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

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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
Medieval and Renaissance buildings and structures feature in Bologna, Italy
Photo of panoramic view of Bologna,Italy.
Photo of Channel river in Bologna Italy.
Photo of Fontana di Nettuno or Neptune fountain on Piazza Maggiore square at the morning dusk designed by Tommaso Laureti (1565).
Photo of Bologna main square aerial view from Asinelli tower.
Photo of ancient sanctuary of the Madonna di San Luca, old church on the hill.
Photo of quirky castle in the Emilian Apennines, Bologna, Italy.
Photo of Basilica of SantApolinare in Classe.
Photo of View of Basilica di San Petronio on sunrise.
Photo of Sunset view of a small lake located in a park in the center of Bologna, Italy.
Bologna, Italy. View of Basilica di San Petronio on sunrise
Palazzo Re Enzo. Splendid cityscape of Bologna, Italy.
photo of view of Bologna, Italy.
photo of view View of the canal with statues on Prato della Valle in Padova (Padua), Veneto, Italy.
photo of view Padua cityscape with Palazzo Loggia Amulea palace neogothic style building and street lights on Piazza Prato della Valle square in historical city centre, Padova town, Veneto Region, Italy.
photo of view Palazzo della Ragione medieval town hall and palace of justice building, Torre degli Anziani tower in Piazza dei Frutti, Padua, Italy.
photo of view Piazza dei Signori and Torre dell'Orologio (Clock Tower) in Padua (Padova), Veneto, Italy.
photo of view of The square of Prato della Valle in Padova, Italy, after sunset. Padua, Italy.
photo of view Pontifical Basilica of Saint Anthony of Padua (Basilica of Saint Anthony of Padua) in Padova, Veneto region, Italy.
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Escape the ordinary with this exciting 5-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!

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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Driver’s age is 30 - 65
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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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Welcome to Ancona, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night immersing yourself in Ancona's charm before embarking on the next leg of your journey.

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.

As afternoon approaches, head to your chosen hotel in Ancona. 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 Ancona, it's often a good idea to reserve a table in advance.

Dine in style at Playa Solero, a top recommendation for dinner tonight. Or, for a change of pace, Zucchero a Velò boasts a menu that's sure to impress. Also, be sure to check out Ristorante Il Giardino. Known as a local hotspot, it’s a great 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.

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
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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.

Today’s agenda in Ancona includes a nature reserve, a cave system, a castle, a public square and much more! Parco Naturale Regionale Gola Della Rossa E Di Frasassi is must-visit nature reserve and a great starting point for the day. Next, continue your journey to Frasassi Caves, a popular cave system, located just a leisurely stroll away. Next, head to Rocca Roveresca, a picture-perfect castle, also available for your discovery today.

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.

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

Treat yourself to an extraordinary dining experience at Ahimè, a Bib Gourmand restaurant offering an incredible country cooking menu. Alternatively, if your taste buds call for something different, I Portici is one of the best restaurants for creative and contemporary cuisine in Bologna. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Trattoria di Via Serra. As a top-rated establishment with a Bib Gourmand status, it is an ideal choice for emilian cuisine in the city.

Unwind after your meal by stepping into Bar Al Bricco D'oro. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Freud E Squisito offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Osteria Del Sole, another top-rated bar in the area.

Celebrate another amazing day of your road trip adventure 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

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 Bologna and Verona. At the end of the day, you will enjoy the comforts of a top-rated hotel in Padua, which will be your home away from home for 1 night.

Bring your curiosity for today’s adventure around Bologna. Some of the city’s most loved attractions await! Two Towers is the perfect place to start. This monument is one of the most popular places to visit in Bologna. Next, head to Piazza Maggiore, a top-rated public square, known for its history-steeped 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 Castelvecchio Museum. This history-steeped museum is a highly recommended experience. Nearby, you'll also find Castelvecchio Bridge and Verona Arena. Visit these for an interesting touch to your journey.

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

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

Enjoy a delicious meal at Veganda, a highly-rated dining destination in Padua. If you're eager to try something different, consider Osteria Ai Scarponi, another top spot with a tantalizing 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 an excellent choice to enhance your stay in Padua this evening.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Il Gottino - Wine Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Brutal offers an ideal atmosphere to enjoy the pleasures of the night. Al Buscaglione is also a great option that provides a perfect setting for a relaxing evening.

Say good night to Padua and look forward to another great day of your road trip 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
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Dive into day 4 of your remarkable road trip in Italy. Today you will explore Padua and Rimini, 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.

Set out on a day brimming with fun adventures, romantic experiences, and breathtaking views. Start at the notable Piazza Dei Signori, Padua, a history-steeped public square in Padua. Next, go to Prato Della Valle.

After visiting Piazza Dei Signori, Padua and Prato Della Valle, have a stroll along Padua's streets and take in the local charm. Continue your sightseeing by heading to Arch Of Augustus. This heritage-rich monument offers a unique experience.

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 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? 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.

Round off your dining experience by visiting Alla Tazza D'oro, a prime location for a drink.

Take some time to reflect on your day and savor another beautiful night 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, an enchanting public square before you head out.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Ancona's best shopping area. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.

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

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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