10-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling north to Milan and Florence

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Experience the freedom of the open road in Italy as you embark on an unforgettable 10-day road trip! This experience caters to every traveler, featuring destinations like Pisa, Noceto, Priorato, Milan, Bologna, and Florence.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 3 nights in Pisa, 4 nights in Milan, and 2 nights in Florence. 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 Ponte Vecchio are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Leaning Tower Of Pisa, learn more about the unique Piazza Del Duomo, Pisa, and immerse yourself in the vibrant atmosphere of Galleria Vittorio Emanuele Ii.

As you hit the open road and drive through Pisa, Noceto, Priorato, Milan, Bologna, and Florence, 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
Cittadella NuovaPiazza del Duomo, PisaPisa CathedralLeaning Tower of PisaParco Regionale Migliarino, San Rossore, Massaciuccoli
Castello della MusicaLabirinto della MasoneRocca Sanvitale
La ScalaGalleria Vittorio Emanuele IIDuomo di MilanoRoyal Palace of MilanBrera
Leonardo da Vinci Museum of Science and TechnologySanta Maria delle Grazie ChurchCastello SforzescoSempione ParkArch of Peace
Pinacoteca di BreraPiazza Gae AulentiCorso Vittorio Emanuele IIVia Monte NapoleoneNavigli

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Day 1

Day 1

  • Pisa - Arrival day
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  • Knights' Square
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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 2 nights 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 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.

Enjoy a lovely meal at Anima di Grano Pizzeria Napoletana Pisa Italy, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, il Mercante is another top choice with a popular menu. You could also check for a table at La Ghiotteria. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Pisa tonight.

If you’re not ready to end the night just yet, Jeffer Cocktails & Friends offers a perfect venue to relax and savor a drink. Similarly, Le Parisien Wine Bar is well-suited for those looking to unwind in a social setting. Las Volta Cocktailbar is another excellent spot to enjoy a nightcap after a delightful meal.

Raise a toast to the start of your 10-day road trip in Italy!

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Day 2

Day 2

  • Pisa
  • More

Drive 17 km, 47 min

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

Wake up to day 2 of your extraordinary road trip in Italy. With 1 night left in Pisa, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Today’s itinerary in Pisa covers several incredible sights, including a park, a public square, a church, a monument, a nature reserve and much more! Start your adventure at Cittadella Nuova. This curiosity-inducing park is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the grand wonders of Piazza Del Duomo, Pisa, a must-see public square in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Pisa Cathedral. This often recommended church offers an enriching experience. For a change of pace, head to Leaning Tower Of Pisa, where you can take in breathtaking features. Conclude your self-guided sightseeing tour with a visit to Parco Regionale Migliarino, San Rossore, Massaciuccoli. These sights offer a fulfilling end to a perfect day.

When you’re done exploring for the day, you’ll return to Pisa and your accommodation.

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.

Treat yourself to a delicious dinner at Ristorante Capodimonte Pisa, an excellent option for tonight's dining. Looking for something different? La Locanda Dei Pisani Doc Pisa offers a tantalizing alternative with its diverse menu. And don’t miss Baribaldi Pisa. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Pisa.

Cap off your dinner by heading to Bar Mocambo, ideal for a leisurely evening with a drink in hand. Tree is another bar that offers an enjoyable setting. Similarly, Chupiteria is also a popular place to go on a night out, perfect for relaxing and socializing.

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

  • Pisa
  • Milan
  • More

Drive 295 km, 3 hours 40 min

  • Castello della Musica
  • Labirinto della Masone
  • Rocca Sanvitale
  • More

Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 3 stops and experience some of the highlights of Noceto, Priorato II, and Priorato. 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 4 nights.

Pisa is home to plenty of attractions that offer family-friendly attractions, photo-friendly spots, and historic treasures! Start at Castello Della Musica, an underrated castle that is worthwhile a visit in the town. Nearby, you’ll find Labirinto Della Masone, enchanting visitors with its eye-catching appeal. Continue your exploration at Rocca Sanvitale. This castle is one of the town’s most increasingly popular spots.

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.

Set out on a gastronomic journey in Milan by reserving a table at Enrico Bartolini al Mudec. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of creative cuisine. For a different taste, head over to Seta by Antonio Guida, renowned for its delectable international and contemporary dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Il Luogo Aimo e Nadia, a highly rated local gem known for its exquisite italian contemporary and modern menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Milan.

Let the evening flow smoothly from dinner to drinks at Nottingham Forest, a top-rated bar in the area. For other recommendations, Armani/bamboo Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Mag Cafe offers a memorable night with diverse drink options and excellent service.

Raise your glass to another unforgettable day in Italy!

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Day 4

Day 4

  • Milan
  • More

Drive 1 km, 17 min

  • La Scala
  • Galleria Vittorio Emanuele II
  • Duomo di Milano
  • Royal Palace of Milan
  • Brera
  • More

On day 4 of your road trip, you will have an entire day to explore Milan. You’ll stay in Milan for 3 nights and discover all the best things to see and do in the area.

Don’t miss Brera in Milan today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks.

Today’s itinerary in Milan covers several incredible sights, including an opera house, a shopping mall, a church, a palace and much more! Start your adventure at La Scala. This popular opera house is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the enchanting wonders of Galleria Vittorio Emanuele Ii, a must-see shopping mall in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Duomo Di Milano Museum. This iconic church offers an enriching experience. For a change of pace, head to Royal Palace Of Milan, where you can take in photogenic features. These sights offer a fulfilling end to a perfect day.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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.

