10-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling south to Pescara, Rome, Florence, and Siena

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Escape the ordinary with this exciting 10-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!

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, 2 nights in Florence, 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 St. Peter's Basilica.

As you hit the open road and drive through Ancona, Loreto, Pescara, Rome, Florence, Pisa, 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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Driver’s age is 30 - 65
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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Piazza del Plebiscito
Frasassi CavesSan Vittore alle ChiuseSanctuary of the Holy House of Loreto
Vatican MuseumsSaint Peter's SquareSistine ChapelSt Peter's Basilica
Castel Sant'AngeloPiazza NavonaPantheonTrevi FountainVilla Borghese
Altare della PatriaRoman ForumColosseumTrastevereMonti
Piazza di SpagnaSpanish Stepspiazza del Popolo

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Day 1

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 1 night 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.

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.

Treat yourself to a wonderful meal at Playa Solero, a top-rated dining spot in Ancona. If you're in the mood for something new, try Zucchero a Velò, another premier location with a delectable menu. You might also want to book a table at Ristorante Il Giardino. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Ancona.

Round off your dining experience by visiting Posa Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Four Roses, a bar catering to every mood and preference. Amarillo Beer Bar Ancona likewise offers a unique atmosphere, perfect for a memorable night out.

Raise a toast to the start of your 10-day road trip in Italy!

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Day 2

Day 2

  • Ancona
  • Pescara
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Drive 275 km, 3 hours 42 min

  • Frasassi Caves
  • San Vittore alle Chiuse
  • Sanctuary of the Holy House of Loreto
  • More

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

A blend of family-friendly attractions, natural wonders, and scenic views await you in Ancona on today’s itinerary. First up is the well-known cave system, Frasassi Caves. Afterward, continue to San Vittore Alle Chiuse, a church every traveler should visit.

As you explore Ancona’s charming streets, take in the lively atmosphere and get to know the character of the hamlet. Next, make your way to Sanctuary Of The Holy House Of Loreto. This captivating church is an essential stop.

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

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.

Begin your culinary exploration in Pescara by securing a reservation at Nole. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of italian contemporary and italian cuisine. For another dining delight, visit Estrò, celebrated for its delectable contemporary and country cooking menu. This acclaimed Bib Gourmand-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Taverna 58, a top local spot known for its tantalizing from abruzzo and traditional menu. With a Bib Gourmand recognition, it guarantees an exceptional dining adventure.

Continue your evening by exploring the vibrant nightlife scene at Posa Caffè Pescara, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Mixer, a bar that offers unique local touches. Likewise, Temple Bar Irish Pub provides an excellent alternative for a fun evening.

Head back to your accommodation in Pescara and get some rest in preparation for another magical day of your road trip in Italy!

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Day 3

Day 3

  • Pescara
  • Rome
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Drive 226 km, 3 hours 7 min

  • Vatican Museums
  • Saint Peter's Square
  • Sistine Chapel
  • St Peter's Basilica
  • More

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 3 nights.

Start your day at Vatican Museums. Then, wander over to Saint Peter's Square. Nearby, you’ll also find Sistine Chapel.

Pescara offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, St. Peter's Basilica is a globally renowned spot in the city that will captivate you with its unique charm.

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.

Dive into a culinary adventure like no other in Rome by booking a table at La Pergola. This popular restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean and contemporary cuisine. For another culinary dining option, venture to Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Enoteca La Torre, a top local restaurant known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Unwind after your meal by stepping into La Botticella Of Poggi Giovanni. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Almalu Trastevere offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Viminale Di Pepi Maurilio, another top-rated bar 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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Day 4

Day 4

  • Rome
  • More

Drive 11 km, 1 hour 19 min

  • Castel Sant'Angelo
  • Piazza Navona
  • Pantheon
  • Trevi Fountain
  • 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.

Rome is brimming with adventures. Today’s wonderful stops include a castle, a public square, a monument, a park and much more! Begin your sightseeing adventure at the astonishing Castel Sant'angelo and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Navona, a majestic public square that draws visitors from far and near.

Continue your journey to Pantheon, one of the city’s most globally renowned spots that you shouldn’t miss. Another great site to visit is the iconic Trevi Fountain. When you're finished at the monument, Villa Borghese awaits your visit. This park is a standout highlight on today's itinerary.

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.

As you explore more of Rome, 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.

Have a fantastic dining experience at RomAntica, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Coso Ristorante offers an enticing alternative with its varied menu. Additionally, DEROMA - Farine Romane is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Sant' Eustachio Caffè, a well-loved spot among locals and tourists. Or, head to Yellowsquare Rome. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Caffè Portofino, another top-rated place in the area.

Raise your glass to another unforgettable day in Italy!

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Day 5

Day 5

  • Rome
  • More

Drive 3 km, 41 min

  • Altare della Patria
  • Roman Forum
  • Colosseum
  • Trastevere
  • Monti
  • More

Day 5 of your road trip will take you to the best attractions Rome has to offer. Cherish the 1 night you have left in Rome by discovering the best things there are to see and do in the city.

Trastevere is one of the highlights of today. Take your time exploring this iconic neighborhood in Rome, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city. Be sure to also visit Monti, a neighborhood that showcases another side of Rome.

Set out on a day brimming with fun adventures, breathtaking views, and picturesque spots. Start at the popular Altare Della Patria, a picture-perfect monument in Rome. Next, go to Roman Forum.

