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

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5-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling east to Ancona and Perugia
5-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling east to Ancona and Perugia
5-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling east to Ancona and Perugia
5-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling east to Ancona and Perugia
5-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling east to Ancona and Perugia
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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, Ancona, Loreto, Senigallia, Perugia, Santa Maria degli Angeli, Pesaro, and Gradara.

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 Ancona, and 1 night in Perugia. 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. Basilica Of San Francesco D'assisi and Gradara Castle are just a couple of the bucket-list attractions that await your discovery.

As you hit the open road and drive through Rimini, Viserbella, Ancona, Loreto, Senigallia, Perugia, Santa Maria degli Angeli, Pesaro, and Gradara, 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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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.

When you're ready for some downtime, make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Rimini. 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 Rimini, it's often a good idea to reserve a table in advance.

Enjoy a delicious meal at Giusti, a highly-rated dining destination in Rimini. If you're eager to try something different, consider Bar Lento, another top spot with a tantalizing menu. You might also want to secure a reservation at Amorimini. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rimini this evening.

Keep the evening going at Sunflower Beach Backpacker Hostels & Bar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Caffè Il Borgo, which offers a similarly pleasant setting and great drinks. Another option is Primo Bacio Città Lounge Bar, which provides an inviting environment for unwinding after a busy day out.

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

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Day2

Day 2

  • Rimini
  • Viserbella
  • Ancona
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Drive 133 km, 1 hour 52 min

  • Parco Federico Fellini
  • Spiaggia libera
  • Italia in miniatura
  • More

Dive into day 2 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Rimini and Viserbella. At the end of the day, you’ll unwind at one of the finest accommodations in Ancona, where you'll spend 1 night.

Experience Parco Federico Fellini, an interesting park in the city. Then, head to Spiaggia Libera and soak in the ambiance of this serene beach.

Embrace the thrill of the open road as you wave goodbye to Rimini and set your GPS to Viserbella. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 13 min. Upon reaching Viserbella, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

One of our top recommendations for your sightseeing is Italia In Miniatura. Spend some time admiring the stunning features of the amusement park before you continue to your next stop.

When you’re done exploring for the day, you’ll drive to your hotel in Ancona. Check in and relax before you head out to tour 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 Ancona, it's often a good idea to reserve a table in advance.

Set out on a gastronomic journey in Ancona by reserving a table at Sot'Ajarchi. Renowned for its Bib Gourmand award, this restaurant presents an outstanding menu of seafood and from the marches cuisine. Looking for something different? Zucchero a Velò offers a tantalizing alternative with its diverse menu.

If you’re not ready to end the night just yet, Posa Bar offers a perfect venue to relax and savor a drink. Similarly, Bar Four Roses is well-suited for those looking to unwind in a social setting. Amarillo Beer Bar Ancona is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day3

Day 3

  • Ancona
  • Loreto
  • Senigallia
  • Perugia
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Drive 238 km, 3 hours 27 min

  • Passetto
  • Lazzaretto of Ancona
  • Sanctuary of the Holy House of Loreto
  • Rocca Roveresca
  • More

Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 4 places, which are Ancona, Loreto, Senigallia, and San Vittore. At the end of the day, you will retreat to the hotel of your choice in Perugia, where will spend 1 night.

Passetto makes a great addition to your morning plans. This often recommended monument is a visually striking place to see in Ancona. Continue your discovery at Lazzaretto Of Ancona, a history-steeped museum with stories to tell.

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Ancona.

Set your GPS to Loreto and hit the road. Expect a journey of approximately 33 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Loreto beckons with new experiences!

For a more meaningful self-guided tour of the city's best attractions, visit Sanctuary Of The Holy House Of Loreto, a captivating 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.

Senigallia’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Loreto behind. This drive usually takes around 41 min. Senigallia welcomes you with a multitude of unique vacation experiences.

For a more meaningful self-guided tour of the city's best attractions, visit Rocca Roveresca, an often recommended castle that is sure to impress. Take in the surroundings and enjoy the freedom of exploring 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.

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

Enjoy a delicious meal at Ristorante Settimo Sigillo, a top-rated dining destination in Perugia. If you're in the mood to try something new, consider Caffè Baglioni, another top spot with a mouthwatering menu. You might also want to secure a reservation at Bar Pellas. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Perugia this evening.

Keep the evening going at Tommi Bar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Valentina, which offers a similarly pleasant setting and great drinks. Another option is Caffe Dal Perugino, which provides an inviting environment for unwinding after a busy day out.

Raise your glass to another unforgettable day in Italy!

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Day4

Day 4

  • Perugia
  • Santa Maria degli Angeli
  • Assisi
  • Pesaro
  • Rimini
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Drive 218 km, 3 hours 33 min

  • Basilica of Santa Maria degli Angeli
  • Basilica of San Francesco d'Assisi
  • Parco Naturale Monte San Bartolo
  • More

On day 4 of your road trip in Italy, your travel plans include 3 stops at the most scenic, wondrous, and interesting places in the region. Santa Maria degli Angeli, Pesaro, and Gradara are on today's agenda. In the evening, you’ll end up in Rimini, where you will stay for 1 night.

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 25 min, without any stops or traffic disruptions.

Set out on a self-guided sightseeing tour at Basilica Of Santa Maria Degli Angeli and explore the stunning features.

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 9 min, without any stops or traffic disruptions.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Basilica Of San Francesco D'assisi, an interesting church that everyone visiting Santa Maria degli Angeli should see.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Pesaro. This drive usually takes around 2 hours 13 min, without any stops or traffic disruptions.

When you're ready for some sights, head to Parco Naturale Monte San Bartolo, a popular nature reserve in Pesaro. Explore its serene features at your own pace before you continue your journey.

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.

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

Prepare for an extraordinary culinary adventure in Rimini by booking a table at Osteria de Börg, a Bib Gourmand restaurant that boasts an exceptional from romagna and traditional menu. For a different flavor experience, head to Guido, renowned for its delectable seafood and modern dishes. This 1-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Abocar Due Cucine, a local gem known for its delightful creative and international cuisine in Rimini. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

Explore the vibrant nightlife at Hobo's after your meal, a hub for lively evenings and memorable moments. Or, head to Sunflower City Backpacker for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Capogiro is perfect for those looking to extend their night with a touch of local flavor.

As the sun sets, rest up and recharge for the next leg 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, a visually striking public square before you head out.

For a last-minute shopping spree in Rimini, Rimini Centro is nearby. Enjoy a variety of retail stores, dining options, and essential services in one convenient location. Browse through boutiques to find unique and stylish fashion pieces to take home.

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 delicious dinner at Amarina, an excellent option for tonight's dining. Looking for something different? Primo Miglio di Conti Mirco offers a tantalizing alternative with its 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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