9-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling north to Genoa, Milan, Venice, and Florence

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Escape the ordinary with this exciting 9-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, 2 nights in Milan, 1 night in Venice, 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. Piazza San Marco and Rialto Bridge are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Duomo Di Milano Museum, learn more about the unique Verona Arena, and immerse yourself in the vibrant atmosphere of Ponte Vecchio.

As you hit the open road and drive through Pisa, Genoa, Monza, Milan, Valeggio sul Mincio, Verona, Venice, Florence, and Siena, 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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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Knights' Square
Leaning Tower of PisaPisa CathedralPiazza del Duomo, PisaBattistero di San GiovanniParco Regionale Migliarino, San Rossore, Massaciuccoli
piazza De FerrariVia GaribaldiAquarium of GenoaMonza CircuitParco di Monza
Sempione ParkCastello SforzescoLa ScalaGalleria Vittorio Emanuele IIDuomo di Milano
Parco Giardino SigurtàCastelvecchio BridgeCastelvecchio MuseumVerona Arena
Rialto BridgePalazzo Contarini del BovoloPiazza San MarcoDoge's PalaceBridge of Sighs

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Day 1

Day 1

  • Pisa - Arrival day
  • More
  • Knights' Square
  • More

Your road trip adventure in Italy begins as soon as you reach Pisa and pick up your car. You’ll stay in Pisa for 1 night 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 taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Pisa. Make yourself at home and enjoy some downtime before heading out again.

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.

Keep the excitement of the evening going by visiting a bar or two. Jeffer Cocktails & Friends is an excellent place to start. You could also check out Le Parisien Wine Bar, offering a different kind of charm. A last recommendation for the day is Las Volta Cocktailbar. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Raise a toast to the start of your 9-day road trip in Italy!

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Day 2

Day 2

  • Pisa
  • Genoa
  • More

Drive 171 km, 2 hours 28 min

  • Leaning Tower of Pisa
  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Battistero di San Giovanni
  • Parco Regionale Migliarino, San Rossore, Massaciuccoli
  • More

On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Pisa and Cascine Vecchie. When you’re not sightseeing, take time to relax at your selected hotel in Genoa, where you’ll be staying for 1 night.

Pisa is home to plenty of attractions that offer fun adventures, breathtaking views, and picturesque spots! Start at Leaning Tower Of Pisa, a world-famous monument that is worthwhile a visit in the city. Nearby, you’ll find Pisa Cathedral, enchanting visitors with its UNESCO world heritage-designated appeal. Continue your exploration at Piazza Del Duomo, Pisa. This public square is one of the city’s most world-famous spots.

Enjoy the freedom of exploring Pisa at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Battistero Di San Giovanni.

When you’ve had your share of Pisa, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Cascine Vecchie. Your travel time is around 11 min.

One of our top recommendations for your sightseeing is Parco Regionale Migliarino, San Rossore, Massaciuccoli. Spend some time admiring the instagrammable features of the nature reserve before you continue to your next stop.

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

As you explore more of Genoa, 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 Genoa by securing a reservation at San Giorgio. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of modern and ligurian cuisine. For another dining delight, visit The Cook, celebrated for its delectable modern menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Il Marin, a top local spot known for its tantalizing seafood and contemporary menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Round off your dining experience by visiting Scurreria Beer & Bagel, a prime location for a drink. Alternatively, explore the distinctive characteristics of La Lepre, a bar catering to every mood and preference. Bar Pisacane Iii likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 3

Day 3

  • Genoa
  • Monza
  • Milan
  • More

Drive 201 km, 3 hours 22 min

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

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 2 nights.

A blend of fun adventures, romantic experiences, and breathtaking views await you in Genoa on today’s itinerary. First up is the well-known public square, Piazza De Ferrari. It's a standout spot that offers a memorable visit. Afterward, continue to Via Garibaldi. A visit to this street is an enriching experience for all.

As you explore Genoa’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Aquarium Of Genoa. This widely recognized aquarium is an essential stop that should not be missed.

Continue your road trip and head to your next destination, Monza. This car ride takes around 2 hours 9 min.

Savor the rest of your day by heading to Monza Circuit, a notable motor speedway that draws visitors from near and far. When you're done, continue on to Monza Park, where you can soak in the eye-catching surroundings.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Milan. Milan offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

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.

Start 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.

If you’re not ready to end the night just yet, Nottingham Forest offers a perfect venue to relax and savor a drink. Similarly, Armani/bamboo Bar is well-suited for those looking to unwind in a social setting. Mag Cafe is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day 4

Day 4

  • Milan
  • More

Drive 4 km, 41 min

  • Sempione Park
  • Castello Sforzesco
  • La Scala
  • Galleria Vittorio Emanuele II
  • Duomo di Milano
  • More

Day 4 of your road trip across Italy promises a magnificent time exploring Milan. You have 1 night left in Milan. Take the opportunity to experience more of the best attractions and activities in the city.

Savor the day by visiting some of the best places to see in Milan, including a park, a castle, an opera house, a shopping mall, a church and much more! Start your adventure at Parco Sempione. This top-rated park is a must-visit for travelers looking for a unique holiday experience. Make your way to Sforzesco Castle Art Library located in Milan for an enchanting atmosphere.

Next, immerse yourself in the setting of La Scala. Its romantic features will captivate you. After the opera house, continue your tour of the city with a visit to Galleria Vittorio Emanuele Ii. This shopping mall has a romantic appeal. For a change of pace, head to Duomo Di Milano Museum. As one of the most world-famous attractions in Milan, this church is an excellent place to end your self-guided tour.

