9-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling north to Genoa, Milan, Venice, 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
9-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling north to Genoa, Milan, Venice, and Florence
9-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling north to Genoa, Milan, Venice, and Florence
9-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling north to Genoa, Milan, Venice, and Florence
9-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling north to Genoa, Milan, Venice, and Florence
9-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling north to Genoa, Milan, Venice, and Florence
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Explore the best of Italy on a remarkable 9-day road trip! Combine exploration with relaxation on a self-drive tour featuring Pisa, Genoa, Monza, Milan, Valeggio sul Mincio, Verona, Venice, Florence, and Siena.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 2 nights in Pisa, 1 night in Genoa, 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 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.

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, 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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Day1

Day 1

  • Pisa - Arrival day
  • More
  • 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 1 night 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.

Treat yourself to a delicious dinner at Anima di Grano Pizzeria Napoletana Pisa Italy, an excellent option for tonight's dining. Looking for something different? il Mercante offers a tantalizing alternative with its diverse menu. And don’t miss La Ghiotteria. Known for great service, it’s a fantastic choice for tonight in Pisa.

Round off your dining experience by visiting Jeffer Cocktails & Friends, a prime location for a drink. Alternatively, explore the distinctive characteristics of Le Parisien Wine Bar, a bar catering to every mood and preference. Las Volta Cocktailbar likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day2

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

Dive into day 2 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Pisa and Cascine Vecchie. At the end of the day, you’ll unwind at one of the finest accommodations in Genoa, where you'll spend 1 night.

Look forward to a unique sightseeing adventure at the wondrous Leaning Tower Of Pisa and allow yourself time to explore. Just a short distance away you'll find your next stop, Pisa Cathedral, an UNESCO world heritage-listed church that draws visitors from far and near.

Continue your journey to Piazza Del Duomo, Pisa, one of the city’s most iconic spots that you shouldn’t miss. Another great site to visit is the underrated Battistero Di San Giovanni.

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

Set out on a self-guided sightseeing tour at Parco Regionale Migliarino, San Rossore, Massaciuccoli and explore the romantic features.

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

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

Dive into a culinary adventure like no other in Genoa by booking a table at San Giorgio. This popular restaurant holds 1 Michelin star and offers an exceptional menu of modern and ligurian cuisine. For another dining option, venture to The Cook, celebrated for its delectable modern menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Il Marin, a top local restaurant known for its tantalizing seafood and contemporary menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

To truly maximize your evening out, consider visiting Scurreria Beer & Bagel after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to La Lepre, another bar with an inviting ambiance. Similarly, Bar Pisacane Iii also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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Day3

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

On day 3 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Genoa and Monza are on today's agenda. In the evening, you’ll end up in Milan, where you will stay for 2 nights.

Make a stop at Piazza De Ferrari. This captivating public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Via Garibaldi located in Genoa for another exciting encounter.

Next, immerse yourself in the setting of Aquarium Of Genoa. Its picture-perfect features will captivate you.

Monza’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Genoa behind. This drive usually takes around 2 hours 9 min. Monza welcomes you with a multitude of unique vacation experiences.

When you're ready for some sights, head to Monza Circuit, a captivating motor speedway in Monza. Explore its stunning features at your own pace before you continue your journey to your next attraction, Monza Park. This popular park is a top recommendation in the area.

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 dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Milan, it's often a good idea to reserve a table in advance.

Get ready for an unforgettable culinary journey in Milan by reserving a table at Enrico Bartolini al Mudec. Renowned as a 3-star Michelin restaurant, it offers an exceptional creative menu. For a different taste experience, head to Seta by Antonio Guida, recognized for its delicious international and contemporary dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Il Luogo Aimo e Nadia, a local favorite known for its delightful italian contemporary and modern cuisine in Milan. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for italian contemporary and modern foodies seeking culinary excellence.

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.

Relax and look forward to more memorable moments to come!

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Day4

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 will take you to the best attractions Milan has to offer. Cherish the 1 night you have left in the city and use the provided itinerary to discover what to see in Milan.

Your adventure in Milan is only getting started when you visit Parco Sempione, a widely recognized local hot spot. Another notable attraction to explore is Sforzesco Castle Art Library. This spectacular castle is known for its serene appeal.

After soaking in the highlights of these sights, take some time to wander Milan's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to La Scala. This instagrammable opera house offers a fascinating experience that many visitors find memorable. Galleria Vittorio Emanuele Ii is also worth visiting, along with Duomo Di Milano Museum. 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.

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.

Have a fantastic dining experience at Dessert Bar Milano, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Radisson Blu Hotel Milan offers an enticing alternative with its varied menu. Additionally, Ristorante Qui Si Mangia is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Milan.

After enjoying a fulfilling meal, continue your evening at Kilburn Cocktail Bar Milano, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Frida offers a welcoming atmosphere for easing into the nightlife. Similarly, The Friends Pub Milano provides an excellent environment for a relaxed and enjoyable evening.

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

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Day5

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 exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, including Valeggio sul Mincio and Verona. When you’re not sightseeing, take time to relax at your chosen hotel in Venice, where you’ll be staying for 1 night.

