One-Week Italy Self-Drive Road Trip With Itinerary from Pisa to Milan, Florence, and Rome and surrounding area
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Experience the freedom of the open road in Italy as you embark on an unforgettable 8-day road trip! This experience caters to every traveler, featuring destinations like Pisa, Milan, Florence, and Rome.
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, 3 nights in Milan, 1 night in Florence, and 1 night in Rome. 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. Marvel at the remarkable Duomo Di Milano Museum, learn more about the unique St. Peter's Basilica, and immerse yourself in the vibrant atmosphere of Vatican Museums.
As you hit the open road and drive through Pisa, Milan, Florence, and Rome, 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
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- “Tuttomondo” (Keith Haring)
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Say hello to Pisa! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Pisa for 1 night before you continue your adventure!
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.
Find your way to your hotel in Pisa. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.
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.
Don’t miss out on dining at Anima di Grano Pizzeria Napoletana Pisa Italy, a top-rated dining destination in Pisa. If you're in the mood to try something new, consider il Mercante, another top spot with a mouthwatering menu. You might also want to secure a reservation at La Ghiotteria. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Pisa this evening.
Following your dinner, dive into the local bar culture at Jeffer Cocktails & Friends. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Le Parisien Wine Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Las Volta Cocktailbar provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Raise a toast to the start of your 8-day road trip in Italy!
Day 2
- Pisa
- Milan
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Drive 291 km, 3 hours 47 min
- Piazza del Duomo, Pisa
- Campo santo
- Pisa Cathedral
- Leaning Tower of Pisa
- Knights' Square
- More
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 1 vibrant destinations - Pisa. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Milan. You will spend 3 nights here for some well-deserved relaxation.
Savor the day by visiting some of the best places to see in Pisa, including a public square, a cemetery, a church, a monument and much more! Start your adventure at Piazza Del Duomo, Pisa. This timeless public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Campo Santo located in Pisa for an enchanting atmosphere.
Next, immerse yourself in the setting of Pisa Cathedral. Its historic features will captivate you. After the church, continue your tour of the city with a visit to Leaning Tower Of Pisa. This monument has a culturally significant appeal. For a change of pace, head to Knights' Square. As one of the most intriguing attractions in Pisa, this public square is an excellent place to end your self-guided tour.
At the end of the day, you will drive to Milan, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
After a day of adventure, treat yourself to an exquisite dinner at one of Milan's best restaurants.
Begin your culinary exploration in Milan by securing a reservation at Enrico Bartolini al Mudec. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another dining delight, visit Seta by Antonio Guida, celebrated for its delectable international and contemporary 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 Il Luogo Aimo e Nadia, a top local spot known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.
Continue your evening by exploring the vibrant nightlife scene at Nottingham Forest, a prime destination for a thrilling night out. Also, don’t forget to check out Armani/bamboo Bar, a bar that offers unique local touches. Likewise, Mag Cafe provides an excellent alternative for a fun evening.
Relax and recharge in preparation for another adventurous day in Italy!
Day 3
- Milan
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Drive 7 km, 31 min
- Duomo di Milano
- Royal Palace of Milan
- La Scala
- Galleria Vittorio Emanuele II
- Cathedral Square
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On day 3 of your road trip, you will have an entire day to explore Milan. You’ll stay in Milan for 2 nights and discover all the best things to see and do in the area.
Milan is brimming with adventures. Today’s wonderful stops include a church, a palace, an opera house, a shopping mall, a public square and much more! Begin your sightseeing adventure at the timeless Duomo Di Milano Museum. Just a short distance away is Royal Palace Of Milan, a respected palace that draws visitors from far and near.
Continue your journey to La Scala, one of the city’s most popular spots that you shouldn’t miss. Another great site to visit is the widely recognized Galleria Vittorio Emanuele Ii. Last up on today’s itinerary is a public square. Make your way to Cathedral Square for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Milan.
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 are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Milan. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Savor the flavors at Dessert Bar Milano, a top pick for dinner tonight. Alternatively, Radisson Blu Hotel Milan beckons with its unique menu offerings. Also, consider Ristorante Qui Si Mangia. With its consistent customer satisfaction, it’s an excellent option for dining in Milan tonight.
Continue your evening by exploring the vibrant nightlife scene at Kilburn Cocktail Bar Milano, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Frida, a bar that offers unique local touches. Likewise, The Friends Pub Milano provides an excellent alternative for a fun evening.
Savor another day of unforgettable experiences in Italy!
Day 4
- Milan
- More
Drive 12 km, 53 min
- Pinacoteca di Brera
- Castello Sforzesco
- Sempione Park
- Arch of Peace
- Piazza Gae Aulenti
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Day 4 of your road trip across Italy promises a magnificent time exploring Milan. You have 1 night left in Milan. Take the opportunity to experience more of the best attractions and activities in the city.
