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.
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
Porta di Venere, from the Roman era, made of white travertine, with its three arches and the two towers of Properzio in Perugia, Italy
Photo of Christmas in Assisi, Saint Francis Basilica with the Christmas Crib. Province of Perugia, Umbria, Italy.
Photo of Aerial view of Perugia from Rocca Paolina, Italy.
Photo of Panoramic view of the Saint Francis Basilica in Assisi, in the Province of Perugia, in the Umbria region of Italy.
photo of view of Sunset panorama view of Italian town Perugia.
photo of view of   Perugia beautiful historical center from Appia Street
photo of view  ofPerugia, Italy town skyline in the morning.
photo  of view  of Perugia, Italy on the medieval Aqueduct Street in the morning.
photo of view of Perugia, Italy. View of Chiesa di San Michele Arcangelo 5th century church known for its circular shape
photo of view of Religious Architecture of The Basilica of Saint Francis of Assisi (Basilica di San Francesco d’Assisi) in Umbria, Perugia Province, Italy. (Part I).
photo of view of  Porta Sole, one of the oldest access point to Perugia, Italy.
photo  of view  ofcourtyard of the convent of San Domenico in Perugia, Italy.
photo  of view of Basilica of San Domenico in Perugia, Umbria, Italy.
photo  of view of Perugia, Italy on the medieval Aqueduct Street in the morning.
photo of view of A glimpse of the ancient Basilica of San Francesco, Assisi, Perugia, Italy
Colosseum, Rome, Italy.
Photo of piazza de spagna in Rome, Italy.
Photo of Fountain di Trevi in Rome, Italy.
Bridge Il Tevere a Ponte Vittorio Emanuele II in Rome, Italy.
Hadrian Mausoleum, Rome, Italy.
 Vatican dome of San Pietro and Sant Angelo Bridge, over Tiber river in Rome, Italy.
panoramic view of Rome and St. Peter's Basilica, Italy.
View of Pantheon in the morning, Rome, Italy.
Rome, Italy. Stunning twilight view of Forum ancient ruins, seen from Capitoline hill with Colosseum in background.
Aerial view of forum romanum and surrounding areas of historical centre of italian capital rome.
Cozy old street in Trastevere in Rome, Italy. Trastevere is rione of Rome, on the west bank of the Tiber in Rome, Lazio, Italy. Architecture and landmark of Rome.
Aerial panorama of St. Peter's Square in Vatican with Rome in the background. Italy.
photo of view of Illuminated Fontana Di Trevi, Trevi Fountain at Dusk, Rome, Italy.
photo of view of Spanish Step, Rome, Italy.
photo of view of Museum Luasanne, Rome, Italy.
photo of view Roma Wall of Lugo, Rome, Italy.
photo of view of Roman Bridge Cordoba, Rome, Italy.
photo of view of Roman ruins in Rome, Forum, Rome, Italy.
photo of view of Roman Bridge of Cordoba, Rome, Italy.
photo of view of The Iconic, the legendary Coliseum of Rome, Italy.
photo of view of Rome, Italy: The Roman Forum, Latin: Forum Romanum, Italian: Foro Romano, Rome, Italy.
photo of view of Trevi Fountain (Fontana di Trevi) in Rome, Italy. Trevi is most famous fountain of Rome. Architecture and landmark of Rome, Postcard of Rome, Italy.
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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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Your road trip adventure in Italy begins as soon as you reach Ancona and pick up your car. You’ll stay in Ancona for 1 night and explore the best things to see and do, 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, 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.

Make sure to reserve a table at Playa Solero, an iconic dining spot in Ancona. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Zucchero a Velò, a popular restaurant in Ancona. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Il Giardino, a hidden gem nestled in Ancona. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Unwind after your meal by stepping into Posa Bar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Four Roses offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Amarillo Beer Bar Ancona, another top-rated bar in the area.

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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Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 5 stops and experience some of the highlights of Ancona, Loreto, Senigallia, Serra San Quirico, and San Vittore. At the end of the day, you will enjoy the comforts of a top-rated hotel in Perugia, which will be your home away from home for 1 night.

Immerse yourself in Ancona’s rich culture with today's sightseeing itinerary. Start your journey at Passetto. This symbolic monument is sure to ignite your curiosity. Next, dive into the picture-perfect features of Sanctuary Of The Holy House Of Loreto, a must-visit church in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Rocca Roveresca, an underrated castle. For a change of scene, check out Parco Naturale Regionale Gola Della Rossa E Di Frasassi, known for its visually striking features. We also recommend visiting Frasassi Caves. This cave system is a must for anyone looking to experience the city to the fullest.

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

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.

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

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

  • 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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On day 3 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 Vatican City. In the evening, you’ll end up in Rome, where you will stay for 1 night.

Vatican Museums is must-visit art museum and a great starting point for the day. Next, continue your journey to Saint Peter's Square, a captivating square, located just a leisurely stroll away.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Rome. Rome 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 Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.

Set out on a gastronomic journey in Rome by reserving a table at La Pergola. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of mediterranean and contemporary cuisine. For a different taste, head over to Il Pagliaccio, renowned for its delectable creative and innovative dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Enoteca La Torre, a highly rated local gem known for its exquisite mediterranean and creative menu. With a 2-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

Explore the vibrant nightlife at La Botticella Of Poggi Giovanni after your meal, a hub for lively evenings and memorable moments. Or, head to Almalu Trastevere for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Viminale Di Pepi Maurilio is perfect for those looking to extend their night with a touch of local flavor.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in 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
  • More

Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Rome and Teramo. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Ancona. You will spend 1 night here for some well-deserved relaxation.

Today, you'll explore some of the most beautiful places in Rome, including an archeological site, a monument, and a church. Start your day with a visit to Roman Forum. This timeless archeological site is a must-visit in the city. When you’re ready for your next discovery, continue to Colosseum, which may be one of the most historic places you will experience today.

One of the best things about exploring Rome on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Pantheon, a world-famous monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Santuario Madonna Delle Grazie.

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.

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.

Begin 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. Or, for a change of pace, Bontà delle Marche boasts a menu that's sure to impress.

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 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, begin at Piazza Del Plebiscito. This often recommended public square is a popular place to see in the city.

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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