13-Day Italy Self-Drive Road Trip With Itinerary from Milan to Como, Verona, Venice, Florence, Siena, and Rome

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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

Explore the best of Italy on a remarkable 13-day road trip! Combine exploration with relaxation on a self-drive tour featuring Milan, Lenno, Colonno, Como, Verona, Venice, Florence, Siena, Rome, and Orvieto.

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 Como, 1 night in Verona, 2 nights in Venice, 2 nights in Florence, 1 night in Siena, and 2 nights in Rome. 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, Lenno, Colonno, Como, Verona, Venice, Florence, Siena, Rome, and Orvieto, 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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Customize tours under each day and destination

Day 1

Day 1

  • Milan - Arrival day
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  • Pinacoteca di Brera
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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.

When you're ready for some downtime, make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Milan. 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 Milan, it's often a good idea to reserve a table in advance.

Raise a toast to the start of your 13-day road trip in Italy!

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Day 2

Day 2

  • Milan
  • More

Drive 4 km, 1 hour 5 min

  • Basilica di Sant'Ambrogio
  • Sempione Park
  • Castello Sforzesco
  • La Scala
  • Corso Vittorio Emanuele II
  • Navigli
  • More

You have 1 night left in Milan. 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.

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

Relax and look forward to more memorable moments to come!

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Day 3

Day 3

  • Milan
  • Como
  • More

Drive 113 km, 2 hours 27 min

  • Villa del Balbianello
  • Villa Carlotta
  • Greenway del Lago di Como
  • More

Your itinerary for day 3 of your road trip in Italy includes 3 stops and features some of the highlights of Lenno, Rogaro, and Colonno. At the end of the day, enjoy the comforts of a top-rated hotel in Como, where you'll spend 1 night.

When you’re done exploring for the day, you’ll drive to your hotel in Como. 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 Como. Enjoy a relaxing evening as you savor delicious local cuisine.

Relax and look forward to more memorable moments to come!

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Day 4

Day 4

  • Como
  • Verona
  • More

Drive 203 km, 3 hours 1 min

  • Giusti Garden
  • piazza delle Erbe
  • Verona Arena
  • I Portoni della Brà
  • Castelvecchio Museum
  • Castelvecchio Bridge
  • More

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Verona. When you’re not sightseeing, take time to relax at your chosen hotel in Verona, where you’ll be staying for 1 night.

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

Verona 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 Verona.

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

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Day 5

Day 5

  • Verona
  • Venice
  • More

Drive 126 km, 2 hours 11 min

  • Bridge of Sighs
  • Doge's Palace
  • St Mark's Basilica
  • Piazza San Marco
  • Palazzo Contarini del Bovolo
  • Rialto Bridge
  • More

On day 5 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Venice are on today's agenda. In the evening, you’ll end up in Venice, where you will stay for 2 nights.

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

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

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Day 6

Day 6

  • Venice
  • More

Drive 4 km, 37 min

  • Punta della Dogana - Pinault Collection
  • Santa Maria della Salute
  • Peggy Guggenheim Collection
  • More

Day 6 offers an itinerary packed with the best things to see in Milan. You’ll stay in Venice for 1 night more, offering you enough time to explore at a relaxed pace.

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.

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.

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 7

Day 7

  • Venice
  • Florence
  • More

Drive 258 km, 3 hours 12 min

  • Basilica of Santa Maria Novella
  • Ponte Vecchio
  • Uffizi Gallery
  • Palazzo Vecchio
  • piazza della Signoria
  • More

Experience an unparalleled adventure on day 7 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Florence. At the end of the day, you will retreat to the hotel of your choice in Florence, where will spend 2 nights.

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.

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.

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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Day 8

Day 8

  • Florence
  • More

Drive 9 km, 1 hour 19 min

  • David
  • Galleria dell'Accademia
  • Central Market
  • Cathedral of Santa Maria del Fiore
  • Basilica of Santa Croce in Florence
  • piazzale Michelangelo
  • 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.

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

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

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Day 9

Day 9

  • Florence
  • Siena
  • More

Drive 201 km, 3 hours 37 min

  • Siena Cathedral
  • Pubblico Palace
  • piazza del Campo
  • Tower of Mangia
  • Porta Camollia, Siena
  • Villa Calcinaia - Conti Capponi
  • More

Dive into day 9 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Siena and Greti. At the end of the day, you’ll unwind at one of the finest accommodations in Siena, 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 Siena. Siena offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Siena. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Savor another day of unforgettable experiences in Italy!

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Day 10

Day 10

  • Siena
  • Rome
  • More

Drive 242 km, 3 hours 31 min

  • Colosseum
  • Roman Forum
  • Pantheon
  • Piazza Navona
  • More

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

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

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

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 11

Day 11

  • Rome
  • More

Drive 14 km, 1 hour 38 min

  • Vatican Museums
  • St Peter's Basilica
  • Sistine Chapel
  • Castel Sant'Angelo
  • Trevi Fountain
  • Piazza di Spagna
  • More

Wake up to day 11 of your road trip in Italy. On this day, you’ll embark on an exciting expedition discovering the enchanting sights and activities of Vatican City and Rome. With 1 night to stay in Rome, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

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

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 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 12

Day 12

  • Rome
  • Milan
  • More

Drive 590 km, 6 hours 54 min

  • Well of St Patrick
  • Orvieto Cathedral
  • Orvieto subterranea
  • Pozzo della Cava
  • More

On day 12 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Orvieto. When you’re not sightseeing, take time to relax at your chosen hotel in Milan, where you’ll be staying for 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.

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.

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

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Day 13

Day 13

  • Milan - Departure day
  • More
  • Duomo di Milano
  • More

Day 13 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.

Browse through boutiques to find unique and stylish fashion pieces to take home. Explore high-end stores offering an exquisite selection of luxury items.

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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How it works

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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.
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.

We guarantee

Your trip is protected, personalized, and priced right. No surprises, no stress.

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