5-Day Italy Self-Drive Road Trip With Itinerary from Florence to Siena and Rome

Your itinerary for day 2 of your road trip in Italy includes 2 stops and features some of the highlights of Florence and Siena. At the end of the day, enjoy the comforts of a top-rated hotel in Siena, where you'll spend 1 night.

Make time for Ponte Vecchio, a timeless historical landmark that is worthwhile a visit in the city. Nearby, you’ll find Uffizi Gallery, enchanting visitors with its respected appeal. Continue your exploration at Basilica Of Santa Croce In Florence. This church is one of the city’s most notable spots.

Set your GPS to Siena and hit the road. Expect a journey of approximately 1 hour 9 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Siena beckons with new experiences!

Savor the day by heading to Siena Cathedral, an interesting church that draws visitors from near and far. When you're done, continue to Pubblico Palace, where you can soak in the UNESCO world heritage-listed surroundings.

Next, explore Piazza Del Campo, yet another spectacular place to see in the area.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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.

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.

Make sure to reserve a table at Enoteca I Terzi, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante Tar-Tufo, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Antica Trattoria Papei, a hidden gem nestled in Siena. 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 Meet Life Cafè, ideal for a leisurely evening with a drink in hand. Maudit Pub is another bar that offers an enjoyable setting. Similarly, Bar Impero Siena is also a popular place to go on a night out, perfect for relaxing and socializing.

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

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, including Montepulciano and Rome. When you’re not sightseeing, take time to relax at your chosen hotel in Rome, where you’ll be staying for 1 night.

Embrace the thrill of the open road as you wave goodbye to Siena and set your GPS to Montepulciano. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 3 min. Upon reaching Montepulciano, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Fortezza Medicea is an underrated castle we recommend visiting today. Discover its awe-inspiring features before continuing your self-guided tour.

When you’ve had your share of Montepulciano, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Rome. Your travel time is around 2 hours 14 min.

Set out on a self-guided sightseeing tour at Trevi Fountain and explore the culturally significant features. Next, make your way to Pantheon, another highlight in Rome. When you’re done exploring the monument, continue to Piazza Navona, a grand public square.

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 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.

Have a fantastic dining experience at La Bottega Roma, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Pasta In Corso offers an enticing alternative with its varied menu. Additionally, Trattoria Vecchia Roma is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at La Botticella Of Poggi Giovanni, a well-loved spot among locals and tourists. Or, head to Almalu Trastevere. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Viminale Di Pepi Maurilio, another top-rated place in the area.

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

On day 4 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Rome and Orvieto are on today's agenda. In the evening, you’ll end up in Florence, where you will stay for 1 night.

Visiting Roman Forum is always a good idea. This globally renowned archeological site is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the picture-perfect wonders of Colosseum, a must-see archeological site in the city.

Embrace the thrill of the open road as you wave goodbye to Rome and set your GPS to Orvieto. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 33 min. Upon reaching Orvieto, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

One of our top recommendations for your sightseeing is Orvieto Cathedral. Spend some time admiring the history-steeped features of the church before you continue to your next stop.

When you’ve had your share of Rome, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Orvieto. Your travel time is around 1 hour 33 min.

Set out on a self-guided sightseeing tour at Well Of St. Patrick and explore the breathtaking features.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and relax before you head out to tour the city.

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

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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar 50 Rosso stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bitter Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery is also a great option that provides a perfect setting for a relaxing evening.

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