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

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Experience the freedom of the open road in Italy as you embark on an unforgettable 10-day road trip! This experience caters to every traveler, featuring destinations like Ancona, Florence, Siena, Rome, Perugia, and Santa Maria degli Angeli.

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, 2 nights in Florence, 1 night in Siena, 3 nights in Rome, and 1 night in Perugia. 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, Florence, Siena, Rome, Perugia, 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
Ponte VecchioUffizi GalleryPalazzo VecchioLoggia dei Lanzipiazza della Signoria
piazzale MichelangeloBasilica of Santa Croce in FlorenceGiotto's Bell TowerCathedral of Santa Maria del FioreGalleria dell'AccademiaCentral Market
Fortezza MediceaBasilica of San DomenicoSiena CathedralPubblico Palacepiazza del CampoTower of Mangia
Castel Sant'AngeloCampo de' FioriPiazza NavonaPantheonAltare della Patria
ColosseumRoman ForumTrevi FountainPiazza di SpagnaSpanish StepsVilla Borghese

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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.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Ancona. Make yourself at home and enjoy some downtime 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.

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.

Continue your lively evening at Posa Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bar Four Roses is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Amarillo Beer Bar Ancona ensures a night out tailored to your taste.

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

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Day 2

Day 2

  • Ancona
  • Florence
  • More

Drive 285 km, 3 hours 35 min

  • Ponte Vecchio
  • Uffizi Gallery
  • Palazzo Vecchio
  • Loggia dei Lanzi
  • piazza della Signoria
  • More

Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Florence. 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.

Today’s agenda in Ancona includes a historical landmark, an art gallery, a palace, a public square and much more! Ponte Vecchio is must-visit historical landmark and a great starting point for the day. Next, continue your journey to Uffizi Gallery, a famous art gallery, located just a leisurely stroll away. Next, head to Palazzo Vecchio, a history-steeped palace, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Ancona. When you're ready, let your sightseeing route take you to the underrated Loggia Dei Lanzi. If you’re looking for more, Piazza Della Signoria is also a famous attraction that is worthwhile a visit.

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

Enjoy a delicious meal at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.

Savor another day of unforgettable experiences in Italy!

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Day 3

Day 3

  • Florence
  • More

Drive 6 km, 1 hour 28 min

  • piazzale Michelangelo
  • Basilica of Santa Croce in Florence
  • Giotto's Bell Tower
  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • Central Market
  • More

Day 3 offers a multitude of experiences. You will stay in Florence for 1 night more, offering you enough time to explore at a relaxed pace.

Today’s itinerary in Florence covers several incredible sights, including an observation deck, a church, a monument, an art gallery, a food market and much more! Start your adventure at Piazzale Michelangelo. This impressive observation deck is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the standout wonders of Basilica Of Santa Croce In Florence, a must-see church 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 Giotto's Bell Tower. This curiosity-inducing monument offers an enriching experience. For a change of pace, head to Cathedral Of Santa Maria Del Fiore, where you can take in inviting features. Conclude your self-guided sightseeing tour with a visit to Galleria Dell'accademia and Central Market. 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 day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.

Enjoy a delicious meal at Ditta Artigianale, a highly-rated dining destination in Florence. If you're eager to try something different, consider Trattoria Da Burde, another top spot with a tantalizing menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

Explore the vibrant nightlife at Bar 50 Rosso after your meal, a hub for lively evenings and memorable moments. Or, head to Bitter Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery is perfect for those looking to extend their night with a touch of local flavor.

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

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Day 4

Day 4

  • Florence
  • Siena
  • More

Drive 77 km, 1 hour 45 min

  • Fortezza Medicea
  • Basilica of San Domenico
  • Siena Cathedral
  • Pubblico Palace
  • piazza del Campo
  • Tower of Mangia
  • More

On day 4 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 Siena. In the evening, you’ll end up in Siena, where you will stay for 1 night.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most locally appreciated attractions included on the itinerary is Fortezza Medicea (siena). This breathtaking monument will help you start your sightseeing on top. Then, take a leisurely stroll to Basilica Of San Domenico and learn what makes this picture-perfect church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the interesting Siena Cathedral. After exploring the church, head to Pubblico Palace. This up-and-coming palace is a highlight in Florence. As your day continues, stop by Piazza Del Campo, known for its UNESCO world heritage-listed features. Lastly, don’t forget to check out the curiosity-inducing Tower Of Mangia. Enjoy exploring this incredible monument at your own pace.

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

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 and reflect on the day's adventures.

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.

To truly maximize your evening out, consider visiting Meet Life Cafè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Maudit Pub, another bar with an inviting ambiance. Similarly, Bar Impero Siena also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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Day 5

Day 5

  • Siena
  • Rome
  • More

Drive 234 km, 3 hours 24 min

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

On day 5 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 Rome, where you’ll be staying for 3 nights.

Get ready for an exciting day in Siena. Today’s sightseeing agenda includes a castle, a public square, and a monument. Begin your adventure at Castel Sant'angelo. This is a top-rated castle you should not miss. Another must-see is Campo De' Fiori, a widely recognized public square in Siena.

When you’re ready for the next sight, head to Piazza Navona. From there, take a leisurely stroll to Pantheon, another of the city’s iconic attractions. We recommend continuing your self-guided tour at Altare Della Patria, a historic place of interest in the city.

