Italy
Travel packages in Italy
Road trips in Italy

Two-Week Relaxed Italy Self-Drive Road Trip With Itinerary from Verona to Florence, Rome, and Siena

1 / 73
Panoramic view to Bridge Ponte Pietra in Verona on Adige river. Veneto region. Italy. Sunny summer day panorama and blue dramatic sky with clouds. Ancient european italian terracotta color houses
Perfect travel plans
Everything included
Fully customizable

Description

Included

Flights
Hotel
Select dates
Car rental
Select dates
Tours & tickets
Select dates
Travel plan
From A to Z
Travel agent
24/7 fast service

Description

Enjoy this 15-day relaxed road trip in Italy, with Verona, Peschiera del Garda, Valeggio sul Mincio, Florence, Orvieto, Rome, Siena, and Bologna showing you the beauty, culture, and peaceful moments that make this journey special!

Travel freely with this relaxed self-drive package in Italy, designed for comfort and exploration. Spend 3 nights in Verona, 5 nights in Florence, 5 nights in Rome, and 1 night in Siena, staying at top-rated hotels near the heart of each city. Between drives, indulge in local cuisine, sip refreshing drinks, and enjoy the vibrant atmosphere at popular restaurants and bars along your road trip route in Italy.

Your journey starts in Verona, where your rental car with CDW insurance will be ready for pickup. Choose a vehicle that suits your style, then set off on your 15-day relaxed road trip in Italy to explore its rich culture, fascinating history, and stunning landscapes.

Every stop on this leisurely self-drive holiday comes with handpicked accommodations that make relaxation effortless. Choose from elegant 5-star hotels with breathtaking views or comfortable 3-star stays that offer excellent value, all providing a welcoming retreat after a day on the road.

With your self-drive itinerary in Italy already planned, you’ll enjoy the country’s most celebrated sights without the rush. Marvel at the stunning Trevi Fountain and soak in the atmosphere of the magnificent Colosseum.

Enjoy each stop as you explore the history, architecture, and character of each destination on this Italy road trip itinerary for 15 days.

As you travel between destinations, you’ll have plenty of time to explore local markets and boutique shops. These stops give you the chance to find unique souvenirs, taste regional specialties, and experience everyday life in Italy.

If you want to make your 15-day relaxed self-drive tour in Italy even more memorable, add optional tours or activities. Join a guided excursion, discover hidden neighborhoods, or spend an afternoon in your favorite market. Each choice deepens your connection to the places you visit.

Alongside these experiences, your laid-back self-drive package in Italy includes 14 nights in comfortable hotels, a rental car for 15 days, and convenient access to nearby dining options. You can also add flights and entry tickets to shape the trip exactly how you want it. With 24/7 travel support and a mobile app keeping your itinerary and documents organized, you can enjoy a relaxed drive and savor every mile of the road ahead.

Turn your travel plans into reality. Book your 15-day relaxed self-drive road trip in Italy today and enjoy a journey filled with discovery, freedom, and unforgettable moments!

Read more

Travel details

Set your travel details to find the best price

Flights

Round trip
Round trip
Travel dates

Travelers

Rooms

Flights

Compare and choose from the best flights to Verona, landing in Milan

Car

Choose from the best car rental deals or see all options

Driver’s age is 30 - 65
I live in
Pick-up: 10:00
Drop-off: 10:00

Personalize your itinerary

Customize tours under each day and destination

Day1

Day 1

  • Verona - Arrival day
  • More
  • Verona Arena
  • More

Your relaxed road trip through Italy starts when you reach the incredible city of Verona, where you'll stay for 2 nights. You'll pick up your rental car in Verona and begin your adventure in Italy.

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

After dinner, it’s time to fall in love with the amazing nightlife in Verona and unwind at some of the best bars in the city.

Raise a toast as you look back on the highlights of today’s relaxed road trip in Italy. Enjoy your first taste of Verona as you soak in the city’s unique vibe.

