5-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling south to Florence and Rome
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Description
Escape the ordinary with this exciting 5-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!
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 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. St. Peter's Basilica and Vatican Museums are just a couple of the bucket-list attractions that await your discovery.
As you hit the open road and drive through Pisa, Florence, Rome, Pescia Fiorentina, San Vincenzo, and Livorno, 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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- Knights' Square
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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 Knights' Square or taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.
Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Pisa. Make yourself at home and enjoy some downtime before heading out again.
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 Anima di Grano Pizzeria Napoletana Pisa Italy, a top pick for dinner tonight. Alternatively, il Mercante beckons with its unique menu offerings. Also, consider La Ghiotteria. With its consistent customer satisfaction, it’s an excellent option for dining in Pisa tonight.
Keep the evening going at Jeffer Cocktails & Friends, a great choice for enjoying the after-dinner hours with a drink. You could also go to Le Parisien Wine Bar, which offers a similarly pleasant setting and great drinks. Another option is Las Volta Cocktailbar, which provides an inviting environment for unwinding after a busy day out.
Raise a toast to the start of your 5-day road trip in Italy!
Day 2 – Pisa, Cascine Vecchie, and Florence
- Pisa
- Florence
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Drive 123 km, 1 hour 54 min
- Palazzo Blu
- Piazza del Duomo, Pisa
- Leaning Tower of Pisa
- Pisa Cathedral
- Parco Regionale Migliarino, San Rossore, Massaciuccoli
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Dive into day 2 of your remarkable road trip in Italy. Today you will explore Pisa and Cascine Vecchie, 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 Florence. You’ll stay here for 1 night.
Immerse yourself in Pisa’s rich culture with today's sightseeing itinerary. Start your journey at Palazzo Blu. This history-steeped art gallery is sure to ignite your curiosity. Next, dive into the UNESCO world heritage-listed features of Piazza Del Duomo, Pisa, a must-visit public square in the city.
In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Leaning Tower Of Pisa, an iconic monument. For a change of scene, check out Pisa Cathedral, known for its UNESCO world heritage-designated features.
Fasten your seatbelt and make your way to your next stop. Cascine Vecchie, 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 Pisa to Cascine Vecchie may take around 9 min without traffic disruptions. Upon arrival in Cascine Vecchie, we highly recommend checking out some of the top attractions.
Savor the rest of your day by heading to Parco Regionale Migliarino, San Rossore, Massaciuccoli, an underrated nature reserve that draws visitors from near and far.
At the end of the day, you will drive to Florence, 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 Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Dive into a culinary adventure like no other in Florence by booking a table at Enoteca Pinchiorri. This popular restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another culinary dining option, venture to Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Gucci Osteria da Massimo Bottura, a top local restaurant known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.
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.
Celebrate another amazing day of your road trip adventure in Italy!
Day 3 – Florence, Vatican City, and Rome
- 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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Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Vatican City. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 1 night here for some well-deserved relaxation.
As you’ve unraveled the marvels of Florence, it’s time to gear up for the next part of your road trip adventure. Set course for Vatican City! Under favorable conditions, your drive to Vatican City may take around 3 hours 11 min. Upon your arrival in Vatican City, you’ll be greeted with the opportunity to do some sightseeing and exploring.
One of our top recommendations for your sightseeing is Vatican Museums. Then, head to Sistine Chapel. This top-rated chapel is a traveler-favorite in the city. Not far away, you’ll also find Saint Peter's Square. Feed your curiosity by learning something new about the square. Next, continue your journey to St. Peter's Basilica, a world-famous major basilica.
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 day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.
Get ready for an unforgettable culinary journey in Rome by reserving a table at La Pergola. Renowned as a 3-star Michelin restaurant, it offers an exceptional mediterranean and contemporary menu. For a different taste experience, head to Il Pagliaccio, recognized for its delicious creative and innovative dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Enoteca La Torre, a local favorite known for its delightful mediterranean and creative cuisine in Rome. Nestled in the heart of the city, this restaurant with 2 Michelin star is an ideal choice for discerning mediterranean and creative foodies seeking culinary excellence.
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.
Savor another day of unforgettable experiences in Italy!
Day 4 – Rome, Pescia Fiorentina, San Vincenzo, Livorno, and Pisa
- Rome
- Pescia Fiorentina
- San Vincenzo, Tuscany
- Livorno
- Pisa
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Drive 346 km, 4 hours 38 min
- Terrazza Mascagni
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On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 3 destinations, Pescia Fiorentina, San Vincenzo, and Livorno. When you’re not sightseeing, take time to relax at your selected hotel in Pisa, where you’ll be staying for 1 night.
When you’ve had your share of Rome, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Pescia Fiorentina. Your travel time is around 1 hour 35 min.
Make your way to The Tarot Garden, an often recommended sculpture garden that draws attention for its visually striking features.
When you’ve had your share of Pescia Fiorentina, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of San Vincenzo. Your travel time is around 1 hour 30 min.
San Vincenzo Marina is an underrated marina we recommend making time to visit today. Discover its awe-inspiring features before continuing your self-guided tour.
When you’ve had your share of San Vincenzo, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Livorno. Your travel time is around 54 min.
One of our top recommendations for your sightseeing is Terrazza Mascagni. Spend some time admiring the romantic features of the public square before you continue to your next stop.
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 Pisa. Pisa 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 Pisa. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
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.
Continue the enjoyment post-dinner at Bar Mocambo, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Tree offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Chupiteria. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
Say good night to Pisa and look forward to another great day of your road trip in Italy!
Day 5 – Pisa - departure day
- Pisa - Departure day
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- Leaning Tower of Pisa
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Day 5 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.
Maximize your last day in Italy and go on a shopping spree in Pisa’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.
Immerse yourself in Pisa’s rich culture with today's sightseeing itinerary. Start your journey at “tuttomondo” (keith Haring). This detailed art installation is sure to ignite your curiosity.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Pisa.
Have a fantastic dining experience at Restaurant -Pizzeria Il Mio Capriccio, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante alle Bandierine offers an enticing alternative with its varied 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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