10-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling east to Florence, Siena, Rome, and Orvieto
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Experience the freedom of the open road in Italy as you embark on an unforgettable 10-day road trip! This experience caters to every traveler, featuring destinations like Pisa, Florence, Siena, Rome, Tivoli, Orvieto, and San Gimignano.
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, 1 night in Siena, 3 nights in Rome, and 1 night in Orvieto. 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, Rome, Tivoli, Orvieto, and San Gimignano, 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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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.
Savor the flavors at Anima di Grano Pizzeria Napoletana Pisa Italy, a top pick for dinner tonight. Alternatively, il Mercante beckons with its unique menu offerings. Also, consider La Ghiotteria. With its consistent customer satisfaction, it’s an excellent option for dining in Pisa tonight.
Round off your dining experience by visiting Jeffer Cocktails & Friends, a prime location for a drink. Alternatively, explore the distinctive characteristics of Le Parisien Wine Bar, a bar catering to every mood and preference. Las Volta Cocktailbar likewise offers a unique atmosphere, perfect for a memorable night out.
Raise a toast to the start of your 10-day road trip in Italy!
Day 2
- Pisa
- Florence
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Drive 87 km, 1 hour 42 min
- Basilica of Santa Croce in Florence
- Bargello National Museum
- Palazzo Vecchio
- Uffizi Gallery
- Ponte Vecchio
- piazza della Signoria
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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 Florence. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 2 nights.
Enjoy the perfect balance of relaxation and exploration in Pisa today. One of the most popular attractions included on the itinerary is Basilica Of Santa Croce In Florence. This heritage-rich church will help you start your sightseeing on top. Then, take a leisurely stroll to Bargello National Museum and learn what makes this heritage-rich museum unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the interesting Palazzo Vecchio. After exploring the palace, head to Uffizi Gallery. This top-rated art gallery is a highlight in Pisa. As your day continues, stop by Ponte Vecchio, known for its visually striking features. Lastly, don’t forget to check out the top-rated Piazza Della Signoria. Enjoy exploring this incredible public square at your own pace.
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.
Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
Treat yourself to a wonderful meal at Ristorante Oliviero 1962, a top-rated dining spot in Florence. If you're in the mood for something new, try Di Poneta Novoli, another premier location with a delectable menu. You might also want to book a table at Caffe San Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.
To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Il Vinile also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 3
- Florence
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Drive 56 km, 1 hour 57 min
- Central Market
- Medici Chapels
- Cathedral of Santa Maria del Fiore
- Galleria dell'Accademia
- David
- Villa Calcinaia - Conti Capponi
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Greet day 3 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence 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 Florence and Greti.
Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Central Market. This photogenic food market is a highlight of any visit in the city. Then, enjoy Medici Chapels, another heritage-rich attraction that never fails to captivate visitors. Next, head over to Cathedral Of Santa Maria Del Fiore, one of the city’s most spectacular attractions, known for its inviting features.
If you’re looking for more, spend time soaking in the atmosphere of Galleria Dell'accademia. This eye-catching art gallery is frequented by locals and tourists alike. To complete your memorable day, make sure to visit David, a popular statue, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Villa Calcinaia - Conti Capponi before you head back to your hotel.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.
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.
Treat yourself to a delightful dinner at Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.
Explore the vibrant nightlife at Bar 50 Rosso after your meal, a hub for lively evenings and memorable moments. Or, head to Bitter Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery is perfect for those looking to extend their night with a touch of local flavor.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 4
- Florence
- Siena
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Drive 79 km, 1 hour 23 min
- Siena Cathedral
- Battistero di San Giovanni Battista
- Pubblico Palace
- 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 1 night here for some well-deserved relaxation.
Set out on a day brimming with fun adventures, romantic experiences, and scenic views. Start at the popular Siena Cathedral, an enchanting church in Florence. Next, go to Battistero Di San Giovanni Battista.
After visiting Siena Cathedral and Battistero Di San Giovanni Battista, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Pubblico Palace. This historic palace offers a unique experience. Piazza Del Campo is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Tower Of Mangia, one of the most UNESCO world heritage-designated 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 Siena. Siena 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 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.
Savor the flavors at Enoteca I Terzi, a top pick for dinner tonight. Alternatively, Ristorante Tar-Tufo beckons with its unique menu offerings. Also, consider Antica Trattoria Papei. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.
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.
Say good night to Siena and look forward to another great day of your road trip in Italy!
Day 5
- Siena
- Rome
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Drive 250 km, 3 hours 40 min
- Colosseum
- Roman Forum
- Castel Sant'Angelo
- Trevi Fountain
- Piazza di Spagna
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On day 5 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 Rome. In the evening, you’ll end up in Rome, where you will stay for 3 nights.
Today’s well-planned self-sightseeing route offers several family-friendly attractions, scenic views, and picturesque spots. Whether you decide to explore Siena on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Colosseum is the first of them. Spend some time admiring this breathtaking archeological site before continuing your journey. Roman Forum is your next stop. This wondrous archeological site is one of the best-rated sights in Siena.
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 Castel Sant'angelo. This visually striking castle is a sight to behold. To round off your sightseeing experience, visit Trevi Fountain and Piazza Di Spagna.
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.
As you explore more of Rome, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.
Make sure to reserve a table at La Bottega Roma, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Pasta In Corso, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Trattoria Vecchia Roma, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Unwind after your meal by stepping into La Botticella Of Poggi Giovanni. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Almalu Trastevere offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Viminale Di Pepi Maurilio, another top-rated bar in the area.
As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.
