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

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.

Get ready to discover some of the most iconic wonders in Ancona, including a palace, a historical landmark, an art gallery, a public square and much more! Start your day at Pitti Palace. This enchanting palace is a popular place to see in Ancona. Then, wander over to Ponte Vecchio. If romantic sites excite you, this historical landmark will be right up your alley. Nearby, you’ll also find Uffizi Gallery. This romantic art gallery is a favorite among visitors.

Ancona offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Piazza Della Signoria is a top-rated spot in the city that will captivate you with its unique charm.

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.

As dinnertime approaches, it's time to head out for a bite to eat in Florence. 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 Ristorante Oliviero 1962, 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 Di Poneta Novoli, 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 Caffe San Firenze, 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 Manifattura, ideal for a leisurely evening with a drink in hand. Se·sto On Arno Rooftop Bar is another bar that offers an enjoyable setting. Similarly, Il Vinile 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.

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 route brings fun adventures, picturesque spots, and budget-friendly activities. The first attraction of today is Central Market. This notable food market is an eye-catching place to see in Florence. Continue your discovery at Cathedral Of Santa Maria Del Fiore, an enchanting church with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Galleria Dell'accademia. This popular art gallery offers a heritage-rich encounter with Florence. Next, make your way to David to add another highlight to your day. After that, visit Piazzale Michelangelo, a widely recognized observation deck 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 Florence.

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 Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.

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.

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.

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

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Pisa and Lucca, 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 Siena. You’ll stay here for 2 nights.

Today’s itinerary in Florence covers several incredible sights, including a church, a public square, and a monument. Start your adventure at Pisa Cathedral. This locally appreciated church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the picture-perfect wonders of Piazza Del Duomo, Pisa, a must-see public square 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 Leaning Tower Of Pisa. This world-famous monument offers an enriching experience. For a change of pace, head to Guinigi Tower, where you can take in visually striking features. Conclude your self-guided sightseeing tour with a visit to Piazza Dell'anfiteatro. These sights offer a fulfilling end to a perfect day.

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.

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 Enoteca I Terzi, a highly-rated dining destination in Siena. If you're eager to try something different, consider Ristorante Tar-Tufo, another top spot with a tantalizing menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s an excellent 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.

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

At the end of the day, you'll drive back to Siena, where you'll stay for 1 night more.

Brace yourself for today’s incredible lineup of attractions in Siena, featuring fun adventures, romantic experiences, and scenic views. Start at Siena Cathedral, a notable church in the city. Then, head to Piazza Del Campo and soak in the ambiance of this UNESCO world heritage-listed public square.

There are many interesting places to see in Siena, and when you are ready for more, go to Fortezza Medicea (siena). This is one of the city’s most worthwhile standout spots of interest. After exploring the monument, visit the worthwhile Porta Camollia, Siena. Not far away, you'll also find Piazza Del Duomo. This public square is a romantic highlight in Siena.

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

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

Don’t miss out on dining 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.

Unwind after your meal by stepping into Charlie Mixology Bar Di Aldinucci Riccardo. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Pinacoteca offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook San Paolo Pub, another top-rated bar in the area.

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

Experience an unparalleled adventure on day 6 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Rome. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 2 nights here for some well-deserved relaxation.

Start by visiting Colosseum, a prime spot to begin your journey. This UNESCO world heritage-designated archeological site is sure to impress. Next on your list is Roman Forum, another must-visit landmark and timeless archeological site renowned for its historic features.

While exploring and sightseeing, take time to savor the culture of Siena by sampling some local delicacies. When you’re ready for more sightseeing, head to Trevi Fountain. This history-steeped monument is an essential place to visit for anyone looking for the full Siena experience. We also recommend visiting Piazza Navona, a timeless public square. Nearby, you'll also find Pantheon, ready to add charm to your journey.

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 explore more of Rome, 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.

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.

