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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Experience the freedom of the open road on an unforgettable 9-day road trip in Italy! Embark on a self-drive tour that caters to every traveler, featuring destinations like 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
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  • Knights' Square
  • More

Welcome to Pisa, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 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.

When you're ready for some downtime, make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Pisa. Make yourself at home and unwind 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.

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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Jeffer Cocktails & Friends stands out as an excellent choice for a post-dinner cocktail. Alternatively, Le Parisien Wine Bar offers an ideal atmosphere to enjoy the pleasures of the night. Las Volta Cocktailbar is also a great option that provides a perfect setting for a relaxing evening.

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

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.

Enjoy all that Leaning Tower Of Pisa has to offer. This is a timeless monument you should not miss. Another must-see is Pisa Cathedral, an underrated church in Pisa.

When you’re ready for the next sight, head to Piazza Del Duomo, Pisa. From there, take a leisurely stroll to Battistero Di San Giovanni, another of the city’s often recommended attractions.

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 eye-catching features.

At the end of the day, you will drive to Genoa, 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 Genoa's most popular restaurants, and connect with friendly locals for a true cultural experience.

Discover the culinary delights of Genoa by securing a reservation at San Giorgio. Esteemed for its 1-star Guide Michelin recognition, this restaurant offers a remarkable selection of modern and ligurian cuisine. For an alternative dining experience, try The Cook, renowned for its delicious modern dishes. This esteemed 1-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Il Marin, a highly recommended local eatery celebrated for its mouthwatering seafood and contemporary menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Continue your lively evening at Scurreria Beer & Bagel, a perfect place for winding down or revving up the night, depending on which mood you’re in. La Lepre is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Pisacane Iii ensures a night out tailored to your taste.

Relax and look forward to more memorable moments to come!

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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.

Piazza De Ferrari is perfect for a self-paced visit during the day. This visually striking public square is sure to impress. Next on your list is Via Garibaldi, another must-visit landmark and beloved street renowned for its enchanting features.

While exploring and sightseeing, take time to savor the culture of Genoa by sampling some local delicacies. When you’re ready for more sightseeing, head to Aquarium Of Genoa. This picture-perfect aquarium is an essential place to visit for anyone looking for the full Genoa experience.

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.

One of our top recommendations for your sightseeing is Monza Circuit. Spend some time admiring the instagrammable features of the motor speedway before you continue to your next stop. Then, head to Monza Park. This popular park is a traveler-favorite in the city.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Milan. Milan 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 Milan. Enjoy a relaxing evening as you savor delicious local cuisine.

Set out on a gastronomic journey in Milan by reserving a table at Enrico Bartolini al Mudec. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of creative cuisine. For a different taste, head over to Seta by Antonio Guida, renowned for its delectable international and contemporary 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 Il Luogo Aimo e Nadia, a highly rated local gem known for its exquisite italian contemporary and modern menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss.

To truly maximize your evening out, consider visiting Nottingham Forest after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Armani/bamboo Bar, another bar with an inviting ambiance. Similarly, Mag Cafe also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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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Day4

Day 4

  • Milan
  • More

Drive 4 km, 41 min

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

On day 4 of your road trip, you will have an entire day to discover what to see in Milan. You’ll stay in Milan for 1 night.

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

Savor the flavors at Dessert Bar Milano, a top pick for dinner tonight. Alternatively, Radisson Blu Hotel Milan beckons with its unique menu offerings. Also, consider Ristorante Qui Si Mangia. With its consistent customer satisfaction, it’s an excellent option for dining in Milan tonight.

To truly maximize your evening out, consider visiting Kilburn Cocktail Bar Milano after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Frida, another bar with an inviting ambiance. Similarly, The Friends Pub Milano also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Relax and look forward to more memorable moments to come!

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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

Your itinerary for day 5 of your road trip in Italy includes 2 stops and features some of the highlights of Valeggio sul Mincio and Verona. At the end of the day, enjoy the comforts of a top-rated hotel in Venice, where you'll spend 1 night.

