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

Day 3 offers an itinerary packed with the best things to see in Bologna. You’ll stay in Florence for 2 nights more, offering you enough time to explore at a relaxed pace.

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.

Make a stop at Basilica Of Santa Croce In Florence. This locally renowned church is a must-visit for travelers looking for a unique holiday experience. Make your way to Uffizi Gallery located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Ponte Vecchio. Its enchanting features will captivate you. After the historical landmark, continue your tour of the city with a visit to Palazzo Vecchio. Visitors usually appreciate the enchanting features of this palace. Next up is Piazza Della Signoria, a highly recommended public square. For a change of pace, head to Cathedral Of Santa Maria Del Fiore. As one of the most famous attractions in Florence, this church is the perfect place to end your self-guided sightseeing tour.

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.

Florence 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 Florence.

Treat yourself to a delightful dinner at Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

Continue your evening by exploring the vibrant nightlife scene at Bar 50 Rosso, a prime destination for a thrilling night out. Also, don’t forget to check out Bitter Bar, a bar that offers unique local touches. Likewise, Archea Brewery provides an excellent alternative for a fun evening.

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

On day 4 of your road trip, you’ll start and end your day in Florence, where you have 1 night left to stay.

When you’re ready to jump back into the car and say goodbye to Florence, you’ll hit the road in the direction of Pisa. This drive usually takes around 1 hour 16 min.

Piazza Del Duomo, Pisa is a globally renowned public square we recommend visiting today. Discover its UNESCO world heritage-designated features before continuing your self-guided tour to Pisa Cathedral, an UNESCO world heritage-listed church that’s well-regarded in the area.

Next, stop by Leaning Tower Of Pisa, a breathtaking monument.

When you’ve had your share of Pisa, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Lucca. Your travel time is around 31 min.

Mura Di Lucca is a locally appreciated historical landmark we recommend visiting today. Discover its romantic features before continuing your self-guided tour to Piazza Dell'anfiteatro, a visually striking public square that’s well-regarded in the area.

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

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.

Enjoy a lovely dining experience at Ristorante Buca Mario, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Agricola Toscana, 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 Eataly Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

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.

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

Your itinerary for day 5 of your road trip in Italy includes 2 stops and features some of the highlights of Siena and San Gimignano. At the end of the day, enjoy the comforts of a top-rated hotel in San Gimignano, where you'll spend 2 nights.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Siena. This drive usually takes around 1 hour 12 min, without any stops or traffic disruptions.

Santuario Di Santa Caterina is a curiosity-inducing church we recommend visiting today. Discover its culturally significant features before continuing your self-guided tour to Pubblico Palace, a culturally significant palace that’s well-regarded in the area.

Next, stop by Tower Of Mangia, an UNESCO world heritage-listed monument. While you’re nearby, don’t forget to visit Piazza Del Campo, a history-steeped and truly unique public square. End your sightseeing at Siena Cathedral, a locally renowned church that’s highly recommended by travelers passing through the city.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to San Gimignano may take around 42 min. Upon your arrival in San Gimignano, you’ll be greeted with the opportunity to do some sightseeing and exploring.

When you're ready for some sights, head to Porta San Giovanni, an intriguing monument in San Gimignano. Explore its culturally significant features at your own pace before you continue your journey.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in San Gimignano. San Gimignano 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. If you are looking to dine at a popular restaurant in San Gimignano, it's often a good idea to reserve a table in advance.

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

Wake up to day 6 of your road trip in Italy. On this day, you’ll embark on an exciting expedition discovering the enchanting sights and activities of San Regolo and San Gimignano. With 1 night to stay in San Gimignano, we encourage you to seize the day and discover the unexplored beauty of the village’s surroundings!

Chiesa Di Sant'agostino is must-visit church and a great option for a daytime tour of the area. Continue your journey to Piazza Del Duomo, an intriguing public square, located just a leisurely stroll away. Next, head to Palazzo Comunale, Pinacoteca, Torre Grossa, a historic museum, also available for your discovery today.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in San Regolo. This drive usually takes around 1 hour 11 min, without any stops or traffic disruptions.

Set out on a self-guided sightseeing tour at Castello Di Brolio and explore the visually striking features.

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

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in San Gimignano, it's often a good idea to reserve a table in advance.

Raise your glass and celebrate another amazing day of your road trip 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.

After soaking in San Gimignano’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Santa Maria degli Angeli. Expect your car journey to take a minimum of 2 hours 8 min. When you arrive in Santa Maria degli Angeli, it's time to take a break from the road.

One of our top recommendations for your sightseeing is Basilica Of San Francesco D'assisi. Spend some time admiring the majestic features of the church before you continue to your next stop. Then, head to Rocca Maggiore. This locally appreciated castle is a traveler-favorite in the town.

Embrace the thrill of the open road as you wave goodbye to Santa Maria degli Angeli and set your GPS to Perugia. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 31 min. Upon reaching Perugia, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

For a more meaningful self-guided tour of the town's best attractions, visit Rocca Paolina, a curiosity-inducing historical landmark that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Perugia Cathedral and admire its heritage-rich features.

When you’re ready, continue to Piazza Iv Novembre, an up-and-coming public square beloved by locals and tourists alike. Don't miss out on The Fontana Maggiore, another highlight of the area that promises a memorable visit.

At the end of the day, you will drive to Perugia, 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 Perugia. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a lovely meal at Ristorante Settimo Sigillo, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Caffè Baglioni is another top choice with a popular menu. You could also check for a table at Bar Pellas. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Perugia tonight.

Let the evening flow smoothly from dinner to drinks at Tommi Bar, a top-rated bar in the area. For other recommendations, Valentina provides a perfect setting for rounding out your night with style and great drinks. Likewise, Caffe Dal Perugino offers a memorable night with diverse drink options and excellent service.

Raise your glass to another unforgettable day in Italy!

On day 8 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Orvieto and Rome are on today's agenda. In the evening, you’ll end up in Rome, where you will stay for 1 night.

Embrace the thrill of the open road as you wave goodbye to Perugia and set your GPS to Orvieto. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 19 min. Upon reaching Orvieto, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Savor the day by heading to Orvieto Cathedral, a locally renowned church that draws visitors from near and far. When you're done, continue to Orvieto Underground, where you can soak in the photogenic surroundings.

Next, explore Pozzo Della Cava, yet another often recommended place to see in the area.

When you’ve had your share of Orvieto, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Rome. Your travel time is around 1 hour 31 min.

Our first attraction recommendation in Rome is Piazza Navona, an iconic public square that draws attention for its culturally significant features. Spend some time soaking in the atmosphere before continuing to Pantheon, a culturally significant monument that stands out in the town.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Trevi Fountain, a wondrous monument that offers a unique experience.

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

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

Treat yourself to a delightful dinner at La Bottega Roma, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Pasta In Corso? It's another excellent option with a diverse menu. Consider reserving a table at Trattoria Vecchia Roma as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

Round off your dining experience by visiting La Botticella Of Poggi Giovanni, a prime location for a drink. Alternatively, explore the distinctive characteristics of Almalu Trastevere, a bar catering to every mood and preference. Bar Viminale Di Pepi Maurilio likewise offers a unique atmosphere, perfect for a memorable night out.

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