Travel packages in Italy

Road trips in Italy

3-Day Italy Self-Drive Road Trip With Itinerary Starting in Ancona

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Photo of the long staircase in the downtown of the beautiful ancient italian village.

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Experience the freedom of the open road in Italy as you embark on an unforgettable 3-day road trip! This experience caters to every traveler, featuring destinations like Ancona, Urbino, and Gradara.

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. 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. Gradara Castle and Palazzo Ducale are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Cathedral Basilica Of St. Cyriacus, learn more about the unique Piazza Del Plebiscito, and immerse yourself in the vibrant atmosphere of Casa Santi.

As you hit the open road and drive through Ancona, Urbino, and Gradara, 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

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Day

City & Overnight

Attractions

Day 1

Piazza del Plebiscito

Day 2

Parco della Resistenza•Casa Natale di Raffaello•Palazzo Ducale•Gradara Castle

Day 3

Cattedrale di San Ciriaco

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Day 1

Ancona - Arrival day
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Piazza del Plebiscito
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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 2 nights 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 Piazza Del Plebiscito, 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.

Enjoy a delicious meal at Playa Solero, a top-rated dining destination in Ancona. If you're in the mood to try something new, consider Zucchero a Velò, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Il Giardino. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Ancona this evening.

Keep the excitement of the evening going by visiting a bar or two. Posa Bar is an excellent place to start. You could also check out Bar Four Roses, offering a different kind of charm. A last recommendation for the day is Amarillo Beer Bar Ancona. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Raise a toast to the start of your 3-day road trip in Italy!

Day 2

Ancona
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Drive 245 km, 3 hours 34 min

Parco della Resistenza
Casa Natale di Raffaello
Palazzo Ducale
Gradara Castle
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On day 2 of your road trip, you’ll start and end your day in Ancona, where you'll stay for 1 night more.

Immerse yourself in Ancona’s rich culture with today's sightseeing itinerary. Start your journey at Parco Della Resistenza. This serene park is sure to ignite your curiosity. Next, dive into the visually striking features of Casa Santi, a must-visit museum in the town.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Palazzo Ducale, a well-known palace. For a change of scene, check out Gradara Castle, known for its enchanting features.

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

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.

Don’t miss out on dining at Amarcord, a top-rated dining destination in Ancona. If you're in the mood to try something new, consider Bontà delle Marche, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Pizzeria Da Romano. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Ancona this evening.

If you’re not ready to end the night just yet, Alla Tazza D'oro offers a perfect venue to relax and savor a drink.

Get a good night's sleep and look forward to another great day on the road in Italy!

Day 3

Ancona - Departure day
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Cattedrale di San Ciriaco
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Day 3 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, begin at Cathedral Basilica Of St. Cyriacus. This up-and-coming church is a popular place to see in the city.

Maximize your last day in Italy and go on a shopping spree in Ancona’s shopping center. Browse for souvenirs to remind you of your wonderful journey in 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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