One-Week Italy Self-Drive Road Trip With Itinerary from Pisa traveling east to Florence, Siena, and Rome

Dive into day 2 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Pisa and Florence. At the end of the day, you’ll unwind at one of the finest accommodations in Florence, where you'll spend 2 nights.

Make time for Leaning Tower Of Pisa, an iconic monument that is worthwhile a visit in the city. Nearby, you’ll find Piazza Del Duomo, Pisa, enchanting visitors with its picture-perfect appeal. Continue your exploration at Pisa Cathedral. This church is one of the city’s most worthwhile spots.

After soaking in Pisa’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Florence. Expect your car journey to take a minimum of 1 hour 18 min. When you arrive in Florence, it's time to take a break from the road.

One of our top recommendations for your sightseeing is Central Market. Spend some time admiring the instagrammable features of the food market before you continue to your next stop. Then, head to Galleria Dell'accademia. This locally renowned art gallery is a traveler-favorite in the city.

If you're keen to see more, continue to Cathedral Of Santa Maria Del Fiore. Feed your curiosity by learning something new about the church.

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.

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.

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.

Raise your glass to another unforgettable day in Italy!

Day 3 of your road trip across Italy promises a magnificent time exploring what to see in Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

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

Ponte Vecchio leaves a lasting impression. This historical landmark is one of the most world-famous places to visit in Florence. Next, head to Uffizi Gallery, a top-rated art gallery, known for its romantic 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 Piazza Della Signoria. This visually striking public square is a highly recommended experience. Nearby, you'll also find Basilica Of Santa Croce In Florence and Piazzale Michelangelo Visit these for an interesting touch to your journey.

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.

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.

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.

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.

Your itinerary for day 4 of your road trip in Italy includes 1 stop and features some of the highlights of Siena. At the end of the day, enjoy the comforts of a top-rated hotel in Siena, where you'll spend 2 nights.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Siena. This drive usually takes around 1 hour 10 min, without any stops or traffic disruptions.

When you're ready for some sights, head to Fortezza Medicea (siena), an increasingly popular monument in Siena. Explore its culturally significant features at your own pace before you continue your journey to your next attraction, Basilica Of San Domenico. This often recommended church is a top recommendation in the area.

When you’re ready to explore more, Fontebranda is an excellent choice. Spend some time discovering what some claim to be the most photogenic historical landmark in the region. Next, continue your sightseeing at the locally renowned Siena Cathedral and discover what makes this church unique. If you’re up for one more stop in the city, head to Piazza Del Campo, a visually striking public square many travelers find the visit worthwhile.

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.

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 Siena, it's often a good idea to reserve a table in advance.

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.

Explore the vibrant nightlife at Meet Life Cafè after your meal, a hub for lively evenings and memorable moments. Or, head to Maudit Pub for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Impero Siena is perfect for those looking to extend their night with a touch of local flavor.

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

On day 5 of your road trip in Italy, you’ll start and end your day in Siena, but spend the day exploring what’s beyond the city. Since you still have 1 night to spend in Siena, there’s no need to rush. Experience San Quirico d'Orcia, Pienza, Montepulciano, Montalcino, and Castelnuovo dell'Abate to the fullest today with this curated day itinerary.

Embrace the thrill of the open road as you wave goodbye to Siena and set your GPS to San Quirico d'Orcia. 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 7 min. Upon reaching San Quirico d'Orcia, 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 Chapel Vitaleta. Spend some time admiring the enchanting features of the church before you continue to your next stop.

Pienza’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of San Quirico d'Orcia behind. This drive usually takes around 16 min. Pienza welcomes you with a multitude of unique vacation experiences.

For a more meaningful self-guided tour of the town's best attractions, visit Palazzo Piccolomini, Pienza, a beloved palace that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

Montepulciano’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Pienza behind. This drive usually takes around 19 min. Montepulciano welcomes you with a multitude of unique vacation experiences.

Our first attraction recommendation in Montepulciano is Porta Al Prato, a curiosity-inducing monument that draws attention for its photogenic features. Spend some time soaking in the atmosphere before continuing to Fortezza Medicea, a visually striking castle that stands out in the town.

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

Siena 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 Siena.

Enjoy a lovely dining experience at Osteria Quattro Venti, a popular restaurant in Siena. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Siena at Fischi per Fiaschi, 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 Osteria da Divo. It’s yet another ideal choice to enhance your time in Siena tonight.

After your meal, keep the night alive at a bar like Charlie Mixology Bar Di Aldinucci Riccardo, known for its lively atmosphere. Bar Pinacoteca is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, San Paolo Pub offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass to another unforgettable day in Italy!

On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Rome. When you’re not sightseeing, take time to relax at your chosen hotel in Rome, where you’ll be staying for 1 night.

Rome’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Siena behind. This drive usually takes around 2 hours 42 min. Rome welcomes you with a multitude of unique vacation experiences.

Colosseum is a globally renowned archeological site we recommend visiting today. Discover its picture-perfect features before continuing your self-guided tour to Roman Forum, a culturally significant archeological site that’s well-regarded in the area.

Next, stop by Trevi Fountain, a detailed monument. While you’re nearby, don’t forget to visit Pantheon, a culturally significant and truly unique monument. End your sightseeing at Piazza Navona, a world-famous public square that’s highly recommended by travelers passing through the city.

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.

Enjoy a lovely meal at La Bottega Roma, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Pasta In Corso is another top choice with a popular menu. You could also check for a table at Trattoria Vecchia Roma. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Rome tonight.

Keep the excitement of the evening going by visiting a bar or two. La Botticella Of Poggi Giovanni is an excellent place to start. You could also check out Almalu Trastevere, offering a different kind of charm. A last recommendation for the day is Bar Viminale Di Pepi Maurilio. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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 7 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Orvieto. At the end of the day, you will retreat to the hotel of your choice in Pisa, where will spend 1 night.

Continue your road trip and head to your next destination, Orvieto. This car ride takes around 1 hour 38 min.

Set out on a self-guided sightseeing tour at Orvieto Cathedral and explore the history-steeped features. Next, make your way to Museo Dell'opera Del Duomo, another highlight in Orvieto. When you’re done exploring the museum, continue to Orvieto Underground, a photogenic cave system.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Orvieto. This drive usually takes around 1 hour 38 min, without any stops or traffic disruptions.

Well Of St. Patrick is a well-known monument we recommend visiting today. Discover its breathtaking features before continuing your self-guided tour.

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.

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

Have a fantastic dining experience at Ristorante Capodimonte Pisa, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Locanda Dei Pisani Doc Pisa offers an enticing alternative with its varied menu. Additionally, Baribaldi Pisa is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Pisa.

After enjoying a fulfilling meal, continue your evening at Bar Mocambo, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Tree offers a welcoming atmosphere for easing into the nightlife. Similarly, Chupiteria provides an excellent environment for a relaxed and enjoyable evening.

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