Read more
Day2

Day 2

  • Verona
  • More

Drive 4 km, 1 hour 5 min

  • Castel San Pietro
  • Ponte Pietra
  • piazza delle Erbe
  • Castelvecchio Museum
  • Castelvecchio Bridge
  • More

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Verona, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

After dinner, it’s time to fall in love with the amazing nightlife in Verona and unwind at some of the best bars in the city.

Toast to another unforgettable and relaxing road trip adventure in Italy!

Read more
Day3

Day 3

  • Verona
  • Florence
  • More

Drive 280 km, 4 hours 30 min

  • Porta Brescia
  • Fortifications
  • Parco Giardino Sigurtà
  • Castello Scaligero
  • More

Day 3 of your relaxed road trip in Italy will take you on a self-paced journey to more than one incredible place in one day. See some of the best attractions in Italy, taste the most delectable foods and exquisite drinks, and make incredible memories as you go!

When you’re not exploring beautiful places, you can relax in Florence. Here, you can choose from the best hotels and other accommodations as you get to know more about the culture in the city.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Florence.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Florence. The bars in Florence make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Soak in the unique atmosphere of Florence as you commemorate this day of your relaxed road trip with a toast. Cheers to a memorable, leisurely self-drive holiday in Italy!

Read more
Day4

Day 4

  • Florence
  • More

Drive 1.0 km, 13 min

  • piazza della Signoria
  • Loggia dei Lanzi
  • Palazzo Vecchio
  • Uffizi Gallery
  • Ponte Vecchio
  • More

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Verona. There are so many fun and eye-opening activities to try out in Verona that will make your slow-paced self-drive tour in Italy more memorable.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Florence.

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

Grab yourself a drink and savor every moment of your relaxed road trip experience in Italy!

Read more
Day5

Day 5

  • Florence
  • More

Drive 2 km, 34 min

  • Central Market
  • Basilica of San Lorenzo
  • Basilica of Santa Maria Novella
  • Strozzi Palace
  • More

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

Exploring the food culture in Florence offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

If you feel like it, head out to a bar to celebrate another fantastic day in Florence and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!

Read more
Day6

Day 6

  • Florence
  • More

Drive 10 km, 44 min

  • Parco delle Cascine
  • Galleria dell'Accademia
  • David
  • Brunelleschi's dome
  • Cathedral of Santa Maria del Fiore
  • More

Italy makes the perfect setting for a calming but fun road trip experience. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Experience the amazing nightlife in Florence and unwind at the coolest bars in the city.

Raise your glass in celebration of your freedom and relaxed road trip adventure in Italy!

Read more
Day7

Day 7

  • Florence
  • More

Drive 9 km, 49 min

  • Palazzo Pitti
  • The Boboli Gardens
  • Oltrarno
  • More

A visit to Oltrarno is a must on the agenda today. This neighborhood is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities.

Exploring new places makes you hungry. Luckily, Florence has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Florence.

Cherish every minute of your relaxed road trip vacation across Italy.

Read more
Day8

Day 8

  • Florence
  • Rome
  • More

Drive 298 km, 4 hours 16 min

  • Basilica of Santa Croce in Florence
  • piazzale Michelangelo
  • Orvieto Cathedral
  • Well of St Patrick
  • More

Day 8 of your self-drive tour in Italy offers a chance to experience the country’s diversity. You’ll stay in Rome for 5 nights. Along the way, you’ll glimpse local life and explore some of the most remarkable places in Italy.

Continue your laid-back road trip in Italy as you make your way to Rome. Here, you’ll find top hotels and accommodations in the city, perfect for relaxing and recharging.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Rome, explore the city like a local by trying out the best restaurants in the area.

If you feel like it, head out to a bar to celebrate another fantastic day in Rome and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

Raise your glass and relax after another big day of your leisurely paced road trip in Italy!

