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

On day 2 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 2 nights and discover all the best things to see and do in the area.

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Basilica Of Santa Croce In Florence. This photogenic church is sure to ignite your curiosity. Next, dive into the noteworthy features of Piazza Della Signoria, a must-visit public square 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 Palazzo Vecchio, a well-known palace. For a change of scene, check out Uffizi Gallery, known for its picture-perfect features. We also recommend visiting Ponte Vecchio. This historical landmark is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to The Boboli Gardens, yet another notable 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.

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

Enjoy a delicious meal at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar 50 Rosso, a well-loved spot among locals and tourists. Or, head to Bitter Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Archea Brewery, another top-rated place in the area.

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

On day 3 of your road trip, you’ll start and end your day in Florence, where you'll stay for 1 night more.

Get ready to discover some of the most iconic wonders in Florence, including a church, a public square, a monument, a historical landmark and much more! Start your day at Battistero Di San Giovanni. This breathtaking church is a locally appreciated place to see in Florence. Then, wander over to Piazza Del Duomo, Pisa. If grand sites excite you, this public square will be right up your alley. Nearby, you’ll also find Leaning Tower Of Pisa. This detailed monument is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Guinigi Tower is a frequently visited spot in the city that will captivate you with its unique charm. When you’re done at the monument, don’t forget to check out the stunning San Michele In Foro. Take a moment to appreciate the fascinating details of this increasingly popular church. Wrap up your self-guided tour of Florence's top attractions with a visit to Mura Di Lucca.

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

As you explore more of Florence, 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.

Dine in style at Ristorante Buca Mario, a top recommendation for dinner tonight. Or, for a change of pace, Agricola Toscana boasts a menu that's sure to impress. Also, be sure to check out Eataly Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.

Continue your evening by exploring the vibrant nightlife scene at Gosh*, a prime destination for a thrilling night out. Also, don’t forget to check out Antico Caffè Del Moro - Art Bar Firenze, a bar that offers unique local touches. Likewise, Quelo Bar provides an excellent alternative for a fun evening.

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

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Siena. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 3 nights.

A blend of family-friendly attractions, scenic views, and photo-friendly spots await you in Florence on today’s itinerary. First up is the locally appreciated church, Basilica Of San Domenico. Afterward, continue to Siena Cathedral, a church every traveler should visit.

As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Facciatone. This worthwhile observation deck is an essential stop. Following that, head to Pubblico Palace, another must-visit site that will enhance your experience. Don’t forget to stop by Piazza Del Campo, an impressive public square in the city.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Siena. Siena 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 Siena's most popular restaurants, and connect with friendly locals for an authentic adventure.

Have a fantastic dining experience at Enoteca I Terzi, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante Tar-Tufo offers an enticing alternative with its varied menu. Additionally, Antica Trattoria Papei is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Siena.

Unwind after your meal by stepping into Meet Life Cafè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Maudit Pub offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Impero Siena, another top-rated bar in the area.

Celebrate another amazing day of your road trip adventure in Italy!

Wake up to day 5 of your extraordinary road trip in Italy. With 2 nights left in Siena, 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, romantic experiences, and breathtaking views. Whether you decide to explore Siena on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Piazza Del Duomo is the first of them. Spend some time admiring this grand public square before continuing your journey. Sangimignano1300 is your next stop. This increasingly popular museum is one of the best-rated sights in Siena.

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 Parco Della Rocca. This instagrammable park is a sight to behold. To round off your sightseeing experience, visit Etruscan Museum "mario Guarnacci".

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

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

Don’t miss out on dining 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.

Explore the vibrant nightlife at Charlie Mixology Bar Di Aldinucci Riccardo after your meal, a hub for lively evenings and memorable moments. Or, head to Bar Pinacoteca for a great selection of flavorful drinks and a charming setting. Furthermore, San Paolo Pub is perfect for those looking to extend their night with a touch of local flavor.

Celebrate another amazing day of your road trip adventure in Italy!

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

Start by visiting Antinori Nel Chianti Classico, a prime spot to begin your journey. This instagrammable winery is sure to impress. Next on your list is Il Molino Di Grace, another must-visit landmark and up-and-coming winery renowned for its romantic 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 Castello Di Brolio. This respected castle is an essential place to visit for anyone looking for the full Siena experience.

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

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.

Raise your glass to another unforgettable day 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 3 nights.

Siena is home to plenty of attractions that offer family-friendly attractions, breathtaking views, and photo-friendly spots! Start at Basilica Of San Francesco D'assisi, a well-known church that is worthwhile a visit in the town. Nearby, you’ll find Etruscan Well, enchanting visitors with its standout appeal. Continue your exploration at Perugia Cathedral. This church is one of the town’s most intriguing spots.

