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

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Explore the best of Italy on a 10-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Ancona, Loreto, Pescara, Rome, Florence, Pisa, 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, 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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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.

Don’t miss out on dining at Playa Solero, a top-rated dining destination in Ancona. If you're in the mood to try something new, consider Zucchero a Velò, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Il Giardino. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Ancona this evening.

After savoring a delicious meal, step into the vibrant nightlife at Posa Bar, where the evening is just getting started. In the same way, Bar Four Roses offers a unique charm perfect for experiencing the local bar scene in Ancona. Amarillo Beer Bar Ancona is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

Dive into day 2 of your remarkable road trip in Italy. Today you will explore San Vittore and Loreto, 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 Pescara. You’ll stay here for 1 night.

Savor the day by visiting some of the best places to see in Ancona, including a cave system and a church. Start your adventure at Frasassi Caves. This well-known cave system is a must-visit for travelers looking for a unique holiday experience. Make your way to San Vittore Alle Chiuse located in Ancona for an enchanting atmosphere.

Next, immerse yourself in the setting of Sanctuary Of The Holy House Of Loreto. Its breathtaking features will captivate you.

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.

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

Treat yourself to an extraordinary dining experience at Nole, a Bib Gourmand restaurant offering an incredible italian contemporary and italian menu. Alternatively, if your taste buds call for something different, Estrò is one of the best restaurants for contemporary and country cooking cuisine in Pescara. This Bib Gourmand-awardee earns consistently high praises from guests. We also recommend checking out the menu at Taverna 58. As a top-rated establishment with a Bib Gourmand status, it is an ideal choice for from abruzzo and traditional cuisine in the city.

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.

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 3

Day 3

  • Pescara
  • Rome
  • More

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.

Continue your journey to Sistine Chapel, one of the city’s most spectacular spots that you shouldn’t miss. Another great site to visit is the iconic 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 you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day'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.

Extend your evening after a delightful meal by visiting La Botticella Of Poggi Giovanni, which offers the perfect atmosphere for a night out. Moreover, Almalu Trastevere is another popular option for a drink or two. Likewise, Bar Viminale Di Pepi Maurilio also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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
  • More

On day 4 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 2 nights and discover all the best things to see and do in the area.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Rome allows for both. Start by heading to Castel Sant'angelo. This impressive castle provides an insightful glimpse into the city's identity. Next, discover Piazza Navona, a symbolic public square, promising a delightful encounter.

Continue your sightseeing with a visit to Pantheon, a globally renowned monument. When you’re done, don’t forget to make a stop at the wondrous Trevi Fountain. Round off your day at Villa Borghese, another gem in Rome with serene features to discover.

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

Don’t miss out on dining at RomAntica, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Coso Ristorante, another top spot with a mouthwatering menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

After enjoying a fulfilling meal, continue your evening at Sant' Eustachio Caffè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Yellowsquare Rome offers a welcoming atmosphere for easing into the nightlife. Similarly, Caffè Portofino provides an excellent environment for a relaxed and enjoyable evening.

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 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 across Italy promises a magnificent time exploring Rome. You have 1 night left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

A visit to Trastevere in Rome is a must on your agenda today. This neighborhood is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights.

Brace yourself for today’s incredible lineup of attractions in Rome, featuring family-friendly attractions, scenic views, and picturesque spots. Start at Altare Della Patria, a captivating monument in the city. Then, head to Roman Forum and soak in the ambiance of this culturally significant archeological site.

There are many interesting places to see in Rome and when you are ready for more, go to Colosseum. This is one of the city’s most iconic spots.

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.

Make sure to reserve a table at Hotel de Russie, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Taverna Italiana, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of The Parrot Bar, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Continue your evening by exploring the vibrant nightlife scene at The Apartment Bar Roma, a prime destination for a thrilling night out. Also, don’t forget to check out Hotel Hassler Roma, a bar that offers unique local touches.

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 6

Day 6

  • Rome
  • Florence
  • More

Drive 278 km, 3 hours 35 min

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

Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 2 nights.

A blend of family-friendly attractions, romantic experiences, and scenic views await you in Rome on today’s itinerary. First up is the globally renowned public square, Piazza Di Spagna. Afterward, continue to Spanish Steps.

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 Piazza Del Popolo. This impressive public square is an essential stop that should not be missed.

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

Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of italian contemporary cuisine. For an alternative dining experience, try Santa Elisabetta, renowned for its delicious creative and mediterranean 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 Gucci Osteria da Massimo Bottura, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

After your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. Se·sto On Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Il Vinile offers an excellent atmosphere for those looking to amp up the evening.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day 7

Day 7

  • Florence
  • More

Drive 4 km, 59 min

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

Day 7 offers a multitude of experiences. You will stay in Florence for 1 night more, offering you enough time to explore at a relaxed pace.

Oltrarno is a fantastic place you can explore today in Florence. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Florence-way-of-life and take advantage of the nearby must-see sights located nearby.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes an observation deck, an art gallery, a public square, a historical landmark and much more! Begin your adventure at Piazzale Michelangelo. This is a famous observation deck you should not miss. Another must-see is Uffizi Gallery, an extraordinary art gallery in Florence.

When you’re ready for the next sight, head to Piazza Della Signoria. From there, take a leisurely stroll to Ponte Vecchio, another of the city’s iconic attractions.

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.

Enjoy a lovely dining experience at Ditta Artigianale, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Trattoria Da Burde, 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 Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.

Extend your evening after a delightful meal by visiting Bar 50 Rosso, which offers the perfect atmosphere for a night out. Moreover, Bitter Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Celebrate another amazing day of your road trip adventure 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

Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Florence and Pisa. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Siena. You will spend 1 night here for some well-deserved relaxation.

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 extraordinary 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 wondrous monument. When you’re done, don’t forget to make a stop at the timeless 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 delightful dinner at Enoteca I Terzi, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Tar-Tufo? It's another excellent option with a diverse menu. Consider reserving a table at Antica Trattoria Papei as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Siena.

Explore the vibrant nightlife at Meet Life Cafè after your meal, a hub for lively evenings and memorable moments. Or, head to Maudit Pub for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Impero Siena is perfect for those looking to extend their night with a touch of local flavor.

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

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Day 9

Day 9

  • Siena
  • Ancona
  • More

Drive 257 km, 4 hours

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

On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Siena and Santa Maria degli Angeli. When you’re not sightseeing, take time to relax at your selected hotel in Ancona, where you’ll be staying for 1 night.

Start by visiting Piazza Del Campo, a prime spot to begin your journey. This history-steeped public square is sure to impress. Next on your list is Siena Cathedral, another must-visit landmark and notable church renowned for its history-steeped features.

While exploring and sightseeing, take time to savor the ambiance of Siena by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to Fortezza Medicea (siena). This historic monument is a remarkable attraction that offers a unique experience. Basilica Of San Francesco D'assisi also adds charm to your journey.

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.

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.

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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Alla Tazza D'oro, a well-loved spot among locals and tourists.

Raise your glass to another unforgettable day 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 often recommended park is a popular place to see in the city.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Ancona.

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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