9-Day Italy Self-Drive Road Trip With Itinerary from Perugia to Siena and Florence

On day 2 of your road trip, you will have an entire day to explore Perugia. You’ll stay in Perugia for 2 nights and discover all the best things to see and do in the area.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Perugia allows for both. Start by heading to Etruscan Arch. This underrated historical landmark provides an insightful glimpse into the city's identity. Next, discover Perugia Cathedral, a heritage-rich church, promising a delightful encounter.

Continue your sightseeing with a visit to Piazza Iv Novembre, an underrated public square. When you’re done, don’t forget to make a stop at the often recommended National Archaeological Museum Of Umbria. Not far away from the museum, you will find the stunning Frontone Gardens, perfect for a quick visit. Round off your day at Convent Of San Domenico, another gem in Perugia with culturally significant 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.

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

Enjoy a delicious meal at La Taverna, a highly-rated dining destination in Perugia. If you're eager to try something different, consider Ristorante del Sole, another top spot with a tantalizing menu. You might also want to secure a reservation at Al Mangiar Bene. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Perugia this evening.

Cap off your dinner by heading to Caffè Fortebraccio, ideal for a leisurely evening with a drink in hand. Caffe Del Banco is another bar that offers an enjoyable setting. Similarly, Dempsey's Perugia is also a popular place to go on a night out, perfect for relaxing and socializing.

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

At the end of the day, you'll drive back to Perugia, where you'll stay for 1 night more.

Today's adventure in Perugia promises more breathtaking discoveries and enriching experiences! Begin at Basilica Of San Francesco D'assisi. This breathtaking church is a highlight of any visit in the town. Then, enjoy Piazza Del Comune, another history-steeped attraction that never fails to captivate visitors. Next, head over to Basilica Di Santa Chiara, one of the town’s most worthwhile attractions, known for its symbolic features.

If you’re looking for more, spend time soaking in the atmosphere of Rocca Maggiore. This visually striking castle is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Mount Subasio, an often recommended mountain range, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Porta Consolare before you head back to your hotel.

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

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

Treat yourself to a delightful dinner at Perugia Plaza Hotel, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Elfo Pub Perugia? It's another excellent option with a diverse menu. Consider reserving a table at Sangallo Palace Hotel as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Perugia.

Following your dinner, dive into the local bar culture at Il Birrino. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Quei Bravi Ragazzi, the perfect place for those looking to experience the best of the nightlife. Similarly, Lo Chalet - Lounge Bar provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Siena. 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 1 night.

Get ready to discover some of the most iconic wonders in Perugia, including a monument, a church, a palace, a public square and much more! Start your day at Fortezza Medicea (siena). This historic monument is an often recommended place to see in Perugia. Then, wander over to Basilica Of San Domenico. If picture-perfect sites excite you, this church will be right up your alley. Nearby, you’ll also find Siena Cathedral. This romantic church 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, Pubblico Palace is an increasingly popular spot in the city that will captivate you with its unique charm. When you’re done at the palace, don’t forget to check out the visually striking Piazza Del Campo. Take a moment to appreciate the fascinating details of this extraordinary public square. Wrap up your self-guided tour of Perugia's top attractions with a visit to Tower Of Mangia.

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.

Treat yourself to a delicious dinner at Enoteca I Terzi, an excellent option for tonight's dining. Looking for something different? Ristorante Tar-Tufo offers a tantalizing alternative with its diverse menu. And don’t miss Antica Trattoria Papei. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.

Let the evening flow smoothly from dinner to drinks at Meet Life Cafè, a top-rated bar in the area. For other recommendations, Maudit Pub provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Impero Siena offers a memorable night with diverse drink options and excellent service.

Savor another day of unforgettable experiences in Italy!

On day 5 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 Florence. In the evening, you’ll end up in Florence, where you will stay for 3 nights.

Siena is home to plenty of attractions that offer fun adventures, romantic experiences, and scenic views! Start at Piazzale Michelangelo, a top-rated observation deck that is worthwhile a visit in the city. Nearby, you’ll find Bargello National Museum, enchanting visitors with its detailed appeal. Continue your exploration at Basilica Of Santa Croce In Florence. This church is one of the city’s most notable spots.

Enjoy the freedom of exploring Siena at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Uffizi Gallery. After exploring the art gallery, head to the globally renowned Ponte Vecchio. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Piazza Della Signoria, a place of enchanting interest in Siena.

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.

Enjoy a delicious meal at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.

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.

Day 6 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.

At the top of the list of things to do today is to explore Oltrarno, a neighborhood that captures the true essence of Florence. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

Today’s agenda in Florence includes a palace, a church, an art gallery, a food market and much more! Pitti Palace is must-visit palace and a great starting point for the day. Next, continue your journey to Cathedral Of Santa Maria Del Fiore, an astonishing church, located just a leisurely stroll away. Next, head to Galleria Dell'accademia, a heritage-rich art gallery, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Florence. When you're ready, let your sightseeing route take you to the notable Central Market. If you’re looking for more, Basilica Di Santa Maria Novella, Firenze (fi) is also a popular attraction that is worthwhile a visit.

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.

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.

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.

After your meal, keep the night alive at a bar like Bar 50 Rosso, known for its lively atmosphere. Bitter Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Archea Brewery offers an excellent atmosphere for those looking to amp up the evening.

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.

Wake up to day 7 of your extraordinary road trip in Italy. With 1 night left in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Start by visiting Battistero Di San Giovanni, a prime spot to begin your journey. This UNESCO world heritage-listed church is sure to impress. Next on your list is Piazza Del Duomo, Pisa, another must-visit landmark and globally renowned public square renowned for its picture-perfect features.

While exploring and sightseeing, take time to savor the culture of Florence by sampling some local delicacies. When you’re ready for more sightseeing, head to Leaning Tower Of Pisa. This picture-perfect monument is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Guinigi Tower, an often recommended monument. Nearby, you'll also find San Michele In Foro, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Mura Di Lucca and wrap up your day with its history-steeped appeal.

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

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.

Make sure to reserve a table at Ristorante Buca Mario, 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 Agricola Toscana, 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 Eataly Firenze, a hidden gem nestled in Florence. 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 Gosh*, which offers the perfect atmosphere for a night out. Moreover, Antico Caffè Del Moro - Art Bar Firenze is another popular option for a drink or two. Likewise, Quelo Bar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Orvieto. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Perugia. You will spend 1 night here for some well-deserved relaxation.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Well Of St. Patrick. This locally renowned monument provides an insightful glimpse into the village's identity. Next, discover Orvieto Cathedral, an inviting church, promising a delightful encounter.

Continue your sightseeing with a visit to Museo Dell'opera Del Duomo, an often recommended museum. When you’re done, don’t forget to make a stop at the curiosity-inducing Orvieto Underground. Not far away from the cave system, you will find the historic Pozzo Della Cava, perfect for a quick visit. Round off your day at Torre Del Moro Orvieto, another gem in Florence with standout features to discover.

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.

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.

Treat yourself to a wonderful meal at Alphaville, a top-rated dining spot in Perugia. If you're in the mood for something new, try Osteria a Priori, another premier location with a delectable menu. You might also want to book a table at La Bottega di Perugia. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Perugia.

Round off your dining experience by visiting Punto Di Vista, a prime location for a drink.

Raise your glass to another unforgettable day in Italy!