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

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.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Galleria Dell'accademia. This popular art gallery provides an insightful glimpse into the city's identity. Next, discover Piazza Della Signoria, a remarkable public square, promising a delightful encounter.

Continue your sightseeing with a visit to Ponte Vecchio, a timeless historical landmark. When you’re done, don’t forget to make a stop at the top-rated Uffizi Gallery. Not far away from the art gallery, you will find the history-steeped Piazzale Michelangelo, perfect for a quick visit. Round off your day at Basilica Of Santa Croce In Florence, another gem in Florence with inviting features to discover.

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.

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.

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.

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, where you'll stay for 1 night more.

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 stunning appeal. Continue your exploration at Leaning Tower Of Pisa. This monument is one of the city’s most iconic 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 captivating Piazza Dell'anfiteatro.

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

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

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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Gosh* stands out as an excellent choice for a post-dinner cocktail. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers an ideal atmosphere to enjoy the pleasures of the night. Quelo Bar is also a great option that provides a perfect setting for a relaxing evening.

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.

Set out on a day brimming with fun adventures, romantic experiences, and scenic views. Start at the interesting Siena Cathedral, a symbolic church in Florence. Next, go to Piazza Del Campo.

After visiting Siena Cathedral and Piazza Del Campo, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Tower Of Mangia. This UNESCO world heritage-designated monument offers a unique experience. Porta San Giovanni is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Sangimignano1300, one of the most heritage-rich places to visit in Florence. If you still have some time left for sightseeing, we also recommend stopping by Piazza Del Duomo.

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.

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

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.

Cap off your dinner by heading to Meet Life Cafè, ideal for a leisurely evening with a drink in hand. Maudit Pub is another bar that offers an enjoyable setting. Similarly, Bar Impero Siena is also a popular place to go on a night out, perfect for relaxing and socializing.

Raise your glass to another unforgettable day in Italy!

Wake up to day 5 of your extraordinary road trip in Italy. With 1 night left in Siena, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Get ready for an exciting day in Siena. Today’s sightseeing agenda includes a castle and an archeological site. Begin your adventure at Castello Di Brolio. This is a curiosity-inducing castle you should not miss. Another must-see is Tumulo Di Montecalvario, an intriguing archeological site in Siena.

When you’re ready for the next sight, head to Rocca Di Castellina In Chianti.

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.

Make sure to reserve a table at Osteria Quattro Venti, 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 Fischi per Fiaschi, 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 Osteria da Divo, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Extend your evening after a delightful meal by visiting Charlie Mixology Bar Di Aldinucci Riccardo, which offers the perfect atmosphere for a night out. Moreover, Bar Pinacoteca is another popular option for a drink or two. Likewise, San Paolo Pub also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

Dive into day 6 of your remarkable road trip in Italy. Today you will explore Santa Maria degli Angeli and Perugia, 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 Perugia. You’ll stay here for 1 night.

Enjoy the perfect balance of relaxation and exploration in Siena today. One of the most well-known attractions included on the itinerary is Basilica Of San Francesco D'assisi. This breathtaking church will help you start your sightseeing on top. Then, take a leisurely stroll to Rocca Maggiore and learn what makes this visually striking castle unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the locally appreciated Rocca Paolina. After exploring the historical landmark, head to Perugia Cathedral. This often recommended church is a highlight in Siena. As your day continues, stop by Piazza Iv Novembre, known for its visually striking features. Lastly, don’t forget to check out the intriguing The Fontana Maggiore. Enjoy exploring this incredible monument at your own pace.

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

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

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

Continue your evening by exploring the vibrant nightlife scene at Tommi Bar, a prime destination for a thrilling night out. Also, don’t forget to check out Valentina, a bar that offers unique local touches. Likewise, Caffe Dal Perugino provides an excellent alternative for a fun evening.

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

Get ready to discover some of the most iconic wonders in Perugia, including a monument, a church, a cave system, a cave and much more! Start your day at Well Of St. Patrick. This culturally significant monument is a notable place to see in Perugia. Then, wander over to Orvieto Cathedral. If enchanting sites excite you, this church will be right up your alley. Nearby, you’ll also find Orvieto Underground. This eye-catching cave system is a favorite among visitors.

Perugia offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Torre Del Moro Orvieto is an often recommended spot in the village that will captivate you with its unique charm. When you’re done at the monument, don’t forget to check out the visually striking Pozzo Della Cava. Take a moment to appreciate the fascinating details of this often recommended cave.

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.

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.

Don’t miss out on dining 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.

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