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

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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, Loreto, Senigallia, Serra San Quirico, Perugia, Rome, and Teramo. 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 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 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. Colosseum and Pantheon are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable St. Peter's Basilica, learn more about the unique Vatican Museums, and immerse yourself in the vibrant atmosphere of Roman Forum.

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, 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
Overnight
Day
City & Overnight
Attractions
Lazzaretto of Ancona
PassettoSanctuary of the Holy House of LoretoRocca RoverescaParco Naturale Regionale Gola della Rossa e di FrasassiFrasassi Caves
Vatican MuseumsSaint Peter's SquareSistine ChapelSt Peter's Basilica
Roman ForumColosseumPantheonSantuario Madonna Delle Grazie
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.

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.

Enjoy a lovely meal at Playa Solero, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Zucchero a Velò is another top choice with a popular menu. You could also check for a table at Ristorante Il Giardino. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Ancona tonight.

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

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

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Day 2

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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On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 5 destinations, Ancona, Loreto, Senigallia, Serra San Quirico, and San Vittore. When you’re not sightseeing, take time to relax at your selected hotel in Perugia, where you’ll be staying for 1 night.

Prepare for a day full of family-friendly attractions, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Passetto. This worthwhile monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Sanctuary Of The Holy House Of Loreto, one of the city’s best highlights.

Next, check out Rocca Roveresca, one of the most curiosity-inducing places to see in Ancona. This castle is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Parco Naturale Regionale Gola Della Rossa E Di Frasassi. Wander around and soak in the scenic atmosphere this nature reserve offers. Then, head to Frasassi Caves, a top-rated cave system that adds another dimension to your day.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of 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.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Perugia. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Enjoy a delicious meal at Ristorante Settimo Sigillo, a highly-rated dining destination in Perugia. If you're eager to try something different, consider Caffè Baglioni, another top spot with a tantalizing menu. You might also want to secure a reservation at Bar Pellas. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Perugia this evening.

After enjoying a fulfilling meal, continue your evening at Tommi Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Valentina offers a welcoming atmosphere for easing into the nightlife. Similarly, Caffe Dal Perugino provides an excellent environment for a relaxed and enjoyable evening.

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

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Day 3

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 vibrant destinations - Vatican City. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 1 night here for some well-deserved relaxation.

Start your adventure at Vatican Museums. This iconic art museum is a must-visit for travelers looking for a unique holiday experience. Make your way to Saint Peter's Square located in Perugia for another exciting encounter.

Next, immerse yourself in the setting of Sistine Chapel. After the chapel, continue your tour of the city with a visit to St. Peter's Basilica.

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

As dinnertime approaches, it's time to head out for a bite to eat in Rome. 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.

Discover the culinary delights of Rome by securing a reservation at La Pergola. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of mediterranean and contemporary cuisine. For an alternative dining experience, try Il Pagliaccio, renowned for its delicious creative and innovative dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Enoteca La Torre, a highly recommended local eatery celebrated for its mouthwatering mediterranean and creative menu. With its 2-star Michelin recognition, it offers an unforgettable dining adventure.

After your meal, keep the night alive at a bar like La Botticella Of Poggi Giovanni, known for its lively atmosphere. Almalu Trastevere is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Viminale Di Pepi Maurilio offers an excellent atmosphere for those looking to amp up the evening.

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

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Day 4

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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Dive into day 4 of your remarkable road trip in Italy. Today you will explore Rome and Teramo, 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.

Get ready for a day filled with fun adventures, scenic views, and picturesque spots in the charming city of Rome. Your adventure starts at Roman Forum, a timeless local hot spot. Another notable attraction to explore is Colosseum. This iconic archeological site is known for its respected appeal.

After soaking in the highlights of these sights, take some time to wander Rome's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Pantheon. This heritage-rich monument offers a fascinating experience that many visitors find memorable. Santuario Madonna Delle Grazie is also worth visiting.

At the end of the day, you will drive to Ancona, 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 Ancona's most popular restaurants, and connect with friendly locals for an authentic adventure.

Start your culinary exploration in Ancona by securing a reservation at Sot'Ajarchi. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of seafood and from the marches cuisine. Immerse yourself in the culinary delights of Bontà delle Marche, a popular restaurant in Ancona. With a menu designed to delight, it ensures a dining experience that transcends the ordinary.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Alla Tazza D'oro stands out as an excellent choice for a post-dinner cocktail.

Head back to your accommodation in Ancona and get some rest in preparation for another magical 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 history-steeped public square before you head out.

Make the most of your final day in Italy by visiting Ancona’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience 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.

If you're in the mood to try something new, consider Donegal Irish Pub, another top spot with a mouthwatering 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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