5-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling north to Bologna and Padua

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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 Ancona, Serra San Quirico, Senigallia, Bologna, Verona, Padua, and Rimini. 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 2 nights in Ancona, 1 night in Bologna, and 1 night in Padua. 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 Ancona, 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. Verona Arena and Piazza Maggiore are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Prato Della Valle, learn more about the unique Two Towers, and immerse yourself in the vibrant atmosphere of Frasassi Caves.

As you hit the open road and drive through Ancona, Serra San Quirico, Senigallia, Bologna, Verona, Padua, and Rimini, 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
Lazzaretto of Ancona
Parco Naturale Regionale Gola della Rossa e di FrasassiFrasassi CavesRocca RoverescaPiazza Garibaldi
Two TowersPiazza MaggioreCastelvecchio MuseumCastelvecchio BridgeVerona Arena
Piazza dei Signori, PaduaPrato della ValleArco di Augusto
Piazza del Plebiscito

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Day 1

Day 1

  • Ancona - Arrival day
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  • Lazzaretto of Ancona
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Say hello to Ancona! 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 Ancona for 1 night before you continue your adventure!

Ancona 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 Lazzaretto Of Ancona, 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 Ancona. 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 Ancona, it's often a good idea to reserve a table in advance.

Treat yourself to a delightful dinner at Playa Solero, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Zucchero a Velò? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante Il Giardino as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Ancona.

Continue the enjoyment post-dinner at Posa Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bar Four Roses offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Amarillo Beer Bar Ancona. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

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Day 2

Day 2

  • Ancona
  • Bologna
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Drive 325 km, 4 hours 12 min

  • Parco Naturale Regionale Gola della Rossa e di Frasassi
  • Frasassi Caves
  • Rocca Roveresca
  • Piazza Garibaldi
  • More

On day 2 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 Serra San Quirico, San Vittore, and Senigallia. In the evening, you’ll end up in Bologna, where you will stay for 1 night.

A blend of fun adventures, natural wonders, and scenic views await you in Ancona on today’s itinerary. First up is the frequently visited nature reserve, Parco Naturale Regionale Gola Della Rossa E Di Frasassi. Afterward, continue to Frasassi Caves, a cave system every traveler should visit.

As you explore Ancona’s charming streets, take in the lively atmosphere and get to know the character of the village. Next, make your way to Rocca Roveresca. This up-and-coming castle is an essential stop. Following that, head to Piazza Garibaldi, another must-visit site that will enhance your experience.

At the end of the day, you will drive to Bologna, 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 Bologna. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Experience a symphony of flavors at Ahimè in Bologna by securing a reservation in advance. Renowned for its Bib Gourmand distinction, Ahimè delights its guests with its exceptional variety of meals showcasing delicious country cooking cuisine. For a palate-pleasing alternative, make sure to dine at I Portici, acclaimed for its delectable creative and contemporary specialties. This local 1-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Trattoria di Via Serra, a top-rated restaurant known for its outstanding menu. Known as a top-rated Bib Gourmand-establishment, it's a top choice for emilian cuisine in the city.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Al Bricco D'oro, known for its inviting atmosphere. Bar Freud E Squisito is another great option if you’re looking for a place to get the night started. Similarly, Osteria Del Sole provides a great setting to enjoy the night away.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

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Day 3

Day 3

  • Bologna
  • Padua
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Drive 229 km, 3 hours 22 min

  • Two Towers
  • Piazza Maggiore
  • Castelvecchio Museum
  • Castelvecchio Bridge
  • Verona Arena
  • More

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

Today’s agenda in Bologna includes a monument, a public square, a museum, a stadium and much more! Two Towers is must-visit monument and a great starting point for the day. Next, continue your journey to Piazza Maggiore, a famous public square, located just a leisurely stroll away. Next, head to Castelvecchio Museum, an eye-catching museum, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Bologna. When you're ready, let your sightseeing route take you to the well-known Castelvecchio Bridge. If you’re looking for more, Verona Arena is also a wondrous 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 Padua. Padua 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 Padua's most popular restaurants, and connect with friendly locals for an authentic adventure.

Enjoy a delicious meal at Veganda, a top-rated dining destination in Padua. If you're in the mood to try something new, consider Osteria Ai Scarponi, another top spot with a mouthwatering menu. You might also want to secure a reservation at Bamboo Cafe (Mma Silvestrin Snc Di Matteo & C). With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Padua this evening.

Unwind after your meal by stepping into Il Gottino - Wine Bar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Brutal offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Al Buscaglione, another top-rated bar in the area.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day 4

Day 4

  • Padua
  • Ancona
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Drive 347 km, 4 hours 6 min

  • Piazza dei Signori, Padua
  • Prato della Valle
  • Arco di Augusto
  • More

Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Padua and Rimini. 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.

Start by visiting Piazza Dei Signori, Padua, a prime spot to begin your journey. This enchanting public square is sure to impress. Next on your list is Prato Della Valle, another must-visit landmark and popular public square renowned for its enchanting features.

While exploring and sightseeing, take time to savor the culture of Padua by sampling some local delicacies. When you’re ready for more sightseeing, head to Arch Of Augustus. This symbolic monument is an essential place to visit for anyone looking for the full Padua experience.

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 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? Bontà delle Marche offers a tantalizing alternative with its diverse menu. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Ancona.

Cap off your dinner by heading to Alla Tazza D'oro, ideal for a leisurely evening with a drink in hand.

Say good night to Ancona and look forward to another great day of your road trip in Italy!

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Day 5

Day 5

  • Ancona - Departure day
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  • Piazza del Plebiscito
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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 Ancona 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 Piazza Del Plebiscito, a visually striking public square before you head out.

On your last day in Italy, take time to indulge in shopping at Ancona’s popular marketplace. 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 Ancona.

If you're eager to try something different, consider Donegal Irish Pub, another top spot with a tantalizing menu.

You’ll then say farewell to Ancona. 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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