9-Day Italy Self-Drive Road Trip With Itinerary from Rome traveling north 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!

Don’t miss Trastevere in Rome today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time exploring its best features, and enjoy the convenience of nearby top-rated landmarks.

Bring your curiosity for today’s adventure around Rome. Some of the city’s most loved attractions await. Spanish Steps is the perfect place to start. This public square is one of the most widely recognized places to visit in Rome. Next, head to Piazza Di Spagna, a globally renowned public square, known for its enchanting 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 Trevi Fountain. This symbolic monument offers a unique experience that is highly recommended. Meanwhile, Pantheon adds its own distinct charm to your journey. Finish your day with a visit to Roman Forum, a breathtaking archeological site in Rome.

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.

Dine in style at RomAntica, a top recommendation for dinner tonight. Or, for a change of pace, Coso Ristorante boasts a menu that's sure to impress. Also, be sure to check out DEROMA - Farine Romane. Known as a local hotspot, it’s a great choice for tonight in Rome.

Let the evening flow smoothly from dinner to drinks at Sant' Eustachio Caffè, a top-rated bar in the area. For other recommendations, Yellowsquare Rome provides a perfect setting for rounding out your night with style and great drinks. Likewise, Caffè Portofino offers a memorable night with diverse drink options and excellent service.

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

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.

Discover a day packed with family-friendly attractions, romantic experiences, and breathtaking views in Rome. Begin your sightseeing with The Boboli Gardens. This well-known botanical garden is one of the top attractions in the city. Proceed to Piazzale Michelangelo, another must-visit attraction that enhances the city’s allure.

As you wander through the inviting streets of Rome, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Basilica Of Santa Croce In Florence. This interesting church is a traveler-favorite. Not far away, you’ll find Uffizi Gallery, another key site on your sightseeing itinerary. Conclude your day at Ponte Vecchio and uncover why it's recognized as one of the city's most world-famous attractions.

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

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 your evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out Se·sto On Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Il Vinile 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!

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.

Today’s agenda in Florence includes a public square, a church, a monument, a museum, a historical landmark and much more! Piazza Del Duomo, Pisa is must-visit public square and a great starting point for the day. Next, continue your journey to Pisa Cathedral, a worthwhile church, located just a leisurely stroll away. Next, head to Leaning Tower Of Pisa, a grand monument, 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. If you’re looking for more, Museo Dell'opera Del Duomo is also a worthwhile attraction that is worthwhile a visit. Lastly, don’t miss Mura Di Lucca, an up-and-coming gem to see in the city.

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

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.

Enjoy a lovely dining experience at Ditta Artigianale, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Trattoria Da Burde, 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 Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.

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.

Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip 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 Siena and San Gimignano. In the evening, you’ll end up in Siena, where you will stay for 1 night.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a monument, a public square, a church, a park and much more! Begin your adventure at Fortezza Medicea (siena). This is a locally appreciated monument you should not miss. Another must-see is Tower Of Mangia, an underrated monument in Florence.

When you’re ready for the next sight, head to Piazza Del Campo. From there, take a leisurely stroll to Siena Cathedral, another of the city’s locally renowned attractions. We recommend ending your self-guided tour of the city with a romantic park. Parco Della Rocca is a truly remarkable place to visit in Florence.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Siena. Siena offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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

Dine in style at Enoteca I Terzi, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante Tar-Tufo boasts a menu that's sure to impress. Also, be sure to check out Antica Trattoria Papei. Known as a local hotspot, it’s a great choice for tonight in Siena.

Following your dinner, dive into the local bar culture at Meet Life Cafè. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Maudit Pub, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Impero Siena provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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 adventure in Siena promises more breathtaking discoveries and enriching experiences! Begin at Rocca Di Castellina In Chianti. This visually striking castle is a highlight of any visit in the village. Then, enjoy Poggio Amorelli, another eye-catching attraction that never fails to captivate visitors. Next, head over to Castle Of Verrazzano, one of the village’s most up-and-coming attractions, known for its romantic features.

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.

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 delightful dinner at La Castellana, highly recommended for tonight's dining.

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.

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.

Set out on a day brimming with fun adventures, scenic views, and picturesque spots. Start at the notable Basilica Of San Francesco D'assisi, a stunning church in Montefioralle. Next, go to Piazza Del Comune.

After visiting Basilica Of San Francesco D'assisi and Piazza Del Comune, take time to explore Montefioralle's streets and absorb its charm. Continue your sightseeing by heading to Rocca Maggiore. This visually striking castle offers a unique experience. Rocca Paolina is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Perugia Cathedral, one of the most culturally significant places to visit in Montefioralle.

At the end of the day, you will drive to Perugia, 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 Perugia. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Treat yourself to a delicious dinner at Ristorante Settimo Sigillo, an excellent option for tonight's dining. Looking for something different? Caffè Baglioni offers a tantalizing alternative with its diverse menu. And don’t miss Bar Pellas. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Perugia.

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.

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

On day 8 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 Rome, where you’ll be staying for 1 night.

Immerse yourself in Perugia’s rich culture with today's sightseeing itinerary. Start your journey at Well Of St. Patrick. This picture-perfect monument is sure to ignite your curiosity. Next, dive into the visually striking features of Orvieto Cathedral, a must-visit church in the village.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Orvieto Underground, a curiosity-inducing cave system. For a change of scene, check out Torre Del Moro Orvieto, known for its breathtaking features.

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 dinnertime approaches, it's time to head out for a bite to eat in Rome. 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 Hotel de Russie, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Taverna Italiana, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of The Parrot Bar, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Unwind after your meal by stepping into The Apartment Bar Roma. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Hotel Hassler Roma offers a dynamic and energetic atmosphere for a glass or two.

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