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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Escape the ordinary with this exciting 10-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!
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.
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.
Enjoy a delicious meal at La Bottega Roma, a highly-rated dining destination in Rome. If you're eager to try something different, consider Pasta In Corso, another top spot with a tantalizing menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.
After your meal, keep the night alive at a bar like La Botticella Of Poggi Giovanni, known for its lively atmosphere. Almalu Trastevere is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Viminale Di Pepi Maurilio offers an excellent atmosphere for those looking to amp up the evening.
Raise a toast to the start of your 10-day road trip in Italy!
Day 2
- Rome
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Drive 8 km, 1 hour 11 min
- Spanish Steps
- Trevi Fountain
- Pantheon
- Roman Forum
- Colosseum
- Trastevere
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Day 2 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.
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.
Rome is home to plenty of attractions that offer fun adventures, romantic experiences, and scenic views! Start at Spanish Steps, an astonishing public square that is worthwhile a visit in the city. Nearby, you’ll find Trevi Fountain, enchanting visitors with its romantic appeal. Continue your exploration at Pantheon. This monument is one of the city’s most iconic spots.
Enjoy the freedom of exploring Rome at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Roman Forum. After exploring the archeological site, head to the globally renowned Colosseum.
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.
After a day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.
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.
Following your dinner, dive into the local bar culture at Sant' Eustachio Caffè. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Yellowsquare Rome, the perfect place for those looking to experience the best of the nightlife. Similarly, Caffè Portofino provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Get a good night's sleep and look forward to another great day on the road 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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On day 3 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Florence. In the evening, you’ll end up in Florence, where you will stay for 2 nights.
Start by visiting Cathedral Of Santa Maria Del Fiore, a prime spot to begin your journey. This visually striking church is sure to impress. Next on your list is Piazza Della Repubblica, another must-visit landmark and notable public square renowned for its history-steeped 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 history-steeped historical landmark is an essential place to visit for anyone looking for the full Rome experience. We also recommend visiting Uffizi Gallery, an extraordinary art gallery. Nearby, you'll also find Piazza Della Signoria, ready to add charm to your journey.
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.
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.
Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of Se·sto On Arno Rooftop Bar, a bar catering to every mood and preference. Il Vinile likewise offers a unique atmosphere, perfect for a memorable night out.
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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On day 4 of your road trip, you’ll start and end your day in Florence, where you'll stay for 1 night more.
Discover a day packed with family-friendly attractions, romantic experiences, and breathtaking views in Florence. Begin your sightseeing with Piazzale Michelangelo. This impressive observation deck is one of the top attractions in the city. Proceed to Basilica Of Santa Croce In Florence, 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 Monument To Dante Alighieri. This worthwhile monument is a traveler-favorite. Not far away, you’ll find Leaning Tower Of Pisa, another key site on your sightseeing itinerary. Pisa Cathedral is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Piazza Del Duomo, Pisa and uncover why it's recognized as one of the city's most timeless attractions.
When you’re done exploring for the day, you’ll return to Florence and your accommodation.
As dinnertime approaches, it's time to head out for a bite to eat in Florence. 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 Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.
Continue your evening by exploring the vibrant nightlife scene at Bar 50 Rosso, a prime destination for a thrilling night out. Also, don’t forget to check out Bitter Bar, a bar that offers unique local touches. Likewise, Archea Brewery provides an excellent alternative for a fun evening.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
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
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Dive into day 5 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 San Gimignano. You’ll stay here for 2 nights.
Florence is brimming with adventures. Today’s wonderful stops include a church, a public square, a monument, a museum and much more! Begin your sightseeing adventure at the captivating Siena Cathedral and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Del Campo, an UNESCO world heritage-designated public square that draws visitors from far and near.
Continue your journey to Tower Of Mangia, one of the city’s most intriguing spots that you shouldn’t miss. Another great site to visit is the beloved Porta San Giovanni. When you're finished at the monument, Palazzo Comunale, Pinacoteca, Torre Grossa awaits your visit. This museum is a respected highlight on today's itinerary. Last up is a public square - the frequently visited Piazza Del Duomo.
At the end of the day, you will drive to San Gimignano, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
As you explore more of San Gimignano, 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.
With its reputation for pleasing customers, it’s a fantastic choice for tonight in San Gimignano.
