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

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Experience the freedom of the open road in Italy as you embark on an unforgettable 5-day road trip! This experience caters to every traveler, featuring destinations like Rimini, Viserbella, Ancona, Loreto, Senigallia, Perugia, Santa Maria degli Angeli, Pesaro, and Gradara.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. 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 got 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. Marvel at the remarkable Frasassi Caves, learn more about the unique Basilica Of Santa Maria Degli Angeli, and immerse yourself in the vibrant atmosphere of Sanctuary Of The Holy House Of Loreto.

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, accommodation, 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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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Arco di Augusto
Parco Federico FelliniSpiaggia liberaItalia in miniatura
PassettoLazzaretto of AnconaSanctuary of the Holy House of LoretoRocca RoverescaFrasassi Caves
Basilica of Santa Maria degli AngeliBasilica of San Francesco d'AssisiParco Naturale Monte San BartoloGradara Castle
Cavour Square

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Day 1

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, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Rimini. Make yourself at home and enjoy some downtime 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.

Don’t miss out on dining at Giusti, a top-rated dining destination in Rimini. If you're in the mood to try something new, consider Bar Lento, another top spot with a mouthwatering menu. You might also want to secure a reservation at Amorimini. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rimini this evening.

To truly maximize your evening out, consider visiting Sunflower Beach Backpacker Hostels & Bar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Caffè Il Borgo, another bar with an inviting ambiance. Similarly, Primo Bacio Città Lounge Bar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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Day 2

Day 2

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

  • Parco Federico Fellini
  • Spiaggia libera
  • Italia in miniatura
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On day 2 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Rimini and Viserbella. In the evening, you’ll end up in Ancona, where you will stay for 1 night.

Today’s itinerary in Rimini covers several incredible sights, including a park, a beach, and an amusement park. Start your adventure at Parco Federico Fellini. This locally renowned park is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the serene wonders of Spiaggia Libera, a must-see beach in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Italia In Miniatura. This captivating amusement park offers an enriching experience. These sights offer a fulfilling end to a perfect day.

At the end of the day, you will drive to Ancona, 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 Ancona. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Experience a harmony of flavors at Sot'Ajarchi in Ancona by securing a reservation in advance. Known for its Bib Gourmand status, Sot'Ajarchi offers a delightful variety of dishes highlighting its delicious seafood and from the marches menu. If you're looking to mix things up, Zucchero a Velò offers an enticing alternative with its varied menu.

Explore the vibrant nightlife at Posa Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Bar Four Roses for a great selection of flavorful drinks and a charming setting. Furthermore, Amarillo Beer Bar Ancona is perfect for those looking to extend their night with a touch of local flavor.

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

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Day 3

Day 3

  • Ancona
  • 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
  • Frasassi Caves
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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 vibrant destinations - Ancona, Loreto, Senigallia, and San Vittore. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Perugia. You will spend 1 night here for some well-deserved relaxation.

Savor the day by visiting some of the best places to see in Ancona, including a monument, a museum, a church, a castle, a cave system and much more! Start your adventure at Passetto. This curiosity-inducing monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Lazzaretto Of Ancona located in Ancona for another exciting encounter.

Next, immerse yourself in the setting of Sanctuary Of The Holy House Of Loreto. Its stunning features will captivate you. After the church, continue your tour of the city with a visit to Rocca Roveresca. Visitors usually appreciate the stunning features of this castle. Next up is Frasassi Caves, a highly recommended cave system.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of 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 explore more of Perugia, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Dine in style at Ristorante Settimo Sigillo, a top recommendation for dinner tonight. Or, for a change of pace, Caffè Baglioni boasts a menu that's sure to impress. Also, be sure to check out Bar Pellas. Known as a local hotspot, it’s a great choice for tonight in Perugia.

Unwind after your meal by stepping into Tommi Bar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Valentina offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Caffe Dal Perugino, another top-rated bar in the area.

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

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Day 4

Day 4

  • Perugia
  • 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
  • Gradara Castle
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On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 3 destinations, Santa Maria degli Angeli, Pesaro, and Gradara. When you’re not sightseeing, take time to relax at your selected hotel in Rimini, where you’ll be staying for 1 night.

Get ready for an exciting day in Perugia. Today’s sightseeing agenda includes a church, a nature reserve, and a castle. Begin your adventure at Basilica Of Santa Maria Degli Angeli. This is an interesting church you should not miss. Another must-see is Basilica Of San Francesco D'assisi, a well-known church in Perugia.

When you’re ready for the next sight, head to Parco Naturale Monte San Bartolo. From there, take a leisurely stroll to Gradara Castle, another of the village’s interesting attractions.

When you’re done exploring for the day, you’ll drive to your hotel in Rimini. Check in and spend some time relaxing 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.

Get ready for an unforgettable culinary journey in Rimini by reserving a table at Osteria de Börg. Renowned as a Bib Gourmand restaurant, it offers an exceptional from romagna and traditional menu. For a different taste experience, head to Guido, recognized for its delicious seafood and modern dishes. This 1-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Abocar Due Cucine, a local favorite known for its delightful creative and international cuisine in Rimini. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning creative and international foodies seeking culinary excellence.

Following your dinner, dive into the local bar culture at Hobo's. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Sunflower City Backpacker, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Capogiro provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Raise your glass to another unforgettable day in Italy!

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Day 5

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, begin at Piazza Cavour. This well-known public square is a popular place to see in the city.

Maximize your last day in Italy and go on a shopping spree in Rimini’s shopping center, the lively Rimini Factory Outlet. Browse for souvenirs to remind you of your wonderful journey in Italy.

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 to try something new, consider Primo Miglio di Conti Mirco, another top spot with a mouthwatering 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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