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.

Bring your curiosity for today’s adventure around Perugia. Some of the city’s most loved attractions await! Etruscan Arch is the perfect place to start. This historical landmark is one of the most underrated places to visit in Perugia. Next, head to Perugia Cathedral, an up-and-coming church, known for its monumental 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 Piazza Iv Novembre. This majestic public square is a highly recommended experience. Nearby, you'll also find National Archaeological Museum Of Umbria and Convent Of San Domenico. Visit these for an interesting touch to your journey. Finish the day with a visit to Frontone Gardens, a mesmerizing park in Perugia.

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.

Treat yourself to a delicious dinner at La Taverna, an excellent option for tonight's dining. Looking for something different? Ristorante del Sole offers a tantalizing alternative with its diverse menu. And don’t miss Al Mangiar Bene. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Perugia.

After enjoying a fulfilling meal, continue your evening at Caffè Fortebraccio, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Caffe Del Banco offers a welcoming atmosphere for easing into the nightlife. Similarly, Dempsey's Perugia provides an excellent environment for a relaxed and enjoyable evening.

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

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

Savor the day by visiting some of the best places to see in Perugia, including a church, a public square, a castle, a mountain range, a monument and much more! Start your adventure at Basilica Of San Francesco D'assisi. This captivating church is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Del Comune located in Perugia for another exciting encounter.

Next, immerse yourself in the setting of Basilica Di Santa Chiara. Its historic features will captivate you. After the church, continue your tour of the town with a visit to Rocca Maggiore. Visitors usually appreciate the visually striking features of this castle. Next up is Mount Subasio, a highly recommended mountain range. For a change of pace, head to Porta Consolare. As one of the most intriguing attractions in Perugia, this monument is the perfect place to end your self-guided sightseeing tour.

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

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Perugia. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Make sure to reserve a table at Perugia Plaza Hotel, 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 Elfo Pub Perugia, 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 Sangallo Palace Hotel, a hidden gem nestled in Perugia. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

To truly maximize your evening out, consider visiting Il Birrino after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Quei Bravi Ragazzi, another bar with an inviting ambiance. Similarly, Lo Chalet - Lounge Bar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Get a good night's sleep and look forward to another great day on the road in Italy!

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Siena, 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 Siena. You’ll stay here for 1 night.

Get ready for a day filled with fun adventures, breathtaking views, and photo-friendly spots in the charming city of Perugia. Your adventure starts at Fortezza Medicea (siena), a curiosity-inducing local hot spot. Another notable attraction to explore is Basilica Of San Domenico. This intriguing church is known for its culturally significant appeal.

After soaking in the highlights of these sights, take some time to wander Perugia's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Siena Cathedral. This visually striking church offers a fascinating experience that many visitors find memorable. Pubblico Palace is also worth visiting, along with Piazza Del Campo. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Tower Of Mangia. This increasingly popular monument provides a fitting finale to your sightseeing.

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.

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.

Treat yourself to a delightful dinner at Enoteca I Terzi, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Tar-Tufo? It's another excellent option with a diverse menu. Consider reserving a table at Antica Trattoria Papei as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Siena.

Continue your lively evening at Meet Life Cafè, a perfect place for winding down or revving up the night, depending on which mood you’re in. Maudit Pub is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Impero Siena ensures a night out tailored to your taste.

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.

Immerse yourself in Siena’s rich culture with today's sightseeing itinerary. Start your journey at Piazzale Michelangelo. This visually striking observation deck is sure to ignite your curiosity. Next, dive into the history-steeped features of Bargello National Museum, a must-visit museum in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Basilica Of Santa Croce In Florence, an interesting church. For a change of scene, check out Uffizi Gallery, known for its eye-catching features. We also recommend visiting Ponte Vecchio. This historical landmark is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Piazza Della Signoria, yet another extraordinary attraction in Siena.

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.

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.

Treat yourself to a delicious dinner at Ristorante Oliviero 1962, an excellent option for tonight's dining. Looking for something different? Di Poneta Novoli offers a tantalizing alternative with its diverse menu. And don’t miss Caffe San Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Following your dinner, dive into the local bar culture at Manifattura. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Se·sto On Arno Rooftop Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Il Vinile provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Raise your glass to another unforgettable day in Italy!

Day 6 of your road trip will take you to the best attractions Florence has to offer. Cherish the 2 nights you have left in Florence by discovering the best things there are to see and do in the city.

Set aside time today to explore Oltrarno, a standout neighborhood that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day.

Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and breathtaking views. 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. Pitti Palace is the first of them. Spend some time admiring this enchanting palace before continuing your journey. Cathedral Of Santa Maria Del Fiore is your next stop. This impressive church is one of the best-rated sights in Florence.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Galleria Dell'accademia. This detailed art gallery is a sight to behold. To round off your sightseeing experience, visit Central Market and Basilica Di Santa Maria Novella, Firenze (fi).

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.

Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar 50 Rosso, known for its inviting atmosphere. Bitter Bar is another great option if you’re looking for a place to get the night started. Similarly, Archea Brewery provides a great setting to enjoy the night away.

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

Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await! Battistero Di San Giovanni is the perfect place to start. This church is one of the most worthwhile places to visit in Florence. Next, head to Piazza Del Duomo, Pisa, a wondrous public square, known for its stunning 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 Leaning Tower Of Pisa. This breathtaking monument is a highly recommended experience. Nearby, you'll also find Guinigi Tower and San Michele In Foro. Visit these for an interesting touch to your journey. Finish the day with a visit to Mura Di Lucca, a respected historical landmark in Florence.

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

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

Treat yourself to a delicious dinner at Ristorante Buca Mario, an excellent option for tonight's dining. Looking for something different? Agricola Toscana offers a tantalizing alternative with its diverse menu. And don’t miss Eataly Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Continue your evening by exploring the vibrant nightlife scene at Gosh*, a prime destination for a thrilling night out. Also, don’t forget to check out Antico Caffè Del Moro - Art Bar Firenze, a bar that offers unique local touches. Likewise, Quelo Bar provides an excellent alternative for a fun evening.

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

Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Orvieto. At the end of the day, you will enjoy the comforts of a top-rated hotel in Perugia, which will be your home away from home for 1 night.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Well Of St. Patrick. This culturally significant monument is a highlight of any visit in the village. Then, enjoy Orvieto Cathedral, another romantic attraction that never fails to captivate visitors. Next, head over to Museo Dell'opera Del Duomo, one of the village’s most beloved attractions, known for its monumental features.

If you’re looking for more, spend time soaking in the atmosphere of Orvieto Underground. This historic cave system is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Torre Del Moro Orvieto, a beloved monument, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Pozzo Della Cava before you head back to your hotel.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Perugia. Perugia 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 Perugia's best restaurants.

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

To truly maximize your evening out, consider visiting Punto Di Vista after dinner. This bar is known for offering some of the best drinks and vibes in the city.

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