5-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling west to Perugia and Florence

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Photo of Panoramic summer view from flying drone of Libera Rimini public beach. Captivating evening scene of Italy, Europe. Colorful sunset on Adriatic coast. Vacation concept background.
Photo of Aerial view on Rimini. Italian cityscape from above. Lighthouse on water sea canal. Rimini city. Summer vacation.
5-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling west to Perugia and Florence
5-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling west to Perugia and Florence
5-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling west to Perugia and Florence
5-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling west to Perugia and Florence
5-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling west to Perugia and Florence
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Explore the best of Italy on a remarkable 5-day road trip! Combine exploration with relaxation on a self-drive tour featuring Rimini, Viserbella, Perugia, Santa Maria degli Angeli, Siena, and Florence.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 2 nights in Rimini, 1 night in Perugia, and 1 night 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 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 Piazzale Michelangelo are just a couple of the bucket-list attractions that await your discovery.

As you hit the open road and drive through Rimini, Viserbella, Perugia, Santa Maria degli Angeli, Siena, and Florence, 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
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Day1

Day 1

  • Rimini - Arrival day
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  • Arco di Augusto
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Welcome to Rimini, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night discovering what to see in Rimini before embarking on the next leg of your journey.

Rimini is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Arch Of Augustus. 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.

Find your way to your hotel in Rimini. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

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.

Enjoy a lovely dining experience at Giusti, a popular restaurant in Rimini. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rimini at Bar Lento, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Amorimini. It’s yet another ideal choice to enhance your time in Rimini tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Sunflower Beach Backpacker Hostels & Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Caffè Il Borgo offers an ideal atmosphere to enjoy the pleasures of the night. Primo Bacio Città Lounge Bar is also a great option that provides a perfect setting for a relaxing evening.

Raise a toast to the start of your 5-day road trip in Italy!

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Day2

Day 2

  • Rimini
  • Viserbella
  • Perugia
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Drive 223 km, 3 hours 1 min

  • Parco Federico Fellini
  • Spiaggia libera
  • Italia in miniatura
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Your itinerary for day 2 of your road trip in Italy includes 2 stops and features some of the highlights of Rimini and Viserbella. At the end of the day, enjoy the comforts of a top-rated hotel in Perugia, where you'll spend 1 night.

Let Parco Federico Fellini set the tone for the day. Spend some time admiring this visually striking park before continuing your journey. Spiaggia Libera is your next stop. This locally appreciated beach is one of the best-rated sights in Rimini.

When you’re ready to jump back into the car and say goodbye to Rimini, you’ll hit the road in the direction of Viserbella. This drive usually takes around 13 min.

When you're ready for some sights, head to Italia In Miniatura, a locally renowned amusement park in Viserbella. Explore its mesmerizing features at your own pace before you continue your journey.

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.

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

Savor the flavors at Ristorante Settimo Sigillo, a top pick for dinner tonight. Alternatively, Caffè Baglioni beckons with its unique menu offerings. Also, consider Bar Pellas. With its consistent customer satisfaction, it’s an excellent option for dining in Perugia tonight.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Tommi Bar, known for its inviting atmosphere. Valentina is another great option if you’re looking for a place to get the night started. Similarly, Caffe Dal Perugino provides a great setting to enjoy the night away.

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

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Day3

Day 3

  • Perugia
  • Assisi
  • Siena
  • Florence
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Drive 226 km, 3 hours 49 min

  • Basilica of San Francesco d'Assisi
  • piazza del Campo
  • Siena Cathedral
  • Fortezza Medicea
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Dive into day 3 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Santa Maria degli Angeli and Siena. At the end of the day, you’ll unwind at one of the finest accommodations in Florence, where you'll spend 1 night.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Santa Maria degli Angeli may take around 32 min. Upon your arrival in Santa Maria degli Angeli, you’ll be greeted with the opportunity to do some sightseeing and exploring.

For a more meaningful self-guided tour of the town's best attractions, visit Basilica Of San Francesco D'assisi, a popular church that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

Set your GPS to Siena and hit the road. Expect a journey of approximately 1 hour 38 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Siena beckons with new experiences!

One of our top recommendations for your sightseeing is Piazza Del Campo. Spend some time admiring the history-steeped features of the public square before you continue to your next stop. Then, head to Siena Cathedral. This interesting church is a traveler-favorite in the town.

If you're keen to see more, continue to Fortezza Medicea (siena). Feed your curiosity by learning something new about the monument.

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.

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.

Treat yourself to an extraordinary dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an incredible italian contemporary menu. Alternatively, if your taste buds call for something different, Santa Elisabetta is one of the best restaurants for creative and mediterranean cuisine in Florence. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Gucci Osteria da Massimo Bottura. As a top-rated establishment with 1 Michelin star, it is an ideal choice for italian contemporary and international cuisine in the city.

Continue your lively evening at Manifattura, a perfect place for winding down or revving up the night, depending on which mood you’re in. Se·sto On Arno Rooftop Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Il Vinile ensures a night out tailored to your taste.

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

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Day4

Day 4

  • Florence
  • Rimini
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Drive 233 km, 3 hours 2 min

  • piazza della Signoria
  • Uffizi Gallery
  • Ponte Vecchio
  • Cathedral of Santa Maria del Fiore
  • piazzale Michelangelo
  • More

On day 4 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Florence are on today's agenda. In the evening, you’ll end up in Rimini, where you will stay for 1 night.

Experience Piazza Della Signoria, an astonishing public square in the city. Then, head to Uffizi Gallery and soak in the ambiance of this picture-perfect art gallery.

There are many interesting places to see in Florence, and when you are ready for more, go to Ponte Vecchio. This is one of the city’s most iconic culturally significant spots of interest. After exploring the historical landmark, visit the extraordinary Cathedral Of Santa Maria Del Fiore. Not far away, you'll also find Piazzale Michelangelo. This observation deck is a history-steeped highlight in Florence.

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

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.

Have a memorable dining experience in Rimini by booking a table at Osteria de Börg, a Bib Gourmand restaurant presenting an exceptional from romagna and traditional menu. For a different culinary experience in Rimini, Guido shines as one of the top destinations, known for its delicious seafood and modern cuisine. This 1-star Michelin-awardee consistently earns high praises, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Abocar Due Cucine is known as a top local spot in Rimini for its delicious creative and international cuisine. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

To truly maximize your evening out, consider visiting Hobo's after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Sunflower City Backpacker, another bar with an inviting ambiance. Similarly, Bar Capogiro also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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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Day5

Day 5

  • Rimini - Departure day
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  • Cavour Square
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Day 5 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Rimini before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

If you're up for some more sightseeing, we recommend visiting Piazza Cavour, an awe-inspiring public square before you head out.

Take advantage of your accommodation's proximity to Rimini’s shopping district for some last-minute bargain hunting. Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Rimini.

If you're in the mood for something new, try Primo Miglio di Conti Mirco, another premier location with a delectable menu.

You’ll then say farewell to Rimini. 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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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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