10-Day Italy Self-Drive Road Trip With Itinerary from Bologna to Florence, San Gimignano, Perugia, and Rome
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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 2 nights in Bologna, 3 nights in Florence, 2 nights in San Gimignano, 1 night in Perugia, and 1 night 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 Bologna, 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 Bologna, Florence, Pisa, Lucca, Siena, San Gimignano, Santa Maria degli Angeli, Perugia, Orvieto, and Rome, 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
- Bologna - Arrival day
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- Portici di Bologna
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Say hello to Bologna! 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 Bologna for 1 night before you continue your adventure!
Bologna 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 Portici Di Bologna, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.
Find your way to your hotel in Bologna. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.
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 Bologna, it's often a good idea to reserve a table in advance.
Enjoy a lovely meal at Ristorante Ciacco, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante Ballarini is another top choice with a popular menu. You could also check for a table at Sfoglia Rina. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Bologna tonight.
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.
Raise a toast to the start of your 10-day road trip in Italy!
Day 2
- Bologna
- Florence
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Drive 121 km, 1 hour 41 min
- Palazzo d'Accursio
- Piazza Maggiore
- Bologna Cathedral
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On day 2 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 Bologna. In the evening, you’ll end up in Florence, where you will stay for 3 nights.
Immerse yourself in Bologna’s rich culture with today's sightseeing itinerary. Start your journey at Palazzo D'accursio. This respected palace is sure to ignite your curiosity. Next, dive into the visually striking features of Piazza Maggiore, a must-visit public square 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 Bologna Cathedral, a frequently visited church.
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 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.
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.
Unwind after your meal by stepping into Manifattura. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Se·sto On Arno Rooftop Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Il Vinile, another top-rated bar in the area.
Raise your glass to another unforgettable day in Italy!
Day 3
- Florence
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Drive 2 km, 36 min
- Basilica of Santa Croce in Florence
- Uffizi Gallery
- Ponte Vecchio
- Palazzo Vecchio
- piazza della Signoria
- Cathedral of Santa Maria del Fiore
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Day 3 offers a multitude of experiences. You will stay in Florence for 2 nights more, offering you enough time to explore at a relaxed pace.
Today’s itinerary in Florence covers several incredible sights, including a church, an art gallery, a historical landmark, a palace, a public square and much more! Start your adventure at Basilica Of Santa Croce In Florence. This notable church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the picture-perfect wonders of Uffizi Gallery, a must-see art gallery 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 Ponte Vecchio. This timeless historical landmark offers an enriching experience. For a change of pace, head to Palazzo Vecchio, where you can take in enchanting features. Conclude your self-guided sightseeing tour with a visit to Piazza Della Signoria and Cathedral Of Santa Maria Del Fiore. 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.
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 Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.
If you’re not ready to end the night just yet, Bar 50 Rosso offers a perfect venue to relax and savor a drink. Similarly, Bitter Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.
Say good night to Florence and look forward to another great day of your road trip in Italy!
Day 4
- Florence
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Drive 199 km, 3 hours 21 min
- Piazza del Duomo, Pisa
- Pisa Cathedral
- Leaning Tower of Pisa
- Walls of Lucca
- Piazza dell'Anfiteatro
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Greet day 4 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Pisa and Lucca.
Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most wondrous attractions included on the itinerary is Piazza Del Duomo, Pisa. This stunning public square will help you start your sightseeing on top. Then, take a leisurely stroll to Pisa Cathedral and learn what makes this symbolic church unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the globally renowned Leaning Tower Of Pisa. After exploring the monument, head to Mura Di Lucca. This often recommended historical landmark is a highlight in Florence. As your day continues, stop by Piazza Dell'anfiteatro, known for its enchanting features.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.
After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.
Enjoy a delicious meal at Ristorante Buca Mario, a highly-rated dining destination in Florence. If you're eager to try something different, consider Agricola Toscana, another top spot with a tantalizing menu. You might also want to secure a reservation at Eataly 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 Gosh*, ideal for a leisurely evening with a drink in hand. Antico Caffè Del Moro - Art Bar Firenze is another bar that offers an enjoyable setting. Similarly, Quelo Bar is also a popular place to go on a night out, perfect for relaxing and socializing.
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 5
- Florence
- San Gimignano
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Drive 122 km, 2 hours 18 min
- Santuario di Santa Caterina
- Pubblico Palace
- Tower of Mangia
- piazza del Campo
- Siena Cathedral
- Porta San Giovanni
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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 San Gimignano, 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! Santuario Di Santa Caterina is the perfect place to start. This church is one of the most curiosity-inducing places to visit in Florence. Next, head to Pubblico Palace, a locally appreciated palace, known for its breathtaking 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 Tower Of Mangia. This awe-inspiring monument is a highly recommended experience. Nearby, you'll also find Piazza Del Campo and Siena Cathedral. Visit these for an interesting touch to your journey. Finish the day with a visit to Porta San Giovanni, an UNESCO world heritage-designated monument in Florence.
When you’re done exploring for the day, you’ll drive to your hotel in San Gimignano. Check in and spend some time relaxing before you head out to tour the village.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in San Gimignano. Enjoy a satisfying meal that will recharge you for tonight's adventures.
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 117 km, 2 hours 37 min
- Castello di Brolio
- Chiesa di Sant'Agostino
- Piazza del Duomo, San Gimignano
- Town Hall, Picture Gallery and Great Tower
- SanGimignano1300
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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 San Regolo and San Gimignano. You still have 1 night left in San Gimignano.
