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 what to see in Florence. You have 2 nights left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Basilica Of Santa Croce In Florence is must-visit church and a great option for a daytime tour of the area. Continue your journey to Uffizi Gallery, an extraordinary art gallery, located just a leisurely stroll away. Next, head to Ponte Vecchio, an awe-inspiring historical landmark, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Florence. When you're ready, let your sightseeing route take you to the locally renowned Palazzo Vecchio. If you’re looking for more, Piazza Della Signoria is also an extraordinary attraction that is worthwhile a visit. Lastly, don’t miss Cathedral Of Santa Maria Del Fiore, a place of romantic interest in the city.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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 Ditta Artigianale, a top pick for dinner tonight. Alternatively, Trattoria Da Burde beckons with its unique menu offerings. Also, consider Casa Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

After your meal, keep the night alive at a bar like Bar 50 Rosso, known for its lively atmosphere. Bitter Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Archea Brewery offers an excellent atmosphere for those looking to amp up the evening.

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

Greet day 4 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 1 night to stay in Florence, so get ready to make the most of your time in the region. On the agenda for this day, you’ll find only the best things to see and do in Pisa and Lucca.

Look forward to a unique sightseeing adventure at the world-famous Piazza Del Duomo, Pisa and allow yourself time to explore. Just a short distance away you'll find your next stop, Pisa Cathedral, a picture-perfect church that draws visitors from far and near.

Continue your journey to Leaning Tower Of Pisa, one of the city’s most globally renowned spots that you shouldn’t miss. Another great site to visit is the underrated Mura Di Lucca. When you're finished at the historical landmark, Piazza Dell'anfiteatro awaits your visit. This public square is a history-steeped highlight on today's itinerary.

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

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

Treat yourself to a wonderful meal at Ristorante Buca Mario, a top-rated dining spot in Florence. If you're in the mood for something new, try Agricola Toscana, another premier location with a delectable menu. You might also want to book a table at Eataly Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

Continue the enjoyment post-dinner at Gosh*, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Antico Caffè Del Moro - Art Bar Firenze offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Quelo Bar. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Take some time to reflect on your day and savor another beautiful night in Italy.

Dive into day 5 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Siena and San Gimignano. At the end of the day, you’ll unwind at one of the finest accommodations in San Gimignano, where you'll spend 2 nights.

Make a stop at Santuario Di Santa Caterina. This increasingly popular church is a must-visit for travelers looking for a unique holiday experience. Make your way to Pubblico Palace located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Tower Of Mangia. Its UNESCO world heritage-designated features will captivate you. After the monument, continue your tour of the city with a visit to Piazza Del Campo. Visitors usually appreciate the visually striking features of this public square. Next up is Siena Cathedral, a highly recommended church. For a change of pace, head to Porta San Giovanni. As one of the most locally appreciated attractions in Florence, this monument is the perfect place to end your self-guided sightseeing tour.

When you’re done exploring for the day, you’ll drive to your hotel in San Gimignano. Check in and relax before you head out to tour the village.

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

Head back to your accommodation in San Gimignano and get some rest to prepare for another magical day of your road trip in Italy.

On day 6 of your road trip, you’ll start and end your day in San Gimignano, where you have 1 night left to stay.

No visit to San Gimignano is complete without Castello Di Brolio. This curiosity-inducing castle is one of the top attractions in the hamlet. Proceed to Chiesa Di Sant'agostino, 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 Piazza Del Duomo. This worthwhile public square is a traveler-favorite. Not far away, you’ll find Palazzo Comunale, Pinacoteca, Torre Grossa, another key site on your sightseeing itinerary. Sangimignano1300 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 return to San Gimignano and your accommodation.

San Gimignano is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in San Gimignano.

Savor another day of unforgettable experiences in Italy!

Experience an unparalleled adventure on day 7 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 places, which are Santa Maria degli Angeli and Perugia. At the end of the day, you will retreat to the hotel of your choice in Perugia, where will spend 1 night.

Basilica Of San Francesco D'assisi makes a great addition to your morning plans. This locally renowned church is a historic place to see in San Gimignano. Continue your discovery at Rocca Maggiore, a romantic castle with stories to tell.

As you stroll around San Gimignano, take in the distinct atmosphere and learn what makes this town so unique. Maximize your sightseeing with a visit to Rocca Paolina. This frequently visited historical landmark offers a heritage-rich encounter with San Gimignano. Next, make your way to Perugia Cathedral to add another highlight to your day. After that, visit Piazza Iv Novembre, a locally appreciated public square that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at The Fontana Maggiore, a frequently visited monument in the town. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in San Gimignano.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Perugia. Perugia 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 Perugia's most popular restaurants, and connect with friendly locals for a true cultural experience.

Enjoy a lovely dining experience at Ristorante Settimo Sigillo, a popular restaurant in Perugia. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Perugia at Caffè Baglioni, 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 Bar Pellas. It’s yet another ideal choice to enhance your time in Perugia tonight.

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

Savor another day of unforgettable experiences in Italy!

Your itinerary for day 8 of your road trip in Italy includes 2 stops and features some of the highlights of Orvieto and Rome. At the end of the day, enjoy the comforts of a top-rated hotel in Rome, where you'll spend 1 night.

Look forward to a unique sightseeing adventure at the captivating Orvieto Cathedral and allow yourself time to explore. Just a short distance away you'll find your next stop, Orvieto Underground, a visually striking cave system that draws visitors from far and near.

Continue your journey to Pozzo Della Cava, one of the town’s most frequently visited spots that you shouldn’t miss. Another great site to visit is the globally renowned Piazza Navona. When you're finished at the public square, Pantheon awaits your visit. This monument is a culturally significant highlight on today's itinerary. Last up is a monument - the globally renowned Trevi Fountain.

At the end of the day, you will drive to Rome, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

Rome is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Rome.

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.

If you’re not ready to end the night just yet, La Botticella Of Poggi Giovanni offers a perfect venue to relax and savor a drink. Similarly, Almalu Trastevere is well-suited for those looking to unwind in a social setting. Bar Viminale Di Pepi Maurilio is another excellent spot to enjoy a nightcap after a delightful meal.

Take some time to reflect on your day and savor another beautiful night in Italy.