Enjoy a delicious meal at Dessert Bar Milano, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Radisson Blu Hotel Milan, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Qui Si Mangia. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Milan this evening.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Kilburn Cocktail Bar Milano, a well-loved spot among locals and tourists. Or, head to Bar Frida. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at The Friends Pub Milano, another top-rated place 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 5

Day 5

  • Milan
  • More

Drive 9 km, 1 hour

  • Leonardo da Vinci Museum of Science and Technology
  • Santa Maria delle Grazie Church
  • Castello Sforzesco
  • Sempione Park
  • Arch of Peace
  • More

Day 5 of your road trip will take you to the best attractions Milan has to offer. Cherish the 2 nights you have left in Milan by discovering the best things there are to see and do in the city.

Savor the day by visiting some of the best places to see in Milan, including a museum, a church, a castle, a park, a monument and much more! Start your adventure at Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". This captivating museum is a must-visit for travelers looking for a unique holiday experience. Make your way to Santa Maria Delle Grazie Church located in Milan for another exciting encounter.

Next, immerse yourself in the setting of Sforzesco Castle Art Library. Its culturally significant features will captivate you. After the castle, continue your tour of the city with a visit to Parco Sempione. Visitors usually appreciate the serene features of this park. Next up is Arch Of Peace, a highly recommended monument.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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.

Enjoy a lovely dining experience at Bice Restaurant, a popular restaurant in Milan. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Milan at Alto Ristorante, 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 Nero 9. It’s yet another ideal choice to enhance your time in Milan tonight.

After your meal, keep the night alive at a bar like Bhangrabar, known for its lively atmosphere. Rufus Cocktail Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Ostello Bello Grande offers an excellent atmosphere for those looking to amp up the evening.

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

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Day 6

Day 6

  • Milan
  • More

Drive 6 km, 49 min

  • Pinacoteca di Brera
  • Piazza Gae Aulenti
  • Corso Vittorio Emanuele II
  • Via Monte Napoleone
  • Navigli
  • More

Day 6 offers a multitude of experiences. You will stay in Milan for 1 night more, offering you enough time to explore at a relaxed pace.

Corso Vittorio Emanuele II is one of the highlights of today. Take your time exploring this iconic street in Milan, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city. Be sure to also visit Via Monte Napoleone, a street that showcases another side of Milan.

Start by visiting Pinacoteca Di Brera, a prime spot to begin your journey. This photogenic art gallery is sure to impress. Next on your list is Piazza Gae Aulenti, another must-visit landmark and popular public square renowned for its picture-perfect features.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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

Treat yourself to a delicious dinner at Ristorante la Brisa, an excellent option for tonight's dining. Looking for something different? Pasticceria San Carlo offers a tantalizing alternative with its diverse menu. And don’t miss UNAHOTELS Cusani Milano. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Milan.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Qc Termemilano, known for its inviting atmosphere. Yguana Cafè is another great option if you’re looking for a place to get the night started.

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

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Day 7

Day 7

  • Milan
  • Florence
  • More

Drive 335 km, 4 hours 14 min

  • Piazza Maggiore
  • Fountain of Neptune, Bologna
  • Palazzo Re Enzo
  • More

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Bologna. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 2 nights.

A blend of family-friendly attractions, romantic experiences, and breathtaking views await you in Milan on today’s itinerary. First up is the astonishing public square, Piazza Maggiore. Afterward, continue to Fountain Of Neptune, Bologna, a monument 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 Palazzo Re Enzo. This intriguing palace is an essential stop.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and spend some time relaxing before you head out to tour the city.

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.

Treat yourself to an extraordinary dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an incredible italian contemporary menu. Alternatively, if your taste buds call for something different, Santa Elisabetta is one of the best restaurants for creative and mediterranean cuisine in Florence. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Gucci Osteria da Massimo Bottura. As a top-rated establishment with 1 Michelin star, it is an ideal choice for italian contemporary and international cuisine in the city.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, another top-rated place in the area.

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

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Day 8

Day 8

  • Florence
  • More

Drive 17 km, 1 hour 6 min

  • Central Market
  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • piazzale Michelangelo
  • The Boboli Gardens
  • More

Day 8 of your road trip across Italy promises a magnificent time exploring Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Today’s agenda in Florence includes a food market, a church, an art gallery, an observation deck, a botanical garden and much more! Central Market is must-visit food market and a great starting point for the day. Next, continue your journey to Cathedral Of Santa Maria Del Fiore, an astonishing church, located just a leisurely stroll away. Next, head to Galleria Dell'accademia, a heritage-rich art gallery, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Florence. When you're ready, let your sightseeing route take you to the top-rated Piazzale Michelangelo. If you’re looking for more, The Boboli Gardens is also a popular attraction that is worthwhile a visit.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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

Enjoy a lovely meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

To truly maximize your evening out, consider visiting Bar 50 Rosso after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bitter Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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Day 9

Day 9

  • Florence
  • Pisa
  • More

Drive 82 km, 1 hour 23 min

  • piazza della Signoria
  • Uffizi Gallery
  • Ponte Vecchio
  • Palazzo Pitti
  • More

Experience an unparalleled adventure on day 9 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Florence. 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.

Today’s route brings family-friendly attractions, romantic experiences, and scenic views. The first attraction of today is Piazza Della Signoria. This extraordinary public square is a visually striking place to see in Florence. Continue your discovery at Uffizi Gallery, a standout art gallery with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Ponte Vecchio. This iconic historical landmark offers a culturally significant encounter with Florence. Next, make your way to Pitti Palace to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Pisa. Pisa 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 Pisa's best restaurants.

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

After savoring a delicious meal, step into the vibrant nightlife at Bar Livorno, where the evening is just getting started.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 10

Day 10

  • Pisa - Departure day
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  • Logge dei Banchi
  • More

Day 10 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, we recommend visiting Logge Dei Banchi, a photogenic public square before you head out.

Maximize your last day in Italy and go on a shopping spree in Pisa’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.

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

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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