Enjoy the freedom of exploring Siena 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 Iv Novembre. After exploring the public square, head to the worthwhile The Fontana Maggiore.

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 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.

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

Continue your evening by exploring the vibrant nightlife scene at Tommi Bar, a prime destination for a thrilling night out. Also, don’t forget to check out Valentina, a bar that offers unique local touches. Likewise, Caffe Dal Perugino provides an excellent alternative for a fun evening.

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

On day 8 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 2 nights more, there’s no need to rush. Experience Orvieto to the fullest today with this curated day itinerary!

Perugia is home to plenty of attractions that offer fun adventures, breathtaking views, and picturesque spots! Start at Well Of St. Patrick, a captivating monument that is worthwhile a visit in the village. Nearby, you’ll find Orvieto Cathedral, enchanting visitors with its romantic appeal. Continue your exploration at Museo Dell'opera Del Duomo. This museum is one of the village’s most up-and-coming 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 Orvieto Underground. After exploring the cave system, head to the locally appreciated Torre Del Moro Orvieto. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Pozzo Della Cava, a place of history-steeped interest in Perugia.

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

As dinnertime approaches, it's time to head out for a bite to eat in Perugia. 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 lovely meal at La Taverna, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante del Sole is another top choice with a popular menu. You could also check for a table at Al Mangiar Bene. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Perugia tonight.

Extend your evening after a delightful meal by visiting Caffè Fortebraccio, which offers the perfect atmosphere for a night out. Moreover, Caffe Del Banco is another popular option for a drink or two. Likewise, Dempsey's Perugia also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

On day 9 of your road trip, you’ll start and end your day in Perugia, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Il Mulino and Arezzo. You still have 1 night left in Perugia.

Get ready for an exciting day in Perugia. Today’s sightseeing agenda includes an archeological site, a church, and a public square. Begin your adventure at Melone Secondo Del Sodo. This is a worthwhile archeological site you should not miss. Another must-see is San Francesco, Arezzo, a beloved church in Perugia.

When you’re ready for the next sight, head to Santa Maria Della Pieve. From there, take a leisurely stroll to Piazza Grande, another of the hamlet’s well-known attractions.

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

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.

Enjoy a delicious meal 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.

If you’re not ready to end the night just yet, Il Birrino offers a perfect venue to relax and savor a drink. Similarly, Quei Bravi Ragazzi is well-suited for those looking to unwind in a social setting. Lo Chalet - Lounge Bar is another excellent spot to enjoy a nightcap after a delightful meal.

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 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 to discover some of the most iconic wonders in Perugia, including an art gallery, a monument, a church, a public square and much more! Start your day at Pinacoteca Nazionale Di Bologna. This visually striking art gallery is an often recommended place to see in Perugia. Then, wander over to Two Towers. If respected sites excite you, this monument will be right up your alley. Nearby, you’ll also find Bologna Cathedral. This historic church is a favorite among visitors.

Perugia offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Fountain Of Neptune, Bologna is an up-and-coming spot in the city that will captivate you with its unique charm. When you’re done at the monument, don’t forget to check out the visually striking Piazza Maggiore. Take a moment to appreciate the fascinating details of this impressive public square.

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

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

Savor the flavors at Ristorante Ciacco, a top pick for dinner tonight. Alternatively, Ristorante Ballarini beckons with its unique menu offerings. Also, consider Sfoglia Rina. With its consistent customer satisfaction, it’s an excellent option for dining in Bologna tonight.

Keep the evening going at Bar Al Bricco D'oro, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bar Freud E Squisito, which offers a similarly pleasant setting and great drinks. Another option is Osteria Del Sole, which provides an inviting environment for unwinding after a busy day out.

Raise your glass to another unforgettable day in Italy!

Experience an unparalleled adventure on day 11 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Modena. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 1 night here for some well-deserved relaxation.

Get ready for a day filled with fun adventures, picturesque spots, and history-rich sites in the charming city of Bologna. Your adventure starts at Enzo Ferrari Museum, a captivating local hot spot. Another notable attraction to explore is Torre Civica - Ghirlandina. This locally appreciated monument is known for its instagrammable appeal.

After soaking in the highlights of these sights, take some time to wander Bologna's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Duomo Di Modena. This inviting church offers a fascinating experience that many visitors find memorable. Piazza Duomo is also worth visiting, along with Piazza Grande. 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 Florence. Florence offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As you explore more of Florence, 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 Tijuana, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Djària - American Bar, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Florence Irish Pub. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

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