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

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 2 nights.

Catch Pitti Palace before the crowds roll in. This visually striking palace is sure to ignite your curiosity. Next, dive into the visually striking 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, an extraordinary art gallery. For a change of scene, check out Piazza Della Signoria, known for its symbolic features.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Florence. Florence 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 Florence's most popular restaurants, and connect with friendly locals for a true cultural experience.

Treat yourself to a delightful dinner at Ristorante Oliviero 1962, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Di Poneta Novoli? It's another excellent option with a diverse menu. Consider reserving a table at Caffe San Firenze as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

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.

As the sun sets, rest up and recharge for the next leg 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 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Awaiting your discovery is the captivating Central Market, an instagrammable food market in Florence. Next, go to Cathedral Of Santa Maria Del Fiore.

After visiting Central Market and Cathedral Of Santa Maria Del Fiore, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Galleria Dell'accademia. This standout art gallery offers a unique experience. David is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazzale Michelangelo, one of the most romantic places to visit 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.

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 delightful dinner at Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

Cap off your dinner by heading to Bar 50 Rosso, ideal for a leisurely evening with a drink in hand. Bitter Bar is another bar that offers an enjoyable setting. Similarly, Archea Brewery is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Your itinerary for day 4 of your road trip in Italy includes 2 stops and features some of the highlights of Pisa and Lucca. At the end of the day, enjoy the comforts of a top-rated hotel in Siena, where you'll spend 2 nights.

Pisa Cathedral is must-visit church and a great option for a daytime tour of the area. Continue your journey to Piazza Del Duomo, Pisa, a globally renowned public square, located just a leisurely stroll away. Next, head to Leaning Tower Of Pisa, a remarkable monument, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Florence. When you're ready, let your sightseeing route take you to the underrated Guinigi Tower. If you’re looking for more, Piazza Dell'anfiteatro is also a locally renowned attraction that is worthwhile a visit.

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 dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Siena, it's often a good idea to reserve a table in advance.

Make sure to reserve a table at Enoteca I Terzi, 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 Ristorante Tar-Tufo, 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 Antica Trattoria Papei, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

Relax and look forward to more memorable moments to come!

Wake up to day 5 of your road trip in Italy. On this day, you’ll embark on an exciting expedition discovering the enchanting sights and activities of Siena and San Gimignano. With 1 night to stay in Siena, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

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

Check out the captivating church, Siena Cathedral. Afterward, continue to Piazza Del Campo, a public square every traveler should visit. As you explore Siena’s charming streets, take in the lively atmosphere and get to know the character of the city.

Next, make your way to Fortezza Medicea (siena). This intriguing monument is an essential stop. Following that, head to Porta Camollia, Siena, another must-visit site that will enhance your experience. Don’t forget to stop by Piazza Del Duomo, a worthwhile public square in the city.

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

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

Dine in style at Osteria Quattro Venti, a top recommendation for dinner tonight. Or, for a change of pace, Fischi per Fiaschi boasts a menu that's sure to impress. Also, be sure to check out Osteria da Divo. Known as a local hotspot, it’s a great choice 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.

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

On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Rome. When you’re not sightseeing, take time to relax at your chosen hotel in Rome, where you’ll be staying for 2 nights.

Colosseum is an ideal stop early in the day. This world-famous archeological site is a must-visit in the city. When you’re ready for your next discovery, continue to Roman Forum, which may be one of the most historic places you will experience today.

One of the best things about exploring Siena 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 Trevi Fountain, a globally renowned monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Navona and Pantheon.

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.

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.

Have a fantastic dining experience at La Bottega Roma, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Pasta In Corso offers an enticing alternative with its varied menu. Additionally, Trattoria Vecchia Roma is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

To truly maximize your evening out, consider visiting La Botticella Of Poggi Giovanni after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Almalu Trastevere, another bar with an inviting ambiance. Similarly, Bar Viminale Di Pepi Maurilio also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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.

On day 7 of your road trip in Italy, you’ll start and end your day in Rome, but spend the day exploring what’s beyond the city. Since you still have 1 night to spend in Rome, there’s no need to rush. Experience Vatican City to the fullest today with this curated day itinerary.

One of the most iconic spots you can visit today is Trastevere. Allow yourself some time to explore this neighborhood and discover its unique quirks. You'll also find many of the best sightseeing spots nearby. You can also explore Monti, a neighborhood that offers a glimpse into local life and culture.

Visiting St. Peter's Basilica is always a good idea. This timeless major basilica is a place that is appreciated by travelers and locals alike.

These sights offer a fulfilling end to a perfect day.

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

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.

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.

Continue your lively evening at Sant' Eustachio Caffè, a perfect place for winding down or revving up the night, depending on which mood you’re in. Yellowsquare Rome is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffè Portofino ensures a night out tailored to your taste.

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

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 place, which are Naples. At the end of the day, you will retreat to the hotel of your choice in Naples, where will spend 2 nights.

Ovo Castle leaves a lasting impression. This castle is one of the most notable places to visit in Rome. Next, head to Naples National Archaeological Museum, a popular museum, 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 Piazza Del Plebiscito. This visually striking public square is a highly recommended experience. Visit these for an interesting touch to your journey.

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

Naples 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 Naples.

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. Known for great service, it’s a fantastic choice for tonight in Naples.

Let the evening flow smoothly from dinner to drinks at Happening Cocktail Bar, a top-rated bar in the area. For other recommendations, Shanti Art Musik Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Gran Caffè Gambrinus offers a memorable night with diverse drink options and excellent service.

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

Greet day 9 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 1 night to stay in Naples, 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 Pompei.

Archaeological Park Of Pompeii is must-visit archeological site and a great option for a daytime tour of the area. Continue your journey to Lupanare Di Pompei, a worthwhile archeological site, located just a leisurely stroll away. Next, head to Teatro Grande, a picture-perfect archeological site, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Naples. When you're ready, let your sightseeing route take you to the often recommended Temple Of Isis. If you’re looking for more, Amphitheatre Of Pompeii is also a popular attraction that is worthwhile a visit.

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

Naples 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 Naples.

Savor the flavors at Antica Pizzeria Di Matteo, a top pick for dinner tonight. Alternatively, Mercure Napoli Centro Angioino beckons with its unique menu offerings. Also, consider La Lazzara Trattoria e Pizzeria. With its consistent customer satisfaction, it’s an excellent option for dining in Naples tonight.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Archivio Storico - Cocktail Bar & Wonderfood, known for its inviting atmosphere. Archeobar is another great option if you’re looking for a place to get the night started. Similarly, Babette Pub provides a great setting to enjoy the night away.

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

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

Start your day at Basilica Of San Francesco D'assisi. This symbolic church is a captivating place to see in Naples. Then, wander over to Piazza Del Comune. If UNESCO world heritage-listed sites excite you, this public square will be right up your alley. Nearby, you’ll also find Basilica Di Santa Chiara. This historic church is a favorite among visitors.

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.

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.

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.

Round off your dining experience by visiting Alla Tazza D'oro, a prime location for a drink.

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