11-Day Italy Self-Drive Road Trip With Itinerary from Florence to Siena, Perugia, and Orvieto

Day 2 offers a multitude of experiences. You will stay in Florence for 2 nights more, offering you enough time to explore at a relaxed pace.

Savor the day by visiting some of the best places to see in Florence, including an observation deck, a church, a public square, a palace, an art gallery, a historical landmark and much more! Start your adventure at Piazzale Michelangelo. This impressive observation deck is a must-visit for travelers looking for a unique holiday experience. Make your way to Basilica Of Santa Croce In Florence located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Piazza Della Signoria. Its grand features will captivate you. After the public square, continue your tour of the city with a visit to Palazzo Vecchio. Visitors usually appreciate the culturally significant features of this palace. Next up is Uffizi Gallery, a highly recommended art gallery. For a change of pace, head to Ponte Vecchio. As one of the most iconic attractions in Florence, this historical landmark is the perfect place to end your self-guided sightseeing tour.

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.

Cap off your dinner by heading to Bar 50 Rosso, ideal for a leisurely evening with a drink in hand. Bitter Bar is another bar that offers an enjoyable setting. Similarly, Archea Brewery is also a popular place to go on a night out, perfect for relaxing and socializing.

Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip in Italy!

On day 3 of your road trip, you’ll start and end your day in Florence, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Pisa and Lucca. You still have 1 night left in Florence.

Today’s route brings family-friendly attractions, scenic views, and picturesque spots. The first attraction of today is Piazza Del Duomo, Pisa. This iconic public square is a culturally significant place to see in Florence. Continue your discovery at Leaning Tower Of Pisa, a historic monument with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Guinigi Tower. This underrated monument offers a symbolic encounter with Florence. Next, make your way to San Michele In Foro to add another highlight to your day. After that, visit Mura Di Lucca, an up-and-coming historical landmark that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.

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

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 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.

Continue the enjoyment post-dinner at Gosh*, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Antico Caffè Del Moro - Art Bar Firenze offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Quelo Bar. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Siena. At the end of the day, you will enjoy the comforts of a top-rated hotel in Siena, which will be your home away from home for 3 nights.

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. Fortezza Medicea (siena) is the first of them. Spend some time admiring this picture-perfect monument before continuing your journey. Basilica Of San Domenico is your next stop. This often recommended 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 Siena Cathedral. This history-steeped church is a sight to behold. To round off your sightseeing experience, visit Piazza Del Campo and Pubblico Palace. If time allows, end your day with Porta Romana, a respected monument that offers a memorable conclusion to your exploration.

At the end of the day, you will drive to Siena, 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 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.

Treat yourself to a wonderful meal at Enoteca I Terzi, a top-rated dining spot in Siena. If you're in the mood for something new, try Ristorante Tar-Tufo, another premier location with a delectable menu. You might also want to book a table at Antica Trattoria Papei. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Siena.

After your meal, keep the night alive at a bar like Meet Life Cafè, known for its lively atmosphere. Maudit Pub is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Impero Siena 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.

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!

Savor the day by visiting some of the best places to see in Siena, including a public square, a museum, a park, a palace, a church and much more! Start your adventure at Piazza Del Duomo. This beloved public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Palazzo Comunale, Pinacoteca, Torre Grossa located in Siena for another exciting encounter.

Next, immerse yourself in the setting of Parco Della Rocca. Its awe-inspiring features will captivate you. After the park, continue your tour of the village with a visit to Etruscan Museum "mario Guarnacci". Visitors usually appreciate the photogenic features of this museum. Next up is Palazzo Incontri Viti, a highly recommended palace. For a change of pace, head to Baptistery Of San Giovanni Battista. As one of the most intriguing attractions in Siena, this church is the perfect place to end your self-guided sightseeing tour.

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

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

Enjoy a lovely dining experience at Osteria Quattro Venti, a popular restaurant in Siena. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Siena at Fischi per Fiaschi, 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 Osteria da Divo. It’s yet another ideal choice to enhance your time in Siena tonight.

