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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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 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.

As afternoon approaches, head to your chosen hotel in Pisa. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

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.

Have a fantastic dining experience at Anima di Grano Pizzeria Napoletana Pisa Italy, a highly recommended choice for tonight's dinner. If you're looking to mix things up, il Mercante offers an enticing alternative with its varied menu. Additionally, La Ghiotteria is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Pisa.

Continue the enjoyment post-dinner at Jeffer Cocktails & Friends, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Le Parisien Wine Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Las Volta Cocktailbar. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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
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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 Genoa. You’ll stay here for 1 night.

Today’s route brings family-friendly attractions, picturesque spots, and history-rich sites. The first attraction of today is Palazzo Blu. This beloved art gallery is a historic place to see in Pisa. Continue your discovery at Leaning Tower Of Pisa, a picture-perfect monument with stories to tell.

As you stroll around Pisa, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Piazza Del Duomo, Pisa. This wondrous public square offers a stunning encounter with Pisa. Next, make your way to Pisa Cathedral to add another highlight to your day. After that, visit Parco Regionale Migliarino, San Rossore, Massaciuccoli, a frequently visited nature reserve that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Pisa.

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.

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

Experience a symphony of flavors at San Giorgio in Genoa by securing a reservation in advance. Renowned for its 1-star Michelin distinction, San Giorgio delights its guests with its exceptional variety of meals showcasing delicious modern and ligurian cuisine. For a palate-pleasing alternative, make sure to dine at The Cook, acclaimed for its delectable modern specialties. This local 1-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Il Marin, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for seafood and contemporary cuisine in the city.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Scurreria Beer & Bagel stands out as an excellent choice for a post-dinner cocktail. Alternatively, La Lepre offers an ideal atmosphere to enjoy the pleasures of the night. Bar Pisacane Iii is also a great option that provides a perfect setting for a relaxing evening.

Get a good night's sleep and look forward to another great day on the road in Italy!

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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
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Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Genoa and Monza. At the end of the day, you will enjoy the comforts of a top-rated hotel in Milan, which will be your home away from home for 1 night.

Brace yourself for today’s incredible lineup of attractions in Genoa, featuring fun adventures, romantic experiences, and breathtaking views. Start at Piazza De Ferrari, a locally renowned public square in the city. Then, head to Via Garibaldi and soak in the ambiance of this romantic 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 spectacular stunning spots of interest. After exploring the aquarium, visit the interesting Monza Circuit. Not far away, you'll also find Monza Park. This park is a serene 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 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.

Experience a taste of local culinary excellence while in Milan by securing a table at Enrico Bartolini al Mudec. An esteemed 3-star Michelin restaurant, it features an exceptional creative menu. For an alternative taste experience, visit Seta by Antonio Guida, famous for its scrumptious international and contemporary dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Il Luogo Aimo e Nadia, a local favorite celebrated for its exquisite italian contemporary and modern cuisine in Milan. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and modern cuisine lovers seeking top-notch culinary experiences.

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

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

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 - Milan and Sarzana. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Pisa. You will spend 1 night here for some well-deserved relaxation.

A blend of fun adventures, romantic experiences, and scenic views await you in Milan on today’s itinerary. First up is the iconic church, Duomo Di Milano Museum. Afterward, continue to Galleria Vittorio Emanuele Ii, a shopping mall every traveler should visit.

As you explore Milan’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Parco Sempione. This spectacular park is an essential stop. Following that, head to Fortezza Di Firmafede, another must-visit site that will enhance your experience.

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 explore more of Pisa, 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.

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.

Round off your dining experience by visiting Bar Mocambo, a prime location for a drink. Alternatively, explore the distinctive characteristics of Tree, a bar catering to every mood and preference. Chupiteria likewise offers a unique atmosphere, perfect for a memorable night out.

Raise your glass to another unforgettable day 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 underrated art installation is a popular place to see in the city.

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.

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 to try something new, consider Ristorante alle Bandierine, another top spot with a mouthwatering 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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