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

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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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Escape the ordinary with this exciting 5-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 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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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 1 night before you continue your adventure!

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 meal at Giusti, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Bar Lento is another top choice with a popular menu. You could also check for a table at Amorimini. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Rimini tonight.

Let the evening flow smoothly from dinner to drinks at Sunflower Beach Backpacker Hostels & Bar, a top-rated bar in the area. For other recommendations, Caffè Il Borgo provides a perfect setting for rounding out your night with style and great drinks. Likewise, Primo Bacio Città Lounge Bar offers a memorable night with diverse drink options and excellent service.

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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Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 places, which are Rimini and Viserbella. At the end of the day, you will retreat to the hotel of your choice in Perugia, where will spend 1 night.

Start your day at Parco Federico Fellini. This awe-inspiring park is an interesting place to see in Rimini. Then, wander over to Spiaggia Libera. If romantic sites excite you, this beach will be right up your alley.

When you’ve had your share of Rimini, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Viserbella. Your travel time is around 13 min.

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

At the end of the day, you will drive to Perugia, 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 Perugia's most popular restaurants, and connect with friendly locals for a true cultural experience.

Have a fantastic dining experience at Ristorante Settimo Sigillo, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Caffè Baglioni offers an enticing alternative with its varied menu. Additionally, Bar Pellas is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Perugia.

Continue your lively evening at Tommi Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Valentina is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffe Dal Perugino ensures a night out tailored to your taste.

Raise your glass to another unforgettable day 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.

As you explore Santa Maria degli Angeli’s charming streets, take in the lively atmosphere and get to know the character of the town.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Santa Maria degli Angeli. This drive usually takes around 32 min, without any stops or traffic disruptions.

Basilica Of San Francesco D'assisi is a captivating church we recommend visiting today. Discover its grand features before continuing your self-guided tour.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Siena may take around 1 hour 38 min. Upon your arrival in Siena, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Our first attraction recommendation in Siena is Piazza Del Campo, a spectacular public square that draws attention for its UNESCO world heritage-listed features. Spend some time soaking in the atmosphere before continuing to Siena Cathedral, a symbolic church that stands out in the town.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Fortezza Medicea (siena), a beloved monument that offers a unique experience.

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.

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.

Begin your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, Se·sto On Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Il Vinile is another excellent spot to enjoy a nightcap after a delightful meal.

As the sun sets, rest up and recharge for the next leg 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
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Your itinerary for day 4 of your road trip in Italy includes 1 stop and features some of the highlights of Florence. At the end of the day, enjoy the comforts of a top-rated hotel in Rimini, where you'll spend 1 night.

Piazza Della Signoria leaves a lasting impression. This public square is one of the most widely recognized places to visit in Florence. Next, head to Uffizi Gallery, a famous art gallery, known for its romantic features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Ponte Vecchio. This awe-inspiring historical landmark is a highly recommended experience. Nearby, you'll also find Cathedral Of Santa Maria Del Fiore and Piazzale Michelangelo Visit these for an interesting touch to your journey.

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.

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

Experience a taste of local culinary excellence while in Rimini by securing a table at Osteria de Börg. An esteemed Bib Gourmand restaurant, it features an exceptional from romagna and traditional menu. For an alternative taste experience, visit Guido, famous for its scrumptious seafood and modern dishes. This 1-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Abocar Due Cucine, a local favorite celebrated for its exquisite creative and international cuisine in Rimini. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for creative and international cuisine lovers seeking top-notch culinary experiences.

After savoring a delicious meal, step into the vibrant nightlife at Hobo's, where the evening is just getting started. In the same way, Sunflower City Backpacker offers a unique charm perfect for experiencing the local bar scene in Rimini. Bar Capogiro is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Relax and look forward to more memorable moments to come!

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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 enchanting public square before you head out.

Make the most of your final day in Italy by visiting Rimini’s iconic markets and shopping establishments in the buzzing Rimini Factory Outlet. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing vacation.

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

Treat yourself to a delightful dinner at Amarina, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Primo Miglio di Conti Mirco? It's another excellent option with a diverse 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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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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