7-Day Italy Self-Drive Road Trip With Itinerary from Pisa to Siena, Rome, and Florence
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Description
Experience the freedom of the open road in Italy as you embark on an unforgettable 7-day road trip! This experience caters to every traveler, featuring destinations like Pisa, Siena, Rome, and Florence.
This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Pisa, 1 night in Siena, 2 nights in Rome, and 1 night in Florence. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!
With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.
Upon arriving in Pisa, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.
An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery.
As you hit the open road and drive through Pisa, Siena, Rome, and Florence, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.
Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.
This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.
The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!
Itinerary summary
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Day 1 – Pisa - arrival day
- Pisa - Arrival day
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- “Tuttomondo” (Keith Haring)
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Your road trip adventure in Italy begins as soon as you reach Pisa and pick up your car. You’ll stay in Pisa for 1 night and explore the best things to see and do, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.
Pisa is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out “tuttomondo” (keith Haring) or taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.
As afternoon approaches, head to your chosen hotel in Pisa. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.
As dinnertime approaches, it's time to head out for a bite to eat in Pisa. 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 Anima di Grano Pizzeria Napoletana Pisa Italy, an iconic dining spot in Pisa. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of il Mercante, a popular restaurant in Pisa. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of La Ghiotteria, a hidden gem nestled in Pisa. 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, Jeffer Cocktails & Friends stands out as an excellent choice for a post-dinner cocktail. Alternatively, Le Parisien Wine Bar offers an ideal atmosphere to enjoy the pleasures of the night. Las Volta Cocktailbar is also a great option that provides a perfect setting for a relaxing evening.
Raise a toast to the start of your 7-day road trip in Italy!
Day 2 – Pisa, Cascine Vecchie, and Siena
- Pisa
- Siena
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Drive 133 km, 2 hours 27 min
- Palazzo Blu
- Leaning Tower of Pisa
- Piazza del Duomo, Pisa
- Pisa Cathedral
- Parco Regionale Migliarino, San Rossore, Massaciuccoli
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On day 2 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 Pisa and Cascine Vecchie. In the evening, you’ll end up in Siena, where you will stay for 1 night.
Set out on a day brimming with a picture-perfect, a historically significant, a stunning, a symbolic, a remarkable, an UNESCO world heritage-designated, and a profound. Start at the beloved Palazzo Blu, an eye-catching art gallery in Pisa. Next, go to Leaning Tower Of Pisa.
After visiting Palazzo Blu and Leaning Tower Of Pisa, take time to explore Pisa's streets and absorb its charm. Continue your sightseeing by heading to Piazza Del Duomo, Pisa. This stunning public square offers a unique experience. Pisa Cathedral is another noteworthy stop.
After soaking in Pisa’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Cascine Vecchie. Expect your car journey to take a minimum of 9 min. When you arrive in Cascine Vecchie, it's time to take a break from the road.
Parco Regionale Migliarino, San Rossore, Massaciuccoli is an increasingly popular nature reserve we recommend making time to visit today. Discover its eye-catching features before continuing your self-guided tour.
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.
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.
Keep the evening going at Meet Life Cafè, a great choice for enjoying the after-dinner hours with a drink. You could also go to Maudit Pub, which offers a similarly pleasant setting and great drinks. Another option is Bar Impero Siena, which provides an inviting environment for unwinding after a busy day out.
Relax and recharge in preparation for another adventurous day in Italy!
Day 3 – Siena, Vatican City, and Rome
- Siena
- Rome
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Drive 241 km, 3 hours 23 min
- Sistine Chapel
- St Peter's Basilica
- Saint Peter's Square
- Vatican Museums
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Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Vatican City. 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 2 nights.
Bring your curiosity for today’s adventure around Vatican City. Some of the city’s most loved attractions await.
Continue your road trip and head to your next destination, Vatican City, Vatican City. This car ride takes around 2 hours 40 min.
After taking in the atmosphere, continue to St. Peter's Basilica, a globally renowned major basilica that is a must-see for anyone visiting the region. Make sure to also explore Vatican Museums, a world-famous art museum that offers a unique experience.
When you’re done exploring for the day, you’ll drive to your hotel in Rome. 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 Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Begin your culinary exploration in Rome by securing a reservation at La Pergola. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean and contemporary cuisine. For another dining delight, visit Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Enoteca La Torre, a top local spot known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it guarantees an exceptional dining adventure.
Following your dinner, dive into the local bar culture at La Botticella Of Poggi Giovanni. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Almalu Trastevere, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Viminale Di Pepi Maurilio provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 4 – Rome
- Rome
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Drive 7 km, 1 hour 10 min
- Castel Sant'Angelo
- Piazza Navona
- Pantheon
- Roman Forum
- Colosseum
- Trevi Fountain
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Day 4 of your road trip across Italy promises a magnificent time exploring Rome. You have 1 night left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.
