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

Day 2 offers a multitude of experiences. You will stay in Florence for 2 nights more, offering you enough time to explore at a relaxed pace.

Discover a day packed with family-friendly attractions, photo-friendly spots, and history-rich sites in Florence. Begin your sightseeing with Galleria Dell'accademia. This notable art gallery is one of the top attractions in the city. Proceed to Piazza Della Signoria, another must-visit attraction.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Ponte Vecchio. This wondrous historical landmark is a traveler-favorite. Not far away, you’ll find Uffizi Gallery, another key site on your sightseeing itinerary. Basilica Of Santa Croce In Florence is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Piazzale Michelangelo and uncover why it's recognized as one of the city's most top-rated attractions.

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.

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

Make sure to reserve a table at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

If you’re not ready to end the night just yet, Bar 50 Rosso offers a perfect venue to relax and savor a drink. Similarly, Bitter Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in 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.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, scenic views, and picturesque spots. Start at Piazza Del Duomo, Pisa, a globally renowned public square in the city. Then, head to Pisa Cathedral and soak in the ambiance of this UNESCO world heritage-designated church.

There are many interesting places to see in Florence, and when you are ready for more, go to Leaning Tower Of Pisa. This is one of the city’s most iconic UNESCO world heritage-designated spots of interest. After exploring the monument, visit the up-and-coming Mura Di Lucca. Not far away, you'll also find Piazza Dell'anfiteatro. This public square is a visually striking highlight in Florence.

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

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 Ristorante Buca Mario, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Agricola Toscana is another top choice with a popular menu. You could also check for a table at Eataly Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

Keep the excitement of the evening going by visiting a bar or two. Gosh* is an excellent place to start. You could also check out Antico Caffè Del Moro - Art Bar Firenze, offering a different kind of charm. A last recommendation for the day is Quelo Bar. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Siena and San Gimignano. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 2 nights.

Today’s route brings family-friendly attractions, romantic experiences, and breathtaking views. The first attraction of today is Siena Cathedral. This notable church is a history-steeped place to see in Florence. Continue your discovery at Piazza Del Campo, a history-steeped public square 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 Tower Of Mangia. This locally appreciated monument offers a breathtaking encounter with Florence. Next, make your way to Porta San Giovanni to add another highlight to your day. After that, visit Sangimignano1300, an increasingly popular museum that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Piazza Del Duomo, an underrated public square in the city. 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 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.

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.

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.

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

On day 5 of your road trip in Italy, you’ll start and end your day in Siena, but spend the day exploring what’s beyond the city. Since you will return to Siena for 1 night more, there’s no need to rush. Experience San Regolo and Castellina in Chianti to the fullest today with this curated day itinerary!

Discover a day packed with fun adventures, romantic experiences, and scenic views in Siena. Begin your sightseeing with Castello Di Brolio. This increasingly popular castle is one of the top attractions in the hamlet. Proceed to Tumulo Di Montecalvario, another must-visit attraction.

As you wander through the inviting streets of Siena, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Rocca Di Castellina In Chianti. This frequently visited castle is a traveler-favorite.

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

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.

Cap off your dinner by heading to Charlie Mixology Bar Di Aldinucci Riccardo, ideal for a leisurely evening with a drink in hand. Bar Pinacoteca is another bar that offers an enjoyable setting. Similarly, San Paolo Pub 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!

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.

Get ready to discover some of the most iconic wonders in Siena, including a church, a castle, a historical landmark, a public square, a monument and much more! Start your day at Basilica Of San Francesco D'assisi. This historic church is a locally renowned place to see in Siena. Then, wander over to Rocca Maggiore. If history-steeped sites excite you, this castle will be right up your alley. Nearby, you’ll also find Rocca Paolina. This photogenic historical landmark is a favorite among visitors.

Siena offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Perugia Cathedral is a frequently visited spot in the town that will captivate you with its unique charm. When you’re done at the church, don’t forget to check out the enchanting Piazza Iv Novembre. Take a moment to appreciate the fascinating details of this frequently visited public square. Wrap up your self-guided tour of Siena's top attractions with a visit to The Fontana Maggiore.

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.

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 excitement of the evening going by visiting a bar or two. Tommi Bar is an excellent place to start. You could also check out Valentina, offering a different kind of charm. A last recommendation for the day is Caffe Dal Perugino. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Relax and recharge in preparation for another adventurous 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.

A blend of fun adventures, breathtaking views, and photo-friendly spots await you in Perugia on today’s itinerary. First up is the well-known monument, Well Of St. Patrick. Afterward, continue to Orvieto Cathedral, a church every traveler should visit.

As you explore Perugia’s charming streets, take in the lively atmosphere and get to know the character of the village. Next, make your way to Orvieto Underground. This locally appreciated cave system is an essential stop. Following that, head to Torre Del Moro Orvieto, another must-visit site that will enhance your experience. Don’t forget to stop by Pozzo Della Cava, a worthwhile cave in the village.

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.

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.

Have a fantastic dining experience at Tijuana, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Djària - American Bar offers an enticing alternative with its varied menu. Additionally, The Florence Irish Pub is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

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