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 Dessert Bar Milano, an excellent option for tonight's dining. Looking for something different? Radisson Blu Hotel Milan offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Qui Si Mangia. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Milan.

Following your dinner, dive into the local bar culture at Kilburn Cocktail Bar Milano. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar Frida, the perfect place for those looking to experience the best of the nightlife. Similarly, The Friends Pub Milano provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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Day 5

Day 5

  • Milan
  • Valeggio sul Mincio
  • Verona
  • Venice
  • More

Drive 293 km, 4 hours 28 min

  • Parco Giardino Sigurtà
  • Castelvecchio Bridge
  • Castelvecchio Museum
  • Verona Arena
  • More

On day 5 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 Valeggio sul Mincio and Verona. In the evening, you’ll end up in Venice, where you will stay for 1 night.

Embrace the thrill of the open road as you wave goodbye to Milan and set your GPS to Valeggio sul Mincio. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 2 hours 3 min. Upon reaching Valeggio sul Mincio, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Your self-guided tour starts at Parco Giardino Sigurtà, a well-known botanical garden that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey.

Verona’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Valeggio sul Mincio behind. This drive usually takes around 48 min. Verona welcomes you with a multitude of unique vacation experiences.

Castelvecchio Bridge is a well-known monument we recommend making time to visit today. Discover its romantic features before continuing your self-guided tour to Castelvecchio Museum, a breathtaking museum that’s well-regarded in the area. Next, stop by Verona Arena, a visually striking stadium.

At the end of the day, you will drive to Venice, 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 Venice. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Experience a taste of local culinary excellence while in Venice by securing a table at Local. An esteemed 1-star Michelin restaurant, it features an exceptional contemporary menu. For an alternative taste experience, visit Wistèria, famous for its scrumptious contemporary and venetian dishes. This 1-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Quadri, a local favorite celebrated for its exquisite modern cuisine in Venice. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for modern cuisine lovers seeking top-notch culinary experiences.

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

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

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Day 6

Day 6

  • Venice
  • Florence
  • More

Drive 260 km, 3 hours 14 min

  • Rialto Bridge
  • Palazzo Contarini del Bovolo
  • Piazza San Marco
  • Doge's Palace
  • Bridge of Sighs
  • More

Dive into day 6 of your remarkable road trip in Italy. Today you will explore Venice, 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 Florence. You’ll stay here for 2 nights.

Get ready for a day filled with fun adventures, romantic experiences, and scenic views in the charming city of Venice. Your adventure starts at Rialto Bridge, a globally renowned local hot spot. Another notable attraction to explore is Palazzo Contarini Del Bovolo. This locally renowned palace is known for its enchanting appeal.

After soaking in the highlights of these sights, take some time to wander Venice's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazza San Marco. This UNESCO world heritage-designated public square offers a fascinating experience that many visitors find memorable. Doge's Palace is also worth visiting, along with Bridge Of Sighs. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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

Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of italian contemporary cuisine. For an alternative dining experience, try Santa Elisabetta, renowned for its delicious creative and mediterranean dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Gucci Osteria da Massimo Bottura, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.

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

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Day 7

Day 7

  • Florence
  • Siena
  • More

Drive 160 km, 2 hours 56 min

  • piazza del Campo
  • Siena Cathedral
  • piazzale Michelangelo
  • Galleria dell'Accademia
  • Central Market
  • More

At the end of the day, you'll drive back to Florence, where you'll stay for 1 night more.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most top-rated attractions included on the itinerary is Piazzale Michelangelo. This enchanting observation deck will help you start your sightseeing on top. Then, take a leisurely stroll to Galleria Dell'accademia and learn what makes this instagrammable art gallery unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the popular Central Market.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Siena. This drive usually takes around 1 hour 16 min, without any stops or traffic disruptions.

Piazza Del Campo is a top-rated public square we recommend making time to visit today. Discover its history-steeped features before continuing your self-guided tour to Siena Cathedral, a visually striking church that’s well-regarded in the area.

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

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

Don’t miss out on dining at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Following your dinner, dive into the local bar culture at Bar 50 Rosso. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bitter Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Archea Brewery provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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Day 8

Day 8

  • Florence
  • Pisa
  • More

Drive 83 km, 1 hour 33 min

  • piazza della Signoria
  • Uffizi Gallery
  • Ponte Vecchio
  • Cathedral of Santa Maria del Fiore
  • Piazza della Repubblica
  • More

Experience an unparalleled adventure on day 8 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.

Set out on a day brimming with fun adventures, romantic experiences, and breathtaking views. Start at the spectacular Piazza Della Signoria, a symbolic public square in Florence. Next, go to Uffizi Gallery.

After visiting Piazza Della Signoria and Uffizi Gallery, take time to explore Florence's streets and absorb its charm. Continue your sightseeing by heading to Ponte Vecchio. This romantic historical landmark offers a unique experience. Cathedral Of Santa Maria Del Fiore is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Piazza Della Repubblica, one of the most history-steeped places to visit in Florence.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Pisa. Pisa offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

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

Treat yourself to a delightful dinner at Ristorante Capodimonte Pisa, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La Locanda Dei Pisani Doc Pisa? It's another excellent option with a diverse menu. Consider reserving a table at Baribaldi Pisa as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Pisa.

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

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

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Day 9

Day 9

  • Pisa - Departure day
  • More
  • Logge dei Banchi
  • More

Day 9 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.

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.

Start your day with a visit to Logge Dei Banchi. This intriguing public square is a must-visit in the city.

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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