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.

Discover a day packed with fun adventures, romantic experiences, and scenic views in Ancona. Begin your sightseeing with Pitti Palace. This popular palace is one of the top attractions in the city. Proceed to Ponte Vecchio, another must-visit attraction.

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 Uffizi Gallery. This spectacular art gallery is a traveler-favorite. Not far away, you’ll find Piazza Della Signoria, another key site on your sightseeing itinerary.

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.

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

Enjoy a delicious meal at Ristorante Oliviero 1962, a highly-rated dining destination in Florence. If you're eager to try something different, consider Di Poneta Novoli, another top spot with a tantalizing menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

Following your dinner, dive into the local bar culture at Manifattura. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Se·sto On Arno Rooftop Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Il Vinile provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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.

Start your adventure at Central Market. This locally renowned food market is a must-visit for travelers looking for a unique holiday experience. Make your way to Cathedral Of Santa Maria Del Fiore located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Galleria Dell'accademia. Its noteworthy features will captivate you. After the art gallery, continue your tour of the city with a visit to David. Next up is Piazzale Michelangelo, a highly recommended observation deck.

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 explore more of Florence, 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.

Enjoy a lovely dining experience at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.

Continue your evening by exploring the vibrant nightlife scene at Bar 50 Rosso, a prime destination for a thrilling night out. Also, don’t forget to check out Bitter Bar, a bar that offers unique local touches. Likewise, Archea Brewery 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.

On day 4 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 Pisa and Lucca. In the evening, you’ll end up in Siena, where you will stay for 2 nights.

Get ready to discover some of the most iconic wonders in Florence, including a church, a public square, and a monument. Start your day at Pisa Cathedral. This stunning church is an intriguing place to see in Florence. Then, wander over to Piazza Del Duomo, Pisa. If breathtaking sites excite you, this public square will be right up your alley. Nearby, you’ll also find Leaning Tower Of Pisa. This UNESCO world heritage-designated monument is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Guinigi Tower is an intriguing spot in the city that will captivate you with its unique charm. When you’re done at the monument, don’t forget to check out the romantic Piazza Dell'anfiteatro. Take a moment to appreciate the fascinating details of this well-known public square.

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.

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

Enjoy a delicious meal 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 savoring a delicious meal, step into the vibrant nightlife at Meet Life Cafè, where the evening is just getting started. In the same way, Maudit Pub offers a unique charm perfect for experiencing the local bar scene in Siena. Bar Impero Siena is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Say good night to Siena and look forward to another great day 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.

Get ready for a day filled with fun adventures, romantic experiences, and scenic views in the charming city of Siena. Your adventure starts at Siena Cathedral, an interesting local hot spot. Another notable attraction to explore is Piazza Del Campo. This widely recognized public square is known for its grand appeal.

After soaking in the highlights of these sights, take some time to wander Siena's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Fortezza Medicea (siena). This culturally significant monument offers a fascinating experience that many visitors find memorable. Porta Camollia, Siena is also worth visiting, along with Piazza Del Duomo. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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

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

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.

To truly maximize your evening out, consider visiting Charlie Mixology Bar Di Aldinucci Riccardo after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Pinacoteca, another bar with an inviting ambiance. Similarly, San Paolo Pub also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

Dive into day 6 of your remarkable road trip in Italy. Today you will explore Rome, 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 Rome. You’ll stay here for 2 nights.

Today’s well-planned self-sightseeing route offers several fun adventures, breathtaking views, and picturesque spots. 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. Colosseum is the first of them. Spend some time admiring this historic archeological site before continuing your journey. Roman Forum is your next stop. This globally renowned archeological site is one of the best-rated sights in Siena.

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 Trevi Fountain. This romantic monument is a sight to behold. To round off your sightseeing experience, visit Piazza Navona and Pantheon.

When you’re done exploring for the day, you’ll drive to your hotel in Rome. 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 Rome's best restaurants.

