5-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling west to Genoa and Milan

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Tourist female in Pisa, Arno river, lamp and buildings reflection. Lungarno view.santa maria della spina
Blue hour twilight with Duomo and world famous Leaning Tower travel background in Tuscany.
Landscape with Pisa old town and Arno river, Tuscany, Italy.
 Tourists and locals enjoy a sunny day on the Corso Italia, the main shopping and dining street through the Tuscan city of Pisa, Italy.
Gothic church of Santa Maria della Spina, built around 1230 in the Pisan Gothic style.
Building in botanical garden of Pisa (Orto botanico di Pisa) in Italy
Photo of Tourists at the Primatial Metropolitan Cathedral of the Assumption of Mary in Pisa.
Carriage with horse in front of the leaning tower of Pisa
San Miniato, Pisa, Tuscany, Italy: the ancient catholic theological seminary in the picturesque old town.
Piazza Vittorio Emanuele square in the centre of Pisa city in Tuscany, Italy
Beautiful building of University on Piazza dei Cavalieri (Palazzo della Carovana) decorated with sgraffiti and sculptures of Grand Dukes of Tuscany. The statue depicts Cosimo I de' Medici. Pisa, Italy
The Cittadella Nuova now called the Giardino di Scotto or Giardino Scotto is an old fortress in Pisa, Italy
Piazza dei Cavalieri, Palazzo della Carovana, Palazzo dell'Orologio in Pisa, Italy. Architecture and landmark of Pisa. Cityscape of Pisa
Pisa, Italy. Leaning Tower of Pisa. Panoramic view in the evening. Aerial view
Genoa seaport, Italy
Photo of Sand beach in Camogli by Genoa, Italy.
Photo of Piazza De Ferrari main square in Genoa Italy.
Photo of Courtyard of Palazzo Reale in Genoa, Italy.
Photo of View of Genoa at sunset from "Spianata Castelletto", Italy.
Photo of Sestri Levante - Paradise Bay of Silence with its boats and its lovely beach. Beautiful coast at Province of Genoa in Liguria, Italy - Europe.
Photo of Genoa, Liguria, Italy downtown city skyline from above at dusk.
Photo of The Aquarium of Genoa is the largest aquarium in Italy. Located in the old harbor area of Genova.
Photo of Genoa port from above at night.
Photo of Palace of St George (Palazzo San Giorgio), Genoa, Italy.
Photo of Genova Brignole Railway Station in the evening.
Photo of View of Bogliasco. Bogliasco is a ancient fishing village in Italy, Genoa, Liguria. Mediterranean Sea, sandy beach and architecture of Bogliasco town.
Photo of Beach with tourists in San Fruttuoso bay with the ancient Abbey (San Fruttuoso di Capodimonte), X-XI century, and Andrea Doria tower. Portofino and Camogli, Genoa province, Liguria, Italy, Europe.
Photo of View of Pieve Ligure and on Sori on the background, italian towns of ligurian riviera, Genoa (Genova) province, Italy.
photo of view of Bogliasco, Genoa, Italy town skyline on the Mediterranean sea at sunset.
Milan Cathedral, Duomo di Milano, and Piazza Duomo square in the Milan city center, Italy
Photo of Arch of Peace, or Arco della Pace, city gate in the centre of the Old Town of Milan in the sunny day, Lombardia, Italy.
Photo of Milan, Italy. Bridge across the Naviglio Grande canal at the sunrise Milano, Lombardy.
Photo of Milano, Italy. Church Santa Maria delle Grazie in Milan, famous for hosting Leonardo da Vinci masterpiece "The Last Supper".
Photo of Sforza Castle or Castello Sforzesco aerial panoramic view. Sforza Castle is located in Milan city in northern Italy.
Photo of tourist girl holds hat in Sempione Square, Milan, Italy.
Photo of Milan Cathedral, Duomo di Milano, Italy, one of the largest churches in the world on sunrise.
Photo of Darsena artificial reservoir is located near Porta Ticinese in Milan in Lombardy region of northern Italy.
Photo of tourist woman with arms raised in Milan Cathedral Square, Italy.
Photo of the Basilica of San Lorenzo Maggiore is a roman catholic church in Milan city in Lombardy region of northern Italy.
Photo of town of Menaggio on lake Como, Milan, Italy.
Photo of Stazione Milano Centrale is the main railway station of the Milan city in Lombardy region of northern Italy.
photo of view of Duomo square and Milan Cathedral at sunrise, Italy.
photo of view of View of the Peace Arch with yellow tram in Milan, Italy
photo of  view of Milan Piazza Del Duomo at Sunrise, Italy.
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Explore the best of Italy on a 5-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Pisa, Genoa, Monza, Milan, and Sarzana. 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, 1 night in Genoa, and 1 night in Milan. 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. Duomo Di Milano Museum and Leaning Tower Of Pisa are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Piazza Del Duomo, Pisa, learn more about the unique Galleria Vittorio Emanuele Ii, and immerse yourself in the vibrant atmosphere of Parco Sempione.

As you hit the open road and drive through Pisa, Genoa, Monza, Milan, and Sarzana, 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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Driver’s age is 30 - 65
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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Knights' Square
Palazzo BluLeaning Tower of PisaPiazza del Duomo, PisaPisa CathedralParco Regionale Migliarino, San Rossore, Massaciuccoli
piazza De FerrariVia GaribaldiAquarium of GenoaMonza CircuitParco di Monza
Duomo di MilanoGalleria Vittorio Emanuele IISempione ParkFortezza Firmafede
“Tuttomondo” (Keith Haring)

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Day 1

Day 1

  • 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 just 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.

