7-Day Italy Self-Drive Road Trip With Itinerary from Bologna to Florence and San Gimignano
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Description
Escape the ordinary with this exciting 7-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 Bologna, 2 nights in Florence, and 1 night in San Gimignano. 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, Florence, Siena, San Gimignano, Pisa, Lucca, Greve in Chianti, and Gaiole in Chianti, 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
- Bologna - Arrival day
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- arco del Meloncello
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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 2 nights 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 Arco Del Meloncello, 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 Bologna. 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 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.
Unwind after your meal by stepping into Bar Al Bricco D'oro. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Freud E Squisito offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Osteria Del Sole, another top-rated bar in the area.
Raise a toast to the start of your 7-day road trip in Italy!
Day 2
- Bologna
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Drive 3 km, 42 min
- Pinacoteca Nazionale di Bologna
- Two Towers
- Piazza Santo Stefano
- Piazza Maggiore
- Bologna Cathedral
- Fountain of Neptune, Bologna
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Day 2 of your road trip will take you to the best attractions Bologna has to offer. Cherish the 1 night you have left in Bologna by discovering the best things there are to see and do in the city.
Discover a day packed with family-friendly attractions, photo-friendly spots, and history-rich sites in Bologna. Begin your sightseeing with Pinacoteca Nazionale Di Bologna. This frequently visited art gallery is one of the top attractions in the city. Proceed to Two Towers, another must-visit attraction.
As you wander through the inviting streets of Bologna, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazza Santo Stefano. This curiosity-inducing public square is a traveler-favorite. Not far away, you’ll find Piazza Maggiore, another key site on your sightseeing itinerary. Bologna Cathedral is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Fountain Of Neptune, Bologna and uncover why it's recognized as one of the city's most worthwhile attractions.
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 Bologna. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Treat yourself to a delicious dinner at Bononia Cafè, an excellent option for tonight's dining. Looking for something different? Via Con Me offers a tantalizing alternative with its diverse menu. And don’t miss Trattoria Pizzeria La Mela. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Bologna.
Cap off your dinner by heading to Lime Bar, ideal for a leisurely evening with a drink in hand. Macondo - Cocktail Bar is another bar that offers an enjoyable setting. Similarly, Bar Onda Marina By Night is also a popular place to go on a night out, perfect for relaxing and socializing.
Say good night to Bologna and look forward to another great day of your road trip in Italy!
Day 3
- Bologna
- Florence
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Drive 118 km, 2 hours 20 min
- piazzale Michelangelo
- Basilica of Santa Croce in Florence
- Uffizi Gallery
- Ponte Vecchio
- Palazzo Vecchio
- Cathedral of Santa Maria del Fiore
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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 1 night here for some well-deserved relaxation.
Prepare for a day full of fun adventures, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Piazzale Michelangelo. This widely recognized observation deck is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Basilica Of Santa Croce In Florence, one of the city’s best highlights.
Next, check out Uffizi Gallery, one of the most famous places to see in Bologna. This art gallery is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Ponte Vecchio. Wander around and soak in the visually striking atmosphere this historical landmark offers. Then, head to Palazzo Vecchio, a top-rated palace that adds another dimension to your day. Finally, visit the famous Cathedral Of Santa Maria Del Fiore, the last of our attraction recommendations for today.
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.
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.
Don’t miss out on dining at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.
Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to Se·sto On Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Il Vinile, which provides an inviting environment for unwinding after a busy day out.
Say good night to Florence and look forward to another great day of your road trip in Italy!
Day 4
- Florence
- San Gimignano
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Drive 121 km, 2 hours 28 min
- Fortezza Medicea
- Basilica of San Domenico
- Tower of Mangia
- piazza del Campo
- Siena Cathedral
- Piazza del Duomo, San Gimignano
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Dive into day 4 of your remarkable road trip in Italy. Today you will explore Siena and San Gimignano, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in San Gimignano. You’ll stay here for 1 night.
Start by visiting Fortezza Medicea (siena), a prime spot to begin your journey. This culturally significant monument is sure to impress. Next on your list is Basilica Of San Domenico, another must-visit landmark and up-and-coming church renowned for its historic features.
While exploring and sightseeing, take time to savor the culture of Florence by sampling some local delicacies. When you’re ready for more sightseeing, head to Tower Of Mangia. This respected monument is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Piazza Del Campo, an extraordinary public square. Nearby, you'll also find Siena Cathedral, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Piazza Del Duomo and wrap up your day with its inviting appeal.
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.
Indulge in a memorable dining experience at one of San Gimignano's most popular restaurants, and connect with friendly locals for an authentic adventure.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 5
- San Gimignano
- Florence
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Drive 193 km, 3 hours 25 min
- Pisa Cathedral
- Piazza del Duomo, Pisa
- Leaning Tower of Pisa
- Walls of Lucca
- Piazza dell'Anfiteatro
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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 Pisa and Lucca. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 1 night.
Discover a day packed with fun adventures, scenic views, and photo-friendly spots in San Gimignano. Begin your sightseeing with Pisa Cathedral. This often recommended church is one of the top attractions in the city. Proceed to Piazza Del Duomo, Pisa, another must-visit attraction.
As you wander through the inviting streets of San Gimignano, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Leaning Tower Of Pisa. This iconic monument is a traveler-favorite. Not far away, you’ll find Mura Di Lucca, another key site on your sightseeing itinerary. Piazza Dell'anfiteatro is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.
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.
Enjoy a lovely dining experience at Ditta Artigianale, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Trattoria Da Burde, 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 Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.
After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar 50 Rosso, known for its inviting atmosphere. Bitter Bar is another great option if you’re looking for a place to get the night started. Similarly, Archea Brewery provides a great setting to enjoy the night away.
Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip in Italy!
Day 6
- Florence
- Bologna
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Drive 249 km, 4 hours 18 min
- Castle of Verrazzano
- Castello di Brolio
- Capannelle
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On day 6 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 Greve in Chianti, San Regolo, and Gaiole in Chianti. In the evening, you’ll end up in Bologna, where you will stay for 1 night.
Set out on a day brimming with family-friendly attractions, romantic experiences, and breathtaking views. Start at the locally appreciated Castle Of Verrazzano, a romantic castle in Florence. Next, go to Castello Di Brolio.
After visiting Castle Of Verrazzano and Castello Di Brolio, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Capannelle. This majestic winery offers a unique experience.
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 day of adventure, treat yourself to an exquisite dinner at one of Bologna's best restaurants.
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. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Bologna.
Continue your lively evening at Aurum, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bar Senza Nome is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffè Ristretto ensures a night out tailored to your taste.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 7
- Bologna - Departure day
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- Church of the Holy Savior
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Day 7 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 Chiesa Del Santissimo Salvatore, a heritage-rich church 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.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Bologna.
Dine in style at Pappare' - Bologna, a top recommendation for dinner tonight. Or, for a change of pace, Mister Coffee Bistrò boasts a menu that's sure to impress.
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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