Enjoy a lovely dining experience at La Bottega Roma, 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 Pasta In Corso, 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 Trattoria Vecchia Roma. It’s yet another ideal choice to enhance your time in Rome tonight.

After your meal, keep the night alive at a bar like La Botticella Of Poggi Giovanni, known for its lively atmosphere. Almalu Trastevere is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Viminale Di Pepi Maurilio offers an excellent atmosphere for those looking to amp up the evening.

Savor another day of unforgettable experiences in Italy!

On day 7 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. You still have 1 night left in Rome.

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.

Begin your adventure at St. Peter's Basilica. This is a wondrous major basilica you should not miss.

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

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 and reflect on the day's adventures.

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

If you’re not ready to end the night just yet, Sant' Eustachio Caffè offers a perfect venue to relax and savor a drink. Similarly, Yellowsquare Rome is well-suited for those looking to unwind in a social setting. Caffè Portofino is another excellent spot to enjoy a nightcap after a delightful meal.

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

On day 8 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Naples. When you’re not sightseeing, take time to relax at your selected hotel in Naples, where you’ll be staying for 2 nights.

Today’s itinerary in Rome covers several incredible sights, including a castle, a museum, and a public square. Start your adventure at Ovo Castle. This captivating castle is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the photogenic wonders of Naples National Archaeological Museum, a must-see museum 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 Piazza Del Plebiscito. This top-rated public square offers an enriching experience. These sights offer a fulfilling end to a perfect day.

At the end of the day, you will drive to Naples, 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 Naples, 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.

Don’t miss out on dining at L'Oca Nera Irish Pub, a top-rated dining destination in Naples. If you're in the mood to try something new, consider Mimì alla Ferrovia, another top spot with a mouthwatering menu. You might also want to secure a reservation at Spuzzulè Winebar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Naples this evening.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Happening Cocktail Bar, known for its inviting atmosphere. Shanti Art Musik Bar is another great option if you’re looking for a place to get the night started. Similarly, Gran Caffè Gambrinus provides a great setting to enjoy the night away.

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

On day 9 of your road trip in Italy, you’ll start and end your day in Naples, but spend the day exploring what’s beyond the city. Since you will return to Naples for 1 night more, there’s no need to rush. Experience Pompei to the fullest today with this curated day itinerary!

Just a short distance away you'll find your next stop, Lupanare Di Pompei, an instagrammable archeological site that draws visitors from far and near.

Continue your journey to Teatro Grande, one of the town’s most beloved spots that you shouldn’t miss. Another great site to visit is the up-and-coming Temple Of Isis. When you're finished at the archeological site, Amphitheatre Of Pompeii awaits your visit. This archeological site is a historic highlight on today's itinerary.

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

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

Treat yourself to a wonderful meal at Antica Pizzeria Di Matteo, a top-rated dining spot in Naples. If you're in the mood for something new, try Mercure Napoli Centro Angioino, another premier location with a delectable menu. You might also want to book a table at La Lazzara Trattoria e Pizzeria. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Naples.

Let the evening flow smoothly from dinner to drinks at Archivio Storico - Cocktail Bar & Wonderfood, a top-rated bar in the area. For other recommendations, Archeobar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Babette Pub offers a memorable night with diverse drink options and excellent service.

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

Experience an unparalleled adventure on day 10 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Santa Maria degli Angeli. 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.

Brace yourself for today’s incredible lineup of attractions in Naples, featuring family-friendly attractions, breathtaking views, and picturesque spots. Start at Basilica Of San Francesco D'assisi, a well-known church in the town. Then, head to Piazza Del Comune and soak in the ambiance of this grand public square.

There are many interesting places to see in Naples, and when you are ready for more, go to Basilica Di Santa Chiara. This is one of the town’s most locally appreciated breathtaking spots of interest.

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.

Explore the vibrant nightlife at Alla Tazza D'oro after your meal, a hub for lively evenings and memorable moments.

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.