12-Day Italy Self-Drive Road Trip With Itinerary from Florence to Siena, Perugia, and Bologna and surrounding area

Day 2 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.

Set out on a day brimming with family-friendly attractions, picturesque spots, and history-rich sites. Start at the well-known Basilica Of Santa Croce In Florence, a photogenic church in Florence. Next, go to Piazza Della Signoria.

After visiting Basilica Of Santa Croce In Florence and Piazza Della Signoria, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Palazzo Vecchio. This visually striking palace offers a unique experience. Uffizi Gallery is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Ponte Vecchio, one of the most visually striking places to visit in Florence. If you still have some time left for sightseeing, we also recommend stopping by The Boboli Gardens.

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.

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.

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!

Wake up to day 3 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’s well-planned self-sightseeing route offers several fun adventures, scenic 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. Battistero Di San Giovanni is the first of them. Spend some time admiring this breathtaking church before continuing your journey. Piazza Del Duomo, Pisa is your next stop. This globally renowned public square 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 UNESCO world heritage-listed monument is a sight to behold. To round off your sightseeing experience, visit Guinigi Tower and San Michele In Foro. If time allows, end your day with Mura Di Lucca, a romantic historical landmark that offers a memorable conclusion to your exploration.

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 an authentic adventure.

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.

After your meal, keep the night alive at a bar like Gosh*, known for its lively atmosphere. Antico Caffè Del Moro - Art Bar Firenze is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Quelo Bar offers an excellent atmosphere for those looking to amp up the evening.

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

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Siena, 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 Siena. You’ll stay here for 3 nights.

Florence is brimming with adventures. Today’s wonderful stops include a church, an observation deck, a palace, a public square and much more! Begin your sightseeing adventure at the locally appreciated Basilica Of San Domenico and allow yourself time to explore. Just a short distance away you'll find your next stop, Siena Cathedral, an enchanting church that draws visitors from far and near.

Continue your journey to Facciatone, one of the city’s most locally appreciated spots that you shouldn’t miss. Another great site to visit is the locally appreciated Pubblico Palace. When you're finished at the palace, Piazza Del Campo awaits your visit. This public square is a visually striking highlight on today's itinerary.

When you’re done exploring for the day, you’ll drive to your hotel in Siena. 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 Siena. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Treat yourself to a delicious dinner at Enoteca I Terzi, an excellent option for tonight's dining. Looking for something different? Ristorante Tar-Tufo offers a tantalizing alternative with its diverse menu. And don’t miss Antica Trattoria Papei. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.

Continue the enjoyment post-dinner at Meet Life Cafè, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Maudit Pub offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Impero Siena. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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 5 of your road trip, you’ll start and end your day in Siena, where you'll stay for 2 nights more.

Today’s route brings fun adventures, romantic experiences, and scenic views. The first attraction of today is Piazza Del Duomo. This worthwhile public square is an inviting place to see in Siena. Continue your discovery at Sangimignano1300, a history-steeped museum with stories to tell.

As you stroll around Siena, take in the distinct atmosphere and learn what makes this village so unique. Maximize your sightseeing with a visit to Parco Della Rocca. This often recommended park offers a visually striking encounter with Siena. Next, make your way to Etruscan Museum "mario Guarnacci" to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Siena.

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

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

Enjoy a delicious meal at Osteria Quattro Venti, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Fischi per Fiaschi, another top spot with a mouthwatering menu. You might also want to secure a reservation at Osteria da Divo. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

Cap off your dinner by heading to Charlie Mixology Bar Di Aldinucci Riccardo, ideal for a leisurely evening with a drink in hand. Bar Pinacoteca is another bar that offers an enjoyable setting. Similarly, San Paolo Pub is also a popular place to go on a night out, perfect for relaxing and socializing.

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

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

Savor the day by visiting some of the best places to see in Siena, including a winery and a castle. Start your adventure at Antinori Nel Chianti Classico. This often recommended winery is a must-visit for travelers looking for a unique holiday experience. Make your way to Il Molino Di Grace located in Siena for another exciting encounter.

Next, immerse yourself in the setting of Castello Di Brolio. Its standout features will captivate you.

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

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

Enjoy a delicious meal at Ristorante San Desiderio, a highly-rated dining destination in Siena. If you're eager to try something different, consider Osteria Le Logge, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Taverna Di Cecco. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Siena this evening.

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

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Santa Maria degli Angeli and Perugia. When you’re not sightseeing, take time to relax at your selected hotel in Perugia, where you’ll be staying for 3 nights.

Start by visiting Basilica Of San Francesco D'assisi, a prime spot to begin your journey. This historic church is sure to impress. Next on your list is Etruscan Well, another must-visit landmark and underrated archeological site renowned for its respected features.

