14-Day Italy Self-Drive Road Trip With Itinerary from Rome traveling west to Siena, Venice, Verona, Milan, Genoa, and Florence

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Photo of piazza de spagna in Rome, Italy.
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Description

Escape the ordinary with this exciting 14-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 4 nights in Rome, 1 night in Siena, 1 night in Venice, 1 night in Verona, 2 nights in Milan, 1 night in Genoa, and 3 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 Rome, 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 Rome, Siena, Bologna, Venice, Verona, Milan, Genoa, Pisa, Florence, 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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Day 1

Day 1

  • Rome - Arrival day
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  • Altare della Patria
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Your road trip adventure in Italy begins as soon as you reach Rome and pick up your car. You’ll stay here for 3 nights and explore what to see in Rome, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

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

Raise a toast to the start of your 14-day road trip in Italy!

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Day 2

Day 2

  • Rome
  • More

Drive 7 km, 1 hour 10 min

  • Castel Sant'Angelo
  • Piazza Navona
  • Pantheon
  • Roman Forum
  • Colosseum
  • 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.

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.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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Day 3

Day 3

  • Rome
  • More

Drive 8 km, 1 hour 2 min

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

Day 3 offers an itinerary packed with the best things to see in Rome. You’ll stay in Rome 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.

Bring home unique finds from Rome's bustling shopping hub, Galleria San Pietro. Enjoy a leisurely exploration of unique stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, Galleria San Pietro offers plenty of options, including primary services, unique landmarks, and community events.

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.

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

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Day 4

Day 4

  • Rome
  • Siena
  • More

Drive 244 km, 3 hours 28 min

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

Your itinerary for day 4 of your road trip in Italy includes 1 stop and features some of the highlights of Vatican City. At the end of the day, enjoy the comforts of a top-rated hotel 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.

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

Savor another day of unforgettable experiences in Italy!

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Day 5

Day 5

  • Siena
  • Venice
  • More

Drive 323 km, 4 hours 1 min

  • piazza del Campo
  • Pubblico Palace
  • Siena Cathedral
  • Porta Galliera
  • 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. Siena and Bologna are on today's agenda. In the evening, you’ll end up in Venice, where you will stay for 1 night.

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.

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

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Day 6

Day 6

  • Venice
  • Verona
  • More

Drive 122 km, 1 hour 38 min

  • Rialto Bridge
  • Piazza San Marco
  • St Mark's Basilica
  • 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 Verona, where will spend 1 night.

At the end of the day, you will drive to Verona, 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 Verona, it's often a good idea to reserve a table in advance.

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

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Day 7

Day 7

  • Verona
  • Milan
  • More

Drive 168 km, 2 hours 39 min

  • Verona Arena
  • Ponte Pietra
  • Gardaland Resort
  • More

Dive into day 7 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Verona and Ronchi. At the end of the day, you’ll unwind at one of the finest accommodations in Milan, where you'll spend 2 nights.

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.

After a day of adventure, treat yourself to an exquisite dinner at one of Milan'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 8

Day 8

  • Milan
  • More

Drive 14 km, 1 hour 16 min

  • Arch of Peace
  • Leonardo da Vinci Museum of Science and Technology
  • Sempione Park
  • Castello Sforzesco
  • Piazza Gae Aulenti
  • 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 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.

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

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Day 9

Day 9

  • Milan
  • Genoa
  • More

Drive 148 km, 2 hours 25 min

  • Cathedral Square
  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • La Scala
  • Pinacoteca di Brera
  • More

On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Milan. When you’re not sightseeing, take time to relax at your chosen hotel in Genoa, where you’ll be staying for 1 night.

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

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

  • Genoa
  • Florence
  • More

Drive 282 km, 3 hours 47 min

  • piazza De Ferrari
  • Aquarium of Genoa
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • More

Your itinerary for day 10 of your road trip in Italy includes 2 stops and features some of the highlights of Genoa and Pisa. At the end of the day, enjoy the comforts of a top-rated hotel in Florence, where you'll spend 3 nights.

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.

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

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day 11

Day 11

  • Florence
  • More

Drive 6 km, 48 min

  • Palazzo Vecchio
  • piazza della Signoria
  • Ponte Vecchio
  • Uffizi Gallery
  • piazzale Michelangelo
  • More

You’ll stay in Florence for 2 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 Florence.

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.

Raise your glass to another unforgettable day in Italy!

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Day 12

Day 12

  • Florence
  • More

Drive 2 km, 39 min

  • David
  • Galleria dell'Accademia
  • Central Market
  • Brunelleschi's dome
  • Cathedral of Santa Maria del Fiore
  • 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.

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

Read more
Day 13

Day 13

  • Florence
  • Rome
  • More

Drive 299 km, 4 hours 8 min

  • Palazzo Pitti
  • Basilica of Santa Croce in Florence
  • Orvieto Cathedral
  • More

On day 13 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Florence and Orvieto are on today's agenda. In the evening, you’ll end up in Rome, 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 Rome. Rome 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 Rome. Enjoy a relaxing evening as you savor delicious local cuisine.

Raise your glass and celebrate another amazing day of your road trip in Italy!

Read more
Day 14

Day 14

  • Rome - Departure day
  • More
  • Campo de' Fiori
  • More

Day 14 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.

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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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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