One-Week Italy Self-Drive Road Trip With Itinerary from Rome traveling west to Florence and Siena
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Description
Experience the freedom of the open road in Italy as you embark on an unforgettable 8-day road trip! This experience caters to every traveler, featuring destinations like Rome, Florence, Pisa, Siena, San Gimignano, Greve in Chianti, Montepulciano, San Quirico d'Orcia, Bagno Vignoni, Castiglione d'Orcia, Santa Maria degli Angeli, and Orvieto.
This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 3 nights in Rome, 2 nights in Florence, and 2 nights in Siena. 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 Rome, 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 Ponte Vecchio.
As you hit the open road and drive through Rome, Florence, Pisa, Siena, San Gimignano, Greve in Chianti, Montepulciano, San Quirico d'Orcia, Bagno Vignoni, Castiglione d'Orcia, Santa Maria degli Angeli, and Orvieto, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.
Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.
This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.
The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!
Itinerary summary
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Day 1
- Rome - Arrival day
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- Palatine Hill
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Say hello to Rome! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Rome for 2 nights before you continue your adventure!
Rome 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 Palatine Hill, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.
As afternoon approaches, head to your chosen hotel in Rome. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.
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 Rome, it's often a good idea to reserve a table in advance.
Dine in style at La Bottega Roma, a top recommendation for dinner tonight. Or, for a change of pace, Pasta In Corso boasts a menu that's sure to impress. Also, be sure to check out Trattoria Vecchia Roma. Known as a local hotspot, it’s a great choice for tonight in Rome.
Keep the evening going at La Botticella Of Poggi Giovanni, a great choice for enjoying the after-dinner hours with a drink. You could also go to Almalu Trastevere, which offers a similarly pleasant setting and great drinks. Another option is Bar Viminale Di Pepi Maurilio, which provides an inviting environment for unwinding after a busy day out.
Raise a toast to the start of your 8-day road trip in Italy!
Day 2
- Rome
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Drive 6 km, 1 hour 24 min
- Colosseum
- Roman Forum
- Trevi Fountain
- Spanish Steps
- Piazza Navona
- Trastevere
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On day 2 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 1 night and discover all the best things to see and do in the area.
Trastevere is a neighborhood that stands out as one of the must-see places in Rome. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away.
Immerse yourself in Rome’s rich culture with today's sightseeing itinerary. Start your journey at Colosseum. This UNESCO world heritage-designated archeological site is sure to ignite your curiosity. Next, dive into the historic features of Roman Forum, a must-visit archeological site 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 Trevi Fountain, a globally renowned monument. For a change of scene, check out Spanish Steps, known for its history-steeped features.
Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.
Bring home unique finds from Rome's bustling shopping hub, Galleria San Pietro. Enjoy a leisurely exploration of unique stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, Galleria San Pietro offers plenty of options, including primary services, unique landmarks, and community events.
Indulge in a memorable dining experience at one of Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.
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.
To truly maximize your evening out, consider visiting Sant' Eustachio Caffè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Yellowsquare Rome, another bar with an inviting ambiance. Similarly, Caffè Portofino also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 3
- Rome
- Florence
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Drive 281 km, 3 hours 51 min
- piazzale Michelangelo
- Basilica of Santa Croce in Florence
- Uffizi Gallery
- Ponte Vecchio
- Piazza della Repubblica
- piazza della Signoria
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Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.
Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and scenic views. Whether you decide to explore Rome on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Piazzale Michelangelo is the first of them. Spend some time admiring this enchanting observation deck before continuing your journey. Basilica Of Santa Croce In Florence is your next stop. This interesting church is one of the best-rated sights in Rome.
Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Uffizi Gallery. This standout art gallery is a sight to behold. To round off your sightseeing experience, visit Ponte Vecchio and Piazza Della Repubblica. If time allows, end your day with Piazza Della Signoria, a visually striking public square that offers a memorable conclusion to your exploration.
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.
After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.
Enjoy a delicious meal at Ristorante Oliviero 1962, a highly-rated dining destination in Florence. If you're eager to try something different, consider Di Poneta Novoli, another top spot with a tantalizing menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.
Cap off your dinner by heading to Manifattura, ideal for a leisurely evening with a drink in hand. Se·sto On Arno Rooftop Bar is another bar that offers an enjoyable setting. Similarly, Il Vinile is also a popular place to go on a night out, perfect for relaxing and socializing.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 4
- Florence
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Drive 176 km, 3 hours 5 min
- Piazza del Duomo, Pisa
- Campo santo
- Pisa Cathedral
- Leaning Tower of Pisa
- Knights' Square
- Santa Maria della Spina
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Wake up to day 4 of your extraordinary road trip in Italy. With 1 night left in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!
Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Piazza Del Duomo, Pisa. This grand public square is sure to ignite your curiosity. Next, dive into the culturally significant features of Campo Santo, a must-visit cemetery 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 Pisa Cathedral, an often recommended church. For a change of scene, check out Leaning Tower Of Pisa, known for its UNESCO world heritage-designated features.
When you’re done exploring for the day, you’ll return to Florence and your accommodation.
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 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.
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.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 5
- Florence
- Siena
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Drive 158 km, 3 hours 16 min
- Fortezza Medicea
- Tower of Mangia
- piazza del Campo
- Siena Cathedral
- Chiesa di Sant'Agostino
- Piazza del Duomo, San Gimignano
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Embark on another extraordinary experience on day 5 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Siena and San Gimignano. 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.
Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await. Fortezza Medicea (siena) is the perfect place to start. This monument is one of the most underrated places to visit in Florence. Next, head to Tower Of Mangia, an increasingly popular monument, known for its culturally significant 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 Campo. This history-steeped public square offers a unique experience that is highly recommended. Meanwhile, Siena Cathedral adds its own distinct charm to your journey. Finish your day with a visit to Chiesa Di Sant'agostino, a culturally significant church in Florence.
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 delicious meal at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.
Keep the evening going at Meet Life Cafè, a great choice for enjoying the after-dinner hours with a drink. You could also go to Maudit Pub, which offers a similarly pleasant setting and great drinks. Another option is Bar Impero Siena, which provides an inviting environment for unwinding after a busy day out.
Relax and recharge in preparation for another adventurous day in Italy!
Day 6
- Siena
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Drive 285 km, 5 hours 24 min
- Castle of Verrazzano
- Porta al Prato
- Chapel Vitaleta
- Cipressi di San Quirico d'Orcia
- Parco dei Mulini
- Rocca d'Orcia
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On day 6 of your road trip, you’ll start and end your day in Siena, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Greve in Chianti, Montepulciano, San Quirico d'Orcia, Bagno Vignoni, and Castiglione d'Orcia. You still have 1 night left in Siena.
Brace yourself for today’s incredible lineup of attractions in Siena, featuring fun adventures, romantic experiences, and scenic views. Start at Castle Of Verrazzano, a beloved castle in the town. Then, head to Porta Al Prato and soak in the ambiance of this symbolic monument.
There are many interesting places to see in Siena and when you are ready for more, go to Chapel Vitaleta. This is one of the town’s most worthwhile spots. After exploring the church, visit the curiosity-inducing Cipressi Di San Quirico D'orcia. Before wrapping up your self-guided sightseeing tour, head to the worthwhile Parco Dei Mulini, a worthwhile park in the town.
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.
Treat yourself to a delicious dinner at Osteria Quattro Venti, an excellent option for tonight's dining. Looking for something different? Fischi per Fiaschi offers a tantalizing alternative with its diverse menu. And don’t miss Osteria da Divo. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.
After savoring a delicious meal, step into the vibrant nightlife at Charlie Mixology Bar Di Aldinucci Riccardo, where the evening is just getting started. In the same way, Bar Pinacoteca offers a unique charm perfect for experiencing the local bar scene in Siena. San Paolo Pub is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 7
- Siena
- Rome
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Drive 348 km, 5 hours 22 min
- Basilica of San Francesco d'Assisi
- Rocca Maggiore
- Orvieto Cathedral
- Pozzo della Cava
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Dive into day 7 of your remarkable road trip in Italy. Today you will explore Santa Maria degli Angeli and 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 Rome. You’ll stay here for 1 night.
Siena is brimming with adventures. Today’s wonderful stops include a church, a castle, and a cave. Begin your sightseeing adventure at the popular Basilica Of San Francesco D'assisi. Just a short distance away is Rocca Maggiore, a history-steeped castle that draws visitors from far and near.
Continue your journey to Orvieto Cathedral, one of the town’s most notable spots that you shouldn’t miss. Another great site to visit is the intriguing Pozzo Della Cava.
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.
Savor the flavors at Hotel de Russie, a top pick for dinner tonight. Alternatively, La Taverna Italiana beckons with its unique menu offerings. Also, consider The Parrot Bar. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.
After your delicious meal, get a taste of the vibrant nightlife with a visit to The Apartment Bar Roma, known for its inviting atmosphere. Hotel Hassler Roma is another great option if you’re looking for a place to get the night started.
Head back to your accommodation in Rome and get some rest in preparation for another magical day of your road trip in Italy!
Day 8
- Rome - Departure day
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- Pantheon
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Day 8 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Rome 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 Pantheon, a heritage-rich monument before you head out.
Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Rome.
Dine in style at Sofitel Roma Villa Borghese, a top recommendation for dinner tonight. Or, for a change of pace, Centro boasts a menu that's sure to impress.
You’ll then say farewell to Rome. 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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