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

On day 2 of your road trip, you will have an entire day to explore Ancona. You’ll stay in Ancona for 1 night and discover all the best things to see and do in the area.

Discover a day packed with family-friendly attractions, scenic views, and picturesque spots in Ancona. Begin your sightseeing with Arch Of Trajan. This frequently visited monument is one of the top attractions in the city. Proceed to Porta Pia, another must-visit attraction that enhances the city’s allure.

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 often recommended 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 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 Ancona. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Savor the flavors at Amarcord, a top pick for dinner tonight. Alternatively, Bontà delle Marche beckons with its unique menu offerings. Also, consider Ristorante Pizzeria Da Romano. With its consistent customer satisfaction, it’s an excellent option for dining in Ancona tonight.

Keep the evening going at Alla Tazza D'oro, a great choice for enjoying the after-dinner hours with a drink.

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

Dive into day 3 of your remarkable road trip in Italy. Today you will explore Florence, 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 Florence. You’ll stay here for 2 nights.

Get ready for an exciting day in Ancona. Today’s sightseeing agenda includes a church, an art gallery, a historical landmark, a palace, a public square and much more! Begin your adventure at Basilica Of Santa Croce In Florence. This is a notable church you should not miss. Another must-see is Uffizi Gallery, a famous art gallery in Ancona.

When you’re ready for the next sight, head to Ponte Vecchio. From there, take a leisurely stroll to Palazzo Vecchio, another of the city’s notable attractions. We recommend continuing your self-guided tour at Piazza Della Signoria, a visually striking place of interest in the city.

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.

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.

Continue the enjoyment post-dinner at Manifattura, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Se·sto On Arno Rooftop Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Il Vinile. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Savor another day of unforgettable experiences in Italy!

Day 4 of your road trip will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in Florence by discovering the best things there are to see and do in the city.

Make sure to visit Oltrarno, a popular neighborhood in Florence. Spend some time wandering around the area and soak in its distinctive charm. You’ll also discover that several of the city’s must-see attractions are just around the corner.

Begin your adventure at David. This is a locally renowned statue you should not miss. Another must-see is Galleria Dell'accademia, a well-known art gallery in Florence.

When you’re ready for the next sight, head to Cathedral Of Santa Maria Del Fiore. From there, take a leisurely stroll to Pitti Palace, another of the city’s captivating attractions. We recommend continuing your self-guided tour at Piazzale Michelangelo, a romantic place of interest in the city.

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

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

Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar 50 Rosso stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bitter Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery is also a great option that provides a perfect setting for a relaxing evening.

Savor another day of unforgettable experiences in Italy!

Embark on another extraordinary experience on day 5 of your road trip in Italy. Today, you will make 3 stops and experience some of the highlights of Pisa, Lucca, and Siena. At the end of the day, you will enjoy the comforts of a top-rated hotel in Siena, which will be your home away from home for 2 nights.

Discover a day packed with family-friendly attractions, picturesque spots, and historic treasures in Florence. Begin your sightseeing with Porta Nuova. This locally appreciated monument is one of the top attractions in the city. Proceed to Piazza Del Duomo, Pisa, another must-visit attraction that enhances the city’s allure.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Leaning Tower Of Pisa. This iconic monument is a traveler-favorite. Not far away, you’ll find Piazza Dell'anfiteatro, another key site on your sightseeing itinerary. Conclude your day at Basilica Of San Domenico and uncover why it's recognized as one of the city's most intriguing attractions.

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 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.

Enjoy a lovely meal at Enoteca I Terzi, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante Tar-Tufo is another top choice with a popular menu. You could also check for a table at Antica Trattoria Papei. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Siena tonight.

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

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

Day 6 offers a multitude of experiences. You will stay in Siena for 1 night more, offering you enough time to explore at a relaxed pace.

Siena is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and scenic views! Start at Siena Cathedral, a well-known church that is worthwhile a visit in the city. Nearby, you’ll find Piazza Del Campo, enchanting visitors with its UNESCO world heritage-listed appeal. Continue your exploration at Tower Of Mangia. This monument is one of the city’s most up-and-coming spots.

Enjoy the freedom of exploring Siena at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Pubblico Palace.

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

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

Make sure to reserve a table at Osteria Quattro Venti, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Fischi per Fiaschi, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Osteria da Divo, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

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

On day 7 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 Rome. In the evening, you’ll end up in Rome, where you will stay for 2 nights.

Today’s route brings family-friendly attractions, breathtaking views, and photo-friendly spots. The first attraction of today is Colosseum. This wondrous archeological site is a culturally significant place to see in Siena. Continue your discovery at Roman Forum, a picture-perfect archeological site with stories to tell.

As you stroll around Siena, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Trevi Fountain. This timeless monument offers a visually striking encounter with Siena. Next, make your way to Pantheon to add another highlight to your day. After that, visit Piazza Navona, a world-famous public square that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Siena.

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.

Treat yourself to a wonderful meal at La Bottega Roma, a top-rated dining spot in Rome. If you're in the mood for something new, try Pasta In Corso, another premier location with a delectable menu. You might also want to book a table at Trattoria Vecchia Roma. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.

Keep the excitement of the evening going by visiting a bar or two. La Botticella Of Poggi Giovanni is an excellent place to start. You could also check out Almalu Trastevere, offering a different kind of charm. A last recommendation for the day is Bar Viminale Di Pepi Maurilio. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

On day 8 of your road trip, you’ll start and end your day in Rome, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Vatican City and Rome. You still have 1 night left in Rome.

Begin your adventure at Vatican Museums. This is a world-famous art museum you should not miss. Another must-see is Sistine Chapel, a spectacular chapel in Rome.

When you’re ready for the next sight, head to St. Peter's Basilica. From there, take a leisurely stroll to Castel Sant'angelo, another of the city’s widely recognized attractions. We recommend continuing your self-guided tour at Piazza Di Spagna, a symbolic place of interest in the city. If time allows, add Spanish Steps to your itinerary. This extraordinary public square offers the perfect finishing touch to your day in Rome.

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

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

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 your delicious meal, get a taste of the vibrant nightlife with a visit to Sant' Eustachio Caffè, known for its inviting atmosphere. Yellowsquare Rome is another great option if you’re looking for a place to get the night started. Similarly, Caffè Portofino provides a great setting to enjoy the night away.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

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 - Santa Maria degli Angeli and Perugia. 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.

Today's adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at Basilica Of San Francesco D'assisi. This breathtaking church is a highlight of any visit in the town. Then, enjoy National Archaeological Museum Of Umbria, another historic attraction that never fails to captivate visitors. Next, head over to The Fontana Maggiore, one of the town’s most worthwhile attractions, known for its remarkable features.

If you’re looking for more, spend time soaking in the atmosphere of Piazza Iv Novembre. This enchanting public square is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Perugia Cathedral, an increasingly popular church, and take a stroll around the area.

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

Savor the flavors at Pizzeria Pulcinella, a top pick for dinner tonight. Alternatively, Donegal Irish Pub beckons with its unique menu offerings. Also, consider Vino E Cucina Miscia. With its consistent customer satisfaction, it’s an excellent option for dining in Ancona tonight.

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