One-Week Italy Road Trip from Pisa to Milan, Florence, and Rome and surrounding area

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Explore the best of Italy on a 8-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Pisa, Milan, Florence, and Rome. This road trip itinerary in Italy seamlessly combines exploration with relaxation.

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.

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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Welcome to Pisa, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night immersing yourself in Pisa's charm before embarking on the next leg of your journey.

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 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 book a table at Ristorante Capodimonte Pisa, a popular restaurant in Pisa. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Pisa at Baribaldi Pisa, 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 Restaurant -Pizzeria Il Mio Capriccio. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Pisa tonight.

After savoring a delicious meal, step into the vibrant nightlife at Jeffer Cocktails & Friends, where the evening is just getting started. In the same way, Le Parisien Wine Bar offers a unique charm perfect for experiencing the local bar scene in Pisa. Las Volta Cocktailbar is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Raise a toast to the start of your 8-day road trip in Italy!

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Day 2

Day 2 – Pisa, and Milan

  • Milan
  • Pisa
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Drive 291 km, 3 hours 47 min

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

A top pick for your self-guided sightseeing tour today is Piazza Del Duomo, Pisa. Previous visitors have rated this square an average of 4.7 out of 5 stars in 104,550 reviews.

Campo Santo is a local recommendation that you also can pay a visit today. This cemetery is rated an average of 4.6 out of 5 stars in 586 reviews.

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.

Leaning Tower Of Pisa is another outstanding experience in Pisa. Around 116,882 travelers have rated this bell tower an average of 4.7 out of 5 stars. The attraction hosts 3,200,000 visitors annually.

If you long for more, Knights' Square is not far away. This square is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.5 out of 5 stars in 9,051 reviews.

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.

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

Enjoy an outstanding dining experience at Enrico Bartolini al Mudec, a 3-star Michelin restaurant offering an exceptional creative menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 2-star Michelin-awardee, Seta by Antonio Guida, known for its delicious international, and contemporary cuisine. Another highly-recommended restaurant in Milan is Il Luogo Aimo e Nadia, a renowned restaurant with a 1-star Guide Michelin recognition, known for its delicious italian contemporary, and modern menu.

After enjoying a fulfilling meal, continue your evening at Nottingham Forest, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Armani/bamboo Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Mag Cafe provides an excellent environment for a relaxed and enjoyable evening.

Savor another day of unforgettable experiences in Italy!

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Day 3

Day 3 – Milan

  • Milan
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Drive 7 km, 31 min

  • Duomo di Milano
  • Palazzo Reale di Milano
  • Teatro alla Scala
  • Galleria Vittorio Emanuele II
  • Cathedral Square
  • More

Day 3 offers a multitude of experiences. You will stay in Milan for 2 nights more, offering you enough time to explore at a relaxed pace.

Your sightseeing of the day begins at Duomo Di Milano Museum, a remarkable art museum where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 138,554 reviews. Each year, this popular place of interest welcomes approximately 341,609 visitors.

Next, satisfy your wanderlust at Royal Palace Of Milan. This art museum has an average rating of 4.6 out of 5 stars from 17,538 travelers.

La Scala is another must-visit attraction. This renowned opera house offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 26,219 travelers, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit Galleria Vittorio Emanuele Ii. This well-loved commercial gallery boasts a 4.7 out of 5-star rating from 91,394 reviews.

When there’s still energy left for exploring, Cathedral Square awaits. If you’ve been interested in experiencing a sightseeing destination, this is a top pick rated 4.8 out of 5 stars by 7,539 previous visitors.

You can learn more about Milan today by going on a tour. Milan offers many top-rated tours and unique experiences that will inspire you. You can browse and select your favorites below.

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.

Enjoy a delicious meal at Nero 9, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Ristorante la Brisa, another top spot with a mouthwatering menu. You might also want to secure a reservation at UNAHOTELS Cusani Milano. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Milan this evening.

Continue the enjoyment post-dinner at Kilburn Cocktail Bar Milano, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bar Frida offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out The Friends Pub Milano. 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!

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Day 4

Day 4 – Milan

  • Milan
  • More

Drive 12 km, 53 min

  • Pinacoteca di Brera
  • Sforzesco Castle
  • Sempione Park
  • Arco della Pace
  • Piazza Gae Aulenti
  • More

On day 4 of your road trip, you will have an entire day to explore Milan. You’ll stay in Milan for 1 night and discover all the best things to see and do in the area.

Kick off the day at Pinacoteca Di Brera, a top pick for today’s sightseeing. Attracting approximately 417 visits every year, this attraction is a must-see. This art museum is rated an average of 4.7 out of 5 stars in 26,077 reviews.

Today is also your chance to visit Sforzesco Castle Art Library. Sforzesco Castle Art Library is a library with an average rating of 4.6 out of 5 stars from 68,714 reviews.

Parco Sempione is another top attraction we highly recommend you visit today. This park is rated an average of 4.6 out of 5 stars by 72,914 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Arch Of Peace. This monument is rated an average of 4.6 out of 5 stars by 27,502 visitors.

