10-Day Italy Self-Drive Road Trip With Itinerary from Florence to Siena, Perugia, and Rome
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Description
Explore the best of Italy on a 10-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Florence, Pisa, Lucca, Siena, San Gimignano, Castellina in Chianti, San Donato in Poggio, Santa Maria degli Angeli, Perugia, Orvieto, Rome, and Tivoli. 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 4 nights in Florence, 2 nights in Siena, 1 night in Perugia, and 2 nights in Rome. 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 Florence, 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 Florence, Pisa, Lucca, Siena, San Gimignano, Castellina in Chianti, San Donato in Poggio, Santa Maria degli Angeli, Perugia, Orvieto, Rome, and Tivoli, 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
- Florence - Arrival day
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- Cathedral of Santa Maria del Fiore
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Welcome to Florence, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 3 nights immersing yourself in Florence's charm before embarking on the next leg of your journey.
Florence 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 Cathedral Of Santa Maria Del Fiore, 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 Florence. 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 Florence, it's often a good idea to reserve a table in advance.
Make sure to reserve a table at Ristorante Oliviero 1962, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Di Poneta Novoli, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Caffe San Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Keep the excitement of the evening going by visiting a bar or two. Manifattura is an excellent place to start. You could also check out Se·sto On Arno Rooftop Bar, offering a different kind of charm. A last recommendation for the day is Il Vinile. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Raise a toast to the start of your 10-day road trip in Italy!
Day 2
- Florence
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Drive 9 km, 1 hour 16 min
- Galleria dell'Accademia
- piazza della Signoria
- Ponte Vecchio
- Uffizi Gallery
- Basilica of Santa Croce in Florence
- piazzale Michelangelo
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Day 2 offers a multitude of experiences. You will stay in Florence for 2 nights more, offering you enough time to explore at a relaxed pace.
Start by visiting Galleria Dell'accademia, a prime spot to begin your journey. This photogenic art gallery is sure to impress. Next on your list is Piazza Della Signoria, another must-visit landmark and widely recognized public square renowned for its enchanting features.
While exploring and sightseeing, take time to savor the culture of Florence by sampling some local delicacies. When you’re ready for more sightseeing, head to Ponte Vecchio. This history-steeped historical landmark is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Uffizi Gallery, a spectacular art gallery. Nearby, you'll also find Basilica Of Santa Croce In Florence, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Piazzale Michelangelo and wrap up your day with its visually striking appeal.
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 Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
Make sure to reserve a table at Ditta Artigianale, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria Da Burde, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
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.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 3
- Florence
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Drive 195 km, 3 hours 3 min
- Leaning Tower of Pisa
- Pisa Cathedral
- Piazza del Duomo, Pisa
- Campo santo
- Porta San Pietro
- Walls of Lucca
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On day 3 of your road trip, you’ll start and end your day in Florence, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Pisa and Lucca. You still have 1 night left in Florence.
Discover a day packed with family-friendly attractions, breathtaking views, and photo-friendly spots in Florence. Begin your sightseeing with Leaning Tower Of Pisa. This wondrous monument is one of the top attractions in the city. Proceed to Pisa Cathedral, another must-visit attraction.
As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazza Del Duomo, Pisa. This timeless public square is a traveler-favorite. Not far away, you’ll find Campo Santo, another key site on your sightseeing itinerary. Porta San Pietro is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Mura Di Lucca and uncover why it's recognized as one of the city's most worthwhile attractions.
When you’re done exploring for the day, you’ll return to Florence and your accommodation.
After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.
Treat yourself to a delicious dinner at Ristorante Buca Mario, an excellent option for tonight's dining. Looking for something different? Agricola Toscana offers a tantalizing alternative with its diverse menu. And don’t miss Eataly Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.
Following your dinner, dive into the local bar culture at Gosh*. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Antico Caffè Del Moro - Art Bar Firenze, the perfect place for those looking to experience the best of the nightlife. Similarly, Quelo Bar provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 4
- Florence
- Siena
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Drive 158 km, 2 hours 58 min
- Siena Cathedral
- piazza del Campo
- Tower of Mangia
- Porta San Giovanni
- SanGimignano1300
- Piazza del Duomo, San Gimignano
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Dive into day 4 of your remarkable road trip in Italy. Today you will explore Siena and San Gimignano, 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 Siena. You’ll stay here for 2 nights.
Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a church, a public square, a monument, a museum and much more! Begin your adventure at Siena Cathedral. This is an interesting church you should not miss. Another must-see is Piazza Del Campo, a famous public square in Florence.
When you’re ready for the next sight, head to Tower Of Mangia. From there, take a leisurely stroll to Porta San Giovanni, another of the city’s worthwhile attractions. We recommend continuing your self-guided tour at Sangimignano1300, a visually striking place of interest in the city. If time allows, add Piazza Del Duomo to your itinerary. This beloved public square offers the perfect finishing touch to your day 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.
Indulge in a memorable dining experience at one of Siena's most popular restaurants, and connect with friendly locals for an authentic adventure.
Make sure to reserve a table at Enoteca I Terzi, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante Tar-Tufo, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Antica Trattoria Papei, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Keep the excitement of the evening going by visiting a bar or two. Meet Life Cafè is an excellent place to start. You could also check out Maudit Pub, offering a different kind of charm. A last recommendation for the day is Bar Impero Siena. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Savor another day of unforgettable experiences in Italy!
Day 5
- Siena
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Drive 110 km, 2 hours 34 min
- Parco Sculture del Chianti
- Castello di Brolio
- Tumulo di Montecalvario
- Rocca di Castellina in Chianti
- Osservatorio Polifunzionale del Chianti
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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!
Prepare for a day full of family-friendly attractions, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Parco Sculture Del Chianti. This curiosity-inducing sculpture garden is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Castello Di Brolio, one of the hamlet’s best highlights.
Next, check out Tumulo Di Montecalvario, one of the most underrated places to see in Siena. This archeological site is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Rocca Di Castellina In Chianti. Wander around and soak in the enchanting atmosphere this castle offers. Then, head to Osservatorio Polifunzionale Del Chianti, a top-rated astronomical observatory that adds another dimension to your day.
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.
Savor the flavors at Osteria Quattro Venti, a top pick for dinner tonight. Alternatively, Fischi per Fiaschi beckons with its unique menu offerings. Also, consider Osteria da Divo. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.
Explore the vibrant nightlife at Charlie Mixology Bar Di Aldinucci Riccardo after your meal, a hub for lively evenings and memorable moments. Or, head to Bar Pinacoteca for a great selection of flavorful drinks and a charming setting. Furthermore, San Paolo Pub is perfect for those looking to extend their night with a touch of local flavor.
Celebrate another amazing day of your road trip adventure in Italy!
Day 6
- Siena
- Perugia
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Drive 160 km, 2 hours 48 min
- Basilica of San Francesco d'Assisi
- Piazza del Comune
- Rocca Maggiore
- Etruscan Arch
- Perugia Cathedral
- Piazza IV Novembre
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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 2 vibrant destinations - Santa Maria degli Angeli and Perugia. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Perugia. You will spend 1 night here for some well-deserved relaxation.
Set out on a day brimming with fun adventures, breathtaking views, and picturesque spots. Start at the captivating Basilica Of San Francesco D'assisi, a symbolic church in Siena. Next, go to Piazza Del Comune.
After visiting Basilica Of San Francesco D'assisi and Piazza Del Comune, have a stroll along Siena's streets and take in the local charm. Continue your sightseeing by heading to Rocca Maggiore. This enchanting castle offers a unique experience. Etruscan Arch is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Perugia Cathedral, one of the most culturally significant places to visit in Siena. If you still have some time left for sightseeing, we also recommend stopping by Piazza Iv Novembre.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Perugia. Perugia 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 Perugia. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Have a fantastic dining experience at Ristorante Settimo Sigillo, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Caffè Baglioni offers an enticing alternative with its varied menu. Additionally, Bar Pellas is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Perugia.
Continue your evening by exploring the vibrant nightlife scene at Tommi Bar, a prime destination for a thrilling night out. Also, don’t forget to check out Valentina, a bar that offers unique local touches. Likewise, Caffe Dal Perugino provides an excellent alternative for a fun evening.
