9-Day Italy Self-Drive Road Trip With Itinerary from Florence traveling west to Pisa, Milan, Verona, and Padua

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Experience the freedom of the open road in Italy as you embark on an unforgettable 9-day road trip! This experience caters to every traveler, featuring destinations like Florence, Siena, Pisa, Genoa, Milan, Sirmione, Verona, Valeggio sul Mincio, Padua, and Bologna.

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 Florence, 1 night in Pisa, 2 nights in Milan, 1 night in Verona, and 1 night in Padua. 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 Florence, 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 Verona Arena are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Ponte Vecchio, learn more about the unique Leaning Tower Of Pisa, and immerse yourself in the vibrant atmosphere of Piazza Del Duomo, Pisa.

As you hit the open road and drive through Florence, Siena, Pisa, Genoa, Milan, Sirmione, Verona, Valeggio sul Mincio, Padua, and Bologna, 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
Central Market
piazza della SignoriaUffizi GalleryPonte VecchioPalazzo PittiThe Boboli Gardens
Cathedral of Santa Maria del FioreGalleria dell'Accademiapiazza del CampoSiena Cathedral
Knights' SquareLeaning Tower of PisaPiazza del Duomo, PisaCampo santoPriaruggia
Arch of PeaceSempione ParkCastello SforzescoPinacoteca di BreraPiazza Gae Aulenti
Royal Palace of MilanDuomo di MilanoGalleria Vittorio Emanuele IILa ScalaCastello di Sirmione

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Day 1

Day 1

  • Florence - Arrival day
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  • Central Market
  • More

Say hello to Florence! 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 Florence for 2 nights before you continue your adventure!

Florence 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 Central Market, 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 Florence. 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 Florence, it's often a good idea to reserve a table in advance.

Make sure to reserve a table at Ristorante Oliviero 1962, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Di Poneta Novoli, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Caffe San Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

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

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Day 2

Day 2

  • Florence
  • More

Drive 9 km, 51 min

  • piazza della Signoria
  • Uffizi Gallery
  • Ponte Vecchio
  • Palazzo Pitti
  • The Boboli Gardens
  • More

On day 2 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 1 night and discover all the best things to see and do in the area.

Florence is brimming with adventures. Today’s wonderful stops include a public square, an art gallery, a historical landmark, a palace, a botanical garden and much more! Begin your sightseeing adventure at the spectacular Piazza Della Signoria. Just a short distance away is Uffizi Gallery, a respected art gallery that draws visitors from far and near.

Continue your journey to Ponte Vecchio, one of the city’s most wondrous spots that you shouldn’t miss. Another great site to visit is the well-known Pitti Palace. Last up on today’s itinerary is a botanical garden. Make your way to The Boboli Gardens for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Florence.

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.

Visit San Lorenzo Market in Florence for an unforgettable shopping experience. Browse unique and stores, each offering delightful surprises. Find unique souvenirs or items to take home. After shopping, explore what San Lorenzo Market has to offer, including attractions, essential services, and vibrant community activities.

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

Set out on a gastronomic journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of italian contemporary cuisine. For a different taste, head over to Santa Elisabetta, renowned for its delectable creative and mediterranean 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 Gucci Osteria da Massimo Bottura, a highly rated local gem known for its exquisite italian contemporary and international 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 Florence.

After your meal, keep the night alive at a bar like Bar 50 Rosso, known for its lively atmosphere. Bitter Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Archea Brewery offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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Day 3

Day 3

  • Florence
  • Pisa
  • More

Drive 204 km, 3 hours 19 min

  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • piazza del Campo
  • Siena Cathedral
  • More

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Florence and Siena. When you’re not sightseeing, take time to relax at your selected hotel in Pisa, where you’ll be staying for 1 night.

Today’s route brings fun adventures, romantic experiences, and breathtaking views. The first attraction of today is Cathedral Of Santa Maria Del Fiore. This extraordinary church is a visually striking place to see in Florence. Continue your discovery at Galleria Dell'accademia, a photogenic 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 Piazza Del Campo. This astonishing public square offers a history-steeped encounter with Florence. Next, make your way to Siena Cathedral 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 Anima di Grano Pizzeria Napoletana Pisa Italy, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try il Mercante? It's another excellent option with a diverse menu. Consider reserving a table at La Ghiotteria as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Pisa.

Unwind after your meal by stepping into Jeffer Cocktails & Friends. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Le Parisien Wine Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Las Volta Cocktailbar, another top-rated bar in the area.

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

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Day 4

Day 4

  • Pisa
  • Milan
  • More

Drive 302 km, 4 hours

  • Knights' Square
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Campo santo
  • Priaruggia
  • More

Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Pisa and Genoa. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Milan. You will spend 2 nights here for some well-deserved relaxation.

Savor the day by visiting some of the best places to see in Pisa, including a public square, a monument, a cemetery, a beach and much more! Start your adventure at Knights' Square. This intriguing public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Leaning Tower Of Pisa located in Pisa for an enchanting atmosphere.

Next, immerse yourself in the setting of Piazza Del Duomo, Pisa. Its UNESCO world heritage-designated features will captivate you. After the public square, continue your tour of the city with a visit to Campo Santo. This cemetery has a breathtaking appeal. For a change of pace, head to Spiaggia Pubblica Di Priaruggia. As one of the most locally appreciated attractions in Pisa, this beach is an excellent place to end your self-guided tour.

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.

Prepare for an extraordinary culinary adventure in Milan by booking a table at Enrico Bartolini al Mudec, a 3-star Michelin restaurant that boasts an exceptional creative menu. For a different flavor experience, head to Seta by Antonio Guida, renowned for its delectable international and contemporary dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Il Luogo Aimo e Nadia, a local gem known for its delightful italian contemporary and modern cuisine in Milan. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

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.

