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

Day 2 of your road trip across Italy promises a magnificent time exploring Florence. You have 2 nights left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Today’s agenda in Florence includes an observation deck, a church, a public square, a palace, an art gallery, a historical landmark and much more! Piazzale Michelangelo is must-visit observation deck and a great starting point for the day. Next, continue your journey to Basilica Of Santa Croce In Florence, a captivating church, located just a leisurely stroll away. Next, head to Piazza Della Signoria, a history-steeped public square, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Florence. When you're ready, let your sightseeing route take you to the notable Palazzo Vecchio. If you’re looking for more, Uffizi Gallery is also a famous attraction that is worthwhile a visit. Lastly, don’t miss Ponte Vecchio, a place of enchanting interest in the city.

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.

Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. With its reputation for pleasing customers, it’s a fantastic choice 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.

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

On day 3 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you will return to Florence for 1 night more, there’s no need to rush. Experience Pisa and Lucca to the fullest today with this curated day itinerary!

Today’s route brings fun adventures, breathtaking views, and picturesque spots. The first attraction of today is Piazza Del Duomo, Pisa. This iconic public square is a majestic 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 visually striking 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, a worthwhile 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 the area’s best attractions, you’ll drive back to your accommodation in Florence.

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.

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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Gosh*, known for its inviting atmosphere. Antico Caffè Del Moro - Art Bar Firenze is another great option if you’re looking for a place to get the night started. Similarly, Quelo Bar provides a great setting to enjoy the night away.

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

Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Siena. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Siena. You will spend 3 nights here for some well-deserved relaxation.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a monument, a church, a public square, a palace and much more! Begin your adventure at Fortezza Medicea (siena). This is a locally appreciated monument you should not miss. Another must-see is Basilica Of San Domenico, a worthwhile church in Florence.

When you’re ready for the next sight, head to Siena Cathedral. From there, take a leisurely stroll to Piazza Del Campo, another of the city’s top-rated attractions. We recommend continuing your self-guided tour at Pubblico Palace, a picture-perfect place of interest in the city. If time allows, add Porta Romana to your itinerary. This increasingly popular monument offers the perfect finishing touch to your day in Florence.

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.

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.

Treat yourself to a delightful dinner at Enoteca I Terzi, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Tar-Tufo? It's another excellent option with a diverse menu. Consider reserving a table at Antica Trattoria Papei as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight 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.

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

At the end of the day, you'll drive back to Siena, where you'll stay for 2 nights more.

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 worthwhile 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 picture-perfect 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 curiosity-inducing 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, an often recommended church that’s sure to leave a lasting impression.

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

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.

Savor the flavors at Osteria Quattro Venti, a top pick for dinner tonight. Alternatively, Fischi per Fiaschi beckons with its unique menu offerings. Also, consider Osteria da Divo. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.

Following your dinner, dive into the local bar culture at Charlie Mixology Bar Di Aldinucci Riccardo. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar Pinacoteca, the perfect place for those looking to experience the best of the nightlife. Similarly, San Paolo Pub provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

Greet day 6 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Siena for your remaining 1 night 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 Castellina in Chianti, Greve in Chianti, and San Regolo.

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

If you’re looking for more, spend time soaking in the atmosphere of Castello Di Brolio. This visually striking 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 the area’s best attractions, you’ll drive back to your accommodation in Siena.

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.

Dine in style at Ristorante San Desiderio, a top recommendation for dinner tonight. Or, for a change of pace, Osteria Le Logge boasts a menu that's sure to impress. Also, be sure to check out Ristorante Taverna Di Cecco. Known as a local hotspot, it’s a great choice for tonight in Siena.

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

Embark on another extraordinary experience on day 7 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Santa Maria degli Angeli and Perugia. At the end of the day, you will enjoy the comforts of a top-rated hotel in Perugia, which will be your home away from home for 1 night.

Today’s agenda in Siena includes a church, a castle, a historical landmark, a public square, a monument and much more! Basilica Of San Francesco D'assisi is must-visit church and a great starting point for the day. Next, continue your journey to Rocca Maggiore, a beloved castle, located just a leisurely stroll away. Next, head to Etruscan Arch, a culturally significant historical landmark, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Siena. When you're ready, let your sightseeing route take you to the up-and-coming Perugia Cathedral. If you’re looking for more, Piazza Iv Novembre is also a frequently visited attraction that is worthwhile a visit. Lastly, don’t miss The Fontana Maggiore, a place of breathtaking interest in the town.

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.

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

Don’t miss out on dining 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.

Extend your evening after a delightful meal by visiting Tommi Bar, which offers the perfect atmosphere for a night out. Moreover, Valentina is another popular option for a drink or two. Likewise, Caffe Dal Perugino also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

On day 8 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Orvieto. When you’re not sightseeing, take time to relax at your selected hotel in Orvieto, where you’ll be staying for 2 nights.

Prepare for a day full of family-friendly attractions, scenic views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Well Of St. Patrick. This popular monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Orvieto Cathedral, one of the village’s best highlights.

Next, check out Museo Dell'opera Del Duomo, one of the most locally appreciated places to see in Perugia. This museum is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Orvieto Underground. Wander around and soak in the instagrammable atmosphere this cave system offers. Then, head to Torre Del Moro Orvieto, a top-rated monument that adds another dimension to your day. Finally, visit the increasingly popular Pozzo Della Cava, the last of our attraction recommendations for today.

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

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

Continue the enjoyment post-dinner at Bar Duomo, a cherished local gathering spot renowned for its welcoming atmosphere.

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

On day 9 of your road trip, you’ll start and end your day in Orvieto, where you'll stay for 1 night more.

Today’s itinerary in Orvieto covers several incredible sights, including an archeological site, a monument, and a public square. Start your adventure at Colosseum. This iconic archeological site is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the culturally significant wonders of Roman Forum, a must-see archeological site in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Trevi Fountain. This wondrous monument offers an enriching experience. For a change of pace, head to Pantheon, where you can take in photogenic features. Conclude your self-guided sightseeing tour with a visit to Piazza Navona. These sights offer a fulfilling end to a perfect day.

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

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.

With its reputation for pleasing customers, it’s a fantastic choice for tonight in Orvieto.

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

Dive into day 10 of your remarkable road trip in Italy. Today you will explore Cortona, 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 Florence. You’ll stay here for 1 night.

Immerse yourself in Orvieto’s rich culture with today's sightseeing itinerary. Start your journey at Parterre. This romantic park is sure to ignite your curiosity. Next, dive into the breathtaking features of Basilica Of Saint Margaret Of Cortona, a must-visit church in the town.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Hermitage "le Celle", an underrated monastery.

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.

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.

Make sure to reserve a table at Tijuana, 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 Djària - American Bar, 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 The Florence Irish Pub, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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