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.

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

Enjoy a lovely dining experience at La Bottega Roma, 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 Pasta In Corso, 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 Trattoria Vecchia Roma. It’s yet another ideal choice to enhance your time in Rome tonight.

Continue the enjoyment post-dinner at La Botticella Of Poggi Giovanni, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Almalu Trastevere offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Viminale Di Pepi Maurilio. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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 6

Day 6

  • Rome
  • More

Drive 10 km, 1 hour 21 min

  • Colosseum
  • Roman Forum
  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • Villa Borghese
  • More

Day 6 of your road trip across Italy promises a magnificent time exploring Rome. You have 2 nights left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

Brace yourself for today’s incredible lineup of attractions in Rome, featuring family-friendly attractions, breathtaking views, and picturesque spots. Start at Colosseum, a timeless archeological site 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 Trevi Fountain. This is one of the city’s most wondrous history-steeped spots of interest. After exploring the monument, visit the globally renowned Piazza Di Spagna. Not far away, you'll also find Spanish Steps. This public square is a majestic highlight in Rome. Before wrapping up your self-guided sightseeing tour, head to 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.

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.

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.

To truly maximize your evening out, consider visiting Sant' Eustachio Caffè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Yellowsquare Rome, another bar with an inviting ambiance. Similarly, Caffè Portofino also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

  • Rome
  • More

Drive 15 km, 1 hour 5 min

  • Vatican Museums
  • St Peter's Basilica
  • Sistine Chapel
  • piazza del Popolo
  • Monti
  • Via del Corso
  • More

Day 7 of your road trip will take you to the best attractions Vatican City 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.

A top thing to do today is to explore Monti, a must-see neighborhood in Vatican City. It's the perfect starting point for touring the top attractions in the area. You can also visit Via del Corso, an ideal street for continued sightseeing.

Start your adventure at Vatican Museums. This world-famous art museum is a must-visit for travelers looking for a unique holiday experience. Make your way to St. Peter's Basilica located in Rome for another exciting encounter.

Next, immerse yourself in the setting of Sistine Chapel. After the chapel, continue your tour of the city with a visit to Piazza Del Popolo. Visitors usually appreciate the history-steeped features of this public square.

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.

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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to The Apartment Bar Roma, known for its inviting atmosphere. Hotel Hassler Roma is another great option if you’re looking for a place to get the night started.

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

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Day 8

Day 8

  • Rome
  • Perugia
  • More

Drive 175 km, 2 hours 36 min

  • National Archaeological Museum of Umbria
  • Rocca Paolina
  • Carducci Gardens
  • Perugia Cathedral
  • Piazza IV Novembre
  • The Fontana Maggiore
  • 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 1 vibrant destinations - Perugia. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Perugia. You will spend 1 night here for some well-deserved relaxation.

Bring your curiosity for today’s adventure around Rome. Some of the city’s most loved attractions await! National Archaeological Museum Of Umbria is the perfect place to start. This museum is one of the most up-and-coming places to visit in Rome. Next, head to Rocca Paolina, a beloved historical landmark, known for its heritage-rich features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Carducci Gardens. This awe-inspiring park is a highly recommended experience. Nearby, you'll also find Perugia Cathedral and Piazza Iv Novembre. Visit these for an interesting touch to your journey. Finish the day with a visit to The Fontana Maggiore, a remarkable monument in Rome.

At the end of the day, you will drive to Perugia, 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 Perugia. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Have a fantastic dining experience at Ristorante Settimo Sigillo, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Caffè Baglioni offers an enticing alternative with its varied menu. Additionally, Bar Pellas is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Perugia.

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

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

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Day 9

Day 9

  • Perugia
  • Ancona
  • More

Drive 157 km, 2 hours 55 min

  • Basilica of San Francesco d'Assisi
  • Portico of Monte Frumentario
  • Roman Forum and Archaeological Museum
  • Piazza del Comune
  • Basilica di Santa Chiara
  • Rocca Maggiore
  • More

Dive into day 9 of your remarkable road trip in Italy. Today you will explore Santa Maria degli Angeli, 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 Ancona. You’ll stay here for 1 night.

Perugia is home to plenty of attractions that offer family-friendly attractions, scenic views, and picturesque spots! Start at Basilica Of San Francesco D'assisi, an interesting church that is worthwhile a visit in the town. Nearby, you’ll find Portico Of Monte Frumentario, enchanting visitors with its breathtaking appeal. Continue your exploration at Roman Forum And Archaeological Museum. This archeological site is one of the town’s most up-and-coming spots.

Enjoy the freedom of exploring Perugia at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Piazza Del Comune. After exploring the public square, head to the beloved Basilica Di Santa Chiara. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Rocca Maggiore, a place of history-steeped interest in Perugia.

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.

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.

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

Unwind after your meal by stepping into Alla Tazza D'oro. This venue is celebrated for its extensive drink selections and cozy vibes.

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

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Day 10

Day 10

  • Ancona - Departure day
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  • Cattedrale di San Ciriaco
  • 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 Cathedral Basilica Of St. Cyriacus. This beloved church is a popular place to see in the city.

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.

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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