Get ready to discover some of the most iconic wonders in San Gimignano, including a castle, a church, a public square, a museum and much more! Start your day at Castello Di Brolio. This awe-inspiring castle is a beloved place to see in San Gimignano. Then, wander over to Chiesa Di Sant'agostino. If culturally significant sites excite you, this church will be right up your alley. Nearby, you’ll also find Piazza Del Duomo. This romantic public square is a favorite among visitors.
San Gimignano offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Palazzo Comunale, Pinacoteca, Torre Grossa is a curiosity-inducing spot in the hamlet that will captivate you with its unique charm. When you’re done at the museum, don’t forget to check out the standout Sangimignano1300. Take a moment to appreciate the fascinating details of this worthwhile museum.
When you’re done exploring for the day, you’ll return to San Gimignano and your accommodation.
As dinnertime approaches, it's time to head out for a bite to eat in San Gimignano. If you are looking to dine at a popular restaurant in the village, it's often a good idea to reserve a table in advance.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 7
- San Gimignano
- Perugia
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Drive 195 km, 3 hours 20 min
- Basilica of San Francesco d'Assisi
- Rocca Maggiore
- Rocca Paolina
- Perugia Cathedral
- Piazza IV Novembre
- The Fontana Maggiore
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On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Santa Maria degli Angeli and Perugia. When you’re not sightseeing, take time to relax at your selected hotel in Perugia, where you’ll be staying for 1 night.
Get ready for a day filled with fun adventures, scenic views, and photo-friendly spots in the charming town of San Gimignano. Your adventure starts at Basilica Of San Francesco D'assisi, a captivating local hot spot. Another notable attraction to explore is Rocca Maggiore. This beloved castle is known for its symbolic appeal.
After soaking in the highlights of these sights, take some time to wander San Gimignano's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Rocca Paolina. This heritage-rich historical landmark offers a fascinating experience that many visitors find memorable. Perugia Cathedral is also worth visiting, along with Piazza Iv Novembre. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at The Fontana Maggiore. This locally appreciated monument provides a fitting finale to your sightseeing.
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.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Perugia. 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 Settimo Sigillo, an excellent option for tonight's dining. Looking for something different? Caffè Baglioni offers a tantalizing alternative with its diverse menu. And don’t miss Bar Pellas. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Perugia.
After enjoying a fulfilling meal, continue your evening at Tommi Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Valentina offers a welcoming atmosphere for easing into the nightlife. Similarly, Caffe Dal Perugino provides an excellent environment for a relaxed and enjoyable evening.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 8
- Perugia
- Rome
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Drive 205 km, 3 hours 33 min
- Orvieto Cathedral
- Orvieto subterranea
- Pozzo della Cava
- Piazza Navona
- Pantheon
- Trevi Fountain
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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 2 vibrant destinations - Orvieto and Rome. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 1 night here for some well-deserved relaxation.
Set out on a day brimming with fun adventures, romantic experiences, and breathtaking views. Start at the locally renowned Orvieto Cathedral, a visually striking church in Perugia. Next, go to Orvieto Underground.
After visiting Orvieto Cathedral and Orvieto Underground, have a stroll along Perugia's streets and take in the local charm. Continue your sightseeing by heading to Pozzo Della Cava. This heritage-rich cave offers a unique experience. Piazza Navona is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Pantheon, one of the most monumental places to visit in Perugia. If you still have some time left for sightseeing, we also recommend stopping by Trevi Fountain.
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.
After a day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.
Enjoy a lovely meal at La Bottega Roma, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Pasta In Corso is another top choice with a popular menu. You could also check for a table at Trattoria Vecchia Roma. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.
Continue your lively evening at La Botticella Of Poggi Giovanni, a perfect place for winding down or revving up the night, depending on which mood you’re in. Almalu Trastevere is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Viminale Di Pepi Maurilio ensures a night out tailored to your taste.
Say good night to Rome and look forward to another great day of your road trip in Italy!
Day 9
- Rome
- Bologna
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Drive 384 km, 4 hours 38 min
- Roman Forum
- Colosseum
- Spanish Steps
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Dive into day 9 of your remarkable road trip in Italy. Today you will explore Rome, 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.
Start by visiting Roman Forum, a prime spot to begin your journey. This culturally significant archeological site is sure to impress. Next on your list is Colosseum, another must-visit landmark and globally renowned archeological site renowned for its picture-perfect 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 Spanish Steps. This romantic public square is an essential place to visit for anyone looking for the full Rome experience.
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 explore more of Bologna, 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 Bononia Cafè, a top-rated dining destination in Bologna. If you're in the mood to try something new, consider Via Con Me, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Pizzeria La Mela. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Bologna this evening.
To truly maximize your evening out, consider visiting Lime Bar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Macondo - Cocktail Bar, another bar with an inviting ambiance. Similarly, Bar Onda Marina By Night also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 10
- Bologna - Departure day
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- Two Towers
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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 Bologna 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 Two Towers, an instagrammable monument before you head out.
As your final day in Italy unfolds, enjoy a last-minute shopping spree in Bologna's best shopping area, Galleria Cavour. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy. Explore high-end stores offering an exquisite selection of luxury items.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Bologna.
Treat yourself to a delicious dinner at Va Mo Là, an excellent option for tonight's dining. Looking for something different? Trattoria dal Biassanot offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Enoteca da Lucia.
You’ll then say farewell to Bologna. 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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