11-Day Italy Self-Drive Road Trip With Itinerary from Perugia to Siena, Florence, and Rome and surrounding area

On day 2 of your road trip, you’ll start and end your day in Perugia, where you'll stay for 1 night more.

Perugia is brimming with adventures. Today’s wonderful stops include a museum, a church, an art gallery, a historical landmark, a castle and much more! Begin your sightseeing adventure at the increasingly popular National Archaeological Museum Of Umbria and allow yourself time to explore. Just a short distance away you'll find your next stop, Basilica Of San Francesco D'assisi, a picture-perfect church that draws visitors from far and near.

Continue your journey to Pinacoteca Comunale Palazzo Vallemani, one of the city’s most increasingly popular spots that you shouldn’t miss. Another great site to visit is the frequently visited Portico Of Monte Frumentario. When you're finished at the historical landmark, Rocca Maggiore awaits your visit. This castle is a symbolic highlight on today's itinerary.

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

As dinnertime approaches, it's time to head out for a bite to eat in Perugia. 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.

Savor the flavors at La Taverna, a top pick for dinner tonight. Alternatively, Ristorante del Sole beckons with its unique menu offerings. Also, consider Al Mangiar Bene. With its consistent customer satisfaction, it’s an excellent option for dining in Perugia tonight.

Continue your lively evening at Caffè Fortebraccio, a perfect place for winding down or revving up the night, depending on which mood you’re in. Caffe Del Banco is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Dempsey's Perugia ensures a night out tailored to your taste.

Celebrate another amazing day of your road trip adventure in Italy!

On day 3 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 Siena. In the evening, you’ll end up in Siena, where you will stay for 2 nights.

Start by visiting Pubblico Palace, a prime spot to begin your journey. This culturally significant palace is sure to impress. Next on your list is Tower Of Mangia, another must-visit landmark and often recommended monument renowned for its historic features.

While exploring and sightseeing, take time to savor the culture of Perugia by sampling some local delicacies. When you’re ready for more sightseeing, head to Piazza Del Campo. This history-steeped public square is an essential place to visit for anyone looking for the full Perugia experience. We also recommend visiting Siena Cathedral, a notable church. Nearby, you'll also find Piccolomini Library, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Battistero Di San Giovanni Battista and wrap up your day with its photogenic appeal.

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.

Extend your evening after a delightful meal by visiting Meet Life Cafè, which offers the perfect atmosphere for a night out. Moreover, Maudit Pub is another popular option for a drink or two. Likewise, Bar Impero Siena also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

On day 4 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 Siena, Castellina in Chianti, and San Regolo to the fullest today with this curated day itinerary!

Savor the day by visiting some of the best places to see in Siena, including a church and a castle. Start your adventure at Basilica Of San Domenico. This beloved church is a must-visit for travelers looking for a unique holiday experience. Make your way to Rocca Di Castellina In Chianti located in Siena for another exciting encounter.

Next, immerse yourself in the setting of Castello Di Brolio. Its visually striking features will captivate you.

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

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.

Have a fantastic dining experience at Osteria Quattro Venti, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Fischi per Fiaschi offers an enticing alternative with its varied menu. Additionally, Osteria da Divo is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Siena.

Unwind after your meal by stepping into Charlie Mixology Bar Di Aldinucci Riccardo. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Pinacoteca offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook San Paolo Pub, another top-rated bar in the area.

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

Dive into day 5 of your remarkable road trip in Italy. Today you will explore Florence, 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 Florence. You’ll stay here for 3 nights.

Siena is home to plenty of attractions that offer fun adventures, romantic experiences, and scenic views! Start at Piazzale Michelangelo, a spectacular observation deck that is worthwhile a visit in the city. Nearby, you’ll find Basilica Of Santa Croce In Florence, enchanting visitors with its culturally significant appeal. Continue your exploration at Uffizi Gallery. This art gallery is one of the city’s most spectacular 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 Ponte Vecchio. After exploring the historical landmark, head to the captivating Palazzo Vecchio. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Piazza Della Signoria, a place of masterful interest in Siena.

At the end of the day, you will drive to Florence, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

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.

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

Cap off your dinner by heading to Manifattura, ideal for a leisurely evening with a drink in hand. Se·sto On Arno Rooftop Bar is another bar that offers an enjoyable setting. Similarly, Il Vinile is also a popular place to go on a night out, perfect for relaxing and socializing.

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.

