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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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, Cattolica, Ancona, Loreto, Serra San Quirico, and Senigallia.

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
Overnight
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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Your road trip adventure in Italy begins as soon as you reach Rimini and pick up your car. You’ll stay in Rimini for 2 nights and explore the best things to see and do, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

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.

After your meal, keep the night alive at a bar like Sunflower Beach Backpacker Hostels & Bar, known for its lively atmosphere. Caffè Il Borgo is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Primo Bacio Città Lounge Bar offers an excellent atmosphere for those looking to amp up the evening.

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.

Immerse yourself in Rimini’s rich culture with today's sightseeing itinerary. Start your journey at Parco Federico Fellini. This visually striking park is sure to ignite your curiosity. Next, dive into the noteworthy features of Fountain Of The Four Horses, a must-visit monument in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Italia In Miniatura, an interesting amusement park.

When you’re done exploring for the day, you’ll return to Rimini and your accommodation.

As dinnertime approaches, it's time to head out for a bite to eat in Rimini. 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.

Start your culinary exploration in Rimini by securing a reservation at Osteria de Börg. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of from romagna and traditional cuisine. For another dining delight, visit Guido, celebrated for its delectable seafood and modern menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Abocar Due Cucine, a top local spot known for its tantalizing creative and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Unwind after your meal by stepping into Hobo's. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Sunflower City Backpacker offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Capogiro, another top-rated bar in the area.

Savor another day of unforgettable experiences 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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Dive into day 3 of your remarkable road trip in Italy. Today you will explore Rimini and Cattolica, 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.

Today’s agenda in Rimini includes a public square, a castle, a beach, an aquarium and much more! Piazza Cavour is must-visit public square and a great starting point for the day. Next, continue your journey to Castel Sismondo, a frequently visited castle, located just a leisurely stroll away. Next, head to Spiaggia Libera, an eye-catching beach, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Rimini. When you're ready, let your sightseeing route take you to the underrated Fontana Delle Sirene. If you’re looking for more, Aquarium Of Cattolica is also a locally renowned attraction that is worthwhile a visit.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Ancona. Ancona 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 Ancona, 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.

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.

Extend your evening after a delightful meal by visiting Posa Bar, which offers the perfect atmosphere for a night out. Moreover, Bar Four Roses is another popular option for a drink or two. Likewise, Amarillo Beer Bar Ancona also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Relax and recharge in preparation for another adventurous day 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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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 4 vibrant destinations - Loreto, Serra San Quirico, San Vittore, and Senigallia. 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, you'll explore some of the most beautiful places in Ancona, including a church, a nature reserve, a cave system, a castle and much more! Start your day with a visit to Sanctuary Of The Holy House Of Loreto. This interesting church is a must-visit in the town. When you’re ready for your next discovery, continue to Parco Naturale Regionale Gola Della Rossa E Di Frasassi, which may be one of the most picturesque places you will experience today.

One of the best things about exploring Ancona on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Frasassi Caves, a captivating cave system in the town. If you’re up for more discoveries, don’t forget to reserve some time for Rocca Roveresca.

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.

Don’t miss out on dining at Amarina, a top-rated dining destination 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 might also want to secure a reservation at Libeccio. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rimini this evening.

Keep the evening going at Caffè Cavour, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bar Ilde - Il Baretto Della Buona Piadina, which offers a similarly pleasant setting and great drinks. Another option is Bar Malatesta, which provides an inviting environment for unwinding after a busy day out.

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 picturesque park before you head out.

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 Amerigo, 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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