5-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling south to Ancona

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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
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Explore the best of Italy on a 5-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Rimini, Viserbella, Cattolica, Ancona, Loreto, Serra San Quirico, and Senigallia. This road trip itinerary in Italy seamlessly combines exploration with relaxation.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 3 nights in Rimini and 1 night in Ancona. 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. Frasassi Caves and Sanctuary Of The Holy House Of Loreto are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Italia In Miniatura, learn more about the unique Aquarium Of Cattolica, and immerse yourself in the vibrant atmosphere of Arch Of Augustus.

As you hit the open road and drive through Rimini, Viserbella, Cattolica, Ancona, Loreto, Serra San Quirico, and Senigallia, 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
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Day
City & Overnight
Attractions
Arco di Augusto
Parco Federico FelliniFountain of the four horsesItalia in miniatura
Cavour SquareCastel SismondoSpiaggia liberaFontana delle SireneAquarium of Cattolica
Sanctuary of the Holy House of LoretoParco Naturale Regionale Gola della Rossa e di FrasassiFrasassi CavesRocca Roveresca
Parco XXV Aprile

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Day 1

Day 1

  • Rimini - Arrival day
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  • Arco di Augusto
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Welcome to Rimini, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 2 nights immersing yourself in Rimini's charm before embarking on the next leg of your journey.

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.

If you’re not ready to end the night just yet, Sunflower Beach Backpacker Hostels & Bar offers a perfect venue to relax and savor a drink. Similarly, Caffè Il Borgo is well-suited for those looking to unwind in a social setting. Primo Bacio Città Lounge Bar is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day 2

Day 2

  • Rimini
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Drive 17 km, 39 min

  • Parco Federico Fellini
  • Fountain of the four horses
  • Italia in miniatura
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On day 2 of your road trip, you’ll start and end your day in Rimini, where you'll stay for 1 night more.

Set out on a day brimming with family-friendly attractions, romantic experiences, and scenic views. Start at the captivating Parco Federico Fellini, a stunning park in Rimini. Next, go to Fountain Of The Four Horses.

After visiting Parco Federico Fellini and Fountain Of The Four Horses, have a stroll along Rimini's streets and take in the local charm. Continue your sightseeing by heading to Italia In Miniatura. This instagrammable amusement park offers a unique experience.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Rimini.

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

Discover the culinary delights of Rimini by securing a reservation at Osteria de Börg. Esteemed for its a Bib Gourmand award, this restaurant offers a remarkable selection of from romagna and traditional cuisine. For an alternative dining experience, try Guido, renowned for its delicious seafood and modern dishes. This esteemed 1-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Abocar Due Cucine, a highly recommended local eatery celebrated for its mouthwatering creative and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

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 day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.

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Day 3

Day 3

  • Rimini
  • Ancona
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Drive 132 km, 2 hours 14 min

  • Cavour Square
  • Castel Sismondo
  • Spiaggia libera
  • Fontana delle Sirene
  • Aquarium of Cattolica
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Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Rimini and Cattolica. At the end of the day, you will enjoy the comforts of a top-rated hotel in Ancona, which will be your home away from home for 1 night.

Get ready for an exciting day in Rimini. Today’s sightseeing agenda includes a public square, a castle, a beach, an aquarium and much more! Begin your adventure at Piazza Cavour. This is a well-known public square you should not miss. Another must-see is Castel Sismondo, an often recommended castle in Rimini.

When you’re ready for the next sight, head to Spiaggia Libera. From there, take a leisurely stroll to Fontana Delle Sirene, another of the city’s frequently visited attractions. We recommend continuing your self-guided tour at Aquarium Of Cattolica, an eye-catching place of interest in the city.

When you’re done exploring for the day, you’ll drive to your hotel in Ancona. Check in and spend some time relaxing before you head out to tour the city.

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.

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. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Ancona.

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 and celebrate another amazing day of your road trip in Italy!

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Day 4

Day 4

  • Ancona
  • Rimini
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Drive 259 km, 3 hours 25 min

  • Sanctuary of the Holy House of Loreto
  • Parco Naturale Regionale Gola della Rossa e di Frasassi
  • Frasassi Caves
  • Rocca Roveresca
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Dive into day 4 of your remarkable road trip in Italy. Today you will explore Loreto, Serra San Quirico, San Vittore, and Senigallia, 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.

Ancona is brimming with adventures. Today’s wonderful stops include a church, a nature reserve, a cave system, a castle and much more! Begin your sightseeing adventure at the popular Sanctuary Of The Holy House Of Loreto and allow yourself time to explore. Just a short distance away you'll find your next stop, Parco Naturale Regionale Gola Della Rossa E Di Frasassi, a stunning nature reserve that draws visitors from far and near.

Continue your journey to Frasassi Caves, one of the town’s most well-known spots that you shouldn’t miss. Another great site to visit is the beloved Rocca Roveresca.

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 and reflect on the day's adventures.

Treat yourself to a wonderful meal at Amarina, a top-rated dining spot in Rimini. If you're in the mood for something new, try Primo Miglio di Conti Mirco, another premier location with a delectable menu. You might also want to book a table at Libeccio. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rimini.

After enjoying a fulfilling meal, continue your evening at Caffè Cavour, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Ilde - Il Baretto Della Buona Piadina offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Malatesta provides an excellent environment for a relaxed and enjoyable evening.

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day 5

Day 5

  • Rimini - Departure day
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  • Parco XXV Aprile
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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 Parco Xxv Aprile, a peaceful park before you head out.

On your last day in Italy, take time to indulge in shopping at Rimini’s popular marketplace, Le Befane Shopping Centre. 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.

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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