One-Week Italy Self-Drive Road Trip With Itinerary from Ancona traveling south to Pescara, Rome, and Siena

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Explore the best of Italy on a 8-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Ancona, Loreto, Pescara, L'aquila, Rome, Siena, and Santa Maria degli Angeli. 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 Pescara, 3 nights in Rome, and 1 night in Siena. 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. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Pantheon, learn more about the unique Piazza Navona, and immerse yourself in the vibrant atmosphere of Roman Forum.

As you hit the open road and drive through Ancona, Loreto, Pescara, L'aquila, Rome, Siena, and Santa Maria degli Angeli, 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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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Piazza del Plebiscito
Palazzo degli AnzianiNational Archaeological Museum of the MarchesSanctuary of the Holy House of Loreto
Luminous fountainCastle ParkBasilica of San Bernardino
Trevi FountainPiazza di SpagnaSpanish Stepspiazza del PopoloVilla Borghese
Altare della PatriaPantheonPiazza NavonaCampo de' FioriCastel Sant'Angelo
Roman ForumColosseum
piazza del CampoSiena CathedralFortezza MediceaBasilica of San Francesco d'Assisi
Parco Della Cittadella di Ancona

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Day 1

Day 1

  • Ancona - Arrival day
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  • Piazza del Plebiscito
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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 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.

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 dining experience at Playa Solero, a popular restaurant in Ancona. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Ancona at Zucchero a Velò, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Ristorante Il Giardino. It’s yet another ideal choice to enhance your time in Ancona tonight.

Let the evening flow smoothly from dinner to drinks at Posa Bar, a top-rated bar in the area. For other recommendations, Bar Four Roses provides a perfect setting for rounding out your night with style and great drinks. Likewise, Amarillo Beer Bar Ancona offers a memorable night with diverse drink options and excellent service.

Raise a toast to the start of your 8-day road trip in Italy!

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Day 2

Day 2

  • Ancona
  • Pescara
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Drive 168 km, 2 hours 29 min

  • Palazzo degli Anziani
  • National Archaeological Museum of the Marches
  • Sanctuary of the Holy House of Loreto
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Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Ancona and Loreto. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Pescara. You will spend 1 night here for some well-deserved relaxation.

Today’s well-planned self-sightseeing route offers several fun adventures, breathtaking views, and photo-friendly spots. Whether you decide to explore Ancona on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Palazzo Degli Anziani is the first of them. Spend some time admiring this instagrammable palace before continuing your journey. Museo Archeologico Nazionale Delle Marche is your next stop. This up-and-coming museum is one of the best-rated sights in Ancona.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Sanctuary Of The Holy House Of Loreto. This awe-inspiring church is a sight to behold.

When you’re done exploring for the day, you’ll drive to your hotel in Pescara. 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 Pescara. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Enjoy an outstanding dining experience at Nole, a Bib Gourmand restaurant offering an exceptional italian contemporary and italian menu. Alternatively, if you're in the mood for something different, consider the nearby Bib Gourmand-awardee, Estrò, known for its delicious contemporary and country cooking cuisine. Another highly-recommended place to eat in Pescara is Taverna 58, a renowned Bib Gourmand restaurant and a delicious from abruzzo and traditional menu.

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

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

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Day 3

Day 3

  • Pescara
  • Rome
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Drive 219 km, 3 hours 9 min

  • Luminous fountain
  • Castle Park
  • Basilica of San Bernardino
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Dive into day 3 of your remarkable road trip in Italy. Today you will explore L'aquila, 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 Rome. You’ll stay here for 3 nights.

Today’s agenda in Pescara includes a monument, a park, and a church. Luminous Fountain is must-visit monument and a great starting point for the day. Next, continue your journey to Castle Park, a worthwhile park, located just a leisurely stroll away. Next, head to Basilica Of San Bernardino, a majestic church, also available for your discovery today.

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.

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

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 discerning mediterranean and creative foodies seeking culinary excellence.

Following your dinner, dive into the local bar culture at La Botticella Of Poggi Giovanni. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Almalu Trastevere, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Viminale Di Pepi Maurilio provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Savor another day of unforgettable experiences in Italy!

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Day 4

Day 4

  • Rome
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Drive 8 km, 1 hour 2 min

  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • piazza del Popolo
  • Villa Borghese
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Day 4 offers a multitude of experiences. You will stay in Rome for 2 nights more, offering you enough time to explore at a relaxed pace.

