9-Day Italy Self-Drive Road Trip With Itinerary from Rome traveling west to Florence, Siena, Montefioralle, and Perugia

On day 2 of your road trip in Italy, you’ll start and end your day in Rome, but spend the day exploring what’s beyond the city. Since you will return to Rome for 1 night more, there’s no need to rush. Experience Rome and Vatican City to the fullest today with this curated day itinerary!

A visit to Trastevere in Rome is a must on the agenda today. This neighborhood is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights.

Immerse yourself in Rome’s rich culture with today's sightseeing itinerary. Start your journey at Spanish Steps. This history-steeped public square is sure to ignite your curiosity. Next, dive into the grand features of Piazza Di Spagna, a must-visit public square 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 Trevi Fountain, a timeless monument. For a change of scene, check out Pantheon, known for its culturally significant features. We also recommend visiting Roman Forum. This archeological site is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Colosseum, yet another globally renowned attraction in Rome.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Don’t miss out on dining at RomAntica, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Coso Ristorante, another top spot with a mouthwatering menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Sant' Eustachio Caffè, known for its inviting atmosphere. Yellowsquare Rome is another great option if you’re looking for a place to get the night started. Similarly, Caffè Portofino 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.

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Florence. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 2 nights.

Rome is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and breathtaking views! Start at The Boboli Gardens, an interesting botanical garden that is worthwhile a visit in the city. Nearby, you’ll find Piazzale Michelangelo, enchanting visitors with its visually striking appeal. Continue your exploration at Basilica Of Santa Croce In Florence. This church is one of the city’s most well-known spots.

Enjoy the freedom of exploring Rome 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 timeless Ponte Vecchio.

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.

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.

Continue the enjoyment post-dinner at Manifattura, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Se·sto On Arno Rooftop Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Il Vinile. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

Greet day 4 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Pisa and Lucca.

Savor the day by visiting some of the best places to see in Florence, including a public square, a church, a monument, a museum, a historical landmark and much more! Start your adventure at Piazza Del Duomo, Pisa. This globally renowned public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Pisa Cathedral located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Leaning Tower Of Pisa. Its culturally significant features will captivate you. After the monument, continue your tour of the city with a visit to Museo Dell'opera Del Duomo. Visitors usually appreciate the photogenic features of this museum. Next up is Mura Di Lucca, a highly recommended historical landmark. For a change of pace, head to Piazza Dell'anfiteatro. As one of the most notable attractions in Florence, this public square is the perfect place to end your self-guided sightseeing tour.

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

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

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.

Continue the enjoyment post-dinner at Bar 50 Rosso, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bitter Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Archea Brewery. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Siena and San Gimignano. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Siena. You will spend 1 night here for some well-deserved relaxation.

Get ready to discover some of the most iconic wonders in Florence, including a monument, a public square, a church, a park and much more! Start your day at Fortezza Medicea (siena). This breathtaking monument is an up-and-coming place to see in Florence. Then, wander over to Tower Of Mangia. If UNESCO world heritage-listed sites excite you, this monument will be right up your alley. Nearby, you’ll also find Piazza Del Campo. This visually striking public square 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, Siena Cathedral is a popular spot in the city that will captivate you with its unique charm. When you’re done at the church, don’t forget to check out the enchanting Parco Della Rocca. Take a moment to appreciate the fascinating details of this intriguing park. Wrap up your self-guided tour of Florence's top attractions with a visit to Piazza Del Duomo.

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 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 and reflect on the day's adventures.

Enjoy a lovely dining experience at Enoteca I Terzi, a popular restaurant in Siena. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Siena at Ristorante Tar-Tufo, 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 Antica Trattoria Papei. It’s yet another ideal choice to enhance your time in Siena tonight.

Unwind after your meal by stepping into Meet Life Cafè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Maudit Pub offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Impero Siena, another top-rated bar in the area.

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

Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Castellina in Chianti and Greve in Chianti. At the end of the day, you will enjoy the comforts of a top-rated hotel in Montefioralle, which will be your home away from home for 1 night.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and scenic views. Whether you decide to explore Siena on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Rocca Di Castellina In Chianti is the first of them. Spend some time admiring this visually striking castle before continuing your journey. Poggio Amorelli is your next stop. This up-and-coming winery is one of the best-rated sights in Siena.

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 Castle Of Verrazzano. This history-steeped castle is a sight to behold.

When you’re done exploring for the day, you’ll drive to your hotel in Montefioralle. Check in and spend some time relaxing before you head out to tour the village.

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

Treat yourself to a delightful dinner at La Castellana, highly recommended for tonight's dining.

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

Dive into day 7 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.

Savor the day by visiting some of the best places to see in Montefioralle, including a church, a public square, a castle, a historical landmark 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 Montefioralle for another exciting encounter.

Next, immerse yourself in the setting of Rocca Maggiore. Its history-steeped features will captivate you. After the castle, continue your tour of the town with a visit to Rocca Paolina. Visitors usually appreciate the photogenic features of this historical landmark. Next up is Perugia Cathedral, a highly recommended church. For a change of pace, head to Piazza Iv Novembre. As one of the most increasingly popular attractions in Montefioralle, this public square is the perfect place to end your self-guided sightseeing tour.

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.

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 Ristorante Settimo Sigillo, a top-rated dining spot in Perugia. If you're in the mood for something new, try Caffè Baglioni, another premier location with a delectable menu. You might also want to book a table at Bar Pellas. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Perugia.

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.

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

On day 8 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 Rome, where you will stay for 1 night.

Today’s route brings fun adventures, breathtaking views, and picturesque spots. The first attraction of today is Well Of St. Patrick. This interesting monument is a respected place to see in Perugia. Continue your discovery at Orvieto Cathedral, a culturally significant church with stories to tell.

As you stroll around Perugia, take in the distinct atmosphere and learn what makes this village so unique. Maximize your sightseeing with a visit to Orvieto Underground. This locally appreciated cave system offers a photogenic encounter with Perugia. Next, make your way to Torre Del Moro Orvieto to add another highlight to your day. After that, visit Pozzo Della Cava, a worthwhile cave that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Perugia.

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

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

Have a fantastic dining experience at Hotel de Russie, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Taverna Italiana offers an enticing alternative with its varied menu. Additionally, The Parrot Bar is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

Round off your dining experience by visiting The Apartment Bar Roma, a prime location for a drink. Alternatively, explore the distinctive characteristics of Hotel Hassler Roma, a bar catering to every mood and preference.

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