5-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling south to 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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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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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 2 nights 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.

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.

Let the evening flow smoothly from dinner to drinks at Sunflower Beach Backpacker Hostels & Bar, a top-rated bar in the area. For other recommendations, Caffè Il Borgo provides a perfect setting for rounding out your night with style and great drinks. Likewise, Primo Bacio Città Lounge Bar offers a memorable night with diverse drink options and excellent service.

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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At the end of the day, you'll drive back to Rimini, where you'll stay for 1 night more.

Today’s route brings family-friendly attractions, romantic experiences, and breathtaking views. The first attraction of today is Parco Federico Fellini. This popular park is an enchanting place to see in Rimini. Continue your discovery at Fountain Of The Four Horses, a noteworthy monument with stories to tell.

As you stroll around Rimini, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Italia In Miniatura. This notable amusement park offers a gorgeous encounter with Rimini. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Rimini.

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

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Rimini. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy an outstanding dining experience at Osteria de Börg, a Bib Gourmand restaurant offering an exceptional from romagna and traditional menu. Alternatively, if you're in the mood for something different, consider the nearby 1-star Michelin-awardee, Guido, known for its delicious seafood and modern cuisine. Another highly-recommended place to eat in Rimini is Abocar Due Cucine, a renowned restaurant with a 1-star Guide Michelin recognition and a delicious creative and international menu.

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.

Say good night to Rimini and look forward to another great day of your road trip 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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Experience an unparalleled adventure on day 3 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 Cattolica. 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.

Discover a day packed with fun adventures, romantic experiences, and scenic views in Rimini. Begin your sightseeing with Piazza Cavour. This interesting public square is one of the top attractions in the city. Proceed to Castel Sismondo, another must-visit attraction that enhances the city’s allure.

As you wander through the inviting streets of Rimini, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Spiaggia Libera. This up-and-coming beach is a traveler-favorite. Not far away, you’ll find Fontana Delle Sirene, another key site on your sightseeing itinerary. Conclude your day at Aquarium Of Cattolica and uncover why it's recognized as one of the city's most locally renowned attractions.

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 you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Ancona. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

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.

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.

Say good night to Ancona and look forward to another great 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
  • More

On day 4 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Loreto, Serra San Quirico, San Vittore, and Senigallia. In the evening, you’ll end up in Rimini, where you will stay for 1 night.

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 popular 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 stunning 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 locally renowned cave system in the town. If you’re up for more discoveries, don’t forget to reserve some time for Rocca Roveresca.

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

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

Enjoy a delicious meal 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.

Unwind after your meal by stepping into Caffè Cavour. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Ilde - Il Baretto Della Buona Piadina offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Malatesta, another top-rated bar in the area.

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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  • 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, begin at Parco Xxv Aprile. This locally appreciated park 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.

Treat yourself to a delightful dinner at Ristorante Laura "Darsena Rimini", highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Amerigo? 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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