To truly maximize your evening out, consider visiting Charlie Mixology Bar Di Aldinucci Riccardo after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Pinacoteca, another bar with an inviting ambiance. Similarly, San Paolo Pub also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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

Discover a day packed with family-friendly attractions, romantic experiences, and scenic views in Siena. Begin your sightseeing with Rocca Di Castellina In Chianti. This underrated castle is one of the top attractions in the village. Proceed to Poggio Amorelli, another must-visit attraction.

As you wander through the inviting streets of Siena, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Il Molino Di Grace. This beloved winery is a traveler-favorite. Not far away, you’ll find Castello Di Brolio, another key site on your sightseeing itinerary.

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 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.

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 7 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 Santa Maria degli Angeli and Perugia. In the evening, you’ll end up in Perugia, where you will stay for 1 night.

Prepare for a day full of fun adventures, breathtaking views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Basilica Of San Francesco D'assisi. This well-known church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Rocca Maggiore, one of the town’s best highlights.

Next, check out Etruscan Arch, one of the most underrated places to see in Siena. This historical landmark is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Perugia Cathedral. Wander around and soak in the monumental atmosphere this church offers. Then, head to Piazza Iv Novembre, a top-rated public square that adds another dimension to your day. Finally, visit the underrated The Fontana Maggiore, the last of our attraction recommendations for today.

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.

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 Ristorante Settimo Sigillo, 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 Caffè Baglioni, 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 Bar Pellas. It’s yet another ideal choice to enhance your time in Perugia tonight.

Cap off your dinner by heading to Tommi Bar, ideal for a leisurely evening with a drink in hand. Valentina is another bar that offers an enjoyable setting. Similarly, Caffe Dal Perugino is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Dive into day 8 of your remarkable road trip in Italy. Today you will explore Orvieto, 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 Orvieto. You’ll stay here for 2 nights.

Brace yourself for today’s incredible lineup of attractions in Perugia, featuring fun adventures, scenic views, and photo-friendly spots. Start at Well Of St. Patrick, a captivating monument in the village. Then, head to Orvieto Cathedral and soak in the ambiance of this enchanting church.

There are many interesting places to see in Perugia, and when you are ready for more, go to Museo Dell'opera Del Duomo. This is one of the village’s most often recommended culturally significant spots of interest. After exploring the museum, visit the often recommended Orvieto Underground. Not far away, you'll also find Torre Del Moro Orvieto. This monument is a picture-perfect highlight in Perugia. Before wrapping up your self-guided sightseeing tour, head to Pozzo Della Cava, an increasingly popular cave in the village.

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

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

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar Duomo, a well-loved spot among locals and tourists.

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

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

Get ready for a day filled with family-friendly attractions, scenic views, and picturesque spots in the charming city of Orvieto. Your adventure starts at Colosseum, a world-famous local hot spot. Another notable attraction to explore is Roman Forum. This globally renowned archeological site is known for its breathtaking appeal.

After soaking in the highlights of these sights, take some time to wander Orvieto's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Trevi Fountain. This noteworthy monument offers a fascinating experience that many visitors find memorable. Pantheon is also worth visiting, along with Piazza Navona. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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

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

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

On day 10 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Cortona. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 1 night.

A blend of family-friendly attractions, romantic experiences, and breathtaking views await you in Orvieto on today’s itinerary. First up is the increasingly popular park, Parterre. Afterward, continue to Basilica Of Saint Margaret Of Cortona, a church every traveler should visit.

As you explore Orvieto’s charming streets, take in the lively atmosphere and get to know the character of the town. Next, make your way to Hermitage "le Celle". This intriguing monastery is an essential stop.

At the end of the day, you will drive to Florence, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

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 delicious dinner at Tijuana, an excellent option for tonight's dining. Looking for something different? Djària - American Bar offers a tantalizing alternative with its diverse menu. And don’t miss The Florence Irish Pub. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

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.