9-Day Italy Self-Drive Road Trip With Itinerary from Bologna to Florence, San Gimignano, Monterosso al Mare, and Modena
Description
Included
Description
Escape the ordinary with this exciting 9-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, 2 nights in Florence, 1 night in San Gimignano, 2 nights in Monterosso al Mare, and 1 night in Modena. 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. Ponte Vecchio and Leaning Tower Of Pisa are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Piazza Del Duomo, Pisa, learn more about the unique Piazzale Michelangelo, and immerse yourself in the vibrant atmosphere of Cathedral Of Santa Maria Del Fiore.
As you hit the open road and drive through Bologna, Casalecchio di Reno, Florence, Siena, San Gimignano, Pisa, Lucca, Monterosso al Mare, Vernazza, Corniglia, Riomaggiore, Parma, Modena, and Solignano Nuovo, 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
See a summary of the itinerary that you can fully customize
Personalize your itinerary
Customize tours under each day and destination
Day 1
- Bologna - Arrival day
- More
- Piazza Maggiore
- More
Welcome to Bologna, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night immersing yourself in Bologna's charm before embarking on the next leg of your journey.
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 Piazza Maggiore, 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 Bologna. 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 Bologna, it's often a good idea to reserve a table in advance.
Savor the flavors at Ristorante Ciacco, a top pick for dinner tonight. Alternatively, Ristorante Ballarini beckons with its unique menu offerings. Also, consider Sfoglia Rina. With its consistent customer satisfaction, it’s an excellent option for dining in Bologna tonight.
Round off your dining experience by visiting Bar Al Bricco D'oro, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Freud E Squisito, a bar catering to every mood and preference. Osteria Del Sole likewise offers a unique atmosphere, perfect for a memorable night out.
Raise a toast to the start of your 9-day road trip in Italy!
Day 2
- Bologna
- Florence
- More
Drive 126 km, 2 hours 28 min
- Two Towers
- Piazza Santo Stefano
- Basilica of San Domenico
- arco del Meloncello
- Parco della Chiusa
- More
Dive into day 2 of your remarkable road trip in Italy. Today you will explore Bologna and Casalecchio di Reno, 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 Florence. You’ll stay here for 2 nights.
Bring your curiosity for today’s adventure around Bologna. Some of the city’s most loved attractions await. Two Towers is the perfect place to start. This monument is one of the most interesting places to visit in Bologna. Next, head to Piazza Santo Stefano, an intriguing public square, known for its visually striking 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 Basilica Of San Domenico. This masterful church offers a unique experience that is highly recommended. Meanwhile, Arco Del Meloncello adds its own distinct charm to your journey. Finish your day with a visit to Parco Della Chiusa, a romantic park in Bologna.
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.
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.
After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.
Savor another day of unforgettable experiences in Italy!
Day 3
- Florence
- More
Drive 7 km, 56 min
- Cathedral of Santa Maria del Fiore
- piazza della Signoria
- Ponte Vecchio
- Uffizi Gallery
- piazzale Michelangelo
- More
Day 3 of your road trip will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in Florence by discovering the best things there are to see and do in the city.
Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a church, a public square, a historical landmark, an art gallery, an observation deck and much more! Begin your adventure at Cathedral Of Santa Maria Del Fiore. This is an astonishing church you should not miss. Another must-see is Piazza Della Signoria, an impressive public square in Florence.
When you’re ready for the next sight, head to Ponte Vecchio. From there, take a leisurely stroll to Uffizi Gallery, another of the city’s famous attractions. We recommend ending your self-guided tour of the city with an awe-inspiring observation deck. Piazzale Michelangelo is a truly remarkable place to visit in Florence.
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 long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.
After savoring a delicious meal, step into the vibrant nightlife at Bar 50 Rosso, where the evening is just getting started. In the same way, Bitter Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Archea Brewery is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 4
- Florence
- More
Drive 118 km, 2 hours 21 min
- Fortezza Medicea
- piazza del Campo
- Siena Cathedral
- Porta San Giovanni
- Piazza del Duomo, San Gimignano
- More
On day 4 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 1 night.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Fortezza Medicea (siena). This worthwhile monument provides an insightful glimpse into the city's identity. Next, discover Piazza Del Campo, a romantic public square, promising a delightful encounter.
Continue your sightseeing with a visit to Siena Cathedral, an interesting church. When you’re done, don’t forget to make a stop at the beloved Porta San Giovanni. Round off your day at Piazza Del Duomo, another gem in Florence with culturally significant features to discover.
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 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.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 5
- Monterosso al Mare
- More
Drive 210 km, 3 hours 36 min
- Pisa Cathedral
- Piazza del Duomo, Pisa
- Leaning Tower of Pisa
- St Martin Cathedral
- Piazza dell'Anfiteatro
- More
Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Pisa and Lucca. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Monterosso al Mare. You will spend 2 nights here for some well-deserved relaxation.
Get ready to discover some of the most iconic wonders in San Gimignano, including a church, a public square, and a monument. Start your day at Pisa Cathedral. This symbolic church is an up-and-coming place to see in San Gimignano. Then, wander over to Piazza Del Duomo, Pisa. If stunning sites excite you, this public square will be right up your alley. Nearby, you’ll also find Leaning Tower Of Pisa. This UNESCO world heritage-listed monument 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, St Martin Cathedral is a worthwhile spot in the city that will captivate you with its unique charm. When you’re done at the church, don’t forget to check out the visually striking Piazza Dell'anfiteatro. Take a moment to appreciate the fascinating details of this locally renowned public square in San Gimignano.
At the end of the day, you will drive to Monterosso al Mare, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
Indulge in a memorable dining experience at one of Monterosso al Mare's most popular restaurants, and connect with friendly locals for an authentic adventure.