A blend of fun adventures, romantic experiences, and breathtaking views await you in Rome on today’s itinerary. First up is the iconic monument, Trevi Fountain. Afterward, continue to Piazza Di Spagna, a public square every traveler should visit.

As you explore Rome’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Spanish Steps. This extraordinary public square is an essential stop. Following that, head to Piazza Del Popolo, another must-visit site that will enhance your experience. Don’t forget to stop by Villa Borghese, a famous park in the city.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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

Treat yourself to a delightful dinner at RomAntica, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Coso Ristorante? It's another excellent option with a diverse menu. Consider reserving a table at DEROMA - Farine Romane as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

Explore the vibrant nightlife at Sant' Eustachio Caffè after your meal, a hub for lively evenings and memorable moments. Or, head to Yellowsquare Rome for a great selection of flavorful drinks and a charming setting. Furthermore, Caffè Portofino is perfect for those looking to extend their night with a touch of local flavor.

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 5

Day 5

  • Rome
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Drive 7 km, 57 min

  • Altare della Patria
  • Pantheon
  • Piazza Navona
  • Campo de' Fiori
  • Castel Sant'Angelo
  • More

On day 5 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 1 night and discover all the best things to see and do in the area.

Get ready for an exciting day in Rome. Today’s sightseeing agenda includes a monument, a public square, and a castle. Begin your adventure at Altare Della Patria. This is a notable monument you should not miss. Another must-see is Pantheon, an iconic monument in Rome.

When you’re ready for the next sight, head to Piazza Navona. From there, take a leisurely stroll to Campo De' Fiori, another of the city’s spectacular attractions. We recommend continuing your self-guided tour at Castel Sant'angelo, a grand place of interest in the city.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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

Don’t miss out on dining at Hotel de Russie, a top-rated dining destination in Rome. If you're in the mood to try something new, consider La Taverna Italiana, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

Let the evening flow smoothly from dinner to drinks at The Apartment Bar Roma, a top-rated bar in the area. For other recommendations, Hotel Hassler Roma provides a perfect setting for rounding out your night with style and great drinks.

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

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Day 6

Day 6

  • Rome
  • Siena
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Drive 248 km, 3 hours 6 min

  • Roman Forum
  • Colosseum
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On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 1 night.

Rome is home to plenty of attractions that offer family-friendly attractions, scenic views, and picturesque spots! Start at Roman Forum, a globally renowned archeological site that is worthwhile a visit in the city. Nearby, you’ll find Colosseum, enchanting visitors with its breathtaking appeal.

At the end of the day, you will drive to Siena, 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 Siena's best restaurants.

Don’t miss out on dining at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

If you’re not ready to end the night just yet, Meet Life Cafè offers a perfect venue to relax and savor a drink. Similarly, Maudit Pub is well-suited for those looking to unwind in a social setting. Bar Impero Siena is another excellent spot to enjoy a nightcap after a delightful meal.

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 7

Day 7

  • Siena
  • Ancona
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Drive 257 km, 4 hours

  • piazza del Campo
  • Siena Cathedral
  • Fortezza Medicea
  • Basilica of San Francesco d'Assisi
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Embark on another extraordinary experience on day 7 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Siena and Santa Maria degli Angeli. At the end of the day, you will enjoy the comforts of a top-rated hotel in Ancona, which will be your home away from home for 1 night.

Siena is brimming with adventures. Today’s wonderful stops include a public square, a church, and a monument. Begin your sightseeing adventure at the widely recognized Piazza Del Campo. Just a short distance away is Siena Cathedral, an enchanting church that draws visitors from far and near.

Continue your journey to Fortezza Medicea (siena), one of the city’s most underrated spots that you shouldn’t miss. Another great site to visit is the well-known Basilica Of San Francesco D'assisi.

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

Indulge in a memorable dining experience at one of Ancona's most popular restaurants, and connect with friendly locals for an authentic adventure.

Discover the culinary delights of Ancona by securing a reservation at Sot'Ajarchi. Esteemed for its a Bib Gourmand award, this restaurant offers a remarkable selection of seafood and from the marches cuisine. Alternatively, Bontà delle Marche beckons with its unique menu offerings.

After enjoying a fulfilling meal, continue your evening at Alla Tazza D'oro, ideal for those looking to unwind with a drink in a comfortable setting.

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 8

Day 8

  • Ancona - Departure day
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  • Parco Della Cittadella di Ancona
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Day 8 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 Parco Della Cittadella Di Ancona, a visually striking park 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.

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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