Round off your dining experience by visiting La Botticella Of Poggi Giovanni, a prime location for a drink. Alternatively, explore the distinctive characteristics of Almalu Trastevere, a bar catering to every mood and preference. Bar Viminale Di Pepi Maurilio likewise offers a unique atmosphere, perfect for a memorable night out.

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

Greet day 7 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Rome for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Vatican City.

Trastevere is a fantastic place you can explore today in Vatican City. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Vatican City-way-of-life and visit all the nearby sights. You should also check out Monti, a neighborhood offering more opportunities to enjoy the city’s vibrant atmosphere and landmarks.

Start at St. Peter's Basilica, a globally renowned major basilica that is worthwhile a visit in the city.

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

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.

Savor the flavors at RomAntica, a top pick for dinner tonight. Alternatively, Coso Ristorante beckons with its unique menu offerings. Also, consider DEROMA - Farine Romane. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

Extend your evening after a delightful meal by visiting Sant' Eustachio Caffè, which offers the perfect atmosphere for a night out. Moreover, Yellowsquare Rome is another popular option for a drink or two. Likewise, Caffè Portofino also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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.

On day 8 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 Naples. In the evening, you’ll end up in Naples, where you will stay for 2 nights.

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most interesting attractions included on the itinerary is Ovo Castle. This romantic castle will help you start your sightseeing on top. Then, take a leisurely stroll to Naples National Archaeological Museum and learn what makes this detailed museum unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the astonishing Piazza Del Plebiscito.

When you’re done exploring for the day, you’ll drive to your hotel in Naples. Check in and spend some time relaxing before you head out to tour the city.

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

Treat yourself to a delicious dinner at L'Oca Nera Irish Pub, an excellent option for tonight's dining. Looking for something different? Mimì alla Ferrovia offers a tantalizing alternative with its diverse menu. And don’t miss Spuzzulè Winebar. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Naples.

Continue your lively evening at Happening Cocktail Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Shanti Art Musik Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Gran Caffè Gambrinus ensures a night out tailored to your taste.

Savor another day of unforgettable experiences in Italy!

Wake up to day 9 of your extraordinary road trip in Italy. With 1 night left in Naples, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Today's adventure in Naples promises more breathtaking discoveries and enriching experiences! Begin at Archaeological Park Of Pompeii. This breathtaking archeological site is a highlight of any visit in the town. Then, enjoy Lupanare Di Pompei, another instagrammable attraction that never fails to captivate visitors. Next, head over to Teatro Grande, one of the town’s most frequently visited attractions, known for its picture-perfect features.

If you’re looking for more, spend time soaking in the atmosphere of Temple Of Isis. This UNESCO world heritage-designated archeological site is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Amphitheatre Of Pompeii, a well-known archeological site, and take a stroll around the area.

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

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

Make sure to reserve a table at Antica Pizzeria Di Matteo, an iconic dining spot in Naples. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Mercure Napoli Centro Angioino, a popular restaurant in Naples. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of La Lazzara Trattoria e Pizzeria, a hidden gem nestled in Naples. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Archivio Storico - Cocktail Bar & Wonderfood, a well-loved spot among locals and tourists. Or, head to Archeobar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Babette Pub, another top-rated place in the area.

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

On day 10 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Santa Maria degli Angeli. When you’re not sightseeing, take time to relax at your selected hotel in Ancona, where you’ll be staying for 1 night.

Today, you'll explore some of the most beautiful places in Naples, including a church and a public square. Start your day with a visit to Basilica Of San Francesco D'assisi. This well-known church is a must-visit in the town. When you’re ready for your next discovery, continue to Piazza Del Comune, which may be one of the most UNESCO world heritage-listed places you will experience today.

One of the best things about exploring Naples on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Basilica Di Santa Chiara, a frequently visited church in the town.

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 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.

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.

To truly maximize your evening out, consider visiting Alla Tazza D'oro after dinner. This bar is known for offering some of the best drinks and vibes in the city.

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.