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

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Photo of the long staircase in the downtown of the beautiful ancient italian village.
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Explore the best of Italy on a remarkable 10-day road trip! Combine exploration with relaxation on a self-drive tour featuring Ancona, Florence, Pisa, Lucca, Siena, Rome, Santa Maria degli Angeli, and Perugia.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 3 nights in Ancona, 2 nights in Florence, 2 nights in Siena, and 2 nights 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 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, Florence, Pisa, Lucca, Siena, Rome, Santa Maria degli Angeli, and Perugia, 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, accommodations, 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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Pick-up: 10:00
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Day 1

Day 1

  • Ancona - Arrival day
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  • Passetto
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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 here for 2 nights and explore what to see in Ancona, 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 Passetto, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

When you're ready for some downtime, make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Ancona. Make yourself at home and unwind before heading out again.

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.

Dine in style at Playa Solero, a top recommendation for dinner tonight. Or, for a change of pace, Zucchero a Velò boasts a menu that's sure to impress. Also, be sure to check out Ristorante Il Giardino. Known as a local hotspot, it’s a great choice for tonight in Ancona.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Posa Bar, known for its inviting atmosphere. Bar Four Roses is another great option if you’re looking for a place to get the night started. Similarly, Amarillo Beer Bar Ancona provides a great setting to enjoy the night away.

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

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Day 2

Day 2

  • Ancona
  • More

Drive 6 km, 51 min

  • Arch of Trajan
  • Porta Pia
  • Lazzaretto of Ancona
  • State Tactile Museum Omero
  • More

Day 2 of your road trip across Italy promises a magnificent time exploring what to see in Ancona. You have 1 night left in Ancona. Take the opportunity to experience more of the best attractions and activities in the city.

Ancona is brimming with adventures.

No visit to Ancona is complete without Arch Of Trajan. This worthwhile monument is one of the top attractions in the city. Proceed to Porta Pia, another must-visit attraction.

As you wander through the inviting streets of Ancona, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Lazzaretto Of Ancona. This intriguing museum is a traveler-favorite. Not far away, you’ll find State Tactile Museum Omero, another key site on your sightseeing itinerary.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

Ancona is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Ancona.

Make sure to reserve a table at Amarcord, 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 Bontà delle Marche, 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 Pizzeria Da Romano, a hidden gem nestled in Ancona. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the excitement of the evening going by visiting a bar or two. Alla Tazza D'oro is an excellent place to start.

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

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Day 3

Day 3

  • Ancona
  • Florence
  • More

Drive 277 km, 3 hours 40 min

  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • Ponte Vecchio
  • Palazzo Vecchio
  • piazza della Signoria
  • More

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 place, which are Florence. At the end of the day, you will retreat to the hotel of your choice in Florence, where will spend 2 nights.

Make time for Basilica Of Santa Croce In Florence, a popular church that is worthwhile a visit in the city. Nearby, you’ll find Uffizi Gallery, enchanting visitors with its picture-perfect appeal. Continue your exploration at Ponte Vecchio. This historical landmark is one of the city’s most globally renowned spots.

Enjoy the freedom of exploring Ancona at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Palazzo Vecchio. After exploring the palace, head to the famous Piazza Della Signoria.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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 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 meal at Ristorante Oliviero 1962, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Di Poneta Novoli is another top choice with a popular menu. You could also check for a table at Caffe San Firenze. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Florence tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, Se·sto On Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Il Vinile is also a great option that provides a perfect setting for a relaxing evening.

Relax and look forward to more memorable moments to come!

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Day 4

Day 4

  • Florence
  • More

Drive 9 km, 1 hour 21 min

  • David
  • Galleria dell'Accademia
  • Cathedral of Santa Maria del Fiore
  • Palazzo Pitti
  • piazzale Michelangelo
  • Oltrarno
  • More

On day 4 of your road trip, you will have an entire day to discover what to see in Florence. You’ll stay in Florence for 1 night.

A visit to Oltrarno is a must on the 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.

Experience David, a notable statue in the city. Then, head to Galleria Dell'accademia and soak in the ambiance of this photogenic art gallery.

There are many interesting places to see in Florence, and when you are ready for more, go to Cathedral Of Santa Maria Del Fiore. This is one of the city’s most widely recognized enchanting spots of interest. After exploring the church, visit the interesting Pitti Palace. Not far away, you'll also find Piazzale Michelangelo. This observation deck is a culturally significant highlight in Florence.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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 Florence, it's often a good idea to reserve a table in advance.

Make sure to reserve a table at Ditta Artigianale, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria Da Burde, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Cap off your dinner by heading to Bar 50 Rosso, ideal for a leisurely evening with a drink in hand. Bitter Bar is another bar that offers an enjoyable setting. Similarly, Archea Brewery is also a popular place to go on a night out, perfect for relaxing and socializing.

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

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Day 5

Day 5

  • Florence
  • Siena
  • More

Drive 249 km, 3 hours 42 min

  • Porta Nuova
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • Piazza dell'Anfiteatro
  • Basilica of San Domenico
  • More

On day 5 of your road trip in Italy, your travel plans include 3 stops at the most scenic, wondrous, and interesting places in the region. Pisa, Lucca, and Siena are on today's agenda. In the evening, you’ll end up in Siena, where you will stay for 2 nights.

Start your day at Porta Nuova. This history-steeped monument is an intriguing place to see in Florence. Then, wander over to Piazza Del Duomo, Pisa. If stunning sites excite you, this public square will be right up your alley. Nearby, you’ll also find Leaning Tower Of Pisa. This UNESCO world heritage-listed monument is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Piazza Dell'anfiteatro is a captivating spot in the city that will captivate you with its unique charm. When you’re done at the public square, don’t forget to check out the breathtaking Basilica Of San Domenico. Take a moment to appreciate the fascinating details of this locally appreciated church.