Start by visiting David, a prime spot to begin your journey. Next on your list is Galleria Dell'accademia, another must-visit landmark and locally renowned art gallery renowned for its detailed 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 Cathedral Of Santa Maria Del Fiore. This romantic church is an essential place to visit for anyone looking for the full Florence experience.

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 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.

Enjoy a delicious meal 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.

Round off your dining experience by visiting Bar 50 Rosso, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bitter Bar, a bar catering to every mood and preference. Archea Brewery likewise offers a unique atmosphere, perfect for a memorable night out.

Relax and recharge in preparation for another adventurous day 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 Piazza Del Duomo, Pisa, a prime spot to begin your journey. This picture-perfect public square is sure to impress. Next on your list is Pisa Cathedral, another must-visit landmark and increasingly popular church renowned for its stunning 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 breathtaking monument is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Guinigi Tower, an increasingly popular monument. Nearby, you'll also find Piazza Dell'anfiteatro, ready to add charm to your journey.

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 wonderful meal at Ristorante Buca Mario, a top-rated dining spot in Florence. If you're in the mood for something new, try Agricola Toscana, another premier location with a delectable menu. You might also want to book a table at Eataly Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

After savoring a delicious meal, step into the vibrant nightlife at Gosh*, where the evening is just getting started. In the same way, Antico Caffè Del Moro - Art Bar Firenze offers a unique charm perfect for experiencing the local bar scene in Florence. Quelo Bar is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Get a good night's sleep and look forward to another great day on the road 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 Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rome, which will be your home away from home for 2 nights.

Get ready for a day filled with family-friendly attractions, scenic views, and picturesque spots in the charming city of Florence. Your adventure starts at Colosseum, an iconic local hot spot. Another notable attraction to explore is Roman Forum. This world-famous archeological site is known for its UNESCO world heritage-designated appeal.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Spanish Steps. This enchanting public square offers a fascinating experience that many visitors find memorable. Piazza Di Spagna is also worth visiting, along with Trevi Fountain. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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

Enjoy a delicious meal at La Bottega Roma, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Pasta In Corso, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

To truly maximize your evening out, consider visiting La Botticella Of Poggi Giovanni after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Almalu Trastevere, another bar with an inviting ambiance. Similarly, Bar Viminale Di Pepi Maurilio also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

On day 9 of your road trip, you’ll start and end your day in Rome, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Vatican City and Rome. You still have 1 night left in Rome.

Prepare for a day full of fun adventures, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Vatican Museums. This globally renowned art museum is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Saint Peter's Square, one of the city’s best highlights.

Next, check out Sistine Chapel, one of the most spectacular places to see in Rome. This chapel is a favorite among locals and travelers alike. Then, head to Piazza Navona, a top-rated public square that adds another dimension to your day. Finally, visit the iconic Pantheon, the last of our attraction recommendations for today.

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

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

Enjoy a lovely meal at RomAntica, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Coso Ristorante is another top choice with a popular menu. You could also check for a table at DEROMA - Farine Romane. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

Extend your evening after a delightful meal by visiting Sant' Eustachio Caffè, which offers the perfect atmosphere for a night out. Moreover, Yellowsquare Rome is another popular option for a drink or two. Likewise, Caffè Portofino also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

On day 10 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Orvieto. When you’re not sightseeing, take time to relax at your selected hotel in Perugia, where you’ll be staying for 1 night.

A blend of fun adventures, romantic experiences, and scenic views await you in Rome on today’s itinerary. First up is the popular church, Orvieto Cathedral. Afterward, continue to Orvieto Underground, a cave system every traveler should visit.

As you explore Rome’s charming streets, take in the lively atmosphere and get to know the character of the town. Next, make your way to Torre Del Moro Orvieto. This curiosity-inducing monument is an essential stop. Following that, head to Pozzo Della Cava, another must-visit site that will enhance your experience.

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.

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

Dine in style at Perugia Plaza Hotel, a top recommendation for dinner tonight. Or, for a change of pace, Elfo Pub Perugia boasts a menu that's sure to impress. Also, be sure to check out Sangallo Palace Hotel. Known as a local hotspot, it’s a great choice for tonight in Perugia.

Continue your evening by exploring the vibrant nightlife scene at Il Birrino, a prime destination for a thrilling night out. Also, don’t forget to check out Quei Bravi Ragazzi, a bar that offers unique local touches. Likewise, Lo Chalet - Lounge Bar provides an excellent alternative for a fun evening.

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