While exploring and sightseeing, take time to savor the culture of Siena by sampling some local delicacies. When you’re ready for more sightseeing, head to Perugia Cathedral. This respected church is an essential place to visit for anyone looking for the full Siena experience. We also recommend visiting Piazza Iv Novembre, an underrated public square. Nearby, you'll also find The Fontana Maggiore, ready to add charm to your journey.

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.

As you explore more of Perugia, 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.

Treat yourself to a delightful dinner at Ristorante Settimo Sigillo, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Caffè Baglioni? It's another excellent option with a diverse menu. Consider reserving a table at Bar Pellas as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Perugia.

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 and celebrate another amazing day of your road trip in Italy!

Greet day 8 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Perugia for your remaining 2 nights in the city 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 Orvieto.

Bring your curiosity for today’s adventure around Perugia. Some of the village’s most loved attractions await! Well Of St. Patrick is the perfect place to start. This monument is one of the most well-known places to visit in Perugia. Next, head to Orvieto Cathedral, a locally renowned church, known for its visually striking features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Museo Dell'opera Del Duomo. This photogenic museum is a highly recommended experience. Nearby, you'll also find Orvieto Underground and Torre Del Moro Orvieto. Visit these for an interesting touch to your journey. Finish the day with a visit to Pozzo Della Cava, a history-steeped cave in Perugia.

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

As you explore more of Perugia, 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.

Enjoy a lovely dining experience at La Taverna, 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 Ristorante del Sole, 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 Al Mangiar Bene. It’s yet another ideal choice to enhance your time in Perugia tonight.

Keep the excitement of the evening going by visiting a bar or two. Caffè Fortebraccio is an excellent place to start. You could also check out Caffe Del Banco, offering a different kind of charm. A last recommendation for the day is Dempsey's Perugia. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Raise your glass to another unforgettable day in Italy!

On day 9 of your road trip in Italy, you’ll start and end your day in Perugia, but spend the day exploring what’s beyond the city. Since you will return to Perugia for 1 night more, there’s no need to rush. Experience Il Mulino and Arezzo to the fullest today with this curated day itinerary!

Perugia is home to plenty of attractions that offer fun adventures, scenic views, and photo-friendly spots! Start at Melone Secondo Del Sodo, a frequently visited archeological site that is worthwhile a visit in the hamlet. Nearby, you’ll find San Francesco, Arezzo, enchanting visitors with its photogenic appeal. Continue your exploration at Santa Maria Della Pieve. This church is one of the hamlet’s most locally appreciated spots.

Enjoy the freedom of exploring Perugia at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Piazza Grande.

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

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.

Don’t miss out on dining at Perugia Plaza Hotel, a top-rated dining destination in Perugia. If you're in the mood to try something new, consider Elfo Pub Perugia, another top spot with a mouthwatering menu. You might also want to secure a reservation at Sangallo Palace Hotel. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Perugia this evening.

Unwind after your meal by stepping into Il Birrino. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Quei Bravi Ragazzi offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Lo Chalet - Lounge Bar, another top-rated bar in the area.

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

On day 10 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 Bologna. In the evening, you’ll end up in Bologna, where you will stay for 1 night.

Get ready for a day filled with fun adventures, photo-friendly spots, and historic treasures in the charming city of Perugia. Your adventure starts at Pinacoteca Nazionale Di Bologna, a worthwhile local hot spot. Another notable attraction to explore is Two Towers. This well-known monument is known for its instagrammable appeal.

After soaking in the highlights of these sights, take some time to wander Perugia's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Bologna Cathedral. This picture-perfect church offers a fascinating experience that many visitors find memorable. Fountain Of Neptune, Bologna is also worth visiting, along with Piazza Maggiore. These standout landmarks offer unique experiences that add to the day’s enjoyment.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Bologna. Bologna offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Bologna. Enjoy a satisfying meal that will recharge you for tonight's adventures.

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

Extend your evening after a delightful meal by visiting Bar Al Bricco D'oro, which offers the perfect atmosphere for a night out. Moreover, Bar Freud E Squisito is another popular option for a drink or two. Likewise, Osteria Del Sole also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

Embark on another extraordinary experience on day 11 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Modena. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 1 night.

Enjoy the perfect balance of relaxation and exploration in Bologna today. One of the most notable attractions included on the itinerary is Enzo Ferrari Museum. This eye-catching museum will help you start your sightseeing on top. Then, take a leisurely stroll to Torre Civica - Ghirlandina and learn what makes this breathtaking monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the notable Duomo Di Modena. After exploring the church, head to Piazza Duomo. This intriguing public square is a highlight in Bologna. As your day continues, stop by Piazza Grande, known for its UNESCO world heritage-designated features.

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

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 delicious meal at Tijuana, a highly-rated dining destination in Florence. If you're eager to try something different, consider Djària - American Bar, another top spot with a tantalizing menu. You might also want to secure a reservation at The Florence Irish Pub. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

Savor another day of unforgettable experiences in Italy!