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

On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Florence. When you’re not sightseeing, take time to relax at your chosen hotel in Florence, where you’ll be staying for 3 nights.

Catch Pitti Palace before the crowds roll in. This instagrammable palace is sure to ignite your curiosity. Next, dive into the romantic features of Ponte Vecchio, a must-visit historical landmark in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Uffizi Gallery, a spectacular art gallery. For a change of scene, check out Piazza Della Signoria, known for its symbolic features.

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.

Get a good night's sleep and look forward to another great day on the road in Italy!

On day 3 of your road trip, you will have an entire day to discover what to see in Florence. You’ll stay in Florence for 2 nights.

Your adventure in Florence is only getting started when you visit David, a notable local hot spot. Another notable attraction to explore is Galleria Dell'accademia.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Central Market. This photogenic food market offers a fascinating experience that many visitors find memorable. Cathedral Of Santa Maria Del Fiore is also worth visiting, along with Basilica Of Santa Croce In Florence. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Piazzale Michelangelo. This extraordinary observation deck provides a fitting finale to your sightseeing.

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

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.

Let the evening flow smoothly from dinner to drinks at Bar 50 Rosso, a top-rated bar in the area. For other recommendations, Bitter Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Archea Brewery offers a memorable night with diverse drink options and excellent service.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Italy.

Greet day 4 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 1 night to stay in Florence, 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 Pisa and Lucca.

Catch “tuttomondo” (keith Haring) before the crowds roll in. This photogenic art installation is sure to ignite your curiosity. Next, dive into the picture-perfect features of Leaning Tower Of Pisa, a must-visit monument in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Piazza Del Duomo, Pisa, a world-famous public square. For a change of scene, check out Pisa Cathedral, known for its picture-perfect features. We also recommend visiting Mura Di Lucca. This historical landmark is a must for anyone looking to experience the city to the fullest.

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

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

Savor the flavors at Ristorante Buca Mario, a top pick for dinner tonight. Alternatively, Agricola Toscana beckons with its unique menu offerings. Also, consider Eataly Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

To truly maximize your evening out, consider visiting Gosh* after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Antico Caffè Del Moro - Art Bar Firenze, another bar with an inviting ambiance. Similarly, Quelo Bar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Dive into day 5 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Siena. At the end of the day, you’ll unwind at one of the finest accommodations in Siena, where you'll spend 2 nights.

Fortezza Medicea (siena) brings Florence's character to life. This standout monument is a highlight of any visit in the city. Then, enjoy Vista Panoramica De Siena, another awe-inspiring attraction that never fails to captivate visitors. Next, head over to Siena Cathedral, one of the city’s most notable attractions, known for its history-steeped features.

If you’re looking for more, spend time soaking in the atmosphere of Piazza Del Campo. This visually striking public square is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Pubblico Palace, a frequently visited palace, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Porta Pispini before you head back to your hotel.

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

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.

Round off your dining experience by visiting Meet Life Cafè, a prime location for a drink. Alternatively, explore the distinctive characteristics of Maudit Pub, a bar catering to every mood and preference. Bar Impero Siena likewise offers a unique atmosphere, perfect for a memorable night out.

Savor another day of unforgettable experiences in Italy!

On day 6 of your road trip in Italy, you’ll start and end your day in Siena, but spend the day exploring what’s beyond the city. Since you still have 1 night to spend in Siena, there’s no need to rush. Experience San Gimignano and Volterra to the fullest today with this curated day itinerary.

Awaiting your discovery is the up-and-coming Piazza Del Duomo, an UNESCO world heritage-listed public square in Siena. Next, go to Chiesa Di Sant'agostino.

After visiting Piazza Del Duomo and Chiesa Di Sant'agostino, have a stroll along Siena's streets and take in the local charm. Continue your sightseeing by heading to Cathedral Of Santa Maria Assunta. This majestic church offers a unique experience. Parco Archeologico "enrico Fiumi" is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Etruscan Museum "mario Guarnacci", one of the most heritage-rich places to visit in Siena.

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

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

Enjoy a delicious meal at Osteria Quattro Venti, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Fischi per Fiaschi, another top spot with a mouthwatering menu. You might also want to secure a reservation at Osteria da Divo. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

After savoring a delicious meal, step into the vibrant nightlife at Charlie Mixology Bar Di Aldinucci Riccardo, where the evening is just getting started. In the same way, Bar Pinacoteca offers a unique charm perfect for experiencing the local bar scene in Siena. San Paolo Pub is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

As the sun sets, rest up and recharge for the next leg of your road trip 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.

Awaiting your discovery is the extraordinary Castel Sant'angelo, a visually striking castle in Siena. Next, go to Campo De' Fiori.

After visiting Castel Sant'angelo and Campo De' Fiori, have a stroll along Siena's streets and take in the local charm. Continue your sightseeing by heading to Piazza Navona. This romantic public square offers a unique experience. Pantheon is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Altare Della Patria, one of the most breathtaking places to visit in Siena. If you still have some time left for sightseeing, we also recommend stopping by Circus Maximus.

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

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.

Dine in style at La Bottega Roma, a top recommendation for dinner tonight. Or, for a change of pace, Pasta In Corso boasts a menu that's sure to impress. Also, be sure to check out Trattoria Vecchia Roma. Known as a local hotspot, it’s a great choice for tonight in Rome.

Unwind after your meal by stepping into La Botticella Of Poggi Giovanni. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Almalu Trastevere offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Viminale Di Pepi Maurilio, another top-rated bar in the area.

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

Day 8 of your road trip across Italy promises a magnificent time exploring what to see in Vatican City. You have 2 nights left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

Whether you decide to explore Vatican City on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Make sure to visit Trastevere, a popular neighborhood in Vatican City. 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. You can also explore Monti today, a neighborhood that’s well worth a visit.

Let Vatican Museums set the tone for the day. Sistine Chapel is your next stop. This widely recognized chapel is one of the best-rated sights in Rome.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit St. Peter's Basilica. To round off your sightseeing experience, visit Piazza Del Popolo.

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.

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

Make sure to reserve a table at RomAntica, 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 Coso Ristorante, 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 DEROMA - Farine Romane, 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 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.

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

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

Enjoy all that Colosseum has to offer. This is a wondrous archeological site you should not miss. Another must-see is Roman Forum, an iconic archeological site in Rome.

When you’re ready for the next sight, head to Trevi Fountain. From there, take a leisurely stroll to Piazza Di Spagna, another of the city’s wondrous attractions. We recommend continuing your self-guided tour at Spanish Steps, an enchanting place of interest in the city. If time allows, add Villa Borghese to your itinerary. This astonishing park offers the perfect finishing touch to your day in Rome.

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 Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.

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.

Continue your lively evening at The Apartment Bar Roma, a perfect place for winding down or revving up the night, depending on which mood you’re in. Hotel Hassler Roma is another excellent bar that offers a great selection of drinks to suit any mood.

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

On day 10 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Santa Maria degli Angeli and Perugia are on today's agenda. In the evening, you’ll end up in Ancona, where you will stay for 1 night.

No visit to Rome is complete without Church Of Santa Maria Sopra Minerva In Assisi. This frequently visited church is one of the top attractions in the town. Proceed to Basilica Of San Francesco D'assisi, another must-visit attraction.

As you wander through the inviting streets of Rome, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to National Gallery. This beloved art gallery is a traveler-favorite. Not far away, you’ll find Piazza Iv Novembre, another key site on your sightseeing itinerary.

At the end of the day, you will drive to Ancona, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

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

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.

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