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 widely recognized 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 an enchanting atmosphere.

Next, immerse yourself in the setting of Piazza Della Signoria. Its romantic features will captivate you. After the public square, continue your tour of the city with a visit to Palazzo Vecchio. This palace has a grand appeal. For a change of pace, head to Uffizi Gallery. As one of the most spectacular attractions in Florence, this art gallery is an excellent place to end your self-guided 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.

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.

Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

After enjoying a fulfilling meal, continue your evening at Bar 50 Rosso, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bitter Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Archea Brewery provides an excellent environment for a relaxed and enjoyable evening.

Say good night to Florence and look forward to another great 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.

Florence is home to plenty of attractions that offer fun adventures, scenic views, and picturesque spots! Start at Piazza Del Duomo, Pisa, an iconic public square that is worthwhile a visit in the city. Nearby, you’ll find Leaning Tower Of Pisa, enchanting visitors with its picture-perfect appeal. Continue your exploration at Guinigi Tower. This monument is one of the city’s most increasingly popular spots.

Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit San Michele In Foro. After exploring the church, head to the curiosity-inducing Mura Di Lucca. This historical landmark will wrap up today’s self-guided sightseeing tour in the city.

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.

Make sure to reserve a table at Ristorante Buca Mario, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Agricola Toscana, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Eataly Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

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

On day 4 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 Siena. In the evening, you’ll end up in Siena, where you will stay for 3 nights.

A blend of fun adventures, breathtaking views, and photo-friendly spots await you in Florence on today’s itinerary. First up is the underrated monument, Fortezza Medicea (siena). Afterward, continue to Basilica Of San Domenico, 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 Siena Cathedral. This captivating church is an essential stop. Following that, head to Piazza Del Campo, another must-visit site that will enhance your experience. Don’t forget to stop by Pubblico Palace, an underrated palace in the city. Finally, end your day with a visit to Porta Romana, a respected monument that offers the perfect conclusion to your sightseeing of the day.

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 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.

Dine in style at Enoteca I Terzi, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante Tar-Tufo boasts a menu that's sure to impress. Also, be sure to check out Antica Trattoria Papei. Known as a local hotspot, it’s a great 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 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!

Today, you'll explore some of the most beautiful places in Siena, including a public square, a museum, a park, a palace, a church and much more! Start your day with a visit to Piazza Del Duomo. This intriguing public square is a must-visit in the village. When you’re ready for your next discovery, continue to Palazzo Comunale, Pinacoteca, Torre Grossa, which may be one of the most breathtaking places you will experience today.

One of the best things about exploring Siena on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Parco Della Rocca, a worthwhile park in the village. If you’re up for more discoveries, don’t forget to reserve some time for Etruscan Museum "mario Guarnacci" and Palazzo Incontri Viti. End your day with a visit to Baptistery Of San Giovanni Battista, a curiosity-inducing church that’s sure to leave a lasting impression.

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.

Treat yourself to a wonderful meal at Osteria Quattro Venti, a top-rated dining spot in Siena. If you're in the mood for something new, try Fischi per Fiaschi, another premier location with a delectable menu. You might also want to book a table at Osteria da Divo. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Siena.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Charlie Mixology Bar Di Aldinucci Riccardo, known for its inviting atmosphere. Bar Pinacoteca is another great option if you’re looking for a place to get the night started. Similarly, San Paolo Pub provides a great setting to enjoy the night away.

Savor another day of unforgettable experiences in Italy!

On day 6 of your road trip in Italy, you’ll start and end your day in Siena, but spend the day exploring what’s beyond the city. Since you will return to Siena for 1 night more, there’s no need to rush. Experience Castellina in Chianti, Greve in Chianti, and San Regolo to the fullest today with this curated day itinerary!

Today's adventure in Siena promises more breathtaking discoveries and enriching experiences! Begin at Rocca Di Castellina In Chianti. This romantic castle is a highlight of any visit in the village. Then, enjoy Poggio Amorelli, another eye-catching attraction that never fails to captivate visitors. Next, head over to Il Molino Di Grace, one of the village’s most worthwhile attractions, known for its instagrammable features.

If you’re looking for more, spend time soaking in the atmosphere of Castello Di Brolio. This romantic castle is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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

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.

Enjoy a lovely dining experience at Ristorante San Desiderio, 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 Osteria Le Logge, 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 Ristorante Taverna Di Cecco. It’s yet another ideal choice to enhance your time in Siena tonight.

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 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 1 night.

Prepare for a day full of family-friendly attractions, breathtaking views, and picturesque 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 culturally significant 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 beloved 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.

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

Enjoy a delicious meal at Ristorante Settimo Sigillo, a top-rated dining destination in Perugia. If you're in the mood to try something new, consider Caffè Baglioni, another top spot with a mouthwatering menu. You might also want to secure a reservation at Bar Pellas. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Perugia this evening.

Explore the vibrant nightlife at Tommi Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Valentina for a great selection of flavorful drinks and a charming setting. Furthermore, Caffe Dal Perugino is perfect for those looking to extend their night with a touch of local flavor.

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

Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Orvieto. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Orvieto. You will spend 2 nights here for some well-deserved relaxation.

Start by visiting Well Of St. Patrick, a prime spot to begin your journey. This picture-perfect monument is sure to impress. Next on your list is Orvieto Cathedral, another must-visit landmark and well-known church renowned for its romantic features.

While exploring and sightseeing, take time to savor the ambiance of Perugia by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to Museo Dell'opera Del Duomo. This photogenic museum is a remarkable attraction that offers a unique experience. Orvieto Underground also adds charm to your journey, and Torre Del Moro Orvieto wraps up your day with its culturally significant appeal.

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.

As you explore more of Orvieto, 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.

Unwind after your meal by stepping into Bar Duomo. This venue is celebrated for its extensive drink selections and cozy vibes.

Savor another day of unforgettable experiences in Italy!

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

Orvieto is brimming with adventures. Today’s wonderful stops include an archeological site, a monument, and a public square. Begin your sightseeing adventure at the iconic Colosseum. Just a short distance away is Roman Forum, a historic archeological site that draws visitors from far and near.

Continue your journey to Trevi Fountain, one of the city’s most world-famous spots that you shouldn’t miss. Another great site to visit is the globally renowned Pantheon. Last up on today’s itinerary is a public square. Make your way to Piazza Navona for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Orvieto.

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

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

Raise your glass to another unforgettable day in Italy!

Embark on another extraordinary experience on day 10 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Cortona. 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.

Get ready to discover some of the most iconic wonders in Orvieto, including a park, a church, and a monastery. Start your day at Parterre. This visually striking park is an often recommended place to see in Orvieto. Then, wander over to Basilica Of Saint Margaret Of Cortona. If awe-inspiring sites excite you, this church will be right up your alley. Nearby, you’ll also find Hermitage "le Celle". This history-steeped monastery is a favorite among visitors.

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.

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.

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.

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