5-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling west to Perugia and Rome

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Photo of the long staircase in the downtown of the beautiful ancient italian village.
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Escape the ordinary with this exciting 5-day road trip through Italy. Explore diverse landscapes, discover lively cities, and prepare for an unforgettable journey!

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 2 nights in Ancona, 1 night in Perugia, and 1 night in Rome. 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 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. Colosseum and Pantheon are just a couple of the bucket-list attractions that await your discovery.

As you hit the open road and drive through Ancona, Loreto, Senigallia, Serra San Quirico, Perugia, Rome, and Teramo, 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, accommodations, 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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Pick-up: 10:00
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Day1

Day 1

  • Ancona - Arrival day
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  • Lazzaretto of Ancona
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Your road trip adventure in Italy begins as soon as you reach Ancona and pick up your car. You’ll stay here for 1 night and explore what to see in Ancona, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

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. Taking a stroll in the city center is a great alternative. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Ancona. 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 Ancona, it's often a good idea to reserve a table in advance.

Savor the flavors at Playa Solero, a top pick for dinner tonight. Alternatively, Zucchero a Velò beckons with its unique menu offerings. Also, consider Ristorante Il Giardino. With its consistent customer satisfaction, it’s an excellent option for dining in Ancona tonight.

Keep the evening going at Posa Bar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bar Four Roses, which offers a similarly pleasant setting and great drinks. Another option is Amarillo Beer Bar Ancona, which provides an inviting environment for unwinding after a busy day out.

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

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Day2

Day 2

  • Ancona
  • Perugia
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Drive 240 km, 3 hours 28 min

  • Passetto
  • Sanctuary of the Holy House of Loreto
  • Rocca Roveresca
  • Parco Naturale Regionale Gola della Rossa e di Frasassi
  • Frasassi Caves
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Dive into day 2 of your remarkable road trip in Italy. Today you'll explore 5 destinations, including Ancona, Loreto, Senigallia, Serra San Quirico, and San Vittore. At the end of the day, you’ll unwind at one of the finest accommodations in Perugia, where you'll spend 1 night.

Awaiting your discovery is the increasingly popular Passetto, a history-steeped monument in Ancona. Next, go to Sanctuary Of The Holy House Of Loreto.

After visiting Passetto and Sanctuary Of The Holy House Of Loreto, have a stroll along Ancona's streets and take in the local charm. Continue your sightseeing by heading to Rocca Roveresca. This standout castle offers a unique experience. Parco Naturale Regionale Gola Della Rossa E Di Frasassi is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Frasassi Caves, one of the most visually striking places to visit in Ancona.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Perugia. Perugia offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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

Enjoy a lovely meal at Ristorante Settimo Sigillo, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Caffè Baglioni is another top choice with a popular menu. You could also check for a table at Bar Pellas. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Perugia tonight.

Cap off your dinner by heading to Tommi Bar, ideal for a leisurely evening with a drink in hand. Valentina is another bar that offers an enjoyable setting. Similarly, Caffe Dal Perugino is also a popular place to go on a night out, perfect for relaxing and socializing.

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

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Day3

Day 3

  • Perugia
  • Rome
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Drive 184 km, 3 hours

  • Vatican Museums
  • Saint Peter's Square
  • Sistine Chapel
  • St Peter's Basilica
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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 1 place, which are Vatican City. At the end of the day, you will retreat to the hotel of your choice in Rome, where will spend 1 night.

One of the most iconic attractions included on the itinerary is Vatican Museums.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the extraordinary Sistine Chapel. After exploring the chapel, head to St. Peter's Basilica. This globally renowned major basilica is a highlight in Perugia.

At the end of the day, you will drive to Rome, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

Indulge in a memorable dining experience at one of Rome's most popular restaurants, and connect with friendly locals for a true cultural experience.

Get ready for an unforgettable culinary journey in Rome by reserving a table at La Pergola. Renowned as a 3-star Michelin restaurant, it offers an exceptional mediterranean and contemporary menu. For a different taste experience, head to Il Pagliaccio, recognized for its delicious creative and innovative dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Enoteca La Torre, a local favorite known for its delightful mediterranean and creative cuisine in Rome. Nestled in the heart of the city, this restaurant with 2 Michelin star is an ideal choice for mediterranean and creative foodies seeking culinary excellence.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at La Botticella Of Poggi Giovanni, a well-loved spot among locals and tourists. Or, head to Almalu Trastevere. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Viminale Di Pepi Maurilio, another top-rated place in the area.

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

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Day4

Day 4

  • Rome
  • Ancona
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Drive 319 km, 4 hours 16 min

  • Roman Forum
  • Colosseum
  • Pantheon
  • Santuario Madonna Delle Grazie
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Your itinerary for day 4 of your road trip in Italy includes 2 stops and features some of the highlights of Rome and Teramo. At the end of the day, enjoy the comforts of a top-rated hotel in Ancona, where you'll spend 1 night.

Roman Forum is must-visit archeological site and a great option for a daytime tour of the area. Continue your journey to Colosseum, a world-famous archeological site, located just a leisurely stroll away. Next, head to Pantheon, a photogenic monument, also available for your discovery today.

When you’re done exploring for the day, you’ll drive to your hotel in Ancona. Check in and relax 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 harmony of flavors at Sot'Ajarchi in Ancona by securing a reservation in advance. Known for its Bib Gourmand status, Sot'Ajarchi offers a delightful variety of dishes highlighting its delicious seafood and from the marches menu. If you're looking to mix things up, Bontà delle Marche offers an enticing alternative with its varied menu.

Let the evening flow smoothly from dinner to drinks at Alla Tazza D'oro, a top-rated bar in the area.

Head back to your accommodation in Ancona and get some rest to prepare for another magical day of your road trip in Italy.

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Day5

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.

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 in the mood for something new, try Donegal Irish Pub, another premier location with a delectable 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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Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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Your trip is protected, personalized, and priced right. No surprises, no stress.

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