7-Day Italy Self-Drive Road Trip With Itinerary from Pisa to Florence, Siena, and Rome

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

Awaiting your discovery is the globally renowned Leaning Tower Of Pisa, an UNESCO world heritage-designated monument in Pisa. Next, go to Piazza Del Duomo, Pisa.

After visiting Leaning Tower Of Pisa and Piazza Del Duomo, Pisa, have a stroll along Pisa's streets and take in the local charm. Continue your sightseeing by heading to Pisa Cathedral. This UNESCO world heritage-designated church offers a unique experience.

When you’re ready to jump back into the car and say goodbye to Pisa, you’ll hit the road in the direction of Florence. This drive usually takes around 1 hour 16 min.

Our first attraction recommendation in Florence is Piazzale Michelangelo, a widely recognized observation deck that draws attention for its enchanting features. Spend some time soaking in the atmosphere before continuing to Galleria Dell'accademia, a detailed art gallery that stands out in the city.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Cathedral Of Santa Maria Del Fiore, an impressive church that offers a unique experience.

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.

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

Enjoy a delicious meal at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

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

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

Your itinerary for day 3 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.

Piazza Della Signoria makes a great addition to your morning plans. This spectacular public square is a symbolic place to see in Florence. Continue your discovery at Ponte Vecchio, a history-steeped historical landmark 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 Uffizi Gallery. This top-rated art gallery offers a romantic encounter with Florence. Next, make your way to Basilica Of Santa Croce In Florence to add another highlight to your day. 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’ve had your share of Florence, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Siena. Your travel time is around 1 hour 9 min.

Set out on a self-guided sightseeing tour at Siena Cathedral and explore the grand features. Next, make your way to Piazza Del Campo, another highlight in Siena.

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.

Don’t miss out on dining 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.

Continue your lively evening at Meet Life Cafè, a perfect place for winding down or revving up the night, depending on which mood you’re in. Maudit Pub is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Impero Siena ensures a night out tailored to your taste.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Italy.

Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 places, which are San Gimignano and Greti. At the end of the day, you will retreat to the hotel of your choice in Rome, where will spend 2 nights.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to San Gimignano may take around 43 min. Upon your arrival in San Gimignano, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Our first attraction recommendation in San Gimignano is Porta San Giovanni, a beloved monument that draws attention for its historic features. Spend some time soaking in the atmosphere before continuing to Piazza Del Duomo, a culturally significant public square that stands out in the village.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Palazzo Comunale, Pinacoteca, Torre Grossa, a locally appreciated museum that offers a unique experience. Be sure to also explore Parco Della Rocca, a nearby park, highly recommended by other travelers.

After soaking in San Gimignano’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Greti. Expect your car journey to take a minimum of 50 min. When you arrive in Greti, it's time to take a break from the road.

Spend your afternoon discovering Villa Calcinaia - Conti Capponi, an often recommended winery known for its visually striking features.

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.

Rome is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Rome.

Savor the flavors at La Bottega Roma, a top pick for dinner tonight. Alternatively, Pasta In Corso beckons with its unique menu offerings. Also, consider Trattoria Vecchia Roma. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

After enjoying a fulfilling meal, continue your evening at La Botticella Of Poggi Giovanni, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Almalu Trastevere offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Viminale Di Pepi Maurilio provides an excellent environment for a relaxed and enjoyable evening.

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

Day 5 offers an itinerary packed with the best things to see in Pisa. You’ll stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

One of the most timeless attractions included on the itinerary is Colosseum. This historic archeological site will help you start your sightseeing on top. Then, take a leisurely stroll to Roman Forum and learn what makes this picture-perfect archeological site unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the wondrous Pantheon. After exploring the monument, head to Piazza Navona. This world-famous public square is a highlight in Rome. As your day continues, stop by Trevi Fountain, known for its detailed features. Lastly, don’t forget to check out the wondrous Piazza Di Spagna. Enjoy exploring this incredible public square at your own pace.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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

Enjoy a delicious meal at RomAntica, a highly-rated dining destination in Rome. If you're eager to try something different, consider Coso Ristorante, another top spot with a tantalizing menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.

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.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Italy.

On day 6 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Vatican City and Orvieto are on today's agenda. In the evening, you’ll end up in Pisa, where you will stay for 1 night.

After soaking in Rome’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Vatican City, Vatican City. Expect your car journey to take a minimum of 11 min. When you arrive in Vatican City, it's time to take a break from the road.

Savor the day by heading to St. Peter's Basilica, a world-famous major basilica that draws visitors from near and far.

Continue your road trip and head to your next destination, Orvieto. This car ride takes around 1 hour 33 min.

Orvieto Cathedral is a popular church we recommend visiting today. Discover its enchanting features before continuing your self-guided tour to Torre Del Moro Orvieto, a respected monument that’s well-regarded in the area.

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

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Pisa, it's often a good idea to reserve a table in advance.

Enjoy a lovely meal at Ristorante Capodimonte Pisa, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, La Locanda Dei Pisani Doc Pisa is another top choice with a popular menu. You could also check for a table at Baribaldi Pisa. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Pisa tonight.

Round off your dining experience by visiting Bar Mocambo, a prime location for a drink. Alternatively, explore the distinctive characteristics of Tree, a bar catering to every mood and preference. Chupiteria likewise offers a unique atmosphere, perfect for a memorable night out.

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