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

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.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, picturesque spots, and historic treasures. Start at Basilica Of Santa Croce In Florence, a well-known church in the city. Then, head to Uffizi Gallery and soak in the ambiance of this history-steeped art gallery.

There are many interesting places to see in Florence, and when you are ready for more, go to Ponte Vecchio. This is one of the city’s most iconic grand spots of interest. After exploring the historical landmark, visit the notable Palazzo Vecchio. Not far away, you'll also find Piazza Della Signoria. This public square is an enchanting highlight in Florence. Before wrapping up your self-guided sightseeing tour, head to Cathedral Of Santa Maria Del Fiore, an extraordinary church in the city.

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.

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

Enjoy a lovely meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

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.

Get a good night's sleep and look forward to another great day on the road in Italy!

At the end of the day, you'll drive back to Florence, where you'll stay for 1 night more.

Get ready to discover some of the most iconic wonders in Florence, including a public square, a church, a monument, a historical landmark and much more! Start your day at Piazza Del Duomo, Pisa. This UNESCO world heritage-listed public square is an iconic place to see in Florence. Then, wander over to Pisa Cathedral. If breathtaking sites excite you, this church will be right up your alley. Nearby, you’ll also find Leaning Tower Of Pisa. This remarkable monument is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Mura Di Lucca is a beloved spot in the city that will captivate you with its unique charm. When you’re done at the historical landmark, don’t forget to check out the romantic Piazza Dell'anfiteatro. Take a moment to appreciate the fascinating details of this well-known public square.

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

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.

Savor the flavors at Ristorante Buca Mario, a top pick for dinner tonight. Alternatively, Agricola Toscana beckons with its unique menu offerings. Also, consider Eataly Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

If you’re not ready to end the night just yet, Gosh* offers a perfect venue to relax and savor a drink. Similarly, Antico Caffè Del Moro - Art Bar Firenze is well-suited for those looking to unwind in a social setting. Quelo Bar is another excellent spot to enjoy a nightcap after a delightful meal.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

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 route brings family-friendly attractions, photo-friendly spots, and historic treasures. The first attraction of today is Santuario Di Santa Caterina. This worthwhile church is an instagrammable place to see in Florence. Continue your discovery at Pubblico Palace, a picture-perfect palace with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Tower Of Mangia. This frequently visited monument offers a picture-perfect encounter with Florence. Next, make your way to Piazza Del Campo to add another highlight to your day. After that, visit Siena Cathedral, a notable church that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Porta San Giovanni, a frequently visited monument in the city. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.

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.

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

Savor another day of unforgettable experiences 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!

Today’s agenda in San Gimignano includes a castle, a church, a public square, a museum and much more! Castello Di Brolio is must-visit castle and a great starting point for the day. Next, continue your journey to Chiesa Di Sant'agostino, a beloved church, located just a leisurely stroll away. Next, head to Piazza Del Duomo, an inviting public square, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for San Gimignano. When you're ready, let your sightseeing route take you to the beloved Palazzo Comunale, Pinacoteca, Torre Grossa. If you’re looking for more, Sangimignano1300 is also an increasingly popular attraction that is worthwhile a visit.

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

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

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

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 Santa Maria degli Angeli and Perugia. At the end of the day, you will enjoy the comforts of a top-rated hotel in Perugia, which will be your home away from home for 1 night.

San Gimignano is brimming with adventures. Today’s wonderful stops include a church, a castle, a historical landmark, a public square, a monument and much more! Begin your sightseeing adventure at the interesting Basilica Of San Francesco D'assisi and allow yourself time to explore. Just a short distance away you'll find your next stop, Rocca Maggiore, a visually striking castle that draws visitors from far and near.

Continue your journey to Rocca Paolina, one of the town’s most underrated spots that you shouldn’t miss. Another great site to visit is the increasingly popular Perugia Cathedral. When you're finished at the church, Piazza Iv Novembre awaits your visit. This public square is a romantic highlight on today's itinerary. Last up is a monument - the beloved The Fontana Maggiore.

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 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.

Enjoy a delicious meal 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.

After savoring a delicious meal, step into the vibrant nightlife at Tommi Bar, where the evening is just getting started. In the same way, Valentina offers a unique charm perfect for experiencing the local bar scene in Perugia. Caffe Dal Perugino is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Get a good night's sleep and look forward to another great day on the road in Italy!

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.

Today’s agenda in Perugia includes a church, a cave system, a cave, a public square, a monument and much more! Orvieto Cathedral is must-visit church and a great starting point for the day. Next, continue your journey to Orvieto Underground, an underrated cave system, located just a leisurely stroll away. Next, head to Pozzo Della Cava, a photogenic cave, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Perugia. When you're ready, let your sightseeing route take you to the globally renowned Piazza Navona. If you’re looking for more, Pantheon is also a timeless attraction that is worthwhile a visit. Lastly, don’t miss Trevi Fountain, a place of culturally significant interest 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.

As dinnertime approaches, it's time to head out for a bite to eat in Rome. 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.

Have a fantastic dining experience at La Bottega Roma, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Pasta In Corso offers an enticing alternative with its varied menu. Additionally, Trattoria Vecchia Roma is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

After your meal, keep the night alive at a bar like La Botticella Of Poggi Giovanni, known for its lively atmosphere. Almalu Trastevere is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Viminale Di Pepi Maurilio offers an excellent atmosphere for those looking to amp up the evening.

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