10-Day Italy Self-Drive Road Trip With Itinerary from Bologna to Florence, San Gimignano, Perugia, and Rome

Day 3 of your road trip will take you to the best attractions Florence has to offer. Cherish the 2 nights you have left in Florence by discovering the best things there are to see and do in the city.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most interesting attractions included on the itinerary is Basilica Of Santa Croce In Florence. This monumental church will help you start your sightseeing on top. Then, take a leisurely stroll to Uffizi Gallery and learn what makes this respected art gallery unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the globally renowned Ponte Vecchio. After exploring the historical landmark, head to Palazzo Vecchio. This well-known palace is a highlight in Florence. As your day continues, stop by Piazza Della Signoria, known for its grand features. Lastly, don’t forget to check out the spectacular Cathedral Of Santa Maria Del Fiore. Enjoy exploring this incredible church at your own pace.

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.

To truly maximize your evening out, consider visiting Bar 50 Rosso after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bitter Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Celebrate another amazing day of your road trip adventure in Italy!

On day 4 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you will return to Florence for 1 night more, there’s no need to rush. Experience Pisa and Lucca to the fullest today with this curated day itinerary!

Today’s itinerary in Florence covers several incredible sights, including a public square, a church, a monument, a historical landmark and much more! Start your adventure at Piazza Del Duomo, Pisa. This iconic public square is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the stunning wonders of Pisa 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 Leaning Tower Of Pisa. This iconic monument offers an enriching experience. For a change of pace, head to Mura Di Lucca, where you can take in majestic features. Conclude your self-guided sightseeing tour with a visit to Piazza Dell'anfiteatro. These sights offer a fulfilling end to a perfect day.

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.

Make sure to reserve a table at Ristorante Buca Mario, 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 Agricola Toscana, 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 Eataly 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.

Following your dinner, dive into the local bar culture at Gosh*. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Antico Caffè Del Moro - Art Bar Firenze, the perfect place for those looking to experience the best of the nightlife. Similarly, Quelo Bar provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

On day 5 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 Siena and San Gimignano. In the evening, you’ll end up in San Gimignano, where you will stay for 2 nights.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, picturesque spots, and history-rich sites. Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Santuario Di Santa Caterina is the first of them. Spend some time admiring this culturally significant church before continuing your journey. Pubblico Palace is your next stop. This locally appreciated palace is one of the best-rated sights in Florence.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Tower Of Mangia. This UNESCO world heritage-listed monument is a sight to behold. To round off your sightseeing experience, visit Piazza Del Campo and Siena Cathedral. If time allows, end your day with Porta San Giovanni, a historic monument that offers a memorable conclusion to your exploration.

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 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.

Say good night to San Gimignano and look forward to another great day of your road trip in Italy!

Greet day 6 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to San Gimignano for your remaining 1 night in the village 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 San Regolo and San Gimignano.

Today, you'll explore some of the most beautiful places in San Gimignano, including a castle, a church, a public square, a museum and much more! Start your day with a visit to Castello Di Brolio. This locally appreciated castle is a must-visit in the hamlet. When you’re ready for your next discovery, continue to Chiesa Di Sant'agostino, which may be one of the most photogenic places you will experience today.

One of the best things about exploring San Gimignano on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Piazza Del Duomo, an up-and-coming public square in the hamlet. If you’re up for more discoveries, don’t forget to reserve some time for Palazzo Comunale, Pinacoteca, Torre Grossa and Sangimignano1300.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in San Gimignano.

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.

Savor another day of unforgettable experiences in Italy!

Dive into day 7 of your remarkable road trip in Italy. Today you will explore Santa Maria degli Angeli and Perugia, 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 Perugia. You’ll stay here for 1 night.

Today's adventure in San Gimignano promises more breathtaking discoveries and enriching experiences! Begin at Basilica Of San Francesco D'assisi. This historic church is a highlight of any visit in the town. Then, enjoy Rocca Maggiore, another history-steeped attraction that never fails to captivate visitors. Next, head over to Rocca Paolina, one of the town’s most intriguing attractions, known for its heritage-rich features.

If you’re looking for more, spend time soaking in the atmosphere of Perugia Cathedral. This standout church is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Piazza Iv Novembre, an up-and-coming public square, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out The Fontana Maggiore before you head back to your hotel.

When you’re done exploring for the day, you’ll drive to your hotel in Perugia. Check in and spend some time relaxing before you head out to tour the city.

Indulge in a memorable dining experience at one of Perugia's most popular restaurants, and connect with friendly locals for an authentic adventure.

Don’t miss out on dining at Ristorante Settimo Sigillo, a top-rated dining destination in Perugia. If you're in the mood to try something new, consider Caffè Baglioni, another top spot with a mouthwatering menu. You might also want to secure a reservation at Bar Pellas. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Perugia this evening.

Let the evening flow smoothly from dinner to drinks at Tommi Bar, a top-rated bar in the area. For other recommendations, Valentina provides a perfect setting for rounding out your night with style and great drinks. Likewise, Caffe Dal Perugino offers a memorable night with diverse drink options and excellent service.

Savor another day of unforgettable experiences in Italy!

On day 8 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Orvieto and Rome. When you’re not sightseeing, take time to relax at your selected hotel in Rome, where you’ll be staying for 1 night.

Perugia is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and breathtaking views! Start at Orvieto Cathedral, a popular church that is worthwhile a visit in the town. Nearby, you’ll find Orvieto Underground, enchanting visitors with its respected appeal. Continue your exploration at Pozzo Della Cava. This cave is one of the town’s most increasingly popular spots.

Enjoy the freedom of exploring Perugia at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Piazza Navona. After exploring the public square, head to the globally renowned Pantheon. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Trevi Fountain, a place of symbolic interest in Perugia.

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.

As you explore more of Rome, 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 La Bottega Roma, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Pasta In Corso, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Trattoria Vecchia Roma, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Explore the vibrant nightlife at La Botticella Of Poggi Giovanni after your meal, a hub for lively evenings and memorable moments. Or, head to Almalu Trastevere for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Viminale Di Pepi Maurilio is perfect for those looking to extend their night with a touch of local flavor.

Head back to your accommodation in Rome and get some rest in preparation for another magical day of your road trip in Italy!