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, you’ll start and end your day in Rome, where you'll stay for 1 night more.

A top thing to do today is to explore Trastevere, a must-see neighborhood in Rome. It's the perfect starting point for touring the top attractions in the area.

Start by visiting Spanish Steps, a prime spot to begin your journey. This history-steeped public square is sure to impress. Next on your list is Piazza Di Spagna, another must-visit landmark and iconic public square renowned for its culturally significant features.

While exploring and sightseeing, take time to savor the culture of Rome by sampling some local delicacies. When you’re ready for more sightseeing, head to Trevi Fountain. This enchanting monument is an essential place to visit for anyone looking for the full Rome experience. We also recommend visiting Pantheon, a world-famous monument. Nearby, you'll also find Roman Forum, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Colosseum and wrap up your day with its historic appeal.

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

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.

Savor the flavors at RomAntica, a top pick for dinner tonight. Alternatively, Coso Ristorante beckons with its unique menu offerings. Also, consider DEROMA - Farine Romane. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Sant' Eustachio Caffè, a well-loved spot among locals and tourists. Or, head to Yellowsquare Rome. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Caffè Portofino, another top-rated place in the area.

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

Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.

Today's adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at The Boboli Gardens. This history-steeped botanical garden is a highlight of any visit in the city. Then, enjoy Piazzale Michelangelo, another romantic attraction that never fails to captivate visitors. Next, head over to Basilica Of Santa Croce In Florence, one of the city’s most locally renowned attractions, known for its culturally significant features.

If you’re looking for more, spend time soaking in the atmosphere of Uffizi Gallery. This picture-perfect art gallery is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Ponte Vecchio, a world-famous historical landmark, and take a stroll around the area.

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.

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.

Have a fantastic dining experience at Ristorante Oliviero 1962, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Di Poneta Novoli offers an enticing alternative with its varied menu. Additionally, Caffe San Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Keep the excitement of the evening going by visiting a bar or two. Manifattura is an excellent place to start. You could also check out Se·sto On Arno Rooftop Bar, offering a different kind of charm. A last recommendation for the day is Il Vinile. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Piazza Del Duomo, Pisa. This wondrous public square provides an insightful glimpse into the city's identity. Next, discover Pisa Cathedral, a stunning church, promising a delightful encounter.

Continue your sightseeing with a visit to Leaning Tower Of Pisa, a wondrous monument. When you’re done, don’t forget to make a stop at the curiosity-inducing Museo Dell'opera Del Duomo. Not far away from the museum, you will find the standout Piazza Dell'anfiteatro, perfect for a quick visit. Round off your day at Mura Di Lucca, another gem in Florence with visually striking features to discover.

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.

After savoring a delicious meal, step into the vibrant nightlife at Bar 50 Rosso, where the evening is just getting started. In the same way, Bitter Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Archea Brewery is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

Dive into day 5 of your remarkable road trip in Italy. Today you will explore Siena and San Gimignano, 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.

Today’s route brings family-friendly attractions, scenic views, and photo-friendly spots. The first attraction of today is Fortezza Medicea (siena). This intriguing monument is an awe-inspiring place to see in Florence. Continue your discovery at Tower Of Mangia, a breathtaking monument 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 Piazza Del Campo. This top-rated public square offers an UNESCO world heritage-listed encounter with Florence. Next, make your way to Siena Cathedral to add another highlight to your day. After that, visit Parco Della Rocca, a curiosity-inducing park that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Piazza Del Duomo, an increasingly popular 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.

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.

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 evening by exploring the vibrant nightlife scene at Meet Life Cafè, a prime destination for a thrilling night out. Also, don’t forget to check out Maudit Pub, a bar that offers unique local touches. Likewise, Bar Impero Siena provides an excellent alternative for a fun evening.

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

On day 6 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 Castellina in Chianti and Greve in Chianti. In the evening, you’ll end up in Montefioralle, where you will stay for 1 night.

Today’s agenda in Siena includes a castle and a winery. Rocca Di Castellina In Chianti is must-visit castle and a great starting point for the day. Next, continue your journey to Poggio Amorelli, a curiosity-inducing winery, located just a leisurely stroll away. Next, head to Castle Of Verrazzano, a visually striking castle, also available for your discovery today.

At the end of the day, you will drive to Montefioralle, 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 Montefioralle. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Treat yourself to a wonderful meal at La Castellana, a top-rated dining spot in Montefioralle.

Savor another day of unforgettable experiences in Italy!

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Santa Maria degli Angeli and Perugia. When you’re not sightseeing, take time to relax at your selected hotel in Perugia, where you’ll be staying for 1 night.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, scenic views, and photo-friendly spots. Whether you decide to explore Montefioralle on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Basilica Of San Francesco D'assisi is the first of them. Spend some time admiring this grand church before continuing your journey. Piazza Del Comune is your next stop. This beloved public square is one of the best-rated sights in Montefioralle.

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 Rocca Maggiore. This grand castle is a sight to behold. To round off your sightseeing experience, visit Rocca Paolina and Perugia Cathedral. If time allows, end your day with Piazza Iv Novembre, a visually striking public square that offers a memorable conclusion to your exploration.

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.

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.

Cap off your dinner by heading to Tommi Bar, ideal for a leisurely evening with a drink in hand. Valentina is another bar that offers an enjoyable setting. Similarly, Caffe Dal Perugino is also a popular place to go on a night out, perfect for relaxing and socializing.

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 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 Rome, which will be your home away from home for 1 night.

Bring your curiosity for today’s adventure around Perugia. Some of the village’s most loved attractions await! Well Of St. Patrick is the perfect place to start. This monument is one of the most well-known places to visit in Perugia. Next, head to Orvieto Cathedral, a notable church, known for its history-steeped 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 Orvieto Underground. This instagrammable cave system is a highly recommended experience. Nearby, you'll also find Torre Del Moro Orvieto and Pozzo Della Cava. Visit these for an interesting touch to your journey.

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

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

Don’t miss out on dining at Hotel de Russie, a top-rated dining destination in Rome. If you're in the mood to try something new, consider La Taverna Italiana, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

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!