10-Day Italy Self-Drive Road Trip With Itinerary from Rome traveling west to Florence, San Gimignano, Monterosso al Mare, and Bologna
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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 Rome, Florence, Pisa, Siena, San Gimignano, Castellina in Chianti, Riomaggiore, Manarola, Corniglia, Monterosso al Mare, Bologna, and Modena. 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 3 nights in Rome, 2 nights in Florence, 2 nights in San Gimignano, 1 night in Monterosso al Mare, and 1 night in Bologna. 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, Castellina in Chianti, Riomaggiore, Manarola, Corniglia, Monterosso al Mare, Bologna, and Modena, 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
- Rome - Arrival day
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- Palatine Hill
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Welcome to Rome, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 2 nights immersing yourself in Rome's charm before embarking on the next leg of your journey.
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.
Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Rome. 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 Rome, it's often a good idea to reserve a table in advance.
Don’t miss out on dining 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.
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 10-day road trip in Italy!
Day 2
- Rome
- More
Drive 8 km, 1 hour 11 min
- Spanish Steps
- Trevi Fountain
- Pantheon
- Roman Forum
- Colosseum
- Trastevere
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Day 2 offers a multitude of experiences. You will stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.
Trastevere is a fantastic place you can explore today in Rome. This neighborhood 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 Rome-way-of-life and visit all the nearby sights.
Today’s itinerary in Rome covers several incredible sights, including a public square, a monument, and an archeological site. Start your adventure at Spanish Steps. This widely recognized public square is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the visually striking wonders of Trevi Fountain, a must-see monument 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 Pantheon. This timeless monument offers an enriching experience. For a change of pace, head to Roman Forum, where you can take in culturally significant features. Conclude your self-guided sightseeing tour with a visit to Colosseum. These sights offer a fulfilling end to a perfect day.
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.
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.
Have a fantastic dining experience at RomAntica, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Coso Ristorante offers an enticing alternative with its varied menu. Additionally, DEROMA - Farine Romane is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.
Explore the vibrant nightlife at Sant' Eustachio Caffè after your meal, a hub for lively evenings and memorable moments. Or, head to Yellowsquare Rome for a great selection of flavorful drinks and a charming setting. Furthermore, Caffè Portofino is perfect for those looking to extend their night with a touch of local flavor.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 3
- Rome
- Florence
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Drive 280 km, 3 hours 31 min
- Cathedral of Santa Maria del Fiore
- Piazza della Repubblica
- Ponte Vecchio
- Uffizi Gallery
- 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.
Start by visiting Cathedral Of Santa Maria Del Fiore, a prime spot to begin your journey. This UNESCO world heritage-designated church is sure to impress. Next on your list is Piazza Della Repubblica, another must-visit landmark and interesting public square renowned for its visually striking features.
While exploring and sightseeing, take time to savor the culture of Rome by sampling some local delicacies. When you’re ready for more sightseeing, head to Ponte Vecchio. This romantic historical landmark is an essential place to visit for anyone looking for the full Rome experience. We also recommend visiting Uffizi Gallery, a spectacular art gallery. Nearby, you'll also find Piazza Della Signoria, ready to add charm to your journey.
At the end of the day, you will drive to Florence, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Treat yourself to a delicious dinner at Ristorante Oliviero 1962, an excellent option for tonight's dining. Looking for something different? Di Poneta Novoli offers a tantalizing alternative with its diverse menu. And don’t miss Caffe San Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.
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.
Celebrate another amazing day of your road trip adventure in Italy!
Day 4
- Florence
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Drive 203 km, 3 hours 39 min
- piazzale Michelangelo
- Basilica of Santa Croce in Florence
- Monument to Dante Alighieri
- Leaning Tower of Pisa
- Pisa Cathedral
- Piazza del Duomo, Pisa
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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!
Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, romantic experiences, and scenic views. Start at Piazzale Michelangelo, a spectacular observation deck in the city. Then, head to Basilica Of Santa Croce In Florence and soak in the ambiance of this culturally significant church.
There are many interesting places to see in Florence, and when you are ready for more, go to Monument To Dante Alighieri. This is one of the city’s most intriguing noteworthy spots of interest. After exploring the monument, visit the iconic Leaning Tower Of Pisa. Not far away, you'll also find Pisa Cathedral. This church is a historic highlight in Florence. Before wrapping up your self-guided sightseeing tour, head to Piazza Del Duomo, Pisa, a world-famous public square in the city.
When you’re done exploring for the day, you’ll return to Florence and your accommodation.
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.
Dine in style at Ditta Artigianale, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria Da Burde boasts a menu that's sure to impress. Also, be sure to check out Casa Toscana. Known as a local hotspot, it’s a great choice for tonight in Florence.
Following your dinner, dive into the local bar culture at Bar 50 Rosso. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bitter Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Archea Brewery provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Relax and recharge in preparation for another adventurous day in Italy!
Day 5
- Florence
- San Gimignano
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Drive 120 km, 2 hours 12 min
- Siena Cathedral
- piazza del Campo
- Tower of Mangia
- Porta San Giovanni
- Town Hall, Picture Gallery and Great Tower
- Piazza del Duomo, San Gimignano
- More
On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Siena and San Gimignano. When you’re not sightseeing, take time to relax at your selected hotel in San Gimignano, where you’ll be staying 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 a locally renowned church you should not miss. Another must-see is Piazza Del Campo, a spectacular 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 increasingly popular attractions. We recommend continuing your self-guided tour at Palazzo Comunale, Pinacoteca, Torre Grossa, an UNESCO world heritage-listed place of interest in the city. If time allows, add Piazza Del Duomo to your itinerary. This increasingly popular public square offers the perfect finishing touch to your day 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 San Gimignano. San Gimignano offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
After a day of adventure, treat yourself to an exquisite dinner at one of San Gimignano's best restaurants.
Head back to your accommodation in San Gimignano and get some rest in preparation for another magical day of your road trip in Italy!
Day 6
- San Gimignano
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Drive 156 km, 3 hours 29 min
- Villa Calcinaia - Conti Capponi
- Tumulo di Montecalvario
- Rocca di Castellina in Chianti
- Castello di Brolio
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On day 6 of your road trip, you’ll start and end your day in San Gimignano, but spend part of the day exploring places of interest outside the immediate village. On today's itinerary, you'll find attractions in Greti, Castellina in Chianti, and San Regolo. You still have 1 night left in San Gimignano.
Bring your curiosity for today’s adventure around San Gimignano. Some of the hamlet’s most loved attractions await! Villa Calcinaia - Conti Capponi is the perfect place to start. This winery is one of the most locally appreciated places to visit in San Gimignano. Next, head to Tumulo Di Montecalvario, a locally appreciated archeological site, known for its photogenic 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 Rocca Di Castellina In Chianti. This romantic castle is a highly recommended experience. Nearby, you'll also find Castello Di Brolio. 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 San Gimignano.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in San Gimignano. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Savor another day of unforgettable experiences in Italy!
Day 7
- San Gimignano
- Monterosso al Mare
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Drive 197 km, 3 hours 54 min
- Riomaggiore
- Manarola Overlook Viewpoint
- Cinque Terre National Park
- Parrocchia di S. Giovanni Battista
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On day 7 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 Riomaggiore, Manarola, Corniglia, and Monterosso al Mare. In the evening, you’ll end up in Monterosso al Mare, where you will stay for 1 night.
Bring your curiosity for today’s adventure around San Gimignano. Some of the village’s most loved attractions await! Riomaggiore is the perfect place to start. This sightseeing destination is one of the most underrated places to visit in San Gimignano. Next, head to Manarola Overlook Viewpoint, a worthwhile observation deck, known for its majestic 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 Cinque Terre National Park. This eye-catching national park is a highly recommended experience. Nearby, you'll also find Parrocchia Di S. Giovanni Battista. Visit these for an interesting touch to your journey.