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

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Day 5

Day 5

  • Milan
  • More

Drive 11 km, 1 hour 16 min

  • Arch of Peace
  • Sempione Park
  • Castello Sforzesco
  • Pinacoteca di Brera
  • Piazza Gae Aulenti
  • More

Day 5 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.

Enjoy the perfect balance of relaxation and exploration in Milan today. One of the most notable attractions included on the itinerary is Arch Of Peace. This culturally significant monument will help you start your sightseeing on top. Then, take a leisurely stroll to Parco Sempione and learn what makes this eye-catching park unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the astonishing Sforzesco Castle Art Library. After exploring the castle, head to Pinacoteca Di Brera. This notable art gallery is a highlight in Milan. Lastly, don’t forget to check out the popular Piazza Gae Aulenti. Enjoy exploring this incredible public square at your own pace.

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 Dessert Bar Milano, 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 Radisson Blu Hotel Milan, 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 Ristorante Qui Si Mangia. It’s yet another ideal choice to enhance your time in Milan tonight.

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.

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

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Day 6

Day 6

  • Milan
  • Verona
  • More

Drive 178 km, 2 hours 43 min

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

Dive into day 6 of your remarkable road trip in Italy. Today you will explore Milan and Sirmione, 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 Verona. You’ll stay here for 1 night.

Milan is brimming with adventures. Today’s wonderful stops include a palace, a church, a shopping mall, an opera house, a castle and much more! Begin your sightseeing adventure at the well-known Royal Palace Of Milan. Just a short distance away is Duomo Di Milano Museum, a romantic church that draws visitors from far and near.

Continue your journey to Galleria Vittorio Emanuele Ii, one of the city’s most impressive spots that you shouldn’t miss. Another great site to visit is the interesting La Scala. Last up on today’s itinerary is a castle. Make your way to Scaliger Castle for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Milan.

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

As you explore more of Verona, 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.

Start your culinary exploration in Verona by securing a reservation at Osteria Mondo d'Oro. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of italian and seasonal cuisine. For another dining delight, visit Casa Perbellini 12 Apostoli, celebrated for its delectable creative 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 Desco, a top local spot known for its tantalizing italian contemporary menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

After savoring a delicious meal, step into the vibrant nightlife at Archivio, where the evening is just getting started. In the same way, La Segreteria Café offers a unique charm perfect for experiencing the local bar scene in Verona. Grande Giove Cocktail Bar is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.

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Day 7

Day 7

  • Verona
  • Padua
  • More

Drive 156 km, 2 hours 33 min

  • Verona Arena
  • Gardaland Resort
  • Parco Giardino Sigurtà
  • More

On day 7 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 Verona, Ronchi, and Valeggio sul Mincio. In the evening, you’ll end up in Padua, where you will stay for 1 night.

Enjoy the perfect balance of relaxation and exploration in Verona today. One of the most timeless attractions included on the itinerary is Verona Arena. This visually striking stadium will help you start your sightseeing on top. Then, take a leisurely stroll to Gardaland Resort and learn what makes this mesmerizing amusement park unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the locally renowned Parco Giardino Sigurtà.

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

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

Treat yourself to a delicious dinner at Veganda, an excellent option for tonight's dining. Looking for something different? Osteria Ai Scarponi offers a tantalizing alternative with its diverse menu. And don’t miss Bamboo Cafe (Mma Silvestrin Snc Di Matteo & C). With its reputation for pleasing customers, it’s a fantastic choice for tonight in Padua.

If you’re not ready to end the night just yet, Il Gottino - Wine Bar offers a perfect venue to relax and savor a drink. Similarly, Brutal is well-suited for those looking to unwind in a social setting. Al Buscaglione is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day 8

Day 8

  • Padua
  • Florence
  • More

Drive 242 km, 3 hours 57 min

  • Piazza dei Signori, Padua
  • The Basilica of St Anthony
  • Prato della Valle
  • Two Towers
  • Piazza Maggiore
  • More

Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Padua and Bologna. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 1 night.

Set out on a day brimming with family-friendly attractions, romantic experiences, and breathtaking views. Start at the notable Piazza Dei Signori, Padua, a history-steeped public square in Padua. Next, go to The Basilica Of St. Anthony.

After visiting Piazza Dei Signori, Padua and The Basilica Of St. Anthony, take time to explore Padua's streets and absorb its charm. Continue your sightseeing by heading to Prato Della Valle. This history-steeped public square offers a unique experience. Two Towers is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Piazza Maggiore, one of the most history-steeped places to visit in Padua.

At the end of the day, you will drive to Florence, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

As dinnertime approaches, it's time to head out for a bite to eat in Florence. 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 wonderful meal at Ristorante Buca Mario, a top-rated dining spot in Florence. If you're in the mood for something new, try Agricola Toscana, another premier location with a delectable menu. You might also want to book a table at Eataly Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

To truly maximize your evening out, consider visiting Gosh* after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Antico Caffè Del Moro - Art Bar Firenze, another bar with an inviting ambiance. Similarly, Quelo Bar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Savor another day of unforgettable experiences in Italy!

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Day 9

Day 9

  • Florence - Departure day
  • More
  • piazzale Michelangelo
  • More

Day 9 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Florence 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 Piazzale Michelangelo. This top-rated observation deck is a popular place to see in the city.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Florence's best shopping area, San Lorenzo Market. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.

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

Savor the flavors at Tijuana, a top pick for dinner tonight. Alternatively, Djària - American Bar beckons with its unique menu offerings.

You’ll then say farewell to Florence. 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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