Day 6
- Rome
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Drive 9 km, 1 hour 8 min
- St Peter's Basilica
- Sistine Chapel
- Saint Peter's Square
- Vatican Museums
- Campo de' Fiori
- Trastevere
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On day 6 of your road trip, you’ll start and end your day in Rome, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Vatican City and Rome. You still have 2 nights left in Rome.
A top thing to do today is to explore Trastevere, a must-see neighborhood in Vatican City. It's the perfect starting point for touring the top attractions in the area.
Start your adventure at St. Peter's Basilica. This timeless major basilica is a place that is appreciated by travelers and locals alike.
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 Saint Peter's Square. This popular square offers an enriching experience. Conclude your self-guided sightseeing tour with a visit to Campo De' Fiori. These sights offer a fulfilling end to a perfect day.
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.
Don’t miss out on dining 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.
Keep the excitement of the evening going by visiting a bar or two. Sant' Eustachio Caffè is an excellent place to start. You could also check out Yellowsquare Rome, offering a different kind of charm. A last recommendation for the day is Caffè Portofino. 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 7
- Rome
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Drive 74 km, 2 hours 25 min
- Piazza Navona
- Pantheon
- piazza del Popolo
- Villa Borghese
- Villa d'Este
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On day 7 of your road trip, you’ll start and end your day in Rome, where you'll stay for 1 night more.
Bring your curiosity for today’s adventure around Rome. Some of the city’s most loved attractions await! Piazza Navona is the perfect place to start. This public square is one of the most globally renowned places to visit in Rome. Next, head to Pantheon, a globally renowned monument, known for its heritage-rich 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 Piazza Del Popolo. This remarkable public square is a highly recommended experience. Nearby, you'll also find Villa Borghese and Villa D'este. Visit these for an interesting touch to your journey.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Rome.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Enjoy a delicious meal at Hotel de Russie, a top-rated dining destination in Rome. If you're in the mood to try something new, consider La Taverna Italiana, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.
If you’re not ready to end the night just yet, The Apartment Bar Roma offers a perfect venue to relax and savor a drink. Similarly, Hotel Hassler Roma is well-suited for those looking to unwind in a social setting.
Celebrate another amazing day of your road trip adventure in Italy!
Day 8
- Rome
- Orvieto
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Drive 126 km, 2 hours 16 min
- Well of St Patrick
- Orvieto Cathedral
- Museo dell'Opera del Duomo
- Orvieto subterranea
- Torre del Moro Orvieto
- Pozzo della Cava
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Dive into day 8 of your remarkable road trip in Italy. Today you will explore Orvieto, 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 Orvieto. You’ll stay here for 1 night.
Rome is brimming with adventures. Today’s wonderful stops include a monument, a church, a museum, a cave system, a cave and much more! Begin your sightseeing adventure at the well-known Well Of St. Patrick and allow yourself time to explore. Just a short distance away you'll find your next stop, Orvieto Cathedral, an inviting church that draws visitors from far and near.
Continue your journey to Museo Dell'opera Del Duomo, one of the village’s most underrated spots that you shouldn’t miss. Another great site to visit is the worthwhile Orvieto Underground. When you're finished at the cave system, Torre Del Moro Orvieto awaits your visit. This monument is a breathtaking highlight on today's itinerary. Last up is a cave - the frequently visited Pozzo Della Cava.
At the end of the day, you will drive to Orvieto, 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 Orvieto's best restaurants.
Following your dinner, dive into the local bar culture at Bar Duomo. Enjoy this evening's relaxed ambiance with delightful drinks.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 9
- Orvieto
- Pisa
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Drive 237 km, 3 hours 25 min
- Porta San Giovanni
- SanGimignano1300
- Town Hall, Picture Gallery and Great Tower
- Piazza del Duomo, San Gimignano
- Parco della Rocca
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On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, San Gimignano. When you’re not sightseeing, take time to relax at your selected hotel in Pisa, where you’ll be staying for 1 night.
Get ready to discover some of the most iconic wonders in Orvieto, including a monument, a museum, a public square, a park and much more! Start your day at Porta San Giovanni. This breathtaking monument is a locally appreciated place to see in Orvieto. Then, wander over to Sangimignano1300. If photogenic sites excite you, this museum will be right up your alley. Nearby, you’ll also find Palazzo Comunale, Pinacoteca, Torre Grossa. This picture-perfect museum is a favorite among visitors.
Orvieto offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Piazza Del Duomo is an increasingly popular spot in the village that will captivate you with its unique charm. When you’re done at the public square, don’t forget to check out the romantic Parco Della Rocca. Take a moment to appreciate the fascinating details of this up-and-coming park.
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 you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Pisa. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Make sure to reserve a table at Ristorante Capodimonte Pisa, 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 La Locanda Dei Pisani Doc Pisa, 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 Baribaldi Pisa, a hidden gem nestled in Pisa. 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 Bar Mocambo, known for its inviting atmosphere. Tree is another great option if you’re looking for a place to get the night started. Similarly, Chupiteria provides a great setting to enjoy the night away.
Relax and recharge in preparation for another adventurous day in Italy!
Day 10
- Pisa - Departure day
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- Leaning Tower of Pisa
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Day 10 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 Leaning Tower Of Pisa, a breathtaking monument before you head out.
Make the most of your final day in Italy by visiting Pisa’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Pisa.
Savor the flavors at Restaurant -Pizzeria Il Mio Capriccio, a top pick for dinner tonight. Alternatively, Ristorante alle Bandierine beckons with its unique menu offerings.
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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