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.

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Basilica Of Santa Croce In Florence. This heritage-rich church is sure to ignite your curiosity. Next, dive into the history-steeped features of Uffizi Gallery, a must-visit art gallery in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Ponte Vecchio, a timeless historical landmark. For a change of scene, check out Palazzo Vecchio, known for its history-steeped features. We also recommend visiting Piazza Della Signoria. This public square is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Cathedral Of Santa Maria Del Fiore, yet another astonishing attraction in Florence.

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 are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

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.

After savoring a delicious meal, step into the vibrant nightlife at Bar 50 Rosso, where the evening is just getting started. In the same way, Bitter Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Archea Brewery is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in 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 well-planned self-sightseeing route offers several fun adventures, breathtaking views, and photo-friendly spots. 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. Piazza Del Duomo, Pisa is the first of them. Spend some time admiring this picture-perfect public square before continuing your journey. Pisa Cathedral is your next stop. This beloved church 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 Leaning Tower Of Pisa. This historic monument is a sight to behold. To round off your sightseeing experience, visit 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 day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.

Don’t miss out on dining at Ristorante Buca Mario, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Agricola Toscana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Eataly Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Keep the excitement of the evening going by visiting a bar or two. Gosh* is an excellent place to start. You could also check out Antico Caffè Del Moro - Art Bar Firenze, offering a different kind of charm. A last recommendation for the day is Quelo Bar. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Raise your glass to another unforgettable day in Italy!

Embark on another extraordinary experience on day 5 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Siena and San Gimignano. At the end of the day, you will enjoy the comforts of a top-rated hotel in San Gimignano, which will be your home away from home for 2 nights.

Today’s itinerary in Florence covers several incredible sights, including a church, a palace, a monument, a public square and much more! Start your adventure at Santuario Di Santa Caterina. This beloved church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the culturally significant wonders of Pubblico Palace, a must-see palace 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 Tower Of Mangia. This up-and-coming monument offers an enriching experience. For a change of pace, head to Piazza Del Campo, where you can take in enchanting features. Conclude your self-guided sightseeing tour with a visit to Siena Cathedral and Porta San Giovanni. These sights offer a fulfilling end to a perfect day.

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 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.

Celebrate another amazing day of your road trip adventure 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.

Set out on a day brimming with fun adventures, romantic experiences, and breathtaking views. Start at the up-and-coming Castello Di Brolio, a romantic castle in San Gimignano. Next, go to Chiesa Di Sant'agostino.

After visiting Castello Di Brolio and Chiesa Di Sant'agostino, have a stroll along San Gimignano's streets and take in the local charm. Continue your sightseeing by heading to Piazza Del Duomo. This visually striking public square offers a unique experience. Palazzo Comunale, Pinacoteca, Torre Grossa is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Sangimignano1300, one of the most eye-catching places to visit in San Gimignano.

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

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.

Relax and recharge in preparation for another adventurous day 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 vibrant destinations - Santa Maria degli Angeli and Perugia. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Perugia. You will spend 1 night here for some well-deserved relaxation.

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

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

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.

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

Savor the flavors at Ristorante Settimo Sigillo, a top pick for dinner tonight. Alternatively, Caffè Baglioni beckons with its unique menu offerings. Also, consider Bar Pellas. With its consistent customer satisfaction, it’s an excellent option for dining in Perugia tonight.

After enjoying a fulfilling meal, continue your evening at Tommi Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Valentina offers a welcoming atmosphere for easing into the nightlife. Similarly, Caffe Dal Perugino provides an excellent environment for a relaxed and enjoyable evening.

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

A blend of fun adventures, romantic experiences, and breathtaking views await you in Perugia on today’s itinerary. First up is the popular church, Orvieto Cathedral. Afterward, continue to Orvieto Underground, a cave system every traveler should visit.

As you explore Perugia’s charming streets, take in the lively atmosphere and get to know the character of the town. Next, make your way to Pozzo Della Cava. This often recommended cave is an essential stop. Following that, head to Piazza Navona, another must-visit site that will enhance your experience. Don’t forget to stop by Pantheon, an iconic monument in the town. Finally, end your day with a visit to Trevi Fountain, an enchanting monument that offers the perfect conclusion to your sightseeing of the day.

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.

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

Enjoy a lovely dining experience at La Bottega Roma, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at Pasta In Corso, 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 Trattoria Vecchia Roma. It’s yet another ideal choice to enhance your time in Rome tonight.

Continue your evening by exploring the vibrant nightlife scene at La Botticella Of Poggi Giovanni, a prime destination for a thrilling night out. Also, don’t forget to check out Almalu Trastevere, a bar that offers unique local touches. Likewise, Bar Viminale Di Pepi Maurilio provides an excellent alternative for a fun evening.

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