Treat yourself to a wonderful meal at Pizzeria La Smorfia, a top-rated dining spot in Monterosso al Mare. If you're in the mood for something new, try La Taverna di Monterosso, another premier location with a delectable menu. You might also want to book a table at Hotel Albergo Degli Amici. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Monterosso al Mare.
To truly maximize your evening out, consider visiting Enoteca Da Eliseo after dinner. This bar is known for offering some of the best drinks and vibes in the city.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 6
- Monterosso al Mare
- More
Drive 48 km, 2 hours 36 min
- Sentiero Monterosso - Vernazza
- Ruins of Doria Tower
- Cinque Terre National Park
- Church of San Giovanni Battista of Riomaggiore
- Castle of Riomaggiore
- More
On day 6 of your road trip, you’ll start and end your day in Monterosso al Mare, but spend part of the day exploring places of interest outside the immediate village. On today's itinerary, you'll find attractions in Vernazza, Corniglia, and Riomaggiore. You still have 1 night left in Monterosso al Mare.
Discover a day packed with family-friendly attractions, romantic experiences, and natural wonders in Monterosso al Mare. Begin your sightseeing with Sentiero Monterosso - Vernazza. This beloved hiking area is one of the top attractions in the village. Proceed to Ruins Of Doria Tower, another must-visit attraction that enhances the village’s allure.
As you wander through the inviting streets of Monterosso al Mare, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Cinque Terre National Park. This locally renowned national park is a traveler-favorite. Not far away, you’ll find Church Of San Giovanni Battista Of Riomaggiore, another key site on your sightseeing itinerary. Conclude your day at Castle Of Riomaggiore and uncover why it's recognized as one of the village's most curiosity-inducing attractions.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Monterosso al Mare.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Monterosso al Mare. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Enjoy a lovely meal at Ristorante Pizzeria Da Ely, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, La Cantina Di Miky is another top choice with a popular menu. You could also check for a table at Enoteca Internazionale. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Monterosso al Mare tonight.
Say good night to Monterosso al Mare and look forward to another great day of your road trip in Italy!
Day 7
- Monterosso al Mare
- Modena
- More
Drive 224 km, 3 hours 32 min
- Cittadella Park
- Parma Cathedral
- Teatro Regio
- Palazzo della Pilotta
- Ferrari park
- More
Embark on another extraordinary experience on day 7 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Parma and Modena. At the end of the day, you will enjoy the comforts of a top-rated hotel in Modena, which will be your home away from home for 1 night.
Today’s itinerary in Monterosso al Mare covers several incredible sights, including a park, a church, an opera house, a palace and much more! Start your adventure at Cittadella Park. This up-and-coming park is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the history-steeped wonders of Parma Cathedral, a must-see church 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 Teatro Regio. This up-and-coming opera house offers an enriching experience. For a change of pace, head to Palazzo Della Pilotta, where you can take in historic features. Conclude your self-guided sightseeing tour with a visit to Enzo Ferrari Park. This eye-catching park offers a fulfilling end to a perfect day.
When you’re done exploring for the day, you’ll drive to your hotel in Modena. Check in and spend some time relaxing before you head out to tour the city.
As dinnertime approaches, it's time to head out for a bite to eat in Modena. 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 delightful dinner at Dispensa Emilia_ Via Emilia Est Modena, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Aldina? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante Europa 92 Ristorante Pavarotti as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Modena.
Unwind after your meal by stepping into Chiaro Cafe'. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Major Tom offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Cesare Modena — Caffè Malagoli Dal 1934, another top-rated bar in the area.
Raise your glass to another unforgettable day in Italy!
Day 8
- Modena
- Bologna
- More
Drive 79 km, 1 hour 59 min
- ACETAIA MUSEO BONI
- Enzo Ferrari Museum
- Torre Civica - Ghirlandina
- Modena Cathedral
- piazza Grande
- More
On day 8 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 Solignano Nuovo and Modena. In the evening, you’ll end up in Bologna, where you will stay for 1 night.
Today’s route brings family-friendly attractions, photo-friendly spots, and historic treasures. The first attraction of today is Acetaia Museo Boni. This often recommended museum is a historic place to see in Modena. Continue your discovery at Enzo Ferrari Museum, an instagrammable museum with stories to tell.
As you stroll around Modena, take in the distinct atmosphere and learn what makes this village so unique. Maximize your sightseeing with a visit to Torre Civica - Ghirlandina. This increasingly popular monument offers a culturally significant encounter with Modena. Duomo Di Modena is the last of our recommendations for today. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Modena.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Bologna. Bologna 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 Bologna's best restaurants.
Enjoy a lovely dining experience at Bononia Cafè, a popular restaurant in Bologna. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Bologna at Via Con Me, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Trattoria Pizzeria La Mela. It’s yet another ideal choice to enhance your time in Bologna tonight.
Explore the vibrant nightlife at Lime Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Macondo - Cocktail Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Onda Marina By Night is perfect for those looking to extend their night with a touch of local flavor.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 9
- Bologna - Departure day
- More
- Villa Ghigi
- More
Day 9 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 Villa Ghigi, a romantic park before you head out.
Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones. Discover boutiques offering an array of stylish fashion choices. For those seeking luxury items, check out the area’s high-end stores.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Bologna.
If you're in the mood to try something new, consider Trattoria dal Biassanot, another top spot with a mouthwatering menu.
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!
Similar travel packages
Discover other popular vacations in Italy
Download Europe’s biggest travel marketplace to your phone to manage your entire trip in one place
Scan this QR code with your phone camera and press the link that appears to add Europe’s biggest travel marketplace into your pocket. Enter your phone number or email address to receive an SMS or email with the download link.