Get ready for an exciting day in Milan. Today’s sightseeing agenda includes an art gallery, a castle, a park, a monument, a public square and much more! Begin your adventure at Pinacoteca Di Brera. This is a well-known art gallery you should not miss. Another must-see is Sforzesco Castle Art Library, a top-rated castle in Milan.
When you’re ready for the next sight, head to Parco Sempione. From there, take a leisurely stroll to Arch Of Peace, another of the city’s captivating attractions. We recommend ending your self-guided tour of the city with an awe-inspiring public square. Piazza Gae Aulenti is a truly remarkable place to visit in Milan.
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.
Indulge in a memorable dining experience at one of Milan's most popular restaurants, and connect with friendly locals for an authentic adventure.
Make sure to reserve a table at Bice Restaurant, an iconic dining spot in Milan. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Alto Ristorante, a popular restaurant in Milan. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Nero 9, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
After savoring a delicious meal, step into the vibrant nightlife at Bhangrabar, where the evening is just getting started. In the same way, Rufus Cocktail Bar offers a unique charm perfect for experiencing the local bar scene in Milan. Ostello Bello Grande is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Head back to your accommodation in Milan and get some rest in preparation for another magical day of your road trip in Italy!
Day 5
- Milan
- Florence
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Drive 324 km, 4 hours 8 min
- Santa Maria delle Grazie Church
- Leonardo da Vinci Museum of Science and Technology
- Basilica di Sant'Ambrogio
- Rotonda della Besana
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On day 5 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 Milan. In the evening, you’ll end up in Florence, where you will stay for 1 night.
Get ready for a day filled with family-friendly attractions, picturesque spots, and historic treasures in the charming city of Milan. Your adventure starts at Santa Maria Delle Grazie Church, a notable local hot spot. Another notable attraction to explore is Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". This notable museum is known for its UNESCO world heritage-designated appeal.
After soaking in the highlights of these sights, take some time to wander Milan's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Basilica Di Sant'ambrogio. This culturally significant church offers a fascinating experience that many visitors find memorable. Rotonda Della Besana is also worth visiting.
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 dinnertime approaches, it's time to head out for a bite to eat in Florence. 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.
Start your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean 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 Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.
Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to Se·sto On Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Il Vinile is perfect for those looking to extend their night with a touch of local flavor.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 6
- Florence
- Rome
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Drive 283 km, 3 hours 32 min
- Vatican Museums
- Sistine Chapel
- Saint Peter's Square
- St Peter's Basilica
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Dive into day 6 of your remarkable road trip in Italy. Today you will explore Vatican City, 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 Rome. You’ll stay here for 1 night.
Fasten your seatbelt and make your way to your next stop. Vatican City, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Florence to Vatican City may take around 3 hours 11 min without traffic disruptions. Upon arrival in Vatican City, we highly recommend checking out some of the top attractions.
Next, make your way to Sistine Chapel, another highlight in the city. Nearby, you will also find St. Peter's Basilica. This iconic major basilica is a top place to see in the area.
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.
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 and reflect on the day's adventures.
Have a memorable dining experience in Rome by booking a table at La Pergola, renowned as a 3-star Michelin restaurant presenting an exceptional mediterranean and contemporary menu. For a different culinary experience in Rome, Il Pagliaccio shines as one of the top destinations, known for its delicious creative and innovative cuisine. This 2-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Enoteca La Torre is known as a top local spot for its delicious mediterranean and creative cuisine in Rome. This 2-star Michelin awardee is a highly recommended choice for an unforgettable meal.
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.
Celebrate another amazing day of your road trip adventure in Italy!
Day 7
- Rome
- Pisa
- More
Drive 370 km, 4 hours 34 min
- Roman Forum
- Colosseum
- Trevi Fountain
- Foro Italico
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On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Pisa, where you’ll be staying for 1 night.
Rome is brimming with adventures. Today’s wonderful stops include an archeological site, a monument, and a sport complex. Begin your sightseeing adventure at the world-famous Roman Forum. Just a short distance away is Colosseum, a historic archeological site that draws visitors from far and near.
Continue your journey to Trevi Fountain, one of the city’s most world-famous spots that you shouldn’t miss. Another great site to visit is the notable Foro Italico.
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.
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 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.
As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.
Day 8
- Pisa - Departure day
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- Lungarni di Pisa
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Day 8 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.
Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.
Enjoy the perfect balance of relaxation and exploration in Pisa today. One of the most often recommended attractions included on the itinerary is Lungarni Di Pisa. This visually striking street will help you start your sightseeing on top.
Throughout the day, make sure to take breaks to appreciate the surroundings.
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 eager to try something different, consider Ristorante alle Bandierine, another top spot with a tantalizing 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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