One-Week Italy Self-Drive Road Trip With Itinerary from Florence to Siena and Perugia

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.

Florence is brimming with adventures. Today’s wonderful stops include an art gallery, a public square, a historical landmark, a church, an observation deck and much more! Begin your sightseeing adventure at the notable Galleria Dell'accademia and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Della Signoria, a romantic public square that draws visitors from far and near.

Continue your journey to Ponte Vecchio, one of the city’s most wondrous spots that you shouldn’t miss. Another great site to visit is the top-rated Uffizi Gallery. When you're finished at the art gallery, Basilica Of Santa Croce In Florence awaits your visit. This church is a standout highlight on today's itinerary. Last up is an observation deck - the famous Piazzale Michelangelo.

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.

Extend your evening after a delightful meal by visiting Bar 50 Rosso, which offers the perfect atmosphere for a night out. Moreover, Bitter Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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 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!

Florence is home to plenty of attractions that offer family-friendly attractions, breathtaking views, and photo-friendly spots! Start at Piazza Del Duomo, Pisa, a globally renowned public square that is worthwhile a visit in the city. Nearby, you’ll find Pisa Cathedral, enchanting visitors with its UNESCO world heritage-listed appeal. Continue your exploration at Leaning Tower Of Pisa. This monument is one of the city’s most globally renowned 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 Mura Di Lucca. After exploring the historical landmark, head to the interesting Piazza Dell'anfiteatro.

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

As dinnertime approaches, it's time to head out for a bite to eat in Florence. 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 Buca Mario, a highly-rated dining destination in Florence. If you're eager to try something different, consider Agricola Toscana, another top spot with a tantalizing menu. You might also want to secure a reservation at Eataly Firenze. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

Following your dinner, dive into the local bar culture at Gosh*. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Antico Caffè Del Moro - Art Bar Firenze, the perfect place for those looking to experience the best of the nightlife. Similarly, Quelo Bar provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Siena and San Gimignano. 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 2 nights.

Get ready to discover some of the most iconic wonders in Florence, including a church, a public square, a monument, a museum and much more! Start your day at Siena Cathedral. This enchanting church is a popular place to see in Florence. Then, wander over to Piazza Del Campo. If awe-inspiring sites excite you, this public square will be right up your alley. Nearby, you’ll also find Tower Of Mangia. This breathtaking 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, Porta San Giovanni is an intriguing 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 standout Sangimignano1300. Take a moment to appreciate the fascinating details of this curiosity-inducing museum. Wrap up your self-guided tour of Florence's top attractions with a visit to Piazza Del Duomo.

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.

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.

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 enjoying a fulfilling meal, continue your evening at Meet Life Cafè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Maudit Pub offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Impero Siena provides an excellent environment for a relaxed and enjoyable evening.

Savor another day of unforgettable experiences 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 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 San Regolo and Castellina in Chianti.

Siena is brimming with adventures. Today’s wonderful stops include a castle and an archeological site. Begin your sightseeing adventure at the underrated Castello Di Brolio and allow yourself time to explore. Just a short distance away you'll find your next stop, Tumulo Di Montecalvario, a standout archeological site that draws visitors from far and near.

Continue your journey to Rocca Di Castellina In Chianti, one of the hamlet’s most beloved spots that you shouldn’t miss.

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.

Enjoy a delicious meal 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.

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.

Raise your glass to another unforgettable day in Italy!

On day 6 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 adventure in Siena promises more breathtaking discoveries and enriching experiences! Begin at Basilica Of San Francesco D'assisi. This stunning church is a highlight of any visit in the town. Then, enjoy Rocca Maggiore, another visually striking attraction that never fails to captivate visitors. Next, head over to Rocca Paolina, one of the town’s most underrated attractions, known for its respected features.

If you’re looking for more, spend time soaking in the atmosphere of Perugia Cathedral. This standout church is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Piazza Iv Novembre, a worthwhile public square, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out The Fontana Maggiore before you head back to your hotel.

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.

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.

After your meal, keep the night alive at a bar like Tommi Bar, known for its lively atmosphere. Valentina is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Caffe Dal Perugino offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass to another unforgettable day 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 Orvieto. In the evening, you’ll end up in Florence, where you will stay for 1 night.

Bring your curiosity for today’s adventure around Perugia. Some of the village’s most loved attractions await! Well Of St. Patrick is the perfect place to start. This monument is one of the most notable places to visit in Perugia. Next, head to Orvieto Cathedral, a captivating church, known for its inviting features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Orvieto Underground. This visually striking cave system is a highly recommended experience. Nearby, you'll also find Torre Del Moro Orvieto and Pozzo Della Cava. Visit these for an interesting touch to your journey.

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.

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 delightful dinner at Tijuana, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Djària - American Bar? It's another excellent option with a diverse menu. Consider reserving a table at The Florence Irish Pub as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

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