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

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.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Piazzale Michelangelo. This grand observation deck is a highlight of any visit in the city. Then, enjoy Basilica Of Santa Croce In Florence, another photogenic attraction that never fails to captivate visitors. Next, head over to Piazza Della Signoria, one of the city’s most famous attractions, known for its romantic features.

If you’re looking for more, spend time soaking in the atmosphere of Palazzo Vecchio. This culturally significant palace is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Uffizi Gallery, a widely recognized art gallery, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Ponte Vecchio before you head back to your hotel.

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.

Enjoy a lovely meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

Let the evening flow smoothly from dinner to drinks at Bar 50 Rosso, a top-rated bar in the area. For other recommendations, Bitter Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Archea Brewery 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!

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.

Set out on a day brimming with family-friendly attractions, scenic views, and photo-friendly spots. Start at the world-famous Piazza Del Duomo, Pisa, a breathtaking public square in Florence. Next, go to Leaning Tower Of Pisa.

After visiting Piazza Del Duomo, Pisa and Leaning Tower Of Pisa, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Guinigi Tower. This majestic monument offers a unique experience. San Michele In Foro is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Mura Di Lucca, one of the most visually striking places to visit in Florence.

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

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 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.

Round off your dining experience by visiting Gosh*, a prime location for a drink. Alternatively, explore the distinctive characteristics of Antico Caffè Del Moro - Art Bar Firenze, a bar catering to every mood and preference. Quelo Bar likewise offers a unique atmosphere, perfect for a memorable night out.

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

Prepare for a day full of family-friendly attractions, breathtaking views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Fortezza Medicea (siena). This intriguing monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Basilica Of San Domenico, one of the city’s best highlights.

Next, check out Siena Cathedral, one of the most notable places to see in Florence. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Del Campo. Wander around and soak in the UNESCO world heritage-listed atmosphere this public square offers. Then, head to Pubblico Palace, a top-rated palace that adds another dimension to your day. Finally, visit the often recommended Porta Romana, 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 Siena. Siena 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 Siena. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Don’t miss out on dining at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

After savoring a delicious meal, step into the vibrant nightlife at Meet Life Cafè, where the evening is just getting started. In the same way, Maudit Pub offers a unique charm perfect for experiencing the local bar scene in Siena. Bar Impero Siena is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

Greet day 5 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 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 San Gimignano and Volterra.

Siena is brimming with adventures. Today’s wonderful stops include a public square, a museum, a park, a palace, a church and much more! Begin your sightseeing adventure at the locally appreciated Piazza Del Duomo and allow yourself time to explore. Just a short distance away you'll find your next stop, Palazzo Comunale, Pinacoteca, Torre Grossa, a picture-perfect museum that draws visitors from far and near.

Continue your journey to Parco Della Rocca, one of the village’s most increasingly popular spots that you shouldn’t miss. Another great site to visit is the beloved Etruscan Museum "mario Guarnacci". When you're finished at the museum, Palazzo Incontri Viti awaits your visit. This palace is an eye-catching highlight on today's itinerary. Last up is a church - the frequently visited Baptistery Of San Giovanni Battista.

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.

Treat yourself to a delightful dinner at Osteria Quattro Venti, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Fischi per Fiaschi? It's another excellent option with a diverse menu. Consider reserving a table at Osteria da Divo as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Siena.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Charlie Mixology Bar Di Aldinucci Riccardo stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bar Pinacoteca offers an ideal atmosphere to enjoy the pleasures of the night. San Paolo Pub is also a great option that provides a perfect setting for a relaxing evening.

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

On day 6 of your road trip, you’ll start and end your day in Siena, where you'll stay for 1 night more.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Siena allows for both. Start by heading to Rocca Di Castellina In Chianti. This locally appreciated castle provides an insightful glimpse into the village's identity. Next, discover Poggio Amorelli, a romantic winery, promising a delightful encounter.

Continue your sightseeing with a visit to Il Molino Di Grace, an intriguing winery. When you’re done, don’t forget to make a stop at the locally appreciated Castello Di Brolio.

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

As you explore more of Siena, 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 San Desiderio, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Osteria Le Logge, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Taverna Di Cecco, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Raise your glass and celebrate another amazing day of your road trip 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.

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 locally appreciated castle, located just a leisurely stroll away. Next, head to Etruscan Arch, a picture-perfect 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 curiosity-inducing Perugia Cathedral. If you’re looking for more, Piazza Iv Novembre is also a locally appreciated attraction that is worthwhile a visit. Lastly, don’t miss The Fontana Maggiore, a place of historic interest in the town.

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.

Dine in style at Ristorante Settimo Sigillo, a top recommendation for dinner tonight. Or, for a change of pace, Caffè Baglioni boasts a menu that's sure to impress. Also, be sure to check out Bar Pellas. Known as a local hotspot, it’s a great choice for tonight in Perugia.

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 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 Orvieto. In the evening, you’ll end up in Orvieto, where you will stay for 2 nights.

Enjoy the perfect balance of relaxation and exploration in Perugia today. One of the most interesting attractions included on the itinerary is Well Of St. Patrick. This respected monument will help you start your sightseeing on top. Then, take a leisurely stroll to Orvieto Cathedral and learn what makes this romantic church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the beloved Museo Dell'opera Del Duomo. After exploring the museum, head to Orvieto Underground. This curiosity-inducing cave system is a highlight in Perugia. As your day continues, stop by Torre Del Moro Orvieto, known for its culturally significant features. Lastly, don’t forget to check out the frequently visited Pozzo Della Cava. Enjoy exploring this incredible cave at your own pace.

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 dinnertime approaches, it's time to head out for a bite to eat in Orvieto. If you are looking to dine at a popular restaurant in the town, it's often a good idea to reserve a table in advance.

To truly maximize your evening out, consider visiting Bar Duomo after dinner. This bar is known for offering some of the best drinks and vibes in the city.

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

At the end of the day, you'll drive back to 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 globally renowned archeological site is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the awe-inspiring 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 globally renowned monument offers an enriching experience. For a change of pace, head to Pantheon, where you can take in culturally significant 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.

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

Say good night to Orvieto and look forward to another great day of your road trip 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.

Today, you'll explore some of the most beautiful places in Orvieto, including a park, a church, and a monastery. Start your day with a visit to Parterre. This curiosity-inducing park is a must-visit in the town. When you’re ready for your next discovery, continue to Basilica Of Saint Margaret Of Cortona, which may be one of the most monumental places you will experience today.

One of the best things about exploring Orvieto 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 Hermitage "le Celle", an increasingly popular monastery 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 Florence. Florence 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 Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.

Enjoy a delicious meal 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.

Savor another day of unforgettable experiences in Italy!