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

Perfect travel plans
Everything included
Fully customizable

Description

Included

Flights
Select dates
Hotel
Select dates
Car rental
Select dates
Tours & tickets
Select dates
Travel plan
From A to Z
Travel agent
24/7 fast service

Description

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!

Read more

Travel details

Set your travel details to find the best price

Flights

Round trip
Round trip
Travel dates

Travelers

Rooms

Flights

Compare and choose from the best flights to Rimini

Car

Choose from the best car rental deals or see all options

Driver’s age is 30 - 65
I live in

Itinerary summary

See a summary of the itinerary that you can fully customize

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

Personalize your itinerary

Customize tours under each day and destination

Day 1

Day 1

  • Rimini - Arrival day
  • More
  • Arco di Augusto
  • More

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.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Rimini. Make yourself at home and enjoy some downtime before heading out again.

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.

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!

Read more
Day 2

Day 2

  • Rimini
  • More

Drive 17 km, 39 min

  • Parco Federico Fellini
  • Fountain of the four horses
  • Italia in miniatura
  • More

On day 2 of your road trip in Italy, you’ll start and end your day in Rimini, but spend the day exploring what’s beyond the city. Since you will return to Rimini for 1 night more, there’s no need to rush. Experience Rimini and Viserbella to the fullest today with this curated day itinerary!

Immerse yourself in Rimini’s rich culture with today's sightseeing itinerary. Start your journey at Parco Federico Fellini. This stunning 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, a locally renowned amusement park.

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

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

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.

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.

Head back to your accommodation in Rimini and get some rest in preparation for another magical day of your road trip in Italy!

Read more
Day 3

Day 3

  • Rimini
  • Ancona
  • More

Drive 132 km, 2 hours 14 min

  • Cavour Square
  • Castel Sismondo
  • Spiaggia libera
  • Fontana delle Sirene
  • Aquarium of Cattolica
  • More

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Rimini and Cattolica. When you’re not sightseeing, take time to relax at your selected hotel in Ancona, where you’ll be staying for 1 night.

Bring your curiosity for today’s adventure around Rimini. Some of the city’s most loved attractions await! Piazza Cavour is the perfect place to start. This public square is one of the most locally renowned places to visit in Rimini. Next, head to Castel Sismondo, an increasingly popular castle, known for its culturally significant features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Spiaggia Libera. This eye-catching beach is a highly recommended experience. Nearby, you'll also find Fontana Delle Sirene and Aquarium Of Cattolica. Visit these for an interesting touch to your journey.

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.

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

Experience a symphony of flavors at Sot'Ajarchi in Ancona by securing a reservation in advance. Renowned for its Bib Gourmand distinction, Sot'Ajarchi delights its guests with its exceptional variety of meals showcasing delicious seafood and from the marches cuisine. Or, if you're feeling adventurous, why not try Zucchero a Velò? It's another excellent option with a diverse 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.

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.

Read more
Day 4

Day 4

  • Ancona
  • Rimini
  • More

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

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.

Discover a day packed with family-friendly attractions, breathtaking views, and photo-friendly spots in Ancona. Begin your sightseeing with Sanctuary Of The Holy House Of Loreto. This popular church is one of the top attractions in the town. Proceed to Parco Naturale Regionale Gola Della Rossa E Di Frasassi, another must-visit attraction.

As you wander through the inviting streets of Ancona, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Frasassi Caves. This notable cave system is a traveler-favorite. Not far away, you’ll find Rocca Roveresca, another key site on your sightseeing itinerary.

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 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.

Enjoy a delicious meal at Amarina, a highly-rated dining destination in Rimini. If you're eager to try something different, consider Primo Miglio di Conti Mirco, another top spot with a tantalizing menu. You might also want to secure a reservation at Libeccio. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rimini this evening.

Continue your lively evening at Caffè Cavour, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bar Ilde - Il Baretto Della Buona Piadina is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Malatesta ensures a night out tailored to your taste.

Relax and recharge in preparation for another adventurous day in Italy!

Read more
Day 5

Day 5

  • Rimini - Departure day
  • More
  • Parco XXV Aprile
  • More

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 often recommended park is a popular place to see in the city.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Rimini's best shopping area, Rimini Centro. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy. Browse through boutiques to find unique and stylish fashion pieces to take home.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Rimini.

Enjoy a lovely meal at Ristorante Laura "Darsena Rimini", a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Amerigo is another top choice with a popular 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!

Read more

Similar travel packages

Discover other popular vacations in Italy

Link to appstore phone
Install Europe’s biggest travel app

Download Europe’s biggest travel marketplace to your phone to manage your entire trip in one place

Scan this QR code with your phone camera and press the link that appears to add Europe’s biggest travel marketplace into your pocket. Enter your phone number or email address to receive an SMS or email with the download link.