Travel packages in Italy

Road trips in Italy

9-Day Italy Self-Drive Road Trip With Itinerary from Bologna traveling south to Florence, Siena, and Rome

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Escape the ordinary with this exciting 9-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 2 nights in Bologna, 2 nights in Florence, 2 nights 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 Bologna, 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 Bologna, Florence, Pisa, Lucca, San Gimignano, Siena, Castelnuovo dell'Abate, Montalcino, Pienza, San Quirico d'Orcia, 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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Day 1

Bologna - Arrival day
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Piazza Maggiore
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Your road trip adventure in Italy begins as soon as you reach Bologna and pick up your car. You’ll stay here for 1 night and explore what to see in Bologna, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

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

Raise a toast to the start of your 9-day road trip in Italy!

Day 2

Bologna
Florence
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Drive 118 km, 2 hours 26 min

piazzale Michelangelo
Uffizi Gallery
Ponte Vecchio
Cathedral of Santa Maria del Fiore
Galleria dell'Accademia
piazza della Signoria
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On day 2 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 Florence, where you’ll be staying for 2 nights.

Throughout the day, make sure to take breaks to appreciate the surroundings.

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.

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

Raise your glass to another unforgettable day in Italy!

Day 3

Florence
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Drive 195 km, 3 hours 9 min

Knights' Square
Leaning Tower of Pisa
Piazza del Duomo, Pisa
Pisa Cathedral
Walls of Lucca
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On day 3 of your road trip, you'll get the chance to experience Pisa and Lucca. At the end of the day, you'll drive back to Florence, where you still have 1 night left to stay.

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

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

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

Day 4

Florence
Siena
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Drive 103 km, 2 hours 16 min

Parco della Rocca
Fortezza Medicea
Basilica of San Domenico
Siena Cathedral
piazza del Campo
Tower of Mangia
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Dive into day 4 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including San Gimignano and Siena. At the end of the day, you’ll unwind at one of the finest accommodations in Siena, where you'll spend 2 nights.

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

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

Day 5

Siena
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Drive 150 km, 3 hours 37 min

Abbey of Sant'Antimo
Fortress of Montalcino
Piazza del Popolo
Palazzo Piccolomini, Pienza
Chapel Vitaleta
Cipressi di San Quirico d'Orcia
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On day 5 of your road trip, you’ll start and end your day in Siena, where you have 1 night left to stay.

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

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.

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

Day 6

Siena
Rome
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Drive 242 km, 3 hours 37 min

Colosseum
Roman Forum
Trevi Fountain
Pantheon
Piazza Navona
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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 Rome. At the end of the day, you will retreat to the hotel of your choice in Rome, where will spend 2 nights.

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.

Indulge in a memorable dining experience at one of Rome'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.

Day 7

Rome
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Drive 17 km, 1 hour 44 min

Vatican Museums
St Peter's Basilica
Sistine Chapel
Castel Sant'Angelo
Piazza di Spagna
Spanish Steps
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Wake up to day 7 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.

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

Savor another day of unforgettable experiences in Italy!

Day 8

Rome
Bologna
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Drive 392 km, 5 hours 2 min

Well of St Patrick
Orvieto Cathedral
Museo dell'Opera del Duomo
Orvieto subterranea
Torre del Moro Orvieto
Pozzo della Cava
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Your itinerary for day 8 of your road trip in Italy includes 1 stop and features some of the highlights of Orvieto. At the end of the day, enjoy the comforts of a top-rated hotel in Bologna, 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 Bologna. Bologna 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 Bologna. Enjoy a relaxing evening as you savor delicious local cuisine.

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.

Day 9

Bologna - Departure day
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Two Towers
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Day 9 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.

Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing vacation. Elevate your style with pieces from high-end retail stores.

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!

How it works

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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.

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