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

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Aerial view at tower of Pisa in Italy on a sunny day.
Tourist female in Pisa, Arno river, lamp and buildings reflection. Lungarno view.santa maria della spina
10-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling north to Milan and Florence
10-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling north to Milan and Florence
10-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling north to Milan and Florence
10-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling north to Milan and Florence
10-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling north to Milan and Florence
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Explore the best of Italy on a remarkable 10-day road trip! Combine exploration with relaxation on a self-drive tour featuring Pisa, Noceto, Priorato, Milan, Bologna, and Florence.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. 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 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.

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, 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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Day1

Day 1

  • Pisa - Arrival day
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  • Knights' Square
  • More

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 2 nights discovering what to see in Pisa 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 Knights' Square. Taking a stroll in the city center is a great alternative. 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.

Enjoy a delicious meal at Anima di Grano Pizzeria Napoletana Pisa Italy, a highly-rated dining destination in Pisa. If you're eager to try something different, consider il Mercante, another top spot with a tantalizing menu. You might also want to secure a reservation at La Ghiotteria. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Pisa this evening.

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 10-day road trip in Italy!

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Day2

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

On day 2 of your road trip, you'll get the chance to experience Pisa and Cascine Vecchie. At the end of the day, you'll drive back to Pisa, where you still have 1 night left to stay.

To truly experience Pisa, make sure to drop by Cittadella Nuova. This underrated park is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Del Duomo, Pisa, one of the city’s best highlights.

Next, check out Pisa Cathedral, one of the most up-and-coming places to see in Pisa. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Leaning Tower Of Pisa. Wander around and soak in the UNESCO world heritage-designated atmosphere this monument offers.

Continue your road trip and head to your next destination, Cascine Vecchie. This car ride takes around 12 min.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Parco Regionale Migliarino, San Rossore, Massaciuccoli, a curiosity-inducing nature reserve that everyone visiting Cascine Vecchie should see.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Pisa.

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

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. Known for great service, it’s a fantastic choice for tonight in Pisa.

After savoring a delicious meal, step into the vibrant nightlife at Bar Mocambo, where the evening is just getting started. In the same way, Tree offers a unique charm perfect for experiencing the local bar scene in Pisa. Chupiteria is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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Day3

Day 3

  • Pisa
  • Noceto
  • Priorato
  • Milan
  • More

Drive 295 km, 3 hours 40 min

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

Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 3 places, which are Noceto, Priorato II, and Priorato. At the end of the day, you will retreat to the hotel of your choice in Milan, where will spend 4 nights.

Set your GPS to Noceto and hit the road. Expect a journey of approximately 1 hour 55 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Noceto beckons with new experiences!

When you're ready for some sights, head to Castello Della Musica, a frequently visited castle in Noceto. Explore its heritage-rich features at your own pace before you continue your journey.

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

Spend your afternoon discovering Labirinto Della Masone, a locally appreciated maze known for its breathtaking features.

Priorato’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Priorato II behind. This drive usually takes around 7 min. Priorato welcomes you with a multitude of unique vacation experiences.

Spend your afternoon discovering Rocca Sanvitale, a worthwhile castle known for its romantic features.

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.

Treat yourself to an extraordinary dining experience at Enrico Bartolini al Mudec, a 3-star Michelin restaurant offering an incredible creative menu. Alternatively, if your taste buds call for something different, Seta by Antonio Guida is one of the best restaurants for international and contemporary cuisine in Milan. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Il Luogo Aimo e Nadia. As a top-rated establishment with 1 Michelin star, it is an ideal choice for italian contemporary and modern cuisine in the city.

Continue the enjoyment post-dinner at Nottingham Forest, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Armani/bamboo Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Mag Cafe. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

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Day4

Day 4

  • Milan
  • More

Drive 1 km, 17 min

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

Day 4 offers an itinerary packed with the best things to see in Pisa. You’ll stay in Milan for 3 nights more, offering you enough time to explore at a relaxed pace.

Don’t miss Brera 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.

Start your day at La Scala. This history-steeped opera house is a notable place to see in Milan. Then, wander over to Galleria Vittorio Emanuele Ii. If enchanting sites excite you, this shopping mall will be right up your alley. Nearby, you’ll also find Duomo Di Milano Museum. This history-steeped church is a favorite among visitors.

Milan offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Royal Palace Of Milan is a well-known spot in the city that will captivate you with its unique charm.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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.

Dine in style at Dessert Bar Milano, a top recommendation for dinner tonight. Or, for a change of pace, Radisson Blu Hotel Milan boasts a menu that's sure to impress. Also, be sure to check out Ristorante Qui Si Mangia. Known as a local hotspot, it’s a great choice for tonight in Milan.

Continue your evening by exploring the vibrant nightlife scene at Kilburn Cocktail Bar Milano, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Frida, a bar that offers unique local touches. Likewise, The Friends Pub Milano provides an excellent alternative for a fun evening.

