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

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Photo of Aerial view on Rimini. Italian cityscape from above. Lighthouse on water sea canal. Rimini city. Summer vacation.
Photo of Rimini cityscape. Tiberius bridge famous sightseeing in Rimini at dawn. Summer sunrise in Rimini historic center.
Photo of Umbrellas and chaise lounges on the beautiful beach of Rimini in Italy.
Photo of aerial view of umbrellas and chaise lounges on the beautiful beach of Rimini in Italy.
Photo of Bridge on Rimini canal port with boats, modern buildings and old houses.
Photo of Scenic spring view of pier with ancient and modern buildings, ships, yachts and other boats in Rimini, Italy.
Photo of Woman and child outdoors. Mother and daughter going to rest on beach. Rimini, Italy.
Photo of Piazza Tre Martiri Three Martyrs square with traditional buildings with clock and bell tower in old historical touristic city centre Rimini with blue sky background, Emilia-Romagna, Italy
Photo of Umbrellas and chaise lounges on the beautiful beach of Rimini in Italy.
Photo of Blue umbrellas and chaise lounges on the beach of Rimini in Italy.
Photo of Boat in blue water near pier and stone arch Tiberius bridge (Ponte di Tiberio, Augustus Bridge) over Marecchia river in historical city centre Rimini with blue sky white clouds, Emilia-Romagna, Italy.
photo of view of     Bridge of Tiberius, Ponte di Tiberio in Rimini, Italy.
photo oof view of Spectacular morning view of Arch of Augustus. Splendid summer cityscape of Rimini town, Italy, Europe. Traveling concept background.
photo of view of A view down a colourful street in the village area of San Giuliano in Rimini, Italy in summertime
Photo of Bright summer view from flying drone of Cattedrale di San Ciriaco church and San Gregorio Illuminatore - Catholic church. Stunning morning cityscape of Ancona town, Italy, Europe.
Photo of the long staircase in the downtown of the beautiful ancient italian village.
Photo of San Vittore alle Chiuse. Roman Catholic abbey and church. The edifice is known from the year 1011. Ponte Romano. Roman bridge over a small river. Italy. Marche. Ancona.
Photo of Loreto, sacred place in the city of Ancona in the Marche, Italy where the basilica sanctuary of the Holy House is located
Photo of Wonderful view of Arch of Trajan and Cattedrale di San Ciriaco church on background. Sunny summer cityscape of Ancona town, Italy, Europe. Traveling concept background.
Photo of Panorama view of the port of Ancona, Italy.
San Rocco Temple inside the pentagonal 18th century building called Mole Vanvitelliana at dusk. Ancona, Marche Region, Italy.
Photo of Urbani Beach - Sirolo, Ancona, Marche, Italy, Europe.
Photo of Ancona beach, Italy.
Photo of The harbor of Ancona with the rows of the boats docked and city view.
Photo of Panoramic view of old town and port in Ancona.
photo of view of Tourism in Ancona, Italy. Back view of traveler woman enjoying view of Ancona city and seaport from terrace, Marche, Italy.
photo of view of Night view of cathedral of San Ciriaco behind Arco di Traiano in Ancona, Italy.
photo of view of Mole Vanvitelliana also known as the lazaretto of Ancona.
photo of view of  Mole Vanvitelliana also known as the lazaretto of Ancona
Porta di Venere, from the Roman era, made of white travertine, with its three arches and the two towers of Properzio in Perugia, Italy
Photo of Christmas in Assisi, Saint Francis Basilica with the Christmas Crib. Province of Perugia, Umbria, Italy.
Photo of Aerial view of Perugia from Rocca Paolina, Italy.
Photo of Panoramic view of the Saint Francis Basilica in Assisi, in the Province of Perugia, in the Umbria region of Italy.
photo of view of Sunset panorama view of Italian town Perugia.
photo of view of   Perugia beautiful historical center from Appia Street
photo of view  ofPerugia, Italy town skyline in the morning.
photo  of view  of Perugia, Italy on the medieval Aqueduct Street in the morning.
photo of view of Perugia, Italy. View of Chiesa di San Michele Arcangelo 5th century church known for its circular shape
photo of view of Religious Architecture of The Basilica of Saint Francis of Assisi (Basilica di San Francesco d’Assisi) in Umbria, Perugia Province, Italy. (Part I).
photo of view of  Porta Sole, one of the oldest access point to Perugia, Italy.
photo  of view  ofcourtyard of the convent of San Domenico in Perugia, Italy.
photo  of view of Basilica of San Domenico in Perugia, Umbria, Italy.
photo  of view of Perugia, Italy on the medieval Aqueduct Street in the morning.
photo of view of A glimpse of the ancient Basilica of San Francesco, Assisi, Perugia, Italy
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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.