Read more
Day9

Day 9

  • Rome
  • More

Drive 10 km, 52 min

  • largo di Torre Argentina
  • Pantheon
  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • More

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Verona. There are so many fun and eye-opening activities to try out in Verona that will make your slow-paced self-drive tour in Italy more memorable.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Rome, explore the city like a local by trying out the best restaurants in the area.

Before calling it a day, visit one of the best bars in Rome. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

Savor the rest of the night and celebrate another incredible, relaxed road trip adventure in the magical Rome!

Read more
Day10

Day 10

  • Rome
  • More

Drive 3 km, 44 min

  • Altare della Patria
  • Capitoline Museums
  • Capitoline Hill
  • Roman Forum
  • Colosseum
  • More

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Rome, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Hang out and unwind at some of the top bars in Rome.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!

Read more
Day11

Day 11

  • Rome
  • More

Drive 8 km, 1 hour 6 min

  • Villa Borghese
  • Passeggiata del Pincio
  • piazza del Popolo
  • Piazza Navona
  • Campo de' Fiori
  • More

Italy makes the perfect setting for a calming but fun road trip experience. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Rome.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Italy.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Italy!

Read more
Day12

Day 12

  • Rome
  • More

Drive 18 km, 1 hour 40 min

  • Orange Garden
  • Circus Maximus
  • Castel Sant'Angelo
  • Auditorium Parco della Musica
  • Foro Italico
  • More

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities.

Exploring the food culture in Rome offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Rome. The bars in Rome make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Raise your glass and relax after another big day of your leisurely paced road trip in Italy!

Read more
Day13

Day 13

  • Rome
  • Siena
  • More

Drive 242 km, 2 hours 57 min

  • St Peter's Basilica
  • More

Day 13 of your leisurely self-drive tour in Italy offers another chance for an in-depth travel experience. You’ll stay in Siena for 1 night.

In Siena, you’ll find plenty of places to unwind after a day on the road. Our top recommendations go perfectly with your laid-back road trip in Italy.

Exploring the food culture in Siena offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

Grab yourself a drink and savor every moment of your relaxed road trip experience in Italy!

Read more
Day14

Day 14

  • Siena
  • Verona
  • More

Drive 313 km, 4 hours

  • Tower of Mangia
  • piazza del Campo
  • Siena Cathedral
  • Piazza Maggiore
  • More

Day 14 of your relaxed road trip across Italy offers a day of exciting discoveries. You’ll end your day in Verona, where you’ll stay for 1 night.

After a day of exploration, relax at one of the top hotels or accommodations in Verona. Staying in the city gives you a comfortable, welcoming place to recharge during your laid-back road trip in Italy.

Exploring new places makes you hungry. Luckily, Verona has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Before calling it a day, visit one of the best bars in Verona. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

Raise your glass and toast to another unforgettable, laid-back road trip adventure in Italy!

Read more
Day15

Day 15

  • Verona - Departure day
  • More
  • Porta Borsari
  • More

Day 15 of your relaxed road trip in Italy is your departure day. If you’re flying home, return your rental car with time to spare.

If you’re in the mood for luxury shopping, high-end stores await you.

Over a good meal, take a moment to unwind and reflect on the past 15 days of your relaxed road trip.

The unforgettable experiences you’ve collected along your 15-day relaxed road trip in Italy is a story you will tell for the rest of your life.

Read more

How it works

Book your journey with Europe’s biggest travel platform—expert itineraries, instant confirmation, and full flexibility with 24/7 support.

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.
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.

Similar travel packages

Discover other popular vacations in Italy

From 0

Link to appstore phone
Install Europe’s biggest travel app

Download Europe’s biggest travel marketplace to your phone to manage your entire trip in one place

Scan this QR code with your phone camera and press the link that appears to add Europe’s biggest travel marketplace into your pocket. Enter your phone number or email address to receive an SMS or email with the download link.