Say good night to Milan and look forward to another great day of your road trip in Italy!

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Day5

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 the city and use the provided itinerary to discover what to see in Milan.

Whether you decide to explore Milan on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Whatever your travel style is, Museo Della Scienza E Della Tecnologia "leonardo Da Vinci" is an essential stop in Milan. This interesting museum provides an insightful glimpse into the city's identity. Next, discover Santa Maria Delle Grazie Church, a monumental church, promising a delightful encounter.

Continue your sightseeing with a visit to Sforzesco Castle Art Library, an astonishing castle. When you’re done, don’t forget to make a stop at the astonishing Parco Sempione. Round off your day at Arch Of Peace, another gem in Milan with respected features to discover.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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 Bice Restaurant, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Alto Ristorante offers an enticing alternative with its varied menu. Additionally, Nero 9 is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Milan.

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

Raise your glass to another unforgettable day in Italy!

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Day6

Day 6

  • Milan
  • More

Drive 6 km, 49 min

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

On day 6 of your road trip, you will have an entire day to discover what to see in Milan. You’ll stay in Milan for 1 night.

A visit to Corso Vittorio Emanuele II is a must on the agenda today. This street is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights. Don’t forget to check out Via Monte Napoleone as well, a street that adds another layer to your exploration.

Check out the interesting art gallery, Pinacoteca Di Brera. Afterward, continue to Piazza Gae Aulenti, a public square 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.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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

Enjoy a delicious meal at Ristorante la Brisa, a highly-rated dining destination in Milan. If you're eager to try something different, consider Pasticceria San Carlo, another top spot with a tantalizing menu. You might also want to secure a reservation at UNAHOTELS Cusani Milano. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Milan this evening.

Let the evening flow smoothly from dinner to drinks at Qc Termemilano, a top-rated bar in the area. For other recommendations, Yguana Cafè provides a perfect setting for rounding out your night with style and great drinks.

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

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Day7

Day 7

  • Milan
  • Bologna
  • Florence
  • More

Drive 335 km, 4 hours 14 min

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

On day 7 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Bologna are on today's agenda. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Bologna. This drive usually takes around 2 hours 34 min, without any stops or traffic disruptions.

Spend your afternoon discovering Piazza Maggiore, an extraordinary public square known for its visually striking features. Next, continue your sightseeing at Fountain Of Neptune, Bologna, an up-and-coming monument.

If you're starting to feel hungry, this is a great time for a break at a nearby restaurant or cafe. When you're ready for more, stop by Palazzo Re Enzo and uncover the details of this picture-perfect palace.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine.

Experience a taste of local culinary excellence while in Florence by securing a table at Enoteca Pinchiorri. An esteemed 3-star Michelin restaurant, it features an exceptional italian contemporary menu. For an alternative taste experience, visit Santa Elisabetta, famous for its scrumptious creative and mediterranean dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Gucci Osteria da Massimo Bottura, a local favorite celebrated for its exquisite italian contemporary and international cuisine in Florence. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and international cuisine lovers seeking top-notch culinary experiences.

Continue your evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out Se·sto On Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Il Vinile provides an excellent alternative for a fun evening.

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

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Day8

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 what to see in Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Your adventure in Florence is only getting started when you visit Central Market, an interesting local hot spot. Another notable attraction to explore is Cathedral Of Santa Maria Del Fiore. This impressive church is known for its instagrammable appeal.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Galleria Dell'accademia. This history-steeped art gallery offers a fascinating experience that many visitors find memorable. Piazzale Michelangelo is also worth visiting, along with The Boboli Gardens. These standout landmarks offer unique experiences that add to the day’s enjoyment.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for a true cultural experience.

Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

Continue your lively evening at Bar 50 Rosso, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bitter Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.

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

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Day9

Day 9

  • Florence
  • Pisa
  • More

Drive 82 km, 1 hour 23 min

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

On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Florence. When you’re not sightseeing, take time to relax at your chosen hotel in Pisa, where you’ll be staying for 1 night.

Experience Piazza Della Signoria, a widely recognized public square in the city. Then, head to Uffizi Gallery and soak in the ambiance of this romantic art gallery.

There are many interesting places to see in Florence, and when you are ready for more, go to Ponte Vecchio. This is one of the city’s most globally renowned awe-inspiring spots of interest. After exploring the historical landmark, visit the notable Pitti Palace.

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.

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

Make sure to reserve a table at Restaurant -Pizzeria Il Mio Capriccio, 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 Ristorante alle Bandierine, 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 Barrique Cocktail And Bistrot, a hidden gem nestled in Pisa. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

If you’re not ready to end the night just yet, Bar Livorno offers a perfect venue to relax and savor a drink.

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

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Day10

Day 10

  • Pisa - Departure day
  • More
  • 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 heritage-rich public square before you head out.

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 vacation.

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 La corte di San Leonardo, 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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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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