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 hotel in a central location for easy access to the best attractions, restaurants, and bars 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.

Treat yourself to a delightful dinner at Giusti, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Bar Lento? It's another excellent option with a diverse menu. Consider reserving a table at Amorimini as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rimini.

Unwind after your meal by stepping into Sunflower Beach Backpacker Hostels & Bar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Caffè Il Borgo offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Primo Bacio Città Lounge Bar, another top-rated bar in the area.

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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Dive into day 2 of your remarkable road trip in Italy. Today you will explore Rimini and Viserbella, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Ancona. You’ll stay here for 1 night.

Prepare for a day full of family-friendly attractions, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Parco Federico Fellini. This interesting park is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Spiaggia Libera, one of the city’s best highlights.

Next, check out Italia In Miniatura, one of the most popular places to see in Rimini. This amusement park is a favorite among locals and travelers alike.

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 dinnertime approaches, it's time to head out for a bite to eat in Ancona. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Enjoy an outstanding dining experience at Sot'Ajarchi, a Bib Gourmand restaurant offering an exceptional seafood and from the marches menu. Alternatively, experience a taste of Ancona at Zucchero a Velò, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated.

Continue your evening by exploring the vibrant nightlife scene at Posa Bar, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Four Roses, a bar that offers unique local touches. Likewise, Amarillo Beer Bar Ancona provides an excellent alternative for a fun evening.

Get a good night's sleep and look forward to another great day on the road 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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Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 4 stops and experience some of the highlights of Ancona, Loreto, Senigallia, and San Vittore. At the end of the day, you will enjoy the comforts of a top-rated hotel in Perugia, which will be your home away from home for 1 night.

Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and breathtaking views. Whether you decide to explore Ancona on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Passetto is the first of them. Spend some time admiring this enchanting monument before continuing your journey. Lazzaretto Of Ancona is your next stop. This worthwhile museum is one of the best-rated sights in Ancona.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Sanctuary Of The Holy House Of Loreto. This picture-perfect church is a sight to behold. To round off your sightseeing experience, visit Rocca Roveresca and Frasassi Caves.

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.

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

Don’t miss out on dining 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.

Cap off your dinner by heading to Tommi Bar, ideal for a leisurely evening with a drink in hand. Valentina is another bar that offers an enjoyable setting. Similarly, Caffe Dal Perugino is also a popular place to go on a night out, perfect for relaxing and socializing.

Relax and recharge in preparation for another adventurous day 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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Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 3 vibrant destinations - Santa Maria degli Angeli, Pesaro, and Gradara. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rimini. You will spend 1 night here for some well-deserved relaxation.

Today's adventure in Perugia promises more breathtaking discoveries and enriching experiences! Begin at Basilica Of Santa Maria Degli Angeli. This breathtaking church is a highlight of any visit in the village. Then, enjoy Basilica Of San Francesco D'assisi, another breathtaking attraction that never fails to captivate visitors. Next, head over to Parco Naturale Monte San Bartolo, one of the village’s most captivating attractions, known for its stunning features.

If you’re looking for more, spend time soaking in the atmosphere of Gradara Castle. This grand castle is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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.

Indulge in a memorable dining experience at one of Rimini's most popular restaurants, and connect with friendly locals for an authentic adventure.

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.

Keep the excitement of the evening going by visiting a bar or two. Hobo's is an excellent place to start. You could also check out Sunflower City Backpacker, offering a different kind of charm. A last recommendation for the day is Bar Capogiro. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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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 locally renowned public square is a popular place to see in the city.

On your last day in Italy, take time to indulge in shopping at Rimini’s popular marketplace, Rimini Centro. Look for keepsakes or souvenirs to remind you of your trip. Browse boutiques to find unique and stylish fashion pieces.

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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