Treat yourself to a wonderful meal at Anima di Grano Pizzeria Napoletana Pisa Italy, a top-rated dining spot in Pisa. If you're in the mood for something new, try il Mercante, another premier location with a delectable menu. You might also want to book a table at La Ghiotteria. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Pisa.

Round off your dining experience by visiting Jeffer Cocktails & Friends, a prime location for a drink. Alternatively, explore the distinctive characteristics of Le Parisien Wine Bar, a bar catering to every mood and preference. Las Volta Cocktailbar likewise offers a unique atmosphere, perfect for a memorable night out.

Raise a toast to the start of your 5-day road trip in Italy!

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Day 2

Day 2

  • Pisa
  • Genoa
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Drive 171 km, 2 hours 35 min

  • Palazzo Blu
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Pisa Cathedral
  • Parco Regionale Migliarino, San Rossore, Massaciuccoli
  • More

Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Pisa and Cascine Vecchie. At the end of the day, you will enjoy the comforts of a top-rated hotel in Genoa, which will be your home away from home for 1 night.

Today's adventure in Pisa promises more breathtaking discoveries and enriching experiences! Begin at Palazzo Blu. This eye-catching art gallery is a highlight of any visit in the city. Then, enjoy Leaning Tower Of Pisa, another culturally significant attraction that never fails to captivate visitors. Next, head over to Piazza Del Duomo, Pisa, one of the city’s most world-famous attractions, known for its breathtaking features.

If you’re looking for more, spend time soaking in the atmosphere of Pisa Cathedral. This stunning church is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Parco Regionale Migliarino, San Rossore, Massaciuccoli, an intriguing nature reserve, and take a stroll around the area.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Genoa. Genoa offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As dinnertime approaches, it's time to head out for a bite to eat in Genoa. 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.

Have a memorable dining experience in Genoa by booking a table at San Giorgio, renowned as a 1-star Michelin restaurant presenting an exceptional modern and ligurian menu. For a different culinary experience in Genoa, The Cook shines as one of the top destinations, known for its delicious modern cuisine. This 1-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, Il Marin is known as a top local spot for its delicious seafood and contemporary cuisine in Genoa. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

If you’re not ready to end the night just yet, Scurreria Beer & Bagel offers a perfect venue to relax and savor a drink. Similarly, La Lepre is well-suited for those looking to unwind in a social setting. Bar Pisacane Iii is another excellent spot to enjoy a nightcap after a delightful meal.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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Day 3

Day 3

  • Genoa
  • Milan
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Drive 201 km, 3 hours 22 min

  • piazza De Ferrari
  • Via Garibaldi
  • Aquarium of Genoa
  • Monza Circuit
  • Parco di Monza
  • More

Dive into day 3 of your remarkable road trip in Italy. Today you will explore Genoa and Monza, 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.

Brace yourself for today’s incredible lineup of attractions in Genoa, featuring family-friendly attractions, romantic experiences, and breathtaking views. Start at Piazza De Ferrari, a popular public square in the city. Then, head to Via Garibaldi and soak in the ambiance of this enchanting street.

There are many interesting places to see in Genoa, and when you are ready for more, go to Aquarium Of Genoa. This is one of the city’s most impressive awe-inspiring spots of interest. After exploring the aquarium, visit the locally renowned Monza Circuit. Not far away, you'll also find Monza Park. This park is an eye-catching highlight in Genoa.

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.

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.

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.

Unwind after your meal by stepping into Nottingham Forest. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Armani/bamboo Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Mag Cafe, another top-rated bar in the area.

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 4

Day 4

  • Milan
  • Pisa
  • More

Drive 296 km, 4 hours 7 min

  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • Sempione Park
  • Fortezza Firmafede
  • More

On day 4 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 and Sarzana. In the evening, you’ll end up in Pisa, where you will stay for 1 night.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Milan allows for both. Start by heading to Duomo Di Milano Museum. This wondrous church provides an insightful glimpse into the city's identity. Next, discover Galleria Vittorio Emanuele Ii, a visually striking shopping mall, promising a delightful encounter.

Continue your sightseeing with a visit to Parco Sempione, an extraordinary park. When you’re done, don’t forget to make a stop at the often recommended Fortezza Di Firmafede.

When you’re done exploring for the day, you’ll drive to your hotel in Pisa. 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 Pisa. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Enjoy a lovely dining experience at Ristorante Capodimonte Pisa, a popular restaurant in Pisa. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Pisa at La Locanda Dei Pisani Doc Pisa, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Baribaldi Pisa. It’s yet another ideal choice to enhance your time in Pisa tonight.

Extend your evening after a delightful meal by visiting Bar Mocambo, which offers the perfect atmosphere for a night out. Moreover, Tree is another popular option for a drink or two. Likewise, Chupiteria also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Savor another day of unforgettable experiences in Italy!

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Day 5

Day 5

  • Pisa - Departure day
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  • “Tuttomondo” (Keith Haring)
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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.

If you're up for some more sightseeing, begin at “tuttomondo” (keith Haring). This intriguing art installation is a popular place to see in the city.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

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

Dine in style at Restaurant -Pizzeria Il Mio Capriccio, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante alle Bandierine boasts a menu that's sure to impress.

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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