9-Day Italy Self-Drive Road Trip With Itinerary from Rome to Florence, Siena, Greve in Chianti, and Perugia

Day 2 offers a multitude of experiences. You will stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

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.

Savor the day by visiting some of the best places to see in Rome, including a public square, a monument, and an archeological site. Start your adventure at Spanish Steps. This top-rated public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Di Spagna located in Rome for another exciting encounter.

Next, immerse yourself in the setting of Trevi Fountain. Its romantic features will captivate you. After the monument, continue your tour of the city with a visit to Roman Forum. Visitors usually appreciate the breathtaking features of this archeological site. Next up is Colosseum, a highly recommended archeological site.

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.

Treat yourself to a shopping spree in Rome at Trastevere. Stroll through stylish boutiques and shops, where you can browse unique items to take home. Pick up souvenirs for your loved ones, including artisan crafts that beautifully showcase the culture of Italy. After shopping, explore what Trastevere has to offer, connecting you with locals or fellow travelers as you check out its attractions, available services, and seasonal events.

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.

Make sure to reserve a table at RomAntica, 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 Coso Ristorante, 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 DEROMA - Farine Romane, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Rome allows for both. Start by heading to Piazzale Michelangelo. This spectacular observation deck provides an insightful glimpse into the city's identity. Next, discover Basilica Of Santa Croce In Florence, an instagrammable church, promising a delightful encounter.

Continue your sightseeing with a visit to Uffizi Gallery, a widely recognized art gallery. When you’re done, don’t forget to make a stop at the globally renowned Ponte Vecchio. Not far away from the historical landmark, you will find the history-steeped Piazza Della Signoria, perfect for a quick visit. Round off your day at Piazza Della Repubblica, another gem in Rome with romantic features to discover.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. 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 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.

Make sure to reserve a table at Ristorante Oliviero 1962, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Di Poneta Novoli, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Caffe San Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Il Vinile also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Raise your glass to another unforgettable day 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.

Get ready for a day filled with family-friendly attractions, scenic views, and photo-friendly spots in the charming city of Florence. Your adventure starts at Leaning Tower Of Pisa, an iconic local hot spot. Another notable attraction to explore is Putti Fountain. This often recommended fountain is known for its noteworthy 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 Piazza Del Duomo, Pisa. This stunning public square offers a fascinating experience that many visitors find memorable. Pisa Cathedral is also worth visiting, along with Porta San Pietro. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Mura Di Lucca. This underrated historical landmark provides a fitting finale to your sightseeing.

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

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

Make sure to reserve a table at Ditta Artigianale, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria Da Burde, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the excitement of the evening going by visiting a bar or two. Bar 50 Rosso is an excellent place to start. You could also check out Bitter Bar, offering a different kind of charm. A last recommendation for the day is Archea Brewery. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Savor another day of unforgettable experiences 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 locally renowned attractions included on the itinerary is Siena Cathedral. This visually striking church will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Del Campo and learn what makes this UNESCO world heritage-listed public square unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the up-and-coming Tower Of Mangia. After exploring the monument, head to Parco Della Rocca. This worthwhile park is a highlight in Florence.

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.

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

Enjoy a delicious meal 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.

After savoring a delicious meal, step into the vibrant nightlife at Meet Life Cafè, where the evening is just getting started. In the same way, Maudit Pub offers a unique charm perfect for experiencing the local bar scene in Siena. Bar Impero Siena is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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 6 of your remarkable road trip in Italy. Today you will explore Castellina in Chianti, 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 Greve in Chianti. You’ll stay here for 1 night.

Today's adventure in Siena promises more breathtaking discoveries and enriching experiences! Begin at Rocca Di Castellina In Chianti. This grand castle is a highlight of any visit in the village. Then, enjoy Tumulo Di Montecalvario, another symbolic attraction that never fails to captivate visitors. Next, head over to Poggio Amorelli, one of the village’s most beloved attractions, known for its enchanting features.

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

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

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

Brace yourself for today’s incredible lineup of attractions in Greve in Chianti, featuring family-friendly attractions, breathtaking views, and picturesque spots. Start at Basilica Of San Francesco D'assisi, a locally renowned church in the town. Then, head to Rocca Maggiore and soak in the ambiance of this visually striking castle.

There are many interesting places to see in Greve in Chianti, and when you are ready for more, go to Perugia Sotterranea Accesso. This is one of the town’s most beloved standout spots of interest. After exploring the cave system, visit the beloved Perugia Cathedral. Not far away, you'll also find Piazza Iv Novembre. This public square is a romantic highlight in Greve in Chianti. Before wrapping up your self-guided sightseeing tour, head to The Fontana Maggiore, an increasingly popular monument in the town.

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.

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.

Have a fantastic dining experience at Ristorante Settimo Sigillo, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Caffè Baglioni offers an enticing alternative with its varied menu. Additionally, Bar Pellas is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Perugia.

Following your dinner, dive into the local bar culture at Tommi Bar. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Valentina, the perfect place for those looking to experience the best of the nightlife. Similarly, Caffe Dal Perugino provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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 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.

Perugia is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and scenic views! Start at Orvieto Cathedral, a popular church that is worthwhile a visit in the town. Nearby, you’ll find Orvieto Underground, enchanting visitors with its heritage-rich appeal. Continue your exploration at Pozzo Della Cava. This cave is one of the town’s most often recommended spots.

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.

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 Hotel de Russie, a top pick for dinner tonight. Alternatively, La Taverna Italiana beckons with its unique menu offerings. Also, consider The Parrot Bar. 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 The Apartment Bar Roma, a well-loved spot among locals and tourists. Or, head to Hotel Hassler Roma. This bar boasts a welcoming environment that is perfect for winding down.

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