
When you’re done exploring for the day, you’ll drive to your hotel in Viterbo. Check in and spend some time relaxing before you head out to tour the city.
As you explore more of Viterbo, 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.
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 4
- Viterbo
- Naples
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Drive 316 km, 3 hours 42 min
- Fontana Margherita
- Giardini Reali - Parco Reggia di Caserta
- Palace of Caserta
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On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Caserta. When you’re not sightseeing, take time to relax at your selected hotel in Naples, where you’ll be staying for 2 nights.
Start your adventure at Fontana Margherita. This often recommended park is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of Giardini Reali - Parco Reggia Di Caserta, a must-see park in the city.
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 Palace Of Caserta. This popular palace offers an enriching experience. These sights offer a fulfilling end to a perfect day.
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.
Have a memorable dining experience in Naples by booking a table at Veritas, renowned as a 1-star Michelin restaurant presenting an exceptional campanian and contemporary menu. For a different culinary experience in Naples, Il Comandante shines as one of the top destinations, known for its delicious creative and mediterranean cuisine. This 1-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, ARIA is known as a top local spot for its delicious contemporary and modern cuisine in Naples. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.
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 5
- Naples
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Drive 126 km, 3 hours 36 min
- Amalfi Coast
- Castel Nuovo
- piazza del Plebiscito
- Ovo Castle
- Via Toledo
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On day 5 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 1 night more, there’s no need to rush. Experience Amalfi and Naples to the fullest today with this curated day itinerary!
Via Toledo is a fantastic place you can explore today in Amalfi. This street is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Amalfi-way-of-life and visit all the nearby sights.
Amalfi Coast is must-visit coast and a great starting point for the day. Next, continue your journey to Castel Nuovo, a notable castle, located just a leisurely stroll away. Next, head to Piazza Del Plebiscito, a history-steeped public square, also available for your discovery today.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Naples.
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.
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.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 6
- Naples
- Rome
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Drive 241 km, 3 hours 29 min
- St Peter's Basilica
- Sistine Chapel
- Saint Peter's Square
- Vatican Museums
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Dive into day 6 of your remarkable road trip in Italy. Today you will explore Vatican City, 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 3 nights.
Start at St. Peter's Basilica, a wondrous major basilica in the city.
After exploring the square, visit the world-famous Vatican Museums.
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.
Prepare for an extraordinary culinary adventure in Rome by booking a table at La Pergola, a 3-star Michelin restaurant that boasts an exceptional mediterranean and contemporary menu. For a different flavor experience, head to Il Pagliaccio, renowned for its delectable creative and innovative dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Enoteca La Torre, a local gem known for its delightful mediterranean and creative cuisine in Rome. Nestled in the city's heart, this 2-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.
After enjoying a fulfilling meal, continue your evening at La Botticella Of Poggi Giovanni, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Almalu Trastevere offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Viminale Di Pepi Maurilio provides an excellent environment for a relaxed and enjoyable evening.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 7
- Rome
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Drive 7 km, 40 min
- Castel Sant'Angelo
- Roman Forum
- Colosseum
- Trastevere
- Monti
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On day 7 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 2 nights and discover all the best things to see and do in the area.
One of the most iconic places you can visit today in Rome 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 Monti, a neighborhood that offers a glimpse into local life and culture.
Prepare for a day full of fun adventures, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Castel Sant'angelo. This extraordinary castle is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Roman Forum, one of the city’s best highlights.
Next, check out Colosseum, one of the most timeless places to see in Rome. This archeological site is a favorite among locals and travelers alike.
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.
Indulge in a memorable dining experience at one of Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.
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.
Following your dinner, dive into the local bar culture at Sant' Eustachio Caffè. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Yellowsquare Rome, the perfect place for those looking to experience the best of the nightlife. Similarly, Caffè Portofino provides excellent drinks and a great atmosphere, ensuring a memorable night 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 8
- Rome
- More
Drive 13 km, 46 min
- piazza del Popolo
- Piazza di Spagna
- Spanish Steps
- Via del Corso
- Via dei Condotti
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Day 8 of your road trip across Italy promises a magnificent time exploring Rome. You have 1 night left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.
Set aside time today to explore Via del Corso, a standout street that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day. You might also want to visit Via dei Condotti, a street offering another perspective on the city.
Just a short distance away you'll find your next stop, Piazza Di Spagna, a visually striking public square that draws visitors from far and near.
Continue your journey to Spanish Steps, one of the city’s most astonishing spots that you shouldn’t miss.
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 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.
Treat yourself to a delicious dinner at Hotel de Russie, an excellent option for tonight's dining. Looking for something different? La Taverna Italiana offers a tantalizing alternative with its diverse menu. And don’t miss The Parrot Bar. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at The Apartment Bar Roma, a well-loved spot among locals and tourists. Or, head to Hotel Hassler Roma. This bar boasts a welcoming environment that is perfect for winding down.
Head back to your accommodation in Rome and get some rest in preparation for another magical day of your road trip in Italy!
Day 9
- Rome
- Florence
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Drive 280 km, 4 hours 4 min
- Campo de' Fiori
- Piazza Navona
- Pantheon
- Trevi Fountain
- Villa Borghese
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Experience an unparalleled adventure on day 9 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 Florence. You will spend 1 night here for some well-deserved relaxation.
Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most impressive attractions included on the itinerary is Campo De' Fiori. This respected public square will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Navona and learn what makes this grand public square unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the globally renowned Pantheon. After exploring the monument, head to Trevi Fountain. This wondrous monument is a highlight in Rome. As your day continues, stop by Villa Borghese, known for its standout features.
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 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.
Experience a taste of local culinary excellence while in Florence by securing a table at Enoteca Pinchiorri. An esteemed 3-star Michelin restaurant, it features an exceptional italian contemporary menu. For an alternative taste experience, visit Santa Elisabetta, famous for its scrumptious creative and mediterranean dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Gucci Osteria da Massimo Bottura, a local favorite celebrated for its exquisite italian contemporary and international cuisine in Florence. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and international cuisine lovers seeking top-notch culinary experiences.
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.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 10
- Florence
- Pisa
- More
Drive 88 km, 1 hour 56 min
- piazza della Signoria
- Cathedral of Santa Maria del Fiore
- Ponte Vecchio
- Uffizi Gallery
- piazzale Michelangelo
- More
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 Florence. 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.
Set out on a day brimming with family-friendly attractions, romantic experiences, and breathtaking views. Start at the famous Piazza Della Signoria, a romantic public square in Florence. Next, go to Cathedral Of Santa Maria Del Fiore.
After visiting Piazza Della Signoria and Cathedral Of Santa Maria Del Fiore, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Ponte Vecchio. This romantic historical landmark offers a unique experience. Uffizi Gallery is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazzale Michelangelo, one of the most romantic places to visit in Florence.
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.
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.
Savor the flavors at Ristorante Capodimonte Pisa, a top pick for dinner tonight. Alternatively, La Locanda Dei Pisani Doc Pisa beckons with its unique menu offerings. Also, consider Baribaldi Pisa. With its consistent customer satisfaction, it’s an excellent option for dining in Pisa tonight.
Continue the enjoyment post-dinner at Bar Mocambo, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Tree offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Chupiteria. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
Savor another day of unforgettable experiences 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, a respected palace before you head out.
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 for something new, try Ristorante alle Bandierine, another premier location with a delectable menu.
You’ll then say farewell to Pisa. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!
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