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.

Start by visiting Basilica Of Santa Croce In Florence, a prime spot to begin your journey. This heritage-rich church is sure to impress. Next on your list is Uffizi Gallery, another must-visit landmark and spectacular art gallery renowned for its standout 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 Ponte Vecchio. This romantic historical landmark is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Palazzo Vecchio, a captivating palace. Nearby, you'll also find Piazza Della Signoria, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Cathedral Of Santa Maria Del Fiore and wrap up your day with its inviting appeal.

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 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.

Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. With its reputation for pleasing customers, it’s a fantastic choice 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.

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

Wake up to day 4 of your extraordinary road trip in Italy. With 1 night left in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Today, you'll explore some of the most beautiful places in Florence, including a public square, a church, a monument, a historical landmark and much more! Start your day with a visit to Piazza Del Duomo, Pisa. This iconic public square is a must-visit in the city. When you’re ready for your next discovery, continue to Pisa Cathedral, which may be one of the most breathtaking places you will experience today.

One of the best things about exploring Florence 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 Leaning Tower Of Pisa, a globally renowned monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Mura Di Lucca and Piazza Dell'anfiteatro.

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.

Enjoy a lovely meal at Ristorante Buca Mario, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Agricola Toscana is another top choice with a popular menu. You could also check for a table at Eataly Firenze. 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, 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.

Relax and recharge in preparation for another adventurous day in Italy!

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Siena and San Gimignano. When you’re not sightseeing, take time to relax at your selected hotel in San Gimignano, where you’ll be staying for 2 nights.

Discover a day packed with fun adventures, picturesque spots, and historic treasures in Florence. Begin your sightseeing with Santuario Di Santa Caterina. This frequently visited church is one of the top attractions in the city. Proceed to Pubblico Palace, another must-visit attraction.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Tower Of Mangia. This worthwhile monument is a traveler-favorite. Not far away, you’ll find Piazza Del Campo, another key site on your sightseeing itinerary. Siena Cathedral is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Porta San Giovanni and uncover why it's recognized as one of the city's most often recommended attractions.

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.

Savor another day of unforgettable experiences in Italy!

On day 6 of your road trip in Italy, you’ll start and end your day in San Gimignano, but spend the day exploring what’s beyond the village. Since you will return to San Gimignano for 1 night more, there’s no need to rush. Experience San Regolo and San Gimignano to the fullest today with this curated day itinerary!

San Gimignano is brimming with adventures. Today’s wonderful stops include a castle, a church, a public square, a museum and much more! Begin your sightseeing adventure at the increasingly popular Castello Di Brolio and allow yourself time to explore. Just a short distance away you'll find your next stop, Chiesa Di Sant'agostino, a culturally significant church that draws visitors from far and near.

Continue your journey to Piazza Del Duomo, one of the hamlet’s most underrated spots that you shouldn’t miss. Another great site to visit is the locally appreciated Palazzo Comunale, Pinacoteca, Torre Grossa. When you're finished at the museum, Sangimignano1300 awaits your visit. This museum is a heritage-rich highlight on today's itinerary.

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.

Celebrate another amazing day of your road trip adventure 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.

Enjoy the perfect balance of relaxation and exploration in San Gimignano today. One of the most captivating attractions included on the itinerary is Basilica Of San Francesco D'assisi. This symbolic church will help you start your sightseeing on top. Then, take a leisurely stroll to Rocca Maggiore and learn what makes this history-steeped castle unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the curiosity-inducing Rocca Paolina. After exploring the historical landmark, head to Perugia Cathedral. This up-and-coming church is a highlight in San Gimignano. As your day continues, stop by Piazza Iv Novembre, known for its history-steeped features. Lastly, don’t forget to check out the intriguing The Fontana Maggiore. Enjoy exploring this incredible monument at your own pace.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of 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.

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

Make sure to reserve a table at Ristorante Settimo Sigillo, an iconic dining spot in Perugia. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Caffè Baglioni, a popular restaurant in Perugia. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Bar Pellas, a hidden gem nestled in Perugia. 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 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.

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

Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Orvieto and Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rome, which will be your home away from home for 1 night.

Today’s itinerary in Perugia covers several incredible sights, including a church, a cave system, a cave, a public square, a monument and much more! Start your adventure at Orvieto Cathedral. This locally renowned church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the eye-catching wonders of Orvieto Underground, a must-see cave system in the town.

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 Pozzo Della Cava. This underrated cave offers an enriching experience. For a change of pace, head to Piazza Navona, where you can take in enchanting features. Conclude your self-guided sightseeing tour with a visit to Pantheon and Trevi Fountain. These sights offer a fulfilling end to a perfect day.

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

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.

Don’t miss out on dining at La Bottega Roma, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Pasta In Corso, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

Unwind after your meal by stepping into La Botticella Of Poggi Giovanni. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Almalu Trastevere offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Viminale Di Pepi Maurilio, another top-rated bar in the area.

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