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
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Experience the freedom of the open road on an unforgettable 5-day road trip in Italy! Embark on a self-drive tour that caters to every traveler, featuring destinations like Pisa, Genoa, Monza, Milan, and Sarzana.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. 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 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, accommodations, 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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Pick-up: 10:00
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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 central location for easy access to key areas 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.

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.

Extend your evening after a delightful meal by visiting Jeffer Cocktails & Friends, which offers the perfect atmosphere for a night out. Moreover, Le Parisien Wine Bar is another popular option for a drink or two. Likewise, Las Volta Cocktailbar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

On day 2 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Pisa and Cascine Vecchie are on today's agenda. In the evening, you’ll end up in Genoa, where you will stay for 1 night.

Whatever your travel style is, Palazzo Blu is an essential stop in Pisa. This often recommended art gallery provides an insightful glimpse into the city's identity. Next, discover Leaning Tower Of Pisa, a detailed monument, promising a delightful encounter.

Continue your sightseeing with a visit to Piazza Del Duomo, Pisa, a timeless public square. When you’re done, don’t forget to make a stop at the worthwhile Pisa Cathedral. Round off your day at Parco Regionale Migliarino, San Rossore, Massaciuccoli, another gem in Pisa with peaceful features to discover.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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.

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

Set out on a gastronomic journey in Genoa by reserving a table at San Giorgio. Renowned for its 1-star Michelin recognition, this restaurant presents an outstanding menu of modern and ligurian cuisine. For a different taste, head over to The Cook, renowned for its delectable modern dishes. This distinguished 1-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Il Marin, a highly rated local gem known for its exquisite seafood and contemporary menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss. Known for great service, it’s a fantastic choice for tonight in Genoa.

Unwind after your meal by stepping into Scurreria Beer & Bagel. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, La Lepre offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Pisacane Iii, another top-rated bar in the area.

Savor another day of unforgettable experiences 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
  • More

Your itinerary for day 3 of your road trip in Italy includes 2 stops and features some of the highlights of Genoa and Monza. At the end of the day, enjoy the comforts of a top-rated hotel in Milan, where you'll spend 1 night.

Piazza De Ferrari is perfect for a self-paced visit during the day. This romantic public square is sure to impress. Next on your list is Via Garibaldi, another must-visit landmark and locally appreciated street renowned for its romantic features.

While exploring and sightseeing, take time to savor the culture of Genoa by sampling some local delicacies. When you’re ready for more sightseeing, head to Aquarium Of Genoa. This breathtaking aquarium is an essential place to visit for anyone looking for the full Genoa experience. We also recommend visiting Monza Circuit, a popular motor speedway. Nearby, you'll also find Monza Park, ready to add charm to your journey.

When you’re done exploring for the day, you’ll drive to your hotel in Milan. Check in and relax before you head out to tour the city.

Milan is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Milan.

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.

Round off your dining experience by visiting Nottingham Forest, a prime location for a drink. Alternatively, explore the distinctive characteristics of Armani/bamboo Bar, a bar catering to every mood and preference. Mag Cafe likewise offers a unique atmosphere, perfect for a memorable night out.

Take some time to reflect on your day and savor another beautiful night 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 exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, including Milan and Sarzana. When you’re not sightseeing, take time to relax at your chosen hotel in Pisa, where you’ll be staying for 1 night.

Duomo Di Milano Museum brings Milan's character to life. This history-steeped church is a highlight of any visit in the city. Then, enjoy Galleria Vittorio Emanuele Ii, another visually striking attraction that never fails to captivate visitors. Next, head over to Parco Sempione, one of the city’s most famous attractions, known for its romantic features.

If you’re looking for more, spend time soaking in the atmosphere of Fortezza Di Firmafede. This breathtaking castle is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

At the end of the day, you will drive to Pisa, 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 Pisa's most popular restaurants, and connect with friendly locals for a true cultural experience.

Make sure to reserve a table at Ristorante Capodimonte Pisa, an iconic dining spot in Pisa. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Locanda Dei Pisani Doc Pisa, a popular restaurant in Pisa. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Baribaldi Pisa, a hidden gem nestled in Pisa. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

Head back to your accommodation in Pisa and get some rest to prepare for another magical day of your road trip in Italy.

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Day 5

Day 5

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

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 often recommended art installation is a hotspot among locals.

Take advantage of your accommodation's proximity to Pisa’s shopping district for some last-minute bargain hunting. 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.

Savor the flavors at Restaurant -Pizzeria Il Mio Capriccio, a top pick for dinner tonight. Alternatively, Ristorante alle Bandierine beckons with its unique menu offerings.

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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Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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Your trip is protected, personalized, and priced right. No surprises, no stress.

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