10-Day Italy Self-Drive Road Trip With Itinerary from Rimini to Bologna, Florence, Siena, Perugia, and Orvieto

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Photo of Aerial view on Rimini. Italian cityscape from above. Lighthouse on water sea canal. Rimini city. Summer vacation.

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Experience the freedom of the open road on an unforgettable 10-day road trip in Italy! Embark on a self-drive tour that caters to every traveler, featuring destinations like Rimini, Bologna, Levizzano Rangone, Florence, Pisa, Lucca, Siena, San Gimignano, Santa Maria degli Angeli, Perugia, Orvieto, and Urbino.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 3 nights in Rimini, 1 night in Bologna, 2 nights in Florence, 1 night in Siena, 1 night in Perugia, and 1 night in Orvieto. 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 Rimini, 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. Ponte Vecchio and Leaning Tower Of Pisa are just a couple of the bucket-list attractions that await your discovery.

As you hit the open road and drive through Rimini, Bologna, Levizzano Rangone, Florence, Pisa, Lucca, Siena, San Gimignano, Santa Maria degli Angeli, Perugia, Orvieto, and Urbino, 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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Drop-off: 10:00

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Day 1

Rimini - Arrival day
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Arco di Augusto
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Say hello to Rimini! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Rimini for 2 nights before you continue your adventure!

Rimini 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.

As afternoon approaches, head to your chosen hotel in Rimini. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a central location for easy access to key areas in 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 Rimini, it's often a good idea to reserve a table in advance.

Raise a toast to the start of your 10-day road trip in Italy!

Day 2

Rimini
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Drive 7 km, 56 min

Spiaggia libera
La Ruota Panoramica
Parco Federico Fellini
Fountain of the four horses
Cavour Square
Parco XXV Aprile
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You’ll stay in Rimini 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.

Rimini 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 Rimini.

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

Day 3

Rimini
Bologna
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Drive 211 km, 3 hours 35 min

Piazza Santo Stefano
Two Towers
Bologna Cathedral
Piazza Maggiore
Villa Ghigi
The Levizzano Castle
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On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, including Bologna and Levizzano Rangone. When you’re not sightseeing, take time to relax at your chosen hotel in Bologna, 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 Bologna. Bologna offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go 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 your glass to another unforgettable day in Italy!

Day 4

Bologna
Florence
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Drive 118 km, 2 hours 20 min

piazzale Michelangelo
Basilica of Santa Croce in Florence
Uffizi Gallery
Ponte Vecchio
Palazzo Vecchio
Cathedral of Santa Maria del Fiore
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Dive into day 4 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Florence. At the end of the day, you’ll unwind at one of the finest accommodations in Florence, where you'll 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 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.

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

Day 5

Florence
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Drive 197 km, 3 hours 28 min

Piazza del Duomo, Pisa
Leaning Tower of Pisa
Walls of Lucca
San Michele in Foro
Piazza dell'Anfiteatro
Porta Elisa
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On day 5 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you still have 1 night to spend in Florence, there’s no need to rush. Experience Pisa and Lucca to the fullest today with this curated day itinerary.

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.

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

Day 6

Florence
Siena
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Drive 160 km, 3 hours 15 min

Fortezza Medicea
Basilica of San Domenico
Tower of Mangia
piazza del Campo
Siena Cathedral
Piazza del Duomo, San Gimignano
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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 2 places, which are Siena and San Gimignano. At the end of the day, you will retreat to the hotel of your choice in Siena, where will spend 1 night.

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.

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

Savor another day of unforgettable experiences in Italy!

Day 7

Siena
Perugia
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Drive 159 km, 2 hours 43 min

Basilica of San Francesco d'Assisi
Piazza del Comune
Rocca Maggiore
Perugia Cathedral
Piazza IV Novembre
The Fontana Maggiore
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Your itinerary for day 7 of your road trip in Italy includes 2 stops and features some of the highlights of Santa Maria degli Angeli and Perugia. At the end of the day, enjoy the comforts of a top-rated hotel in Perugia, 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 Perugia. Perugia 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 Perugia. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Relax and look forward to more memorable moments to come!

Day 8

Perugia
Orvieto
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Drive 156 km, 3 hours 16 min

Well of St Patrick
Orvieto Cathedral
Orvieto subterranea
Torre del Moro Orvieto
Pozzo della Cava
Il Paese delle Fiabe
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On day 8 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Orvieto and Sant'Angelo are on today's agenda. In the evening, you’ll end up in Orvieto, where you will stay for 1 night.

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

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

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

Day 9

Orvieto
Rimini
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Drive 245 km, 3 hours 58 min

Casa Natale di Raffaello
National Gallery of the Marche - Ducal Palace of Urbino
Palazzo Ducale
Oratorio di San Giovanni Battista
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On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Urbino. When you’re not sightseeing, take time to relax at your chosen hotel in Rimini, where you’ll be staying for 1 night.

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

Rimini 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 Rimini.

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

Day 10

Rimini - Departure day
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Malatestiano Temple
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Day 10 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.

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.

We guarantee

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

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