7-Day Italy Road Trip 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 7-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, 1 night in Milan, 1 night in Florence, and 2 nights 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.

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!

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Day 1

Day 1 – Pisa - arrival day

  • Pisa - Arrival day
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  • Logge dei Banchi
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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 Logge Dei Banchi 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.

Treat yourself to a delightful dinner at Ristorante Capodimonte Pisa, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Baribaldi Pisa? It's another excellent option with a diverse menu. Consider reserving a table at Restaurant -Pizzeria Il Mio Capriccio as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Pisa.

Unwind after your meal by stepping into Jeffer Cocktails & Friends. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Le Parisien Wine Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Las Volta Cocktailbar, another top-rated bar in the area.

Raise a toast to the start of your 7-day road trip in Italy!

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Day 2

Day 2 – Pisa, and Milan

  • Milan
  • Pisa
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Drive 280 km, 3 hours 31 min

  • Piazza dei Cavalieri
  • Leaning Tower of Pisa
  • Cattedrale di Pisa
  • Piazza del Duomo
  • Camposanto
  • More

Dive into day 2 of your remarkable road trip in Italy. Today you will explore Pisa, 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 Milan. You’ll stay here for 1 night.

A top pick for your self-guided sightseeing tour today is Knights' Square. Previous visitors have rated this square an average of 4.5 out of 5 stars in 9,051 reviews.

Leaning Tower Of Pisa is a local recommendation that you also can pay a visit today. This bell tower is rated an average of 4.7 out of 5 stars in 116,882 reviews. The attraction welcomes 3,200,000 visitors every year.

Another attraction you won't want to miss is Pisa Cathedral. This cathedral is rated an average of 4.8 out of 5 stars in 8,361 reviews.

Piazza Del Duomo, Pisa is another outstanding experience in Pisa. Around 104,550 travelers have rated this square an average of 4.7 out of 5 stars.

If you long for more, Campo Santo is not far away. This cemetery is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.6 out of 5 stars in 586 reviews. The attraction gets an estimated 3,200,000 visitors every year.

When you’re done exploring for the day, you’ll drive to Milan, where you'll have a hotel waiting for you. Check in and spend some time relaxing before you head out to explore the city.

As you explore more of Milan, 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.

Start 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.

Explore the vibrant nightlife at Nottingham Forest after your meal, a hub for lively evenings and memorable moments. Or, head to Armani/bamboo Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Mag Cafe is perfect for those looking to extend their night with a touch of local flavor.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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Day 3

Day 3 – Milan, and Florence

  • Florence
  • Milan
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Drive 319 km, 4 hours 4 min

  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • Sforzesco Castle
  • Sempione Park
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On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Milan. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 1 night.

Seize the day by visiting some of the best attractions in the area, like Duomo Di Milano Museum. This extraordinary art museum has an average rating of 4.8 out of 5 stars from 138,554 visitors. Each year, around 341,609 people visit this remarkable site to admire its features and learn more about it.

Next, make your way to Galleria Vittorio Emanuele Ii. This commercial gallery is rated an average of 4.7 out of 5 stars in 91,394 reviews.

While in Milan, we also recommend a visit to Sforzesco Castle Art Library. This library has been rated an average of 4.6 out of 5 stars in 68,714 reviews.

If you’re keen to explore even more, then consider a visit to Parco Sempione. With an average rating of 4.6 out of 5 stars by 72,914 travelers, this park is a highly recommended stop on your sightseeing around Milan.

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.

Enjoy an outstanding dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an exceptional italian contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 2-star Michelin-awardee, Santa Elisabetta, known for its delicious creative, and mediterranean cuisine. Another highly-recommended restaurant in Florence is Gucci Osteria da Massimo Bottura, a renowned restaurant with a 1-star Guide Michelin recognition, known for its delicious italian contemporary, and international menu.

Continue the enjoyment post-dinner at Manifattura, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Se·sto On Arno Rooftop Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Archea Brewery. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Relax and recharge in preparation for another adventurous day in Italy!

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Day 4

Day 4 – Florence, Vatican City, and Rome

  • Rome
  • Florence
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Drive 284 km, 4 hours 1 min

  • Cathedral of Santa Maria del Fiore
  • Ponte Vecchio
  • Piazzale Michelangelo
  • St Peter's Basilica
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Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Florence, and 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 2 nights here for some well-deserved relaxation.

When you’re ready for some sightseeing, make your way to Cathedral Of Santa Maria Del Fiore. This much-appreciated church is rated 4.8 out of 5 stars in 76,359 reviews.

Next up is Ponte Vecchio. This deck arch bridge has an average rating of 4.7 out of 5 stars from 118,099 visitors.

Another top sightseeing recommendation is Piazzale Michelangelo. This square has been rated 4.8 out of 5 stars in 77,744 reviews.

Continue your road trip and head to your next destination, Vatican City, Vatican City. This car ride takes around 3 hours 9 min.

An excellent attraction to start your day with is St. Peter's Basilica. This major basilica typically receives around 11,000,000 visitors every year and is rated an average of 4.8 out of 5 stars in 131,043 reviews.

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.

Indulge in a memorable dining experience at one of Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.

Dive into a culinary adventure like no other in Rome by booking a table at La Pergola. This popular restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean, and contemporary cuisine. For another culinary dining option, venture to Il Pagliaccio, celebrated for its delectable creative, and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Enoteca La Torre, a top local restaurant known for its tantalizing mediterranean, and creative menu. With a 2-star Michelin recognition, it promises an exceptional dining experience not to be missed.

After savoring a delicious meal, step into the vibrant nightlife at La Botticella Of Poggi Giovanni, where the evening is just getting started. In the same way, Sant' Eustachio Caffè offers a unique charm perfect for experiencing the local bar scene in Rome. Caffè Portofino 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 Rome and get some rest in preparation for another magical day of your road trip in Italy!

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Day 5

Day 5 – Rome

  • Rome
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Drive 9 km, 1 hour 11 min

  • Colosseum
  • Roman Forum
  • Pantheon
  • Piazza Navona
  • Castel Sant'Angelo
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Day 5 offers a multitude of experiences. You will stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

When you’re ready for some sightseeing, make your way to Colosseum. This much-appreciated roman amphitheatre is rated 4.7 out of 5 stars in 328,821 reviews. Each year, 7,400,000 people visit this site to admire its unique features.

Next up is Roman Forum. This square has an average rating of 4.7 out of 5 stars from 114,450 visitors.

Another top sightseeing recommendation is Pantheon. This roman temple has been rated 4.8 out of 5 stars in 189,682 reviews. Every year, 30,000,000 travelers include this attraction on their travel itinerary.

Piazza Navona is another attraction you have the opportunity to visit today. This square has an average rating of 4.7 out of 5 stars from 158,771 reviews.

To continue your sightseeing, head over to Castel Sant'angelo. This museum is rated an average of 4.7 out of 5 stars in 72,431 reviews. Approximately 918,591 people come to see this attraction every year.

If you have an appetite for more adventure, check out the fantastic selection of tours and tickets offered in Rome on this day of your trip. You'll find the most recommended ones below.

As dinnertime approaches, it's time to head out for a bite to eat in Rome. 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 book a table at DEROMA - Farine Romane, a popular restaurant in Rome. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Rome at La Taverna Italiana, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is Centro. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Rome tonight.

Explore the vibrant nightlife at The Apartment Bar Roma after your meal, a hub for lively evenings and memorable moments. Or, head to Hotel Hassler Roma for a great selection of flavorful drinks and a charming 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 in Italy.

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Day 6

Day 6 – Rome, and Pisa

  • Pisa
  • Rome
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Drive 360 km, 4 hours 25 min

  • Trevi Fountain
  • Piazza di Spagna
  • Piazza del Popolo
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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 Pisa, which will be your home away from home for 1 night.

Begin your sightseeing with a visit to Trevi Fountain. This extraordinary sculpture is rated an average of 4.8 out of 5 stars by 343,494 visitors.

Next, make your way to Piazza Di Spagna. This top attraction is a square with an average rating of 4.7 out of 5 stars by 113,658 visitors.

We also recommend a visit to Piazza Del Popolo. This square is rated 4.6 out of 5 stars by 89,807 travelers.

If you’re keen to keep exploring, visit Foro Italico. This highly recommended sightseeing destination has received an average rating of 4.6 out of 5 stars from 25,438 travelers.

When you’re done exploring for the day, you’ll drive to Pisa, where you'll have a hotel waiting for you. Check in and spend some time relaxing before you head out to explore 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.

Dine in style at Ristorante alle Bandierine, a top recommendation for dinner tonight. Or, for a change of pace, Barrique Cocktail And Bistrot boasts a menu that's sure to impress. Also, be sure to check out Filter Coffee Lab. Known as a local hotspot, it’s a great choice for tonight 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.

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

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Day 7

Day 7 – Pisa - departure day

  • Pisa - Departure day
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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.

Start your sightseeing with a visit to Lungarni Di Pisa. This sightseeing destination is rated an average of 4.6 out of 5 stars from 662 visitors.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Pisa.

Enjoy a lovely meal at Sud, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. Is another top choice with a popular 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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