Head back to your accommodation in Perugia and get some rest in preparation for another magical day of your road trip in Italy!
Day 7
- Perugia
- Rome
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Drive 205 km, 3 hours 34 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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On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Orvieto. When you’re not sightseeing, take time to relax at your selected hotel in Rome, where you’ll be staying for 2 nights.
Perugia 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 notable Well Of St. Patrick and allow yourself time to explore. Just a short distance away you'll find your next stop, Orvieto Cathedral, a visually striking church that draws visitors from far and near.
Continue your journey to Museo Dell'opera Del Duomo, one of the village’s most often recommended spots that you shouldn’t miss. Another great site to visit is the intriguing Orvieto Underground. When you're finished at the cave system, Torre Del Moro Orvieto awaits your visit. This monument is a standout highlight on today's itinerary. Last up is a cave - the often recommended Pozzo Della Cava.
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.
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.
Enjoy a delicious meal at La Bottega Roma, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Pasta In Corso, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.
Cap off your dinner by heading to La Botticella Of Poggi Giovanni, ideal for a leisurely evening with a drink in hand. Almalu Trastevere is another bar that offers an enjoyable setting. Similarly, Bar Viminale Di Pepi Maurilio is also a popular place to go on a night out, perfect for relaxing and socializing.
Raise your glass to another unforgettable day in Italy!
Day 8
- Rome
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Drive 5 km, 1 hour 8 min
- Colosseum
- Roman Forum
- Trevi Fountain
- Pantheon
- Piazza Navona
- Trastevere
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Day 8 of your road trip will take you to the best attractions Rome has to offer. Cherish the 1 night you have left in Rome by discovering the best things there are to see and do in the city.
At the top of the list of things to do today is to explore Trastevere, a neighborhood that captures the true essence of Rome. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.
Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most world-famous attractions included on the itinerary is Colosseum. This breathtaking archeological site will help you start your sightseeing on top. Then, take a leisurely stroll to Roman Forum and learn what makes this UNESCO world heritage-listed archeological site unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the wondrous Trevi Fountain. After exploring the monument, head to Pantheon. This timeless monument is a highlight in Rome. As your day continues, stop by Piazza Navona, known for its romantic 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.
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 RomAntica, an excellent option for tonight's dining. Looking for something different? Coso Ristorante offers a tantalizing alternative with its diverse menu. And don’t miss DEROMA - Farine Romane. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.
After your meal, keep the night alive at a bar like Sant' Eustachio Caffè, known for its lively atmosphere. Yellowsquare Rome is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Caffè Portofino offers an excellent atmosphere for those looking to amp up the evening.
Say good night to Rome and look forward to another great day of your road trip in Italy!
Day 9
- Rome
- Florence
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Drive 327 km, 4 hours 15 min
- Tivoli Cathedral
- Villa d'Este
- Fontana dell'Organo
- Fontana dell'Ovato (o di Tivoli)
- Hadrian's Villa
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Embark on another extraordinary experience on day 9 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Tivoli. 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 1 night.
A blend of fun adventures, romantic experiences, and scenic views await you in Rome on today’s itinerary. First up is the beloved church, Tivoli Cathedral. Afterward, continue to Villa D'este, a palace every traveler should visit.
As you explore Rome’s charming streets, take in the lively atmosphere and get to know the character of the town. Next, make your way to Fontana Dell'organo. This increasingly popular monument is an essential stop. Following that, head to Fontana Dell'ovato (o Di Tivoli), another must-visit site that will enhance your experience. Don’t forget to stop by Hadrian's Villa, an underrated archeological site in the town.
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.
As you explore more of Florence, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.
Treat yourself to a delightful dinner at Tijuana, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Djària - American Bar? It's another excellent option with a diverse menu. Consider reserving a table at The Florence Irish Pub as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 10
- Florence - Departure day
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- Oltrarno
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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 Florence before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.
At the top of the list of things to do today is to explore Oltrarno, a neighborhood that captures the true essence of Florence. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.
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 Florence.
If you're in the mood for something new, try Essenziale, another premier location with a delectable menu.
You’ll then say farewell to Florence. 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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