11-Day Italy Self-Drive Road Trip With Itinerary from Milan traveling south to Venice, Arezzo, Rome, Florence, and Pisa

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Photo of Arch of Peace, or Arco della Pace, city gate in the centre of the Old Town of Milan in the sunny day, Lombardia, Italy.
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Description

Escape the ordinary with this exciting 11-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 3 nights in Milan, 1 night in Venice, 1 night in Arezzo, 3 nights in Rome, 1 night in Florence, and 1 night in Pisa. 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 Milan, 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. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery.

As you hit the open road and drive through Milan, Valeggio sul Mincio, Verona, Venice, Arezzo, Rome, Florence, Pisa, and Genoa, 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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Pick-up: 10:00
Drop-off: 10:00

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Day 1

Day 1

  • Milan - Arrival day
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  • Piazza Gae Aulenti
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Your road trip adventure in Italy begins as soon as you reach Milan and pick up your car. You’ll stay here for 2 nights and explore what to see in Milan, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

Milan is a beautiful city with plenty to discover. 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 Milan. 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 Milan, it's often a good idea to reserve a table in advance.

Raise a toast to the start of your 11-day road trip in Italy!

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Day 2

Day 2

  • Milan
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Drive 4 km, 39 min

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

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.

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.

Raise your glass to another unforgettable day in Italy!

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Day 3

Day 3

  • Milan
  • Venice
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Drive 293 km, 4 hours 28 min

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

Your itinerary for day 3 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.

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.

Relax and look forward to more memorable moments to come!

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Day 4

Day 4

  • Venice
  • Arezzo
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Drive 330 km, 3 hours 44 min

  • Rialto Bridge
  • Piazza San Marco
  • St Mark's Basilica
  • Doge's Palace
  • 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 1 place, which are Venice. At the end of the day, you will retreat to the hotel of your choice in Arezzo, where will spend 1 night.

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

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

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Day 5

Day 5

  • Arezzo
  • Rome
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Drive 227 km, 2 hours 52 min

  • Vatican Museums
  • Sistine Chapel
  • Saint Peter's Square
  • St Peter's Basilica
  • More

Dive into day 5 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Vatican City. At the end of the day, you’ll unwind at one of the finest accommodations in Rome, where you'll spend 3 nights.

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Arezzo.

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

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

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

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Day 6

Day 6

  • Rome
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Drive 9 km, 1 hour 5 min

  • Villa Borghese
  • Basilica di Santa Maria Maggiore
  • Colosseum
  • Roman Forum
  • Altare della Patria
  • More

You have 2 nights left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

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.

Rome 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 Rome.

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

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Day 7

Day 7

  • Rome
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Drive 9 km, 1 hour 13 min

  • Circus Maximus
  • largo di Torre Argentina
  • Campo de' Fiori
  • Piazza Navona
  • Castel Sant'Angelo
  • More

You’ll stay in Rome for 1 night.

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.

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 Rome, it's often a good idea to reserve a table in advance.

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

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Day 8

Day 8

  • Rome
  • Florence
  • More

Drive 278 km, 3 hours 40 min

  • Pantheon
  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • piazza del Popolo
  • More

On day 8 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Rome are on today's agenda. In the evening, you’ll end up in Florence, where you will stay for 1 night.

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.

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.

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

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Day 9

Day 9

  • Florence
  • Pisa
  • More

Drive 88 km, 1 hour 56 min

  • piazza della Signoria
  • Cathedral of Santa Maria del Fiore
  • Ponte Vecchio
  • Uffizi Gallery
  • piazzale Michelangelo
  • More

On day 9 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.

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 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.

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

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Day 10

Day 10

  • Pisa
  • Milan
  • More

Drive 302 km, 3 hours 59 min

  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Pisa Cathedral
  • Priaruggia
  • More

Your itinerary for day 10 of your road trip in Italy includes 2 stops and features some of the highlights of Pisa and Genoa. At the end of the day, enjoy the comforts of a top-rated hotel in Milan, where you'll spend 1 night.

When you’re done exploring for the day, you’ll drive to your hotel in Milan. 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 Milan's best restaurants.

Savor another day of unforgettable experiences in Italy!

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Day 11

Day 11

  • Milan - Departure day
  • More
  • Arch of Peace
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Day 11 of your road trip in Italy is your departure day. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

Discover boutiques with stylish fashion choices to upgrade your wardrobe. Take one last moment to soak in Italy, and unwind with tea or coffee at a cozy cafe.

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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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.
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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