After visiting Altare Della Patria and Roman Forum, have a stroll along Rome's streets and take in the local charm. Continue your sightseeing by heading to Colosseum. This UNESCO world heritage-listed archeological site offers a unique experience.

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.

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.

Treat yourself to a delicious dinner at Hotel de Russie, an excellent option for tonight's dining. Looking for something different? La Taverna Italiana offers a tantalizing alternative with its diverse menu. And don’t miss The Parrot Bar. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

Explore the vibrant nightlife at The Apartment Bar Roma after your meal, a hub for lively evenings and memorable moments. Or, head to Hotel Hassler Roma for a great selection of flavorful drinks and a charming setting.

Head back to your accommodation in Rome and get some rest in preparation for another magical day of your road trip in Italy!

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Day 6

Day 6

  • Rome
  • Florence
  • More

Drive 278 km, 3 hours 35 min

  • Piazza di Spagna
  • Spanish Steps
  • piazza del Popolo
  • More

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 Florence, where you’ll be staying for 2 nights.

Discover a day packed with family-friendly attractions, romantic experiences, and breathtaking views in Rome. Begin your sightseeing with Piazza Di Spagna. This wondrous public square is one of the top attractions in the city. Proceed to Spanish Steps, another must-visit attraction.

As you wander through the inviting streets of Rome, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazza Del Popolo. This famous public square is a traveler-favorite.

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

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

Experience a symphony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Renowned for its 3-star Michelin distinction, Enoteca Pinchiorri delights its guests with its exceptional variety of meals showcasing delicious italian contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Santa Elisabetta, acclaimed for its delectable creative and mediterranean specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Gucci Osteria da Massimo Bottura, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for italian contemporary and international cuisine in the city.

To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Il Vinile also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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Day 7

Day 7

  • Florence
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Drive 4 km, 59 min

  • piazzale Michelangelo
  • Uffizi Gallery
  • piazza della Signoria
  • Ponte Vecchio
  • Oltrarno
  • More

Day 7 of your road trip across Italy promises a magnificent time exploring Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

A top thing to do today is to explore Oltrarno, a must-see neighborhood in Florence. It's the perfect starting point for touring the top attractions in the area.

Today’s itinerary in Florence covers several incredible sights, including an observation deck, an art gallery, a public square, a historical landmark and much more! Start your adventure at Piazzale Michelangelo. This extraordinary observation deck is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of Uffizi Gallery, a must-see art gallery in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Piazza Della Signoria. This extraordinary public square offers an enriching experience. For a change of pace, head to Ponte Vecchio, where you can take in grand features. These sights offer a fulfilling end to a perfect day.

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

Savor the flavors at Ditta Artigianale, a top pick for dinner tonight. Alternatively, Trattoria Da Burde beckons with its unique menu offerings. Also, consider Casa Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

To truly maximize your evening out, consider visiting Bar 50 Rosso after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bitter Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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Day 8

Day 8

  • Florence
  • Siena
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Drive 210 km, 3 hours 24 min

  • Cathedral of Santa Maria del Fiore
  • Central Market
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • More

Dive into day 8 of your remarkable road trip in Italy. Today you will explore Florence and Pisa, 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 Siena. You’ll stay here for 1 night.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Cathedral Of Santa Maria Del Fiore. This spectacular church provides an insightful glimpse into the city's identity. Next, discover Central Market, an eye-catching food market, promising a delightful encounter.

Continue your sightseeing with a visit to Leaning Tower Of Pisa, a world-famous monument. When you’re done, don’t forget to make a stop at the world-famous Piazza Del Duomo, Pisa.

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.

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

Treat yourself to a delicious dinner at Enoteca I Terzi, an excellent option for tonight's dining. Looking for something different? Ristorante Tar-Tufo offers a tantalizing alternative with its diverse menu. And don’t miss Antica Trattoria Papei. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Meet Life Cafè, known for its inviting atmosphere. Maudit Pub is another great option if you’re looking for a place to get the night started. Similarly, Bar Impero Siena provides a great setting to enjoy the night away.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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Day 9

Day 9

  • Siena
  • Ancona
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Drive 257 km, 4 hours

  • piazza del Campo
  • Siena Cathedral
  • Fortezza Medicea
  • Basilica of San Francesco d'Assisi
  • More

Experience an unparalleled adventure on day 9 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Siena and Santa Maria degli Angeli. 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.

Get ready for a day filled with fun adventures, romantic experiences, and scenic views in the charming city of Siena. Your adventure starts at Piazza Del Campo, a spectacular local hot spot. Another notable attraction to explore is Siena Cathedral. This interesting church is known for its UNESCO world heritage-listed appeal.

After soaking in the highlights of these sights, take some time to wander Siena's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Fortezza Medicea (siena). This picture-perfect monument offers a fascinating experience that many visitors find memorable. Basilica Of San Francesco D'assisi is also worth visiting.

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

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

Enjoy an outstanding dining experience at Sot'Ajarchi, a Bib Gourmand restaurant offering an exceptional seafood and from the marches menu. Alternatively, experience a taste of Ancona at Bontà delle Marche, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated.

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.

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

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Day 10

Day 10

  • Ancona - Departure day
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  • Parco Della Cittadella di Ancona
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Day 10 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 Parco Della Cittadella Di Ancona. This worthwhile park 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.

Have a fantastic dining experience at Pizzeria Pulcinella, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Donegal Irish Pub offers an enticing alternative with its varied 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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