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

Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Pisa and 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.

A blend of fun adventures, breathtaking views, and photo-friendly spots await you in Pisa on today’s itinerary. First up is the world-famous monument, Leaning Tower Of Pisa. Afterward, continue to Piazza Del Duomo, Pisa, a public square every traveler should visit.

As you explore Pisa’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Pisa Cathedral. This locally appreciated church is an essential stop. Following that, head to Central Market, another must-visit site that will enhance your experience. Don’t forget to stop by Galleria Dell'accademia, a locally renowned art gallery in the city. Finally, end your day with a visit to Cathedral Of Santa Maria Del Fiore, an enchanting church that offers the perfect conclusion to your sightseeing of the day.

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.

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 your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. Se·sto On Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Il Vinile offers an excellent atmosphere for those looking to amp up the evening.

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

On day 3 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 1 night and discover all the best things to see and do in the area.

Oltrarno is one of the highlights of today. Take your time exploring this iconic neighborhood in Florence, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city.

Today, you'll explore some of the most beautiful places in Florence, including a historical landmark, an art gallery, a public square, a church, an observation deck and much more! Start your day with a visit to Ponte Vecchio. This globally renowned historical landmark is a must-visit in the city. When you’re ready for your next discovery, continue to Uffizi Gallery, which may be one of the most historic places you will experience today.

One of the best things about exploring Florence 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 Piazza Della Signoria, a top-rated public square in the city. If you’re up for more discoveries, don’t forget to reserve some time for Basilica Of Santa Croce In Florence and Piazzale Michelangelo.

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.

As you explore more of Florence, 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.

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.

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 on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Siena. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 2 nights.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a monument, a church, a historical landmark, a public square and much more! Begin your adventure at Fortezza Medicea (siena). This is an intriguing monument you should not miss. Another must-see is Basilica Of San Domenico, a beloved church in Florence.

When you’re ready for the next sight, head to Fontebranda. From there, take a leisurely stroll to Siena Cathedral, another of the city’s captivating attractions. We recommend continuing your self-guided tour at Piazza Del Campo, a romantic place of interest in the city. If time allows, add Tower Of Mangia to your itinerary. This locally appreciated monument offers the perfect finishing touch to your day in Florence.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of 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 you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Siena. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Savor the flavors at Enoteca I Terzi, a top pick for dinner tonight. Alternatively, Ristorante Tar-Tufo beckons with its unique menu offerings. Also, consider Antica Trattoria Papei. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.

Following your dinner, dive into the local bar culture at Meet Life Cafè. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Maudit Pub, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Impero Siena provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Raise your glass to another unforgettable day in Italy!

Greet day 5 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Siena for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in San Quirico d'Orcia, Pienza, Montepulciano, Montalcino, and Castelnuovo dell'Abate.

Discover a day packed with family-friendly attractions, romantic experiences, and breathtaking views in Siena. Begin your sightseeing with Chapel Vitaleta. This intriguing church is one of the top attractions in the town. Proceed to Palazzo Piccolomini, Pienza, another must-visit attraction.

As you wander through the inviting streets of Siena, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Porta Al Prato. This intriguing monument is a traveler-favorite. Not far away, you’ll find Fortezza Medicea, another key site on your sightseeing itinerary. Fortress Of Montalcino is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Abbey Of Sant'antimo and uncover why it's recognized as one of the town's most locally appreciated attractions.

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

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.

Enjoy a delicious meal at Osteria Quattro Venti, a highly-rated dining destination in Siena. If you're eager to try something different, consider Fischi per Fiaschi, another top spot with a tantalizing menu. You might also want to secure a reservation at Osteria da Divo. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Siena this evening.

Explore the vibrant nightlife at Charlie Mixology Bar Di Aldinucci Riccardo after your meal, a hub for lively evenings and memorable moments. Or, head to Bar Pinacoteca for a great selection of flavorful drinks and a charming setting. Furthermore, San Paolo Pub is perfect for those looking to extend their night with a touch of local flavor.

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

Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rome. 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.

Siena is brimming with adventures. Today’s wonderful stops include an archeological site, a monument, and a public square. Begin your sightseeing adventure at the world-famous Colosseum and allow yourself time to explore. Just a short distance away you'll find your next stop, Roman Forum, a picture-perfect archeological site that draws visitors from far and near.

Continue your journey to Trevi Fountain, one of the city’s most iconic spots that you shouldn’t miss. Another great site to visit is the world-famous Pantheon. When you're finished at the monument, Piazza Navona awaits your visit. This public square is a history-steeped highlight on today's itinerary.

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.

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.

Enjoy a delicious meal at La Bottega Roma, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Pasta In Corso, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

Continue the enjoyment post-dinner at La Botticella Of Poggi Giovanni, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Almalu Trastevere offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Viminale Di Pepi Maurilio. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

Dive into day 7 of your remarkable road trip in Italy. Today you will explore Orvieto, 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 Pisa. You’ll stay here for 1 night.

Bring your curiosity for today’s adventure around Rome. Some of the town’s most loved attractions await! Orvieto Cathedral is the perfect place to start. This church is one of the most interesting places to visit in Rome. Next, head to Museo Dell'opera Del Duomo, an intriguing museum, known for its culturally significant 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 Orvieto Underground. This photogenic cave system is a highly recommended experience. Nearby, you'll also find Well Of St. Patrick. Visit these for an interesting touch to your journey.

When you’re done exploring for the day, you’ll drive to your hotel in Pisa. Check in and spend some time relaxing 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 an authentic adventure.

Treat yourself to a wonderful meal at Ristorante Capodimonte Pisa, a top-rated dining spot in Pisa. If you're in the mood for something new, try La Locanda Dei Pisani Doc Pisa, another premier location with a delectable menu. You might also want to book a table at Baribaldi Pisa. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Pisa.

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

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