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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Escape the ordinary with this exciting 5-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!

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.

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 gains consistently high praises from customers, it’s an ideal choice in Rimini tonight.

Extend your evening after a delightful meal by visiting Sunflower Beach Backpacker Hostels & Bar, which offers the perfect atmosphere for a night out. Moreover, Caffè Il Borgo is another popular option for a drink or two. Likewise, Primo Bacio Città Lounge Bar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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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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 vibrant destinations - Rimini and Viserbella. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Ancona. You will spend 1 night here for some well-deserved relaxation.

Rimini is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and breathtaking views! Start at Parco Federico Fellini, a notable park that is worthwhile a visit in the city. Nearby, you’ll find Spiaggia Libera, enchanting visitors with its eye-catching appeal. Continue your exploration at Italia In Miniatura. This amusement park is one of the city’s most well-known spots.

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.

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

Dive into a culinary adventure like no other in Ancona by booking a table at Sot'Ajarchi. This popular restaurant holds a Bib Gourmand award and offers an exceptional menu of seafood and from the marches cuisine. If you're in the mood to try something new, consider Zucchero a Velò, another top spot with a mouthwatering menu.

After savoring a delicious meal, step into the vibrant nightlife at Posa Bar, where the evening is just getting started. In the same way, Bar Four Roses offers a unique charm perfect for experiencing the local bar scene in Ancona. Amarillo Beer Bar Ancona is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

A blend of fun adventures, romantic experiences, and breathtaking views await you in Ancona on today’s itinerary. First up is the increasingly popular monument, Passetto. Afterward, continue to Lazzaretto Of Ancona, a museum every traveler should visit.

As you explore Ancona’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Sanctuary Of The Holy House Of Loreto. This interesting church is an essential stop. Following that, head to Rocca Roveresca, another must-visit site that will enhance your experience. Don’t forget to stop by Frasassi Caves, a popular cave system in the city.

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.

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

Savor the flavors at Ristorante Settimo Sigillo, a top pick for dinner tonight. Alternatively, Caffè Baglioni beckons with its unique menu offerings. Also, consider Bar Pellas. With its consistent customer satisfaction, it’s an excellent option for dining in Perugia tonight.

After your meal, keep the night alive at a bar like Tommi Bar, known for its lively atmosphere. Valentina is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Caffe Dal Perugino offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass and celebrate another amazing day of your road trip 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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Dive into day 4 of your remarkable road trip in Italy. Today you will explore Santa Maria degli Angeli, Pesaro, and Gradara, 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 Rimini. You’ll stay here for 1 night.

Savor the day by visiting some of the best places to see in Perugia, including a church, a nature reserve, and a castle. Start your adventure at Basilica Of Santa Maria Degli Angeli. This locally renowned church is a must-visit for travelers looking for a unique holiday experience. Make your way to Basilica Of San Francesco D'assisi located in Perugia for another exciting encounter.

Next, immerse yourself in the setting of Parco Naturale Monte San Bartolo. Its serene features will captivate you. After the nature reserve, continue your tour of the village with a visit to Gradara Castle. Visitors usually appreciate the romantic features of this castle.

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.

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 and reflect on the day's adventures.

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.

To truly maximize your evening out, consider visiting Hobo's after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Sunflower City Backpacker, another bar with an inviting ambiance. Similarly, Bar Capogiro also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Savor another day of unforgettable experiences 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.

On your last day in Italy, take time to indulge in shopping at Rimini’s popular marketplace, Rimini Factory Outlet. Look for keepsakes or souvenirs to remind you of your trip.

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 eager to try something different, consider Primo Miglio di Conti Mirco, another top spot with a tantalizing 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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