When you’re done exploring for the day, you’ll drive to your hotel in Siena. Check in and relax before you head out to tour the city.

Siena is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Siena.

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.

Continue your evening by exploring the vibrant nightlife scene at Meet Life Cafè, a prime destination for a thrilling night out. Also, don’t forget to check out Maudit Pub, a bar that offers unique local touches. Likewise, Bar Impero Siena provides an excellent alternative for a fun evening.

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

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Day 6

Day 6

  • Siena
  • More

Drive 1.0 km, 16 min

  • Siena Cathedral
  • piazza del Campo
  • Tower of Mangia
  • Pubblico Palace
  • More

Day 6 of your road trip will take you to the best attractions Siena has to offer. Cherish the 1 night you have left in the city and use the provided itinerary to discover what to see in Siena.

Make a stop at Siena Cathedral. This popular church is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Del Campo located in Siena for another exciting encounter.

Next, immerse yourself in the setting of Tower Of Mangia. Its respected features will captivate you. After the monument, continue your tour of the city with a visit to Pubblico Palace. Visitors usually appreciate the historic features of this palace.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Siena. Enjoy a relaxing evening as you savor delicious local cuisine.

Enjoy a lovely meal at Osteria Quattro Venti, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Fischi per Fiaschi is another top choice with a popular menu. You could also check for a table at Osteria da Divo. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Siena tonight.

Round off your dining experience by visiting Charlie Mixology Bar Di Aldinucci Riccardo, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Pinacoteca, a bar catering to every mood and preference. San Paolo Pub likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 7

Day 7

  • Siena
  • Rome
  • More

Drive 242 km, 3 hours 37 min

  • Colosseum
  • Roman Forum
  • Trevi Fountain
  • Pantheon
  • Piazza Navona
  • More

Your itinerary for day 7 of your road trip in Italy includes 1 stop and features some of the highlights of Rome. At the end of the day, enjoy the comforts of a top-rated hotel in Rome, where you'll spend 2 nights.

Colosseum is must-visit archeological site and a great option for a daytime tour of the area. Continue your journey to Roman Forum, a world-famous archeological site, located just a leisurely stroll away. Next, head to Trevi Fountain, a history-steeped monument, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Siena. When you're ready, let your sightseeing route take you to the iconic Pantheon. If you’re looking for more, Piazza Navona is also a wondrous attraction that is worthwhile a visit.

At the end of the day, you will drive to Rome, 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 Rome. Enjoy a relaxing evening as you savor delicious local cuisine.

Enjoy a delicious meal at La Bottega Roma, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Pasta In Corso, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

Continue your lively evening at La Botticella Of Poggi Giovanni, a perfect place for winding down or revving up the night, depending on which mood you’re in. Almalu Trastevere is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Viminale Di Pepi Maurilio ensures a night out tailored to your taste.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 8

Day 8

  • Rome
  • More

Drive 16 km, 1 hour 34 min

  • Vatican Museums
  • Sistine Chapel
  • St Peter's Basilica
  • Castel Sant'Angelo
  • Piazza di Spagna
  • Spanish Steps
  • More

Greet day 8 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 1 night to stay in Rome, so get ready to make the most of your time in the region. On the agenda for this day, you’ll find only the best things to see and do in Vatican City and Rome.

One of the most timeless attractions included on the itinerary is Vatican Museums.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the world-famous St. Peter's Basilica. After exploring the major basilica, head to Castel Sant'angelo. This spectacular castle is a highlight in Rome. As your day continues, stop by Piazza Di Spagna, known for its enchanting features. Lastly, don’t forget to check out the widely recognized Spanish Steps. Enjoy exploring this incredible public square at your own pace.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Rome.

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.

Enjoy a lovely dining experience at RomAntica, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at Coso Ristorante, 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 DEROMA - Farine Romane. It’s yet another ideal choice to enhance your time in Rome tonight.

After your meal, keep the night alive at a bar like Sant' Eustachio Caffè, known for its lively atmosphere. Yellowsquare Rome is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Caffè Portofino offers an excellent atmosphere for those looking to amp up the evening.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 9

Day 9

  • Rome
  • Ancona
  • More

Drive 339 km, 5 hours

  • Basilica of San Francesco d'Assisi
  • National Archaeological Museum of Umbria
  • The Fontana Maggiore
  • Piazza IV Novembre
  • Perugia Cathedral
  • More

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

Whatever your travel style is, Basilica Of San Francesco D'assisi is an essential stop in Rome. This popular church provides an insightful glimpse into the town's identity. Next, discover National Archaeological Museum Of Umbria, a heritage-rich museum, promising a delightful encounter.

Continue your sightseeing with a visit to The Fontana Maggiore, an often recommended monument. When you’re done, don’t forget to make a stop at the intriguing Piazza Iv Novembre. Round off your day at Perugia Cathedral, another gem in Rome with heritage-rich features to discover.

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

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

Enjoy a delicious meal at Pizzeria Pulcinella, a highly-rated dining destination in Ancona. If you're eager to try something different, consider Donegal Irish Pub, another top spot with a tantalizing menu. You might also want to secure a reservation at Vino E Cucina Miscia. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Ancona this evening.

Savor another day of unforgettable experiences in Italy!

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Day 10

Day 10

  • Ancona - Departure day
  • More
  • Piazza del Plebiscito
  • More

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 Piazza Del Plebiscito. This beloved public square is a hotspot among locals.

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 Osteria La Bottega Di Pinocchio, 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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Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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