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

On day 2 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Florence are on today's agenda. In the evening, you’ll end up in Florence, where you will stay for 3 nights.

Fasten your seatbelt and make your way to your next stop — Florence, home to many well-known sights in the region. Keep in mind that your travel time from Ancona to Florence may take around 3 hours 24 min without traffic disruptions. Upon arrival in Florence, we highly recommend checking out some of the top attractions.

Savor the day by heading to Pitti Palace, an interesting palace that draws visitors from near and far. When you're done, continue to Ponte Vecchio, where you can soak in the majestic surroundings.

Next, explore Uffizi Gallery, yet another widely recognized place to see in the area. After the art gallery, make time to go to Piazza Della Signoria. This grand public square is well worth the visit.

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

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

Enjoy a lovely dining experience at Ristorante Oliviero 1962, 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 Di Poneta Novoli, 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 Caffe San Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.

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

Day 3 of your road trip across Italy promises a magnificent time exploring what to see in Florence. You have 2 nights left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Enjoy all that David has to offer. This is a locally renowned statue you should not miss. Another must-see is Galleria Dell'accademia, a locally renowned art gallery in Florence.

When you’re ready for the next sight, head to Central Market. From there, take a leisurely stroll to Cathedral Of Santa Maria Del Fiore, another of the city’s famous attractions. We recommend continuing your self-guided tour at Basilica Of Santa Croce In Florence, a culturally significant place of interest in the city. If time allows, add Piazzale Michelangelo to your itinerary. This spectacular observation deck offers the perfect finishing touch to your day 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.

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.

Dine in style at Ditta Artigianale, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria Da Burde boasts a menu that's sure to impress. Also, be sure to check out Casa Toscana. Known as a local hotspot, it’s a great choice for tonight in Florence.

If you’re not ready to end the night just yet, Bar 50 Rosso offers a perfect venue to relax and savor a drink. Similarly, Bitter Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.

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

On day 4 of your road trip, you’ll start and end your day in Florence, where you still have 1 night left. You'll spend part of the day exploring places of interest outside the immediate city, including Pisa and Lucca.

Whether you decide to explore Pisa on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Throughout the day, make sure to take breaks to appreciate the surroundings.

Set your GPS to Pisa and hit the road. Expect a journey of approximately 1 hour 14 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Pisa beckons with new experiences!

Our first attraction recommendation in Pisa is “tuttomondo” (keith Haring), an increasingly popular art installation that draws attention for its noteworthy features. Spend some time soaking in the atmosphere before continuing to Leaning Tower Of Pisa, a culturally significant monument that stands out in the city.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Piazza Del Duomo, Pisa, a globally renowned public square that offers a unique experience. Be sure to also explore Pisa Cathedral, a nearby church, highly recommended by other travelers.

Set your GPS to Lucca and hit the road. Expect a journey of approximately 30 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Lucca beckons with new experiences!

Our first attraction recommendation in Lucca is Mura Di Lucca, an increasingly popular historical landmark that draws attention for its history-steeped features.

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

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

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

Continue your evening by exploring the vibrant nightlife scene at Gosh*, a prime destination for a thrilling night out. Also, don’t forget to check out Antico Caffè Del Moro - Art Bar Firenze, a bar that offers unique local touches. Likewise, Quelo Bar provides an excellent alternative for a fun evening.

Raise your glass to another unforgettable day in Italy!

Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Siena. At the end of the day, you will retreat to the hotel of your choice in Siena, where will spend 2 nights.

When you’ve had your share of Florence, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Siena. Your travel time is around 1 hour 10 min.

Fortezza Medicea (siena) is a locally appreciated monument we recommend visiting today. Discover its breathtaking features before continuing your self-guided tour to Vista Panoramica De Siena, an enchanting observation deck that’s well-regarded in the area.

Next, stop by Siena Cathedral, an enchanting church. While you’re nearby, don’t forget to visit Piazza Del Campo, an UNESCO world heritage-designated and truly unique public square. End your sightseeing at Pubblico Palace, an intriguing palace that’s highly recommended by travelers passing through the city.

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.

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

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.

After your meal, keep the night alive at a bar like Meet Life Cafè, known for its lively atmosphere. Maudit Pub is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Impero Siena offers an excellent atmosphere for those looking to amp up the evening.

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

On day 6 of your road trip, you’ll start and end your day in Siena, where you have 1 night left to stay.