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
- 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.
Brace yourself for today’s incredible lineup of attractions in San Gimignano, featuring family-friendly attractions, romantic experiences, and breathtaking views. Start at Villa Calcinaia - Conti Capponi, an intriguing winery in the hamlet. Then, head to Tumulo Di Montecalvario and soak in the ambiance of this symbolic archeological site.
There are many interesting places to see in San Gimignano, and when you are ready for more, go to Rocca Di Castellina In Chianti. This is one of the hamlet’s most underrated awe-inspiring spots of interest. After exploring the castle, visit the intriguing Castello Di Brolio.
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.
With its reputation for pleasing customers, it’s a fantastic choice for tonight in San Gimignano.
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 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 exciting self-drive vacation in Italy, you’ll soak in the magnificence of 4 destinations, Riomaggiore, Manarola, Corniglia, and Monterosso al Mare. When you’re not sightseeing, take time to relax at your selected hotel in Monterosso al Mare, where you’ll be staying for 1 night.
Start your adventure at Riomaggiore. This intriguing sightseeing destination is a must-visit for travelers looking for a unique holiday experience. Make your way to Manarola Overlook Viewpoint located in San Gimignano for another exciting encounter.
Next, immerse yourself in the setting of Cinque Terre National Park. Its awe-inspiring features will captivate you. After the national park, continue your tour of the village with a visit to Parrocchia Di S. Giovanni Battista. Visitors usually appreciate the photogenic features of this church.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Monterosso al Mare. Monterosso al Mare 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 Monterosso al Mare. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Make sure to reserve a table at Pizzeria La Smorfia, an iconic dining spot in Monterosso al Mare. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Taverna di Monterosso, a popular restaurant in Monterosso al Mare. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Hotel Albergo Degli Amici, a hidden gem nestled in Monterosso al Mare. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Continue your evening by exploring the vibrant nightlife scene at Enoteca Da Eliseo, a prime destination for a thrilling night out.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 8
- 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
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Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Bologna. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Bologna. You will spend 1 night here for some well-deserved relaxation.
Get ready for a day filled with fun adventures, scenic views, and picturesque spots in the charming city of Monterosso al Mare. Your adventure starts at Palazzo Re Enzo, a beloved local hot spot. Another notable attraction to explore is Bologna Cathedral. This worthwhile church is known for its instagrammable appeal.
After soaking in the highlights of these sights, take some time to wander Monterosso al Mare's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Two Towers. This picture-perfect monument offers a fascinating experience that many visitors find memorable. Basilica Of San Domenico is also worth visiting, along with Palazzo D'accursio. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Piazza Maggiore. This spectacular public square provides a fitting finale to your sightseeing.
When you’re done exploring for the day, you’ll drive to your hotel in Bologna. Check in and spend some time relaxing before you head out to tour the city.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Bologna. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Dine in style at Ristorante Ciacco, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante Ballarini boasts a menu that's sure to impress. Also, be sure to check out Sfoglia Rina. Known as a local hotspot, it’s a great choice for tonight in Bologna.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar Al Bricco D'oro stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bar Freud E Squisito offers an ideal atmosphere to enjoy the pleasures of the night. Osteria Del Sole is also a great option that provides a perfect setting for a relaxing evening.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
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.
Prepare for a day full of family-friendly attractions, photo-friendly spots, and historic treasures. When you’re ready, kick off your sightseeing adventure at Enzo Ferrari Museum. This captivating museum is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Torre Civica - Ghirlandina, one of the city’s best highlights.
Next, check out Duomo Di Modena, one of the most locally renowned places to see in Bologna. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Grande. Wander around and soak in the awe-inspiring atmosphere this public square offers.
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.
Have a fantastic dining experience at Hotel de Russie, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Taverna Italiana offers an enticing alternative with its varied menu. Additionally, The Parrot Bar is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.
After your meal, keep the night alive at a bar like The Apartment Bar Roma, known for its lively atmosphere. Hotel Hassler Roma is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance.
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, we recommend visiting Piazza Navona, a history-steeped public square before you head out.
Make the most of your final day in Italy by visiting Rome’s iconic markets and shopping establishments in the buzzing Trastevere. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy. You can also browse through boutiques for stylish fashion choices.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Rome.
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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