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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Experience the freedom of the open road on an unforgettable 5-day road trip in Italy! Embark on a self-drive tour that 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 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.

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.

Savor the flavors at Giusti, a top pick for dinner tonight. Alternatively, Bar Lento beckons with its unique menu offerings. Also, consider Amorimini. With its consistent customer satisfaction, it’s an excellent option for dining in Rimini tonight.

Continue your evening by exploring the vibrant nightlife scene at Sunflower Beach Backpacker Hostels & Bar, a prime destination for a thrilling night out. Also, don’t forget to check out Caffè Il Borgo, a bar that offers unique local touches. Likewise, Primo Bacio Città Lounge Bar provides an excellent alternative for a fun evening.

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
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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 Ancona, where will spend 1 night.

Visiting Parco Federico Fellini is always a good idea. This locally renowned park is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the eye-catching wonders of Spiaggia Libera, a must-see beach in the city.

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

Savor the day by heading to Italia In Miniatura, an interesting amusement park that draws visitors from near and far.

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.

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

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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Posa Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bar Four Roses offers an ideal atmosphere to enjoy the pleasures of the night. Amarillo Beer Bar Ancona is also a great option that provides a perfect setting for a relaxing evening.

Raise your glass to another unforgettable day 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

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 4 destinations, including Ancona, Loreto, Senigallia, and San Vittore. When you’re not sightseeing, take time to relax at your chosen hotel in Perugia, where you’ll be staying for 1 night.

Awaiting your discovery is the curiosity-inducing Passetto, a grand monument in Ancona. Next, go to Lazzaretto Of Ancona.

When you’ve had your share of Ancona, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Loreto. Your travel time is around 33 min.

Our first attraction recommendation in Loreto is Sanctuary Of The Holy House Of Loreto, a notable church that draws attention for its stunning features.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Senigallia may take around 41 min. Upon your arrival in Senigallia, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Spend your afternoon discovering Rocca Roveresca, an up-and-coming castle known for its culturally significant features.

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.

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

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.

If you’re not ready to end the night just yet, Tommi Bar offers a perfect venue to relax and savor a drink. Similarly, Valentina is well-suited for those looking to unwind in a social setting. Caffe Dal Perugino is another excellent spot to enjoy a nightcap after a delightful meal.

Raise your glass and celebrate another amazing day of your road trip 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

Dive into day 4 of your remarkable road trip in Italy. Today you'll explore 3 destinations, including Santa Maria degli Angeli, Pesaro, and Gradara. At the end of the day, you’ll unwind at one of the finest accommodations in Rimini, where you'll spend 1 night.

After soaking in Perugia’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Santa Maria degli Angeli. Expect your car journey to take a minimum of 25 min. When you arrive in Santa Maria degli Angeli, it's time to take a break from the road.

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

Fasten your seatbelt and make your way to your next stop — Santa Maria degli Angeli, home to many well-known sights in the region. Keep in mind that your travel time from Santa Maria degli Angeli to Santa Maria degli Angeli may take around 9 min without traffic disruptions. Upon arrival in Santa Maria degli Angeli, we highly recommend checking out some of the top attractions.

Set out on a self-guided sightseeing tour at Basilica Of San Francesco D'assisi and explore the breathtaking features.

Set your GPS to Pesaro and hit the road. Expect a journey of approximately 2 hours 13 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Pesaro beckons with new experiences!

For a more meaningful self-guided tour of the village's best attractions, visit Parco Naturale Monte San Bartolo, an interesting nature reserve 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 Rimini. Rimini offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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.

Experience a symphony of flavors at Osteria de Börg in Rimini by securing a reservation in advance. Renowned for its Bib Gourmand distinction, Osteria de Börg delights its guests with its exceptional variety of meals showcasing delicious from romagna and traditional cuisine. For a palate-pleasing alternative, make sure to dine at Guido, acclaimed for its delectable seafood and modern specialties. This local 1-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Abocar Due Cucine, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for creative and international cuisine in the city.

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.

Relax and recharge in preparation for another adventurous day 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 shopping spree in Rimini, we recommend the lively Rimini Factory Outlet. Here, you'll find a range of shops you can browse for some souvenir shopping.

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

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.
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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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