When you’re done exploring for the day, you’ll drive to your hotel in Monterosso al Mare. Check in and spend some time relaxing before you head out to tour the village.
As you explore more of Monterosso al Mare, 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.
Savor the flavors at Pizzeria La Smorfia, a top pick for dinner tonight. Alternatively, La Taverna di Monterosso beckons with its unique menu offerings. Also, consider Hotel Albergo Degli Amici. With its consistent customer satisfaction, it’s an excellent option for dining in Monterosso al Mare tonight.
Round off your dining experience by visiting Enoteca Da Eliseo, a prime location for a drink.
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
- Monterosso al Mare
- Bologna
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Drive 250 km, 3 hours 26 min
- Palazzo Re Enzo
- Bologna Cathedral
- Two Towers
- Basilica of San Domenico
- Palazzo d'Accursio
- Piazza Maggiore
- More
Dive into day 8 of your remarkable road trip in Italy. Today you will explore Bologna, 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 Bologna. You’ll stay here for 1 night.
Monterosso al Mare is home to plenty of attractions that offer fun adventures, scenic views, and picturesque spots! Start at Palazzo Re Enzo, an often recommended palace that is worthwhile a visit in the city. Nearby, you’ll find Bologna Cathedral, enchanting visitors with its breathtaking appeal. Continue your exploration at Two Towers. This monument is one of the city’s most popular spots.
Enjoy the freedom of exploring Monterosso al Mare at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Basilica Of San Domenico. After exploring the church, head to the intriguing Palazzo D'accursio. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Piazza Maggiore, a place of visually striking interest in Monterosso al Mare.
At the end of the day, you will drive to Bologna, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Bologna. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Don’t miss out on dining at Ristorante Ciacco, a top-rated dining destination in Bologna. If you're in the mood to try something new, consider Ristorante Ballarini, another top spot with a mouthwatering menu. You might also want to secure a reservation at Sfoglia Rina. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Bologna this evening.
After your meal, keep the night alive at a bar like Bar Al Bricco D'oro, known for its lively atmosphere. Bar Freud E Squisito is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Osteria Del Sole offers an excellent atmosphere for those looking to amp up the evening.
Raise your glass to another unforgettable day in Italy!
Day 9
- Bologna
- Rome
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Drive 462 km, 5 hours 40 min
- Enzo Ferrari Museum
- Torre Civica - Ghirlandina
- Modena Cathedral
- piazza Grande
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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 Modena. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rome, which will be your home away from home for 1 night.
Get ready for a day filled with fun adventures, picturesque spots, and history-rich sites in the charming city of Bologna. Your adventure starts at Enzo Ferrari Museum, a popular local hot spot. Another notable attraction to explore is Torre Civica - Ghirlandina. This often recommended monument is known for its heritage-rich appeal.
After soaking in the highlights of these sights, take some time to wander Bologna's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Duomo Di Modena. This history-steeped church offers a fascinating experience that many visitors find memorable. Piazza Grande is also worth visiting.
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.
Indulge in a memorable dining experience at one of Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.
Treat yourself to a delightful dinner at Hotel de Russie, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La Taverna Italiana? It's another excellent option with a diverse menu. Consider reserving a table at The Parrot Bar as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.
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.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 10
- Rome - Departure day
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- Piazza Navona
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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 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, begin at Piazza Navona. This timeless public square is a popular place to see in the city.
Maximize your last day in Italy and go on a shopping spree in Rome’s shopping center, the lively Via Condotti. Browse for souvenirs to remind you of your wonderful journey in Italy. You can also explore high-end shops for luxury items.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Rome.
If you're eager to try something different, consider Centro, another top spot with a tantalizing menu.
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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