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

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Tourist female in Pisa, Arno river, lamp and buildings reflection. Lungarno view.santa maria della spina
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Escape the ordinary with this exciting 9-day road trip through Italy. Explore diverse landscapes, discover lively cities, and prepare for an unforgettable journey!

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. 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, 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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Day 1

Day 1

  • Pisa - Arrival day
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  • Knights' Square
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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, or just taking a stroll in the city center. 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.

Dine in style at Anima di Grano Pizzeria Napoletana Pisa Italy, a top recommendation for dinner tonight. Or, for a change of pace, il Mercante boasts a menu that's sure to impress. Also, be sure to check out La Ghiotteria. Known as a local hotspot, it’s a great choice for tonight in Pisa.

After enjoying a fulfilling meal, continue your evening at Jeffer Cocktails & Friends, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Le Parisien Wine Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Las Volta Cocktailbar provides an excellent environment for a relaxed and enjoyable evening.

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

Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 places, which are Pisa and Cascine Vecchie. At the end of the day, you will retreat to the hotel of your choice in Genoa, where will spend 1 night.

No visit to Pisa is complete without Leaning Tower Of Pisa. This world-famous monument is one of the top attractions in the city. Proceed to Pisa Cathedral, another must-visit attraction.

As you wander through the inviting streets of Pisa, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazza Del Duomo, Pisa. This timeless public square is a traveler-favorite. Not far away, you’ll find Battistero Di San Giovanni, another key site on your sightseeing itinerary. Parco Regionale Migliarino, San Rossore, Massaciuccoli is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Genoa. Genoa 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 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.

Extend your evening after a delightful meal by visiting Scurreria Beer & Bagel, which offers the perfect atmosphere for a night out. Moreover, La Lepre is another popular option for a drink or two. Likewise, Bar Pisacane Iii also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day 3

Day 3

  • Genoa
  • Milan
  • More

Drive 201 km, 3 hours 22 min

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

Your itinerary for day 3 of your road trip in Italy includes 2 stops and features some of the highlights of Genoa and Monza. At the end of the day, enjoy the comforts of a top-rated hotel in Milan, where you'll spend 2 nights.

Piazza De Ferrari is an ideal stop early in the day. This captivating public square is a must-visit in the city. When you’re ready for your next discovery, continue to Via Garibaldi, which may be one of the most history-steeped places you will experience today.

One of the best things about exploring Genoa on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Aquarium Of Genoa, a famous aquarium in the city. If you’re up for more discoveries, don’t forget to reserve some time for Monza Circuit and Monza Park.

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.

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

Experience a taste of local culinary excellence while in Milan by securing a table at Enrico Bartolini al Mudec. An esteemed 3-star Michelin restaurant, it features an exceptional creative menu. For an alternative taste experience, visit Seta by Antonio Guida, famous for its scrumptious international and contemporary dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Il Luogo Aimo e Nadia, a local favorite celebrated for its exquisite italian contemporary and modern cuisine in Milan. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and modern cuisine lovers seeking top-notch culinary experiences.

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.

Savor another day of unforgettable experiences 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 offers an itinerary packed with the best things to see in Milan. You’ll stay in Milan for 1 night more, offering you enough time to explore at a relaxed pace.

To truly experience Milan, make sure to drop by Parco Sempione. This famous park is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Sforzesco Castle Art Library, one of the city’s best highlights.

Next, check out La Scala, one of the most locally renowned places to see in Milan. This opera house is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Galleria Vittorio Emanuele Ii. Wander around and soak in the detailed atmosphere this shopping mall offers. Then, head to Duomo Di Milano Museum, a top-rated church that adds another dimension to your day.

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.

Make sure to reserve a table at Dessert Bar Milano, an iconic dining spot in Milan. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Radisson Blu Hotel Milan, a popular restaurant in Milan. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Qui Si Mangia, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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

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Day 5

Day 5

  • Milan
  • 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, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Valeggio sul Mincio and Verona are on today's agenda. In the evening, you’ll end up in Venice, where you will stay for 1 night.