When you’re ready to jump back into the car and say goodbye to Milan, you’ll hit the road in the direction of Valeggio sul Mincio. This drive usually takes around 2 hours 3 min.

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

Set your GPS to Verona and hit the road. Expect a journey of approximately 48 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Verona beckons with new experiences!

Castelvecchio Bridge is a popular monument we recommend visiting today. Discover its enchanting features before continuing your self-guided tour to Castelvecchio Museum, a historic museum that’s well-regarded in the area.

Next, stop by Verona Arena, a romantic stadium.

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.

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

Start your culinary exploration in Venice by securing a reservation at Local. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of contemporary cuisine. For another dining delight, visit Wistèria, celebrated for its delectable contemporary and venetian 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 Quadri, a top local spot known for its tantalizing modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

After savoring a delicious meal, step into the vibrant nightlife at Al Parlamento, where the evening is just getting started. In the same way, The Caffe Rosso offers a unique charm perfect for experiencing the local bar scene in Venice. Adagio is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Savor another day of unforgettable experiences 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

Dive into day 6 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Venice. At the end of the day, you’ll unwind at one of the finest accommodations in Florence, where you'll spend 2 nights.

Check out the iconic historical landmark, Rialto Bridge. Afterward, continue to Palazzo Contarini Del Bovolo, a palace every traveler should visit. As you explore Venice’s charming streets, take in the lively atmosphere and get to know the character of the city.

Next, make your way to Piazza San Marco. This wondrous public square is an essential stop. Following that, head to Doge's Palace, another must-visit site that will enhance your experience. Don’t forget to stop by Bridge Of Sighs, a locally renowned monument in the city.

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.

Florence 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 Florence.

Begin your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean 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 Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Let the evening flow smoothly from dinner to drinks at Manifattura, a top-rated bar in the area. For other recommendations, Se·sto On Arno Rooftop Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Il Vinile offers a memorable night with diverse drink options and excellent service.

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

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Day7

Day 7

  • Florence
  • Siena
  • 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.

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

Look forward to a unique sightseeing adventure at the extraordinary Piazzale Michelangelo and allow yourself time to explore. Just a short distance away you'll find your next stop, Galleria Dell'accademia, a detailed art gallery that draws visitors from far and near.

Continue your journey to Central Market, one of the city’s most captivating spots that you shouldn’t miss.

Continue your road trip and head to your next destination, Siena. This car ride takes around 1 hour 16 min.

Spend your afternoon discovering Piazza Del Campo, an extraordinary public square known for its visually striking features. Next, continue your sightseeing at Siena Cathedral, a locally renowned church.

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

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

Make sure to reserve a table at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the excitement of the evening going by visiting a bar or two. Bar 50 Rosso is an excellent place to start. You could also check out Bitter Bar, offering a different kind of charm. A last recommendation for the day is Archea Brewery. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Raise your glass and celebrate another amazing 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

On day 8 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Florence. When you’re not sightseeing, take time to relax at your chosen hotel in Pisa, where you’ll be staying for 1 night.

Make time for Piazza Della Signoria, an impressive public square that is worthwhile a visit in the city. Nearby, you’ll find Uffizi Gallery, enchanting visitors with its standout appeal. Continue your exploration at Ponte Vecchio. This historical landmark is one of the city’s most timeless spots.

Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Cathedral Of Santa Maria Del Fiore. After exploring the church, head to the popular Piazza Della Repubblica.

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

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.

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.

Unwind after your meal by stepping into Bar Mocambo. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Tree offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Chupiteria, another top-rated bar in the area.

Head back to your accommodation in Pisa and get some rest to prepare for another magical day of your road trip 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, begin at Logge Dei Banchi. This increasingly popular 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.

Treat yourself to a delicious dinner at Restaurant -Pizzeria Il Mio Capriccio, an excellent option for tonight's dining. Looking for something different? Ristorante alle Bandierine offers a tantalizing alternative with its diverse 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.
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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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