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.

Trastevere is a neighborhood that stands out as one of the must-see places in Rome. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away.

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most astonishing attractions included on the itinerary is Spanish Steps. This history-steeped public square will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Di Spagna and learn what makes this romantic public square unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the globally renowned Trevi Fountain. After exploring the monument, head to Pantheon. This world-famous monument is a highlight in Rome. As your day continues, stop by Roman Forum, known for its breathtaking features. Lastly, don’t forget to check out the iconic Colosseum. Enjoy exploring this incredible archeological site at your own pace.

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

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

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.

Keep the evening going at Sant' Eustachio Caffè, a great choice for enjoying the after-dinner hours with a drink. You could also go to Yellowsquare Rome, which offers a similarly pleasant setting and great drinks. Another option is Caffè Portofino, which provides an inviting environment for unwinding after a busy day out.

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

Dive into day 3 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 2 nights.

Brace yourself for today’s incredible lineup of attractions in Rome, featuring fun adventures, romantic experiences, and scenic views. Start at The Boboli Gardens, a popular botanical garden in the city. Then, head to Piazzale Michelangelo and soak in the ambiance of this romantic observation deck.

There are many interesting places to see in Rome, and when you are ready for more, go to Basilica Of Santa Croce In Florence. This is one of the city’s most popular heritage-rich spots of interest. After exploring the church, visit the widely recognized Uffizi Gallery. Not far away, you'll also find Ponte Vecchio. This historical landmark is an enchanting highlight in Rome.

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.

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 lovely dining experience at Ristorante Oliviero 1962, 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 Di Poneta Novoli, 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 Caffe San Firenze. It’s yet another ideal choice to enhance your time 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.

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

Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, scenic views, and picturesque spots. Start at Piazza Del Duomo, Pisa, a wondrous public square in the city. Then, head to Pisa Cathedral and soak in the ambiance of this picture-perfect church.

There are many interesting places to see in Florence, and when you are ready for more, go to Leaning Tower Of Pisa. This is one of the city’s most globally renowned UNESCO world heritage-designated spots of interest. After exploring the monument, visit the beloved Museo Dell'opera Del Duomo. Not far away, you'll also find Mura Di Lucca. This historical landmark is a visually striking highlight in Florence. Before wrapping up your self-guided sightseeing tour, head to Piazza Dell'anfiteatro, an interesting public square in the city.

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

As dinnertime approaches, it's time to head out for a bite to eat in Florence. 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 delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Unwind after your meal by stepping into Bar 50 Rosso. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bitter Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Archea Brewery, another top-rated bar in the area.

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

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Siena and San Gimignano. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 1 night.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most underrated attractions included on the itinerary is Fortezza Medicea (siena). This picture-perfect monument will help you start your sightseeing on top. Then, take a leisurely stroll to Tower Of Mangia and learn what makes this culturally significant monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the spectacular Piazza Del Campo. After exploring the public square, head to Siena Cathedral. This captivating church is a highlight in Florence. As your day continues, stop by Parco Della Rocca, known for its history-steeped features. Lastly, don’t forget to check out the beloved Piazza Del Duomo. Enjoy exploring this incredible public square at your own pace.

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.

Have a fantastic dining experience at Enoteca I Terzi, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante Tar-Tufo offers an enticing alternative with its varied menu. Additionally, Antica Trattoria Papei is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Siena.

Let the evening flow smoothly from dinner to drinks at Meet Life Cafè, a top-rated bar in the area. For other recommendations, Maudit Pub provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Impero Siena offers a memorable night with diverse drink options and excellent service.

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 route brings fun adventures, romantic experiences, and scenic views. The first attraction of today is Rocca Di Castellina In Chianti. This frequently visited castle is an enchanting place to see in Siena. Continue your discovery at Poggio Amorelli, a visually striking winery with stories to tell.

As you stroll around Siena, take in the distinct atmosphere and learn what makes this village so unique. Maximize your sightseeing with a visit to Castle Of Verrazzano. This often recommended castle offers a visually striking encounter with Siena. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Siena.

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

Dine in style at La Castellana, a top recommendation for dinner tonight.

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

On day 7 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 Santa Maria degli Angeli and Perugia. In the evening, you’ll end up in Perugia, where you will stay for 1 night.

Today, you'll explore some of the most beautiful places in Montefioralle, including a church, a public square, a castle, a historical landmark and much more! Start your day with a visit to Basilica Of San Francesco D'assisi. This locally renowned church is a must-visit in the town. When you’re ready for your next discovery, continue to Piazza Del Comune, which may be one of the most romantic places you will experience today.

One of the best things about exploring Montefioralle on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Rocca Maggiore, an underrated castle in the town. If you’re up for more discoveries, don’t forget to reserve some time for Rocca Paolina and Perugia Cathedral. End your day with a visit to Piazza Iv Novembre, a locally appreciated public square that’s sure to leave a lasting impression.

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.

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

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.

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

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

Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Orvieto. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 1 night here for some well-deserved relaxation.

Perugia is brimming with adventures. Today’s wonderful stops include a monument, a church, a cave system, a cave and much more! Begin your sightseeing adventure at the well-known Well Of St. Patrick and allow yourself time to explore. Just a short distance away you'll find your next stop, Orvieto Cathedral, a history-steeped church that draws visitors from far and near.

Continue your journey to Orvieto Underground, one of the village’s most beloved spots that you shouldn’t miss. Another great site to visit is the frequently visited Torre Del Moro Orvieto. When you're finished at the monument, Pozzo Della Cava awaits your visit. This cave is a photogenic highlight on today's itinerary.

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.

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.

Enjoy a delicious meal 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.

Keep the excitement of the evening going by visiting a bar or two. The Apartment Bar Roma is an excellent place to start. You could also check out Hotel Hassler Roma, offering a different kind of charm.

Savor another day of unforgettable experiences in Italy!