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 discover what to see in Florence. You’ll stay in Florence for 2 nights.

Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Start your day at Galleria Dell'accademia. This heritage-rich art gallery is a popular place to see in Florence. Then, wander over to Piazza Della Signoria. If symbolic sites excite you, this public square will be right up your alley. Nearby, you’ll also find Ponte Vecchio. This history-steeped historical landmark 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, Uffizi Gallery is a top-rated spot in the city that will captivate you with its unique charm. When you’re done at the art gallery, don’t forget to check out the heritage-rich Basilica Of Santa Croce In Florence. Take a moment to appreciate the fascinating details of this popular church. Wrap up your self-guided tour of Florence's top attractions with a visit to Piazzale Michelangelo.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for a true cultural experience.

Don’t miss out on dining at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Keep the evening going at Bar 50 Rosso, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bitter Bar, which offers a similarly pleasant setting and great drinks. Another option is Archea Brewery, which provides an inviting environment for unwinding after a busy day out.

As the sun sets, rest up and recharge for the next leg of your road trip in Italy.

Greet day 3 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 1 night to stay in Florence, so get ready to make the most of your time in the region. On the agenda for this day, you’ll find only the best things to see and do in Pisa and Lucca.

Set your GPS to Pisa and hit the road. Expect a journey of approximately 1 hour 16 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Pisa beckons with new experiences!

Set out on a self-guided sightseeing tour at Piazza Del Duomo, Pisa and explore the stunning features. Next, make your way to Pisa Cathedral, another highlight in Pisa. When you’re done exploring the church, continue to Leaning Tower Of Pisa, a noteworthy monument.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Lucca. This drive usually takes around 31 min, without any stops or traffic disruptions.

When you're ready for some sights, head to Mura Di Lucca, an intriguing historical landmark in Lucca. Explore its romantic features at your own pace before you continue your journey to your next attraction, Piazza Dell'anfiteatro. This interesting public square is a top recommendation in the area.

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

Florence is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Florence.

Savor the flavors at Ristorante Buca Mario, a top pick for dinner tonight. Alternatively, Agricola Toscana beckons with its unique menu offerings. Also, consider Eataly Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Gosh*, a well-loved spot among locals and tourists. Or, head to Antico Caffè Del Moro - Art Bar Firenze. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Quelo Bar, another top-rated place in the area.

Savor another day of unforgettable experiences 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 2 places, which are Siena and San Gimignano. At the end of the day, you will retreat to the hotel of your choice in Siena, where will spend 2 nights.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Siena may take around 1 hour 12 min. Upon your arrival in Siena, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Siena Cathedral, a well-known church that everyone visiting Siena should see. Next, head to Piazza Del Campo. This awe-inspiring public square is one of the most impressive attractions in the region.

If you're keen to see more, don’t miss out on Tower Of Mangia, a breathtaking monument popular among locals as well as travelers.

Spend your afternoon discovering Porta San Giovanni, an underrated monument known for its UNESCO world heritage-designated features. Next, continue your sightseeing at Sangimignano1300, a locally appreciated museum.

If you're starting to feel hungry, this is a great time for a break at a nearby restaurant or cafe. When you're ready for more, stop by Piazza Del Duomo and uncover the details of this inviting public square.

When you’re done exploring for the day, you’ll drive to your hotel in Siena. Check in and relax 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 Siena. Enjoy a relaxing evening as you savor delicious local cuisine.

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.

To truly maximize your evening out, consider visiting Meet Life Cafè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Maudit Pub, another bar with an inviting ambiance. Similarly, Bar Impero Siena also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

On day 5 of your road trip, you'll get the chance to experience San Regolo and Castellina in Chianti. At the end of the day, you'll drive back to Siena, where you still have 1 night left to stay.

Continue your road trip and head to your next destination, San Regolo. This car ride takes around 36 min.

Castello Di Brolio is a locally appreciated castle we recommend visiting today. Discover its romantic features before continuing your self-guided tour.

When you’re ready to jump back into the car and say goodbye to San Regolo, you’ll hit the road in the direction of Castellina in Chianti. This drive usually takes around 40 min.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Tumulo Di Montecalvario, an underrated archeological site that everyone visiting Castellina in Chianti should see. Next, head to Rocca Di Castellina In Chianti. This respected castle is one of the most curiosity-inducing attractions in the region.

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 a true cultural experience.

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.

Round off your dining experience by visiting Charlie Mixology Bar Di Aldinucci Riccardo, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Pinacoteca, a bar catering to every mood and preference. San Paolo Pub likewise offers a unique atmosphere, perfect for a memorable night out.

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

On day 6 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Santa Maria degli Angeli and Perugia are on today's agenda. In the evening, you’ll end up in Perugia, where you will stay for 1 night.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Santa Maria degli Angeli. This drive usually takes around 1 hour 36 min, without any stops or traffic disruptions.

Savor the day by heading to Basilica Of San Francesco D'assisi, a captivating church that draws visitors from near and far. When you're done, continue to Rocca Maggiore, where you can soak in the grand surroundings.

Perugia’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Santa Maria degli Angeli behind. This drive usually takes around 31 min. Perugia welcomes you with a multitude of unique vacation experiences.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Rocca Paolina, a beloved historical landmark that everyone visiting Perugia should see. Next, head to Perugia Cathedral. This heritage-rich church is one of the most frequently visited attractions in the region.

If you're keen to see more, don’t miss out on Piazza Iv Novembre, a romantic public square popular among locals as well as travelers. The Fontana Maggiore is an excellent attraction to visit next. Spend some time learning more about this frequently visited monument before you continue your journey.

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

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.

Keep the evening going at Tommi Bar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Valentina, which offers a similarly pleasant setting and great drinks. Another option is Caffe Dal Perugino, which provides an inviting environment for unwinding after a busy day out.

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

Dive into day 7 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Orvieto. At the end of the day, you’ll unwind at one of the finest accommodations in Florence, where you'll spend 1 night.

When you’ve had your share of Perugia, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Orvieto. Your travel time is around 1 hour 17 min.

Our first attraction recommendation in Orvieto is Well Of St. Patrick, a well-known monument that draws attention for its breathtaking features.

Embrace the thrill of the open road as you wave goodbye to Perugia and set your GPS to Orvieto. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 17 min. Upon reaching Orvieto, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Set out on a self-guided sightseeing tour at Orvieto Cathedral and explore the visually striking features. Next, make your way to Orvieto Underground, another highlight in Orvieto. When you’re done exploring the cave system, continue to Torre Del Moro Orvieto, an awe-inspiring monument.

Nearby, you will also find Pozzo Della Cava. This frequently visited cave is a top place to see in the area.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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.

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

Enjoy a lovely dining experience at Tijuana, 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 Djària - American Bar, 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 The Florence Irish Pub. It’s yet another ideal choice to enhance your time in Florence 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 Italy.