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

Day 3 of your road trip across Italy promises a magnificent time exploring Florence. You have 2 nights left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Get ready for a day filled with fun adventures, picturesque spots, and historic treasures in the charming city of Florence. Your adventure starts at Basilica Of Santa Croce In Florence, a popular local hot spot. Another notable attraction to explore is Uffizi Gallery. This spectacular art gallery is known for its heritage-rich appeal.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Ponte Vecchio. This visually striking historical landmark offers a fascinating experience that many visitors find memorable. Palazzo Vecchio is also worth visiting, along with Piazza Della Signoria. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Cathedral Of Santa Maria Del Fiore. This astonishing church provides a fitting finale to your sightseeing.

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.

Enjoy a delicious meal at Ditta Artigianale, a highly-rated dining destination in Florence. If you're eager to try something different, consider Trattoria Da Burde, another top spot with a tantalizing menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

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.

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

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.

Set out on a day brimming with fun adventures, scenic views, and photo-friendly spots. Start at the world-famous Piazza Del Duomo, Pisa, a breathtaking public square in Florence. Next, go to Pisa Cathedral.

After visiting Piazza Del Duomo, Pisa and Pisa Cathedral, take time to explore Florence's streets and absorb its charm. Continue your sightseeing by heading to Leaning Tower Of Pisa. This picture-perfect monument offers a unique experience. Mura Di Lucca is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Piazza Dell'anfiteatro, one of the most romantic places to visit in Florence.

When you’re done exploring for the day, you’ll return to Florence and your accommodation.

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 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.

After savoring a delicious meal, step into the vibrant nightlife at Gosh*, where the evening is just getting started. In the same way, Antico Caffè Del Moro - Art Bar Firenze offers a unique charm perfect for experiencing the local bar scene in Florence. Quelo Bar is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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 - Siena and San Gimignano. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in San Gimignano. You will spend 2 nights here for some well-deserved relaxation.

Florence is home to plenty of attractions that offer fun adventures, photo-friendly spots, and historic treasures! Start at Santuario Di Santa Caterina, an underrated church that is worthwhile a visit in the city. Nearby, you’ll find Pubblico Palace, enchanting visitors with its awe-inspiring appeal. Continue your exploration at Tower Of Mangia. This monument is one of the city’s most worthwhile spots.

Enjoy the freedom of exploring Florence 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 Del Campo. After exploring the public square, head to the notable Siena Cathedral. This church will wrap up today’s self-guided sightseeing tour in the city.

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.

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.

Raise your glass and celebrate another amazing day of your road trip in Italy!

Wake up to day 6 of your extraordinary road trip in Italy. With 1 night left in San Gimignano, we encourage you to seize the day and discover the unexplored beauty of the village’s surroundings!

Discover a day packed with family-friendly attractions, romantic experiences, and breathtaking views in San Gimignano. Begin your sightseeing with Castello Di Brolio. This locally appreciated castle is one of the top attractions in the hamlet. Proceed to Chiesa Di Sant'agostino, another must-visit attraction that enhances the hamlet’s allure.

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 Piazza Del Duomo. This intriguing public square is a traveler-favorite. Not far away, you’ll find Palazzo Comunale, Pinacoteca, Torre Grossa, another key site on your sightseeing itinerary. Conclude your day at Sangimignano1300 and uncover why it's recognized as one of the hamlet's most intriguing attractions.

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.

Raise your glass to another unforgettable day in Italy!

On day 7 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 Santa Maria degli Angeli and Perugia. In the evening, you’ll end up in Perugia, where you will stay 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 picture-perfect church is a highlight of any visit in the town. Then, enjoy Rocca Maggiore, another symbolic attraction that never fails to captivate visitors. Next, head over to Rocca Paolina, one of the town’s most underrated attractions, known for its respected features.

If you’re looking for more, spend time soaking in the atmosphere of Perugia Cathedral. This culturally significant church is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Piazza Iv Novembre, a frequently visited public square, and take a stroll around the area.

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.

As you explore more of Perugia, 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.

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.

Following your dinner, dive into the local bar culture at Tommi Bar. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Valentina, the perfect place for those looking to experience the best of the nightlife. Similarly, Caffe Dal Perugino provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Head back to your accommodation in Perugia and get some rest in preparation for another magical day of your road trip 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.

Brace yourself for today’s incredible lineup of attractions in Perugia, featuring family-friendly attractions, romantic experiences, and breathtaking views. Start at Orvieto Cathedral, a locally renowned church in the town. Then, head to Orvieto Underground and soak in the ambiance of this eye-catching cave system.

There are many interesting places to see in Perugia and when you are ready for more, go to Pozzo Della Cava. This is one of the town’s most underrated spots. After exploring the cave, visit the globally renowned Piazza Navona. Before wrapping up your self-guided sightseeing tour, head to the iconic Pantheon, an iconic monument in the town.

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.

After a day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.

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.

After savoring a delicious meal, step into the vibrant nightlife at La Botticella Of Poggi Giovanni, where the evening is just getting started. In the same way, Almalu Trastevere offers a unique charm perfect for experiencing the local bar scene in Rome. Bar Viminale Di Pepi Maurilio is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Raise your glass to another unforgettable day in Italy!