Fasten your seatbelt and make your way to your next stop — Valeggio sul Mincio, home to many well-known sights in the region. Keep in mind that your travel time from Milan to Valeggio sul Mincio may take around 2 hours 3 min without traffic disruptions. Upon arrival in Valeggio sul Mincio, we highly recommend checking out some of the top attractions.

Set out on a self-guided sightseeing tour at Parco Giardino Sigurtà and explore the serene features.

When you’re ready to jump back into the car and say goodbye to Valeggio sul Mincio, you’ll hit the road in the direction of Verona. This drive usually takes around 48 min.

Spend your afternoon discovering Castelvecchio Bridge, a notable monument known for its history-steeped features. Next, continue your sightseeing at Castelvecchio Museum, a locally renowned museum.

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 Verona Arena and uncover the details of this enchanting stadium.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Venice. Venice 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 Venice's most popular restaurants, and connect with friendly locals for a true cultural experience.

Treat yourself to an extraordinary dining experience at Local, a 1-star Michelin restaurant offering an incredible contemporary menu. Alternatively, if your taste buds call for something different, Wistèria is one of the best restaurants for contemporary and venetian cuisine in Venice. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Quadri. As a top-rated establishment with 1 Michelin star, it is an ideal choice for modern cuisine in the city.

Extend your evening after a delightful meal by visiting Al Parlamento, which offers the perfect atmosphere for a night out. Moreover, The Caffe Rosso is another popular option for a drink or two. Likewise, Adagio also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day6

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

Experience an unparalleled adventure on day 6 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Venice. At the end of the day, you will retreat to the hotel of your choice in Florence, where will spend 2 nights.

Rialto Bridge is must-visit historical landmark and a great option for a daytime tour of the area. Continue your journey to Palazzo Contarini Del Bovolo, a popular palace, located just a leisurely stroll away. Next, head to Piazza San Marco, an UNESCO world heritage-listed public square, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Venice. When you're ready, let your sightseeing route take you to the interesting Doge's Palace. If you’re looking for more, Bridge Of Sighs is also a popular attraction that is worthwhile a visit.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and relax 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.

Enjoy an outstanding dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an exceptional italian contemporary menu. Alternatively, if you're in the mood for something different, consider the nearby 2-star Michelin-awardee, Santa Elisabetta, known for its delicious creative and mediterranean cuisine. Another highly-recommended place to eat in Florence is Gucci Osteria da Massimo Bottura, a renowned restaurant with a 1-star Guide Michelin recognition and a delicious italian contemporary and international menu.

Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to Se·sto On Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Il Vinile is perfect for those looking to extend their night with a touch of local flavor.

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

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Day7

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

Greet day 7 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 1 night to stay in Florence, so get ready to make the most of your time in the region. On the agenda for this day, you’ll find only the best things to see and do in Siena and Florence.

Experience Piazzale Michelangelo, a widely recognized observation deck in the city. Then, head to Galleria Dell'accademia and soak in the ambiance of this eye-catching art gallery.

There are many interesting places to see in Florence, and when you are ready for more, go to Central Market. This is one of the city’s most captivating instagrammable spots of interest.

Siena’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Florence behind. This drive usually takes around 1 hour 16 min. Siena welcomes you with a multitude of unique vacation experiences.

Spend your afternoon discovering Piazza Del Campo, an astonishing public square known for its history-steeped features. Next, continue your sightseeing at Siena Cathedral, a well-known church.

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

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.

Enjoy a delicious meal at Ditta Artigianale, a highly-rated dining destination in Florence. If you're eager to try something different, consider Trattoria Da Burde, another top spot with a tantalizing menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar 50 Rosso, a well-loved spot among locals and tourists. Or, head to Bitter Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Archea Brewery, another top-rated place in the area.

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

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Day8

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

Your itinerary for day 8 of your road trip in Italy includes 1 stop and features some of the highlights of Florence. At the end of the day, enjoy the comforts of a top-rated hotel in Pisa, where you'll spend 1 night.

Enjoy all that Piazza Della Signoria has to offer. This is an astonishing public square you should not miss. Another must-see is Uffizi Gallery, a spectacular art gallery in Florence.

When you’re ready for the next sight, head to Ponte Vecchio. From there, take a leisurely stroll to Cathedral Of Santa Maria Del Fiore, another of the city’s extraordinary attractions. We recommend continuing your self-guided tour at Piazza Della Repubblica, an enchanting place of interest in the city.

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.

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

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

Keep the evening going at Bar Mocambo, a great choice for enjoying the after-dinner hours with a drink. You could also go to Tree, which offers a similarly pleasant setting and great drinks. Another option is Chupiteria, which provides an inviting environment for unwinding after a busy day out.

Savor another day of unforgettable experiences in Italy!

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Day9

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.

If you're up for some more sightseeing, we recommend visiting Logge Dei Banchi, a visually striking 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.

Have a fantastic dining experience at Restaurant -Pizzeria Il Mio Capriccio, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante alle Bandierine offers an enticing alternative with its varied 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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