To truly experience Milan, make sure to drop by Parco Giardino Sigurtà. This interesting botanical garden is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Castelvecchio Bridge, one of the town’s best highlights.

Next, check out Castelvecchio Museum, one of the most locally renowned places to see in Milan. This museum is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Verona Arena. Wander around and soak in the romantic atmosphere this stadium offers.

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

Venice 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 Venice.

Have a memorable dining experience in Venice by booking a table at Local, a 1-star Michelin restaurant presenting an exceptional contemporary menu. For a different culinary experience in Venice, Wistèria shines as one of the top destinations, known for its delicious contemporary and venetian cuisine. This 1-star Michelin-awardee consistently earns high praises, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Quadri is known as a top local spot in Venice for its delicious modern cuisine. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Al Parlamento, known for its inviting atmosphere. The Caffe Rosso is another great option if you’re looking for a place to get the night started. Similarly, Adagio provides a great setting to enjoy the night away.

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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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

On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Venice. When you’re not sightseeing, take time to relax at your chosen hotel in Florence, where you’ll be staying for 2 nights.

Whatever your travel style is, Rialto Bridge is an essential stop in Venice. This iconic historical landmark provides an insightful glimpse into the city's identity. Next, discover Palazzo Contarini Del Bovolo, a symbolic palace, promising a delightful encounter.

Continue your sightseeing with a visit to Piazza San Marco, an iconic public square. When you’re done, don’t forget to make a stop at the popular Doge's Palace. Round off your day at Bridge Of Sighs, another gem in Venice with enchanting features to discover.

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.

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.

Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of Se·sto On Arno Rooftop Bar, a bar catering to every mood and preference. Il Vinile likewise offers a unique atmosphere, perfect for a memorable night out.

Relax and look forward to more memorable moments to come!

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Day 7

Day 7

  • Florence
  • More

Drive 160 km, 2 hours 56 min

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

On day 7 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you still have 1 night to spend in Florence, there’s no need to rush. Experience Siena and Florence to the fullest today with this curated day itinerary.

Visiting Piazza Del Campo is always a good idea. This famous public square is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the enchanting wonders of Siena Cathedral, a must-see church in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Piazzale Michelangelo. This famous observation deck offers an enriching experience. For a change of pace, head to Galleria Dell'accademia, where you can take in photogenic features. Conclude your self-guided sightseeing tour with a visit to Central Market. These sights offer a fulfilling end to a perfect day.

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

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

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

Let the evening flow smoothly from dinner to drinks at Bar 50 Rosso, a top-rated bar in the area. For other recommendations, Bitter Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Archea Brewery offers a memorable night with diverse drink options and excellent service.

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

Dive into day 8 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Florence. At the end of the day, you’ll unwind at one of the finest accommodations in Pisa, where you'll spend 1 night.

Piazza Della Signoria makes a great addition to your morning plans. This spectacular public square is a symbolic place to see in Florence. Continue your discovery at Uffizi Gallery, a picture-perfect art gallery with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Ponte Vecchio. This world-famous historical landmark offers a romantic encounter with Florence. Next, make your way to Cathedral Of Santa Maria Del Fiore to add another highlight to your day. After that, visit Piazza Della Repubblica, a captivating public square that’s sure to impress. 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.

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.

Savor the flavors at Ristorante Capodimonte Pisa, a top pick for dinner tonight. Alternatively, La Locanda Dei Pisani Doc Pisa beckons with its unique menu offerings. Also, consider Baribaldi Pisa. With its consistent customer satisfaction, it’s an excellent option for dining in Pisa tonight.

After enjoying a fulfilling meal, continue your evening at Bar Mocambo, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Tree offers a welcoming atmosphere for easing into the nightlife. Similarly, Chupiteria provides an excellent environment for a relaxed and enjoyable evening.

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

If you're up for some more sightseeing, begin at Logge Dei Banchi. This curiosity-inducing public square is a hotspot among locals.

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 eager to try something different, consider Ristorante alle Bandierine, another top spot with a tantalizing 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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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.
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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Your trip is protected, personalized, and priced right. No surprises, no stress.

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