Get ready for an exciting day in Rome. Today’s sightseeing agenda includes a castle, a public square, a monument, an archeological site and much more! Begin your adventure at Castel Sant'angelo. This is a widely recognized castle you should not miss. Another must-see is Piazza Navona, a timeless public square in Rome.
When you’re ready for the next sight, head to Pantheon. From there, take a leisurely stroll to Roman Forum, another of the city’s wondrous attractions. We recommend ending your self-guided tour of the city with a breathtaking archeological site. Colosseum is a truly remarkable place to visit in Rome.
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.
After a day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.
Treat yourself to a delicious dinner at RomAntica, an excellent option for tonight's dining. Looking for something different? Coso Ristorante offers a tantalizing alternative with its diverse menu. And don’t miss DEROMA - Farine Romane. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Sant' Eustachio Caffè stands out as an excellent choice for a post-dinner cocktail. Alternatively, Yellowsquare Rome offers an ideal atmosphere to enjoy the pleasures of the night. Caffè Portofino is also a great option that provides a perfect setting for a relaxing evening.
Savor another day of unforgettable experiences in Italy!
Day 5 – Rome and Florence
- Rome
- Florence
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Drive 280 km, 3 hours 54 min
- Altare della Patria
- Trevi Fountain
- Piazza di Spagna
- piazza del Popolo
- Villa Borghese
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Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Rome. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 1 night here for some well-deserved relaxation.
Rome is home to plenty of attractions that offer a gorgeous, a picture-perfect, a respected, a culturally significant, a detailed, a romantic, and a scenic! Start at Altare Della Patria, an interesting monument that is worthwhile a visit in the city. Nearby, you’ll find Piazza Di Spagna, enchanting visitors with its visually striking appeal. Continue your exploration at Piazza Del Popolo. This public square is one of the city’s most extraordinary spots.
Enjoy the freedom of exploring Rome at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Villa Borghese.
After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Florence. Florence offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.
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 and reflect on the day's adventures.
Experience a taste of local culinary excellence while in Florence by securing a table at Enoteca Pinchiorri. An esteemed 3-star Michelin restaurant, it features an exceptional italian contemporary menu. For an alternative taste experience, visit Santa Elisabetta, famous for its scrumptious creative and mediterranean dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Gucci Osteria da Massimo Bottura, a local favorite celebrated for its exquisite italian contemporary and international cuisine in Florence. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and international cuisine lovers seeking top-notch culinary experiences.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, Se·sto On Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Il Vinile is also a great option that provides a perfect setting for a relaxing evening.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 6 – Florence and Pisa
- Florence
- Pisa
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Drive 88 km, 1 hour 56 min
- piazza della Signoria
- Cathedral of Santa Maria del Fiore
- Ponte Vecchio
- Uffizi Gallery
- piazzale Michelangelo
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Dive into day 6 of your remarkable road trip in Italy. Today you will explore Florence, 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.
Prepare for a day full of a romantic, a stunning, an instagrammable, a respected, a symbolic, a remarkable, a sacred, and an UNESCO world heritage-listed. When you’re ready, kick off your sightseeing adventure at Piazza Della Signoria. This astonishing public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Cathedral Of Santa Maria Del Fiore, one of the city’s most promising highlights.
Next, check out Ponte Vecchio, one of the most timeless places to see in Florence. This historical landmark is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Uffizi Gallery. Wander around and soak in the picture-perfect atmosphere this art gallery offers. Finally, take the path to the spectacular Piazzale Michelangelo, the last of our attraction recommendations for today.
At the end of the day, you will drive to Pisa, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
As dinnertime approaches, it's time to head out for a bite to eat in Pisa. 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.
Savor the flavors at Ristorante Capodimonte Pisa, a top pick for dinner tonight. Alternatively, La Locanda Dei Pisani Doc Pisa beckons with its unique menu offerings. Also, consider Baribaldi Pisa. With its consistent customer satisfaction, it’s an excellent option for dining in Pisa tonight.
After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Mocambo, known for its inviting atmosphere. Tree is another great option if you’re looking for a place to get the night started. Similarly, Chupiteria provides a great setting to enjoy the night away.
Head back to your accommodation in Pisa and get some rest in preparation for another magical day of your road trip in Italy!
Day 7 – Pisa - departure day
- Pisa - Departure day
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- Knights' Square
- Leaning Tower of Pisa
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Day 7 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Pisa before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.
On your last day in Italy, take time to indulge in shopping at Pisa’s popular marketplace. Look for keepsakes or souvenirs to remind you of your trip.
Get ready for a day filled with an enchanting, a visually striking, a heritage-rich, and a symbolic in the charming city of Pisa. Your adventure starts at Knights' Square, an underrated local hot spot.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Pisa.
If you're in the mood to try something new, consider Ristorante alle Bandierine, another top spot with a mouthwatering menu.
You’ll then say farewell to Pisa. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!
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