Lastly, don’t miss out on Piazza Gae Aulenti, a famous square in Milan. This attraction is rated an average of 4.6 out of 5 stars by 30,398 travelers.

There are plenty of experiences you can choose from in Italy that will add excitement to your vacation. When you’re keen to discover what else Milan has in store for you, use this day to go on a tour. Scroll down and select tours and activities to include on your itinerary for the day.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Milan. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Have a fantastic dining experience at Vento di Sardegna, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Palazzo Parigi Hotel & Grand Spa Milano offers an enticing alternative with its varied menu. Additionally, Galleria Restaurant is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Milan.

Keep the excitement of the evening going by visiting a bar or two. Bhangrabar is an excellent place to start. You could also check out Rufus Cocktail Bar, offering a different kind of charm. A last recommendation for the day is Ostello Bello Grande. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

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Day 5

Day 5 – Milan, and Florence

  • Florence
  • Milan
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Drive 324 km, 4 hours 8 min

  • Santa Maria delle Grazie
  • Leonardo da Vinci Museum of Science and Technology
  • Basilica di Sant'Ambrogio
  • Rotonda della Besana
  • More

Embark on another extraordinary experience on day 5 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Milan. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 1 night.

Drop by the renowned Santa Maria Delle Grazie Church. This popular convent has been rated an average of 4.5 out of 5 stars by 13,490 visitors.

Another unforgettable place to experience is Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". Rated 4.5 out of 5 stars by 22,235 visitors, this technology museum deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Basilica Di Sant'ambrogio. This church has been rated an average of 4.7 out of 5 stars in 12,883 reviews.

Another favorite attraction in the area is Rotonda Della Besana. This point of interest and popular place of interest enjoys a rating of 4.4 out of 5 stars from 2,614 local and international travelers.

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.

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.

Begin 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.

After savoring a delicious meal, step into the vibrant nightlife at Manifattura, where the evening is just getting started. In the same way, Se·sto On Arno Rooftop Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Archea Brewery is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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Day 6

Day 6 – Florence, Vatican City, and Rome

  • Rome
  • More

Drive 283 km, 3 hours 32 min

  • Vatican Museums
  • Sistine Chapel
  • Saint Peter's Square
  • St Peter's Basilica
  • More

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.

After soaking in Florence’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Vatican City, Vatican City. Expect your car journey to take a minimum of 3 hours 11 min. When you arrive in Vatican City, it's time to take a break from the road.

A top pick for your self-guided sightseeing tour today is Vatican Museums. Over 1,612,530 travelers visit this attraction every year. Previous visitors have rated this art museum an average of 4.6 out of 5 stars in 133,310 reviews.

Sistine Chapel is a local recommendation that you also can pay a visit today. This chapel is rated an average of 4.7 out of 5 stars in 52,083 reviews.

Another attraction you won't want to miss is Saint Peter's Square. This square is rated an average of 4.8 out of 5 stars in 38,954 reviews.

St. Peter's Basilica is another outstanding experience in Vatican City. Around 131,043 travelers have rated this major basilica an average of 4.8 out of 5 stars. The attraction hosts 11,000,000 visitors annually.

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.

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.

Prepare for an extraordinary culinary adventure in Rome by booking a table at La Pergola, a 3-star Michelin restaurant that boasts an exceptional mediterranean, and contemporary menu. For a different flavor experience, head to Il Pagliaccio, renowned for its delectable creative, and innovative dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Enoteca La Torre, a local gem known for its delightful mediterranean, and creative cuisine in Rome. Nestled in the city's heart, this 2-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

Continue your lively evening at La Botticella Of Poggi Giovanni, a perfect place for winding down or revving up the night, depending on which mood you’re in. Sant' Eustachio Caffè is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffè Portofino ensures a night out tailored to your taste.

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

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Day 7

Day 7 – Rome, and Pisa

  • Pisa
  • Rome
  • More

Drive 370 km, 4 hours 34 min

  • Roman Forum
  • Colosseum
  • Trevi Fountain
  • More

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.

Begin your sightseeing with a visit to Roman Forum. This extraordinary square is rated an average of 4.7 out of 5 stars by 114,450 visitors.

Next, make your way to Colosseum. This top attraction is a roman amphitheatre with an average rating of 4.7 out of 5 stars by 328,821 visitors. Colosseum welcomes 7,400,000 yearly visitors.

We also recommend a visit to Trevi Fountain. This sculpture is rated 4.8 out of 5 stars by 343,494 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.

After a day of adventure, treat yourself to an exquisite dinner at one of Pisa's best restaurants.

Don’t miss out on dining at Ristorante alle Bandierine, a top-rated dining destination in Pisa. If you're in the mood to try something new, consider Barrique Cocktail And Bistrot, another top spot with a mouthwatering menu. You might also want to secure a reservation at Filter Coffee Lab. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Pisa this evening.

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

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 8

Day 8 – Pisa - departure day

  • Pisa - Departure day
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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.

Make the most of your final day in Italy by visiting Pisa’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy.

Make Lungarni Di Pisa your first stop of the day. Previous visitors have rated this sightseeing destination an average of 4.6 out of 5 stars in 662 reviews.

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 for something new, try Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. , another premier location with a delectable 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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