Embrace the thrill of the open road as you wave goodbye to Siena and set your GPS to San Gimignano. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 51 min. Upon reaching San Gimignano, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Piazza Del Duomo is a locally appreciated public square we recommend visiting today. Discover its romantic features before continuing your self-guided tour to Chiesa Di Sant'agostino, a culturally significant church that’s well-regarded in the area.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Volterra may take around 40 min. Upon your arrival in Volterra, you’ll be greeted with the opportunity to do some sightseeing and exploring.

One of our top recommendations for your sightseeing is Cathedral Of Santa Maria Assunta. Spend some time admiring the historic features of the church before you continue to your next stop. Then, head to Parco Archeologico "enrico Fiumi". This frequently visited archeological site is a traveler-favorite in the village.

If you're keen to see more, continue to Etruscan Museum "mario Guarnacci". Feed your curiosity by learning something new about the museum.

When you’re done exploring for the day, you’ll return to Siena and your accommodation.

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.

Have a fantastic dining experience at Osteria Quattro Venti, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Fischi per Fiaschi offers an enticing alternative with its varied menu. Additionally, Osteria da Divo is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Siena.

After enjoying a fulfilling meal, continue your evening at Charlie Mixology Bar Di Aldinucci Riccardo, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Pinacoteca offers a welcoming atmosphere for easing into the nightlife. Similarly, San Paolo Pub provides an excellent environment for a relaxed and enjoyable evening.

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

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 3 nights.

After soaking in Siena’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Rome. Expect your car journey to take a minimum of 2 hours 36 min. When you arrive in Rome, it's time to take a break from the road.

One of our top recommendations for your sightseeing is Castel Sant'angelo. Spend some time admiring the history-steeped features of the castle before you continue to your next stop. Then, head to Campo De' Fiori. This top-rated public square is a traveler-favorite in the city.

If you're keen to see more, continue to Piazza Navona. Feed your curiosity by learning something new about the public square. Next, take your journey to Pantheon, a world-famous monument. Conclude your sightseeing at Altare Della Patria, known for its culturally significant features.

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

Rome 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 Rome.

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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at La Botticella Of Poggi Giovanni, a well-loved spot among locals and tourists. Or, head to Almalu Trastevere. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Viminale Di Pepi Maurilio, another top-rated place in the area.

Savor another day of unforgettable experiences in Italy!

Day 9 offers an itinerary packed with the best things to see in Ancona. You’ll stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

Whether you decide to explore Rome on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Check out the wondrous archeological site, Colosseum. Afterward, continue to Roman Forum, an archeological site every traveler should visit. 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 Trevi Fountain. This wondrous monument is an essential stop. Following that, head to Piazza Di Spagna, another must-visit site that will enhance your experience. Don’t forget to stop by Spanish Steps, a spectacular public square in the city. Finally, end your day with a visit to Villa Borghese, a mesmerizing park that offers the perfect conclusion to your sightseeing of the day.

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 Rome. Enjoy a relaxing evening as you savor delicious local cuisine.

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

Round off your dining experience by visiting The Apartment Bar Roma, a prime location for a drink. Alternatively, explore the distinctive characteristics of Hotel Hassler Roma, a bar catering to every mood and preference.

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

Dive into day 10 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Santa Maria degli Angeli and Perugia. At the end of the day, you’ll unwind at one of the finest accommodations in Ancona, where you'll spend 1 night.

When you’re ready to jump back into the car and say goodbye to Rome, you’ll hit the road in the direction of Santa Maria degli Angeli. This drive usually takes around 2 hours 28 min.

For a more meaningful self-guided tour of the town's best attractions, visit Church Of Santa Maria Sopra Minerva In Assisi, an increasingly popular church that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Basilica Of San Francesco D'assisi and admire its stunning features.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Perugia. This drive usually takes around 29 min, without any stops or traffic disruptions.

Savor the day by heading to National Gallery, a worthwhile art gallery that draws visitors from near and far. When you're done, continue to Piazza Iv Novembre, where you can soak in the visually striking surroundings.

When you’re done exploring for the day, you’ll drive to your hotel in Ancona. Check in and relax 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 Ancona. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a lovely meal at Amarcord, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Bontà delle Marche is another top choice with a popular menu. You could also check for a table at Ristorante